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Showing metabocard for Methotrexate (HMDB0014703)

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enzymes (8)transporters (17) Show 25 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2022-03-07 02:51:42 UTC
HMDB IDHMDB0014703
Secondary Accession Numbers
  • HMDB14703
Metabolite Identification
Common NameMethotrexate
DescriptionMethotrexate is only found in individuals that have used or taken this drug. It is an antineoplastic antimetabolite with immunosuppressant properties. It is an inhibitor of tetrahydrofolate dehydrogenase and prevents the formation of tetrahydrofolate, necessary for synthesis of thymidylate, an essential component of DNA. [PubChem]Methotrexate anti-tumor activity is a result of the inhibition of folic acid reductase, leading to inhibition of DNA synthesis and inhibition of cellular replication. The mechanism involved in its activity against rheumatoid arthritis is not known.
Structure
Data?1582753211
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0014703 (Methotrexate)

563
  Mrv1652305271900202D          

 33 35  0  0  1  0            999 V2000
   12.8598   -0.2286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9988   -1.0426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1501    1.0116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8502   -2.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4213   -2.6981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1504    1.4434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7180    0.1921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740    1.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740    2.7322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    2.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.4661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.2286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    2.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4309   -0.2231    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4277   -1.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8633    1.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1406   -1.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4343    1.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2890    0.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0019   -0.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8601    0.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5793    1.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1469    0.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5730   -0.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2922    1.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7214    1.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1536    2.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1374   -2.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7214    2.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    1.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    2.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 20  2  0  0  0  0
  3 23  2  0  0  0  0
  4 28  1  0  0  0  0
  5 28  2  0  0  0  0
  6 16  1  0  0  0  0
  6 18  1  0  0  0  0
  6 27  1  0  0  0  0
 14  7  1  6  0  0  0
  7 20  1  0  0  0  0
  8 26  1  0  0  0  0
  8 30  2  0  0  0  0
  9 29  1  0  0  0  0
  9 31  2  0  0  0  0
 10 31  1  0  0  0  0
 10 33  2  0  0  0  0
 11 32  2  0  0  0  0
 11 33  1  0  0  0  0
 12 32  1  0  0  0  0
 13 33  1  0  0  0  0
 14 15  1  0  0  0  0
 14 23  1  0  0  0  0
 15 17  1  0  0  0  0
 16 21  2  0  0  0  0
 16 22  1  0  0  0  0
 17 28  1  0  0  0  0
 18 26  1  0  0  0  0
 19 20  1  0  0  0  0
 19 24  2  0  0  0  0
 19 25  1  0  0  0  0
 21 24  1  0  0  0  0
 22 25  2  0  0  0  0
 26 29  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END
Download

3D MOL for HMDB0014703 (Methotrexate)

HMDB0014703
     RDKit          3D
Methotrexate
 55 57  0  0  0  0  0  0  0  0999 V2000
    2.2540    1.1295   -2.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0271   -0.1096   -1.5217 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1878   -0.8912   -1.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1340   -0.0670   -0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7002    1.0001    0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5569    1.7290    1.0729 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8644    1.4193    1.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586    2.1409    1.8149 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0493    1.7727    1.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9768    2.5121    2.5274 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4856    0.7328    1.0365 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6406   -0.0052    0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0619   -1.1057   -0.4889 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3049    0.3515    0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4437   -0.3736   -0.4106 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170   -0.4670   -1.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3489    0.3517   -1.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544    0.0500   -1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9535   -1.0717   -0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3045   -1.4348    0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4939   -2.4672    0.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3891   -0.6229   -0.3046 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7315   -1.0352    0.1521 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2261    0.1195    0.9949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5949   -0.0914    1.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9418    1.1050    2.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5025    1.2772    3.5156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7727    2.0556    1.8073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5432   -1.2971   -1.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0475   -1.1495   -2.1774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8696   -1.7122   -1.0035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8748   -1.9005    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4124   -1.5903   -0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7485    1.0361   -3.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232    1.9433   -1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3075    1.3881   -2.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114   -1.0164   -2.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0516   -1.8352   -0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6235    1.2375    0.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2350    2.1975    3.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3959    3.3678    2.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0276   -1.4795   -0.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3997   -1.5590   -1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1615    1.2537   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279    0.7354   -1.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2798    0.2227   -0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6902   -1.9416    0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1373    1.0476    0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5223    0.1917    1.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5941   -0.9489    2.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3672   -0.3376    0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4286    1.9057    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0566   -2.7083   -0.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0932   -2.7946    0.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2087   -2.2606   -0.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 23 29  1  0
 29 30  2  0
 29 31  1  0
 19 32  1  0
 32 33  2  0
 15  4  1  0
 33 16  1  0
 14  7  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  5 39  1  0
 10 40  1  0
 10 41  1  0
 13 42  1  0
 13 43  1  0
 17 44  1  0
 18 45  1  0
 22 46  1  0
 23 47  1  1
 24 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 28 52  1  0
 31 53  1  0
 32 54  1  0
 33 55  1  0
M  END
Download

3D SDF for HMDB0014703 (Methotrexate)

563
  Mrv1652305271900202D          

 33 35  0  0  1  0            999 V2000
   12.8598   -0.2286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9988   -1.0426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1501    1.0116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8502   -2.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4213   -2.6981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1504    1.4434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7180    0.1921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740    1.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740    2.7322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    2.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.4661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.2286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    2.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4309   -0.2231    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4277   -1.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8633    1.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1406   -1.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4343    1.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2890    0.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0019   -0.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8601    0.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5793    1.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1469    0.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5730   -0.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2922    1.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7214    1.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1536    2.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1374   -2.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7214    2.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    1.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    2.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 20  2  0  0  0  0
  3 23  2  0  0  0  0
  4 28  1  0  0  0  0
  5 28  2  0  0  0  0
  6 16  1  0  0  0  0
  6 18  1  0  0  0  0
  6 27  1  0  0  0  0
 14  7  1  6  0  0  0
  7 20  1  0  0  0  0
  8 26  1  0  0  0  0
  8 30  2  0  0  0  0
  9 29  1  0  0  0  0
  9 31  2  0  0  0  0
 10 31  1  0  0  0  0
 10 33  2  0  0  0  0
 11 32  2  0  0  0  0
 11 33  1  0  0  0  0
 12 32  1  0  0  0  0
 13 33  1  0  0  0  0
 14 15  1  0  0  0  0
 14 23  1  0  0  0  0
 15 17  1  0  0  0  0
 16 21  2  0  0  0  0
 16 22  1  0  0  0  0
 17 28  1  0  0  0  0
 18 26  1  0  0  0  0
 19 20  1  0  0  0  0
 19 24  2  0  0  0  0
 19 25  1  0  0  0  0
 21 24  1  0  0  0  0
 22 25  2  0  0  0  0
 26 29  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014703

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/t13-/m0/s1

> <INCHI_KEY>
FBOZXECLQNJBKD-ZDUSSCGKSA-N

> <FORMULA>
C20H22N8O5

> <MOLECULAR_WEIGHT>
454.4393

> <EXACT_MASS>
454.171315854

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
44.54465846377357

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-[(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}phenyl)formamido]pentanedioic acid

> <ALOGPS_LOGP>
-0.91

> <JCHEM_LOGP>
-0.23645686611425076

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.111652490814763

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.26083500356707

> <JCHEM_PKA_STRONGEST_BASIC>
1.7988268653333994

> <JCHEM_POLAR_SURFACE_AREA>
210.53999999999996

> <JCHEM_REFRACTIVITY>
119.2108

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methotrexate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0014703 (Methotrexate)

HMDB0014703
     RDKit          3D
Methotrexate
 55 57  0  0  0  0  0  0  0  0999 V2000
    2.2540    1.1295   -2.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0271   -0.1096   -1.5217 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1878   -0.8912   -1.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1340   -0.0670   -0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7002    1.0001    0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5569    1.7290    1.0729 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8644    1.4193    1.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586    2.1409    1.8149 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0493    1.7727    1.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9768    2.5121    2.5274 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4856    0.7328    1.0365 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6406   -0.0052    0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0619   -1.1057   -0.4889 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3049    0.3515    0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4437   -0.3736   -0.4106 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170   -0.4670   -1.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3489    0.3517   -1.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544    0.0500   -1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9535   -1.0717   -0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3045   -1.4348    0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4939   -2.4672    0.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3891   -0.6229   -0.3046 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7315   -1.0352    0.1521 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2261    0.1195    0.9949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5949   -0.0914    1.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9418    1.1050    2.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5025    1.2772    3.5156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7727    2.0556    1.8073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5432   -1.2971   -1.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0475   -1.1495   -2.1774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8696   -1.7122   -1.0035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8748   -1.9005    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4124   -1.5903   -0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7485    1.0361   -3.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232    1.9433   -1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3075    1.3881   -2.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114   -1.0164   -2.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0516   -1.8352   -0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6235    1.2375    0.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2350    2.1975    3.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3959    3.3678    2.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0276   -1.4795   -0.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3997   -1.5590   -1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1615    1.2537   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279    0.7354   -1.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2798    0.2227   -0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6902   -1.9416    0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1373    1.0476    0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5223    0.1917    1.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5941   -0.9489    2.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3672   -0.3376    0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4286    1.9057    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0566   -2.7083   -0.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0932   -2.7946    0.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2087   -2.2606   -0.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 23 29  1  0
 29 30  2  0
 29 31  1  0
 19 32  1  0
 32 33  2  0
 15  4  1  0
 33 16  1  0
 14  7  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  5 39  1  0
 10 40  1  0
 10 41  1  0
 13 42  1  0
 13 43  1  0
 17 44  1  0
 18 45  1  0
 22 46  1  0
 23 47  1  1
 24 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 28 52  1  0
 31 53  1  0
 32 54  1  0
 33 55  1  0
M  END
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PDB for HMDB0014703 (Methotrexate)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 563                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      24.005  -0.427   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      18.664  -1.946   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      22.680   1.888   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      23.987  -5.047   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      21.320  -5.036   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      13.347   2.694   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      20.007   0.359   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       9.285   1.913   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       9.285   5.100   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       6.574   5.047   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       5.241   2.737   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       6.574   0.427   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       3.907   5.047   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      21.338  -0.416   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.332  -1.956   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.678   1.919   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.662  -2.732   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.011   1.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.339   0.369   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.670  -0.406   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.672   0.379   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.015   2.684   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.674   0.348   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.003  -0.396   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.345   1.909   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.680   2.705   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.353   4.234   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      22.656  -4.271   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.680   4.309   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.908   2.737   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.908   4.277   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.574   1.967   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.241   4.277   0.000  0.00  0.00           C+0
CONECT    1   23                                                            
CONECT    2   20                                                            
CONECT    3   23                                                            
CONECT    4   28                                                            
CONECT    5   28                                                            
CONECT    6   16   18   27                                                  
CONECT    7   14   20                                                       
CONECT    8   26   30                                                       
CONECT    9   29   31                                                       
CONECT   10   31   33                                                       
CONECT   11   32   33                                                       
CONECT   12   32                                                            
CONECT   13   33                                                            
CONECT   14    7   15   23                                                  
CONECT   15   14   17                                                       
CONECT   16    6   21   22                                                  
CONECT   17   15   28                                                       
CONECT   18    6   26                                                       
CONECT   19   20   24   25                                                  
CONECT   20    2    7   19                                                  
CONECT   21   16   24                                                       
CONECT   22   16   25                                                       
CONECT   23    1    3   14                                                  
CONECT   24   19   21                                                       
CONECT   25   19   22                                                       
CONECT   26    8   18   29                                                  
CONECT   27    6                                                            
CONECT   28    4    5   17                                                  
CONECT   29    9   26                                                       
CONECT   30    8   31   32                                                  
CONECT   31    9   10   30                                                  
CONECT   32   11   12   30                                                  
CONECT   33   10   11   13                                                  
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END
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3D PDB for HMDB0014703 (Methotrexate)

COMPND    HMDB0014703
HETATM    1  C1  UNL     1       2.254   1.130  -2.284  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.027  -0.110  -1.522  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.188  -0.891  -1.255  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.134  -0.067  -0.419  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.700   1.000   0.337  1.00  0.00           C  
HETATM    6  N2  UNL     1       4.557   1.729   1.073  1.00  0.00           N  
HETATM    7  C5  UNL     1       5.864   1.419   1.078  1.00  0.00           C  
HETATM    8  N3  UNL     1       6.759   2.141   1.815  1.00  0.00           N  
HETATM    9  C6  UNL     1       8.049   1.773   1.771  1.00  0.00           C  
HETATM   10  N4  UNL     1       8.977   2.512   2.527  1.00  0.00           N  
HETATM   11  N5  UNL     1       8.486   0.733   1.037  1.00  0.00           N  
HETATM   12  C7  UNL     1       7.641  -0.005   0.296  1.00  0.00           C  
HETATM   13  N6  UNL     1       8.062  -1.106  -0.489  1.00  0.00           N  
HETATM   14  C8  UNL     1       6.305   0.352   0.323  1.00  0.00           C  
HETATM   15  N7  UNL     1       5.444  -0.374  -0.411  1.00  0.00           N  
HETATM   16  C9  UNL     1       0.717  -0.467  -1.103  1.00  0.00           C  
HETATM   17  C10 UNL     1      -0.349   0.352  -1.437  1.00  0.00           C  
HETATM   18  C11 UNL     1      -1.654   0.050  -1.053  1.00  0.00           C  
HETATM   19  C12 UNL     1      -1.953  -1.072  -0.324  1.00  0.00           C  
HETATM   20  C13 UNL     1      -3.304  -1.435   0.101  1.00  0.00           C  
HETATM   21  O1  UNL     1      -3.494  -2.467   0.824  1.00  0.00           O  
HETATM   22  N8  UNL     1      -4.389  -0.623  -0.305  1.00  0.00           N  
HETATM   23  C14 UNL     1      -5.731  -1.035   0.152  1.00  0.00           C  
HETATM   24  C15 UNL     1      -6.226   0.120   0.995  1.00  0.00           C  
HETATM   25  C16 UNL     1      -7.595  -0.091   1.568  1.00  0.00           C  
HETATM   26  C17 UNL     1      -7.942   1.105   2.360  1.00  0.00           C  
HETATM   27  O2  UNL     1      -7.503   1.277   3.516  1.00  0.00           O  
HETATM   28  O3  UNL     1      -8.773   2.056   1.807  1.00  0.00           O  
HETATM   29  C18 UNL     1      -6.543  -1.297  -1.035  1.00  0.00           C  
HETATM   30  O4  UNL     1      -6.048  -1.150  -2.177  1.00  0.00           O  
HETATM   31  O5  UNL     1      -7.870  -1.712  -1.004  1.00  0.00           O  
HETATM   32  C19 UNL     1      -0.875  -1.900   0.014  1.00  0.00           C  
HETATM   33  C20 UNL     1       0.412  -1.590  -0.373  1.00  0.00           C  
HETATM   34  H1  UNL     1       1.748   1.036  -3.279  1.00  0.00           H  
HETATM   35  H2  UNL     1       1.723   1.943  -1.760  1.00  0.00           H  
HETATM   36  H3  UNL     1       3.308   1.388  -2.365  1.00  0.00           H  
HETATM   37  H4  UNL     1       3.711  -1.016  -2.251  1.00  0.00           H  
HETATM   38  H5  UNL     1       3.052  -1.835  -0.743  1.00  0.00           H  
HETATM   39  H6  UNL     1       2.624   1.237   0.324  1.00  0.00           H  
HETATM   40  H7  UNL     1       9.235   2.197   3.473  1.00  0.00           H  
HETATM   41  H8  UNL     1       9.396   3.368   2.134  1.00  0.00           H  
HETATM   42  H9  UNL     1       9.028  -1.480  -0.424  1.00  0.00           H  
HETATM   43  H10 UNL     1       7.400  -1.559  -1.150  1.00  0.00           H  
HETATM   44  H11 UNL     1      -0.162   1.254  -2.017  1.00  0.00           H  
HETATM   45  H12 UNL     1      -2.428   0.735  -1.349  1.00  0.00           H  
HETATM   46  H13 UNL     1      -4.280   0.223  -0.892  1.00  0.00           H  
HETATM   47  H14 UNL     1      -5.690  -1.942   0.759  1.00  0.00           H  
HETATM   48  H15 UNL     1      -6.137   1.048   0.431  1.00  0.00           H  
HETATM   49  H16 UNL     1      -5.522   0.192   1.859  1.00  0.00           H  
HETATM   50  H17 UNL     1      -7.594  -0.949   2.284  1.00  0.00           H  
HETATM   51  H18 UNL     1      -8.367  -0.338   0.811  1.00  0.00           H  
HETATM   52  H19 UNL     1      -9.429   1.906   1.060  1.00  0.00           H  
HETATM   53  H20 UNL     1      -8.057  -2.708  -0.861  1.00  0.00           H  
HETATM   54  H21 UNL     1      -1.093  -2.795   0.592  1.00  0.00           H  
HETATM   55  H22 UNL     1       1.209  -2.261  -0.087  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   16
CONECT    3    4   37   38
CONECT    4    5    5   15
CONECT    5    6   39
CONECT    6    7    7
CONECT    7    8   14
CONECT    8    9    9
CONECT    9   10   11
CONECT   10   40   41
CONECT   11   12   12
CONECT   12   13   14
CONECT   13   42   43
CONECT   14   15   15
CONECT   16   17   17   33
CONECT   17   18   44
CONECT   18   19   19   45
CONECT   19   20   32
CONECT   20   21   21   22
CONECT   22   23   46
CONECT   23   24   29   47
CONECT   24   25   48   49
CONECT   25   26   50   51
CONECT   26   27   27   28
CONECT   28   52
CONECT   29   30   30   31
CONECT   31   53
CONECT   32   33   33   54
CONECT   33   55
END
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SMILES for HMDB0014703 (Methotrexate)

CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O
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INCHI for HMDB0014703 (Methotrexate)

InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/t13-/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
4-Amino-10-methylfolic acidChEBI
4-Amino-N(10)-methylpteroylglutamic acidChEBI
EmtexateChEBI
LedertrexateChEBI
MethotrexatumChEBI
MetotrexatoChEBI
MTXChEBI
N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acidChEBI
RheumatrexChEBI
TrexallChEBI
OtrexupKegg
XatmepKegg
4-Amino-10-methylfolateGenerator
4-Amino-N(10)-methylpteroylglutamateGenerator
Emtexic acidGenerator
Ledertrexic acidGenerator
N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamateGenerator
Methotrexic acidGenerator
AmethopterinHMDB
AmethopterineHMDB
HDMTXHMDB
L-AmethopterinHMDB
MethopterinHMDB
MethotextrateHMDB
MethotrexatHMDB
MethylaminopterinHMDB
MethylaminopterinumHMDB
N-Bismethylpteroylglutamic acidHMDB
Hydrate, methotrexateHMDB
Methotrexate, disodium saltHMDB
Methotrexate, sodium saltHMDB
Methotrexate, (DL)-isomerHMDB
Sodium, methotrexateHMDB
Dicesium salt methotrexateHMDB
Methotrexate hydrateHMDB
Methotrexate, dicesium saltHMDB
MexateHMDB
Methotrexate sodiumHMDB
Methotrexate, (D)-isomerHMDB
Chemical FormulaC20H22N8O5
Average Molecular Weight454.4393
Monoisotopic Molecular Weight454.171315854
IUPAC Name(2S)-2-[(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}phenyl)formamido]pentanedioic acid
Traditional Namemethotrexate
CAS Registry Number59-05-2
SMILES
CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/t13-/m0/s1
InChI KeyFBOZXECLQNJBKD-ZDUSSCGKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentGlutamic acid and derivatives
Alternative Parents
Substituents
  • Glutamic acid or derivatives
  • Hippuric acid or derivatives
  • Hippuric acid
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Aminobenzamide
  • Aminobenzoic acid or derivatives
  • Pteridine
  • Benzamide
  • Benzoic acid or derivatives
  • Benzoyl
  • Aniline or substituted anilines
  • Tertiary aliphatic/aromatic amine
  • Dialkylarylamine
  • Aminopyrimidine
  • Aralkylamine
  • Benzenoid
  • Pyrimidine
  • Pyrazine
  • Monocyclic benzene moiety
  • Dicarboxylic acid or derivatives
  • Heteroaromatic compound
  • Tertiary amine
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Amino acid
  • Carboxylic acid
  • Organoheterocyclic compound
  • Azacycle
  • Organic oxygen compound
  • Primary amine
  • Carbonyl group
  • Amine
  • Organic oxide
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point195 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.17 g/LNot Available
LogP-2.2Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+CBM196.230932474
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.17 g/LALOGPS
logP-0.91ALOGPS
logP-0.24ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)3.26ChemAxon
pKa (Strongest Basic)1.8ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area210.54 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity119.21 m³·mol⁻¹ChemAxon
Polarizability44.54 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+204.79631661259
DarkChem[M-H]-204.34131661259
DeepCCS[M+H]+199.95830932474
DeepCCS[M-H]-197.56330932474
DeepCCS[M-2H]-230.44630932474
DeepCCS[M+Na]+205.89830932474
AllCCS[M+H]+204.432859911
AllCCS[M+H-H2O]+202.532859911
AllCCS[M+NH4]+206.232859911
AllCCS[M+Na]+206.732859911
AllCCS[M-H]-199.232859911
AllCCS[M+Na-2H]-199.932859911
AllCCS[M+HCOO]-200.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MethotrexateCN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O4324.6Standard polar33892256
MethotrexateCN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O3804.2Standard non polar33892256
MethotrexateCN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O4925.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Methotrexate,1TMS,isomer #1CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14755.1Semi standard non polar33892256
Methotrexate,1TMS,isomer #2CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14726.5Semi standard non polar33892256
Methotrexate,1TMS,isomer #3CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C14869.1Semi standard non polar33892256
Methotrexate,1TMS,isomer #4CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C14894.7Semi standard non polar33892256
Methotrexate,1TMS,isomer #5CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14679.6Semi standard non polar33892256
Methotrexate,2TMS,isomer #1CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C14528.8Semi standard non polar33892256
Methotrexate,2TMS,isomer #10CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14601.1Semi standard non polar33892256
Methotrexate,2TMS,isomer #11CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C14654.5Semi standard non polar33892256
Methotrexate,2TMS,isomer #12CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14618.7Semi standard non polar33892256
Methotrexate,2TMS,isomer #2CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14615.6Semi standard non polar33892256
Methotrexate,2TMS,isomer #3CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14633.8Semi standard non polar33892256
Methotrexate,2TMS,isomer #4CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C14484.2Semi standard non polar33892256
Methotrexate,2TMS,isomer #5CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14623.9Semi standard non polar33892256
Methotrexate,2TMS,isomer #6CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14637.3Semi standard non polar33892256
Methotrexate,2TMS,isomer #7CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14502.3Semi standard non polar33892256
Methotrexate,2TMS,isomer #8CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C14808.0Semi standard non polar33892256
Methotrexate,2TMS,isomer #9CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C14611.6Semi standard non polar33892256
Methotrexate,3TMS,isomer #1CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C14415.0Semi standard non polar33892256
Methotrexate,3TMS,isomer #1CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C13873.2Standard non polar33892256
Methotrexate,3TMS,isomer #1CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C16581.6Standard polar33892256
Methotrexate,3TMS,isomer #10CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14391.5Semi standard non polar33892256
Methotrexate,3TMS,isomer #10CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14053.4Standard non polar33892256
Methotrexate,3TMS,isomer #10CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C16579.8Standard polar33892256
Methotrexate,3TMS,isomer #11CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14407.6Semi standard non polar33892256
Methotrexate,3TMS,isomer #11CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13873.1Standard non polar33892256
Methotrexate,3TMS,isomer #11CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C16515.6Standard polar33892256
Methotrexate,3TMS,isomer #12CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14413.5Semi standard non polar33892256
Methotrexate,3TMS,isomer #12CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14024.5Standard non polar33892256
Methotrexate,3TMS,isomer #12CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C16355.2Standard polar33892256
Methotrexate,3TMS,isomer #13CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14426.0Semi standard non polar33892256
Methotrexate,3TMS,isomer #13CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13866.9Standard non polar33892256
Methotrexate,3TMS,isomer #13CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C16396.6Standard polar33892256
Methotrexate,3TMS,isomer #14CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C14588.3Semi standard non polar33892256
Methotrexate,3TMS,isomer #14CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C14263.7Standard non polar33892256
Methotrexate,3TMS,isomer #14CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C16537.7Standard polar33892256
Methotrexate,3TMS,isomer #15CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C14600.8Semi standard non polar33892256
Methotrexate,3TMS,isomer #15CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C14252.6Standard non polar33892256
Methotrexate,3TMS,isomer #15CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C16414.7Standard polar33892256
Methotrexate,3TMS,isomer #16CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14565.2Semi standard non polar33892256
Methotrexate,3TMS,isomer #16CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14042.5Standard non polar33892256
Methotrexate,3TMS,isomer #16CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C16536.9Standard polar33892256
Methotrexate,3TMS,isomer #17CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14396.8Semi standard non polar33892256
Methotrexate,3TMS,isomer #17CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14098.8Standard non polar33892256
Methotrexate,3TMS,isomer #17CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C16580.0Standard polar33892256
Methotrexate,3TMS,isomer #18CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14398.8Semi standard non polar33892256
Methotrexate,3TMS,isomer #18CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14069.5Standard non polar33892256
Methotrexate,3TMS,isomer #18CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C16349.3Standard polar33892256
Methotrexate,3TMS,isomer #2CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C14447.5Semi standard non polar33892256
Methotrexate,3TMS,isomer #2CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C13865.0Standard non polar33892256
Methotrexate,3TMS,isomer #2CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C16463.6Standard polar33892256
Methotrexate,3TMS,isomer #3CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14330.7Semi standard non polar33892256
Methotrexate,3TMS,isomer #3CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13793.5Standard non polar33892256
Methotrexate,3TMS,isomer #3CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C16662.1Standard polar33892256
Methotrexate,3TMS,isomer #4CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14566.5Semi standard non polar33892256
Methotrexate,3TMS,isomer #4CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14065.9Standard non polar33892256
Methotrexate,3TMS,isomer #4CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C16611.2Standard polar33892256
Methotrexate,3TMS,isomer #5CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14393.7Semi standard non polar33892256
Methotrexate,3TMS,isomer #5CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14109.5Standard non polar33892256
Methotrexate,3TMS,isomer #5CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C16666.1Standard polar33892256
Methotrexate,3TMS,isomer #6CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C14384.3Semi standard non polar33892256
Methotrexate,3TMS,isomer #6CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C13911.4Standard non polar33892256
Methotrexate,3TMS,isomer #6CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C16563.2Standard polar33892256
Methotrexate,3TMS,isomer #7CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14416.1Semi standard non polar33892256
Methotrexate,3TMS,isomer #7CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14078.3Standard non polar33892256
Methotrexate,3TMS,isomer #7CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C16439.2Standard polar33892256
Methotrexate,3TMS,isomer #8CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C14403.7Semi standard non polar33892256
Methotrexate,3TMS,isomer #8CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C13904.2Standard non polar33892256
Methotrexate,3TMS,isomer #8CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C16441.1Standard polar33892256
Methotrexate,3TMS,isomer #9CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14592.3Semi standard non polar33892256
Methotrexate,3TMS,isomer #9CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14004.7Standard non polar33892256
Methotrexate,3TMS,isomer #9CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C16532.5Standard polar33892256
Methotrexate,4TMS,isomer #1CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C14441.2Semi standard non polar33892256
Methotrexate,4TMS,isomer #1CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C13865.1Standard non polar33892256
Methotrexate,4TMS,isomer #1CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C16147.4Standard polar33892256
Methotrexate,4TMS,isomer #10CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C14248.2Semi standard non polar33892256
Methotrexate,4TMS,isomer #10CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C13941.7Standard non polar33892256
Methotrexate,4TMS,isomer #10CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C16049.1Standard polar33892256
Methotrexate,4TMS,isomer #11CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14431.4Semi standard non polar33892256
Methotrexate,4TMS,isomer #11CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14055.3Standard non polar33892256
Methotrexate,4TMS,isomer #11CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C16090.6Standard polar33892256
Methotrexate,4TMS,isomer #12CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14434.2Semi standard non polar33892256
Methotrexate,4TMS,isomer #12CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14034.4Standard non polar33892256
Methotrexate,4TMS,isomer #12CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C15965.7Standard polar33892256
Methotrexate,4TMS,isomer #13CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14426.2Semi standard non polar33892256
Methotrexate,4TMS,isomer #13CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13884.1Standard non polar33892256
Methotrexate,4TMS,isomer #13CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C16130.0Standard polar33892256
Methotrexate,4TMS,isomer #14CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14262.3Semi standard non polar33892256
Methotrexate,4TMS,isomer #14CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13948.4Standard non polar33892256
Methotrexate,4TMS,isomer #14CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C16218.7Standard polar33892256
Methotrexate,4TMS,isomer #15CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14270.6Semi standard non polar33892256
Methotrexate,4TMS,isomer #15CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13917.3Standard non polar33892256
Methotrexate,4TMS,isomer #15CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C16012.8Standard polar33892256
Methotrexate,4TMS,isomer #16CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C14415.5Semi standard non polar33892256
Methotrexate,4TMS,isomer #16CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C14269.2Standard non polar33892256
Methotrexate,4TMS,isomer #16CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C15949.3Standard polar33892256
Methotrexate,4TMS,isomer #17CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14384.4Semi standard non polar33892256
Methotrexate,4TMS,isomer #17CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14098.6Standard non polar33892256
Methotrexate,4TMS,isomer #17CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C16095.2Standard polar33892256
Methotrexate,4TMS,isomer #18CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14385.6Semi standard non polar33892256
Methotrexate,4TMS,isomer #18CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14080.2Standard non polar33892256
Methotrexate,4TMS,isomer #18CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C15975.7Standard polar33892256
Methotrexate,4TMS,isomer #2CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C14275.0Semi standard non polar33892256
Methotrexate,4TMS,isomer #2CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C13931.9Standard non polar33892256
Methotrexate,4TMS,isomer #2CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C16281.0Standard polar33892256
Methotrexate,4TMS,isomer #3CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14266.2Semi standard non polar33892256
Methotrexate,4TMS,isomer #3CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13780.4Standard non polar33892256
Methotrexate,4TMS,isomer #3CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C16240.2Standard polar33892256
Methotrexate,4TMS,isomer #4CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C14297.0Semi standard non polar33892256
Methotrexate,4TMS,isomer #4CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C13895.1Standard non polar33892256
Methotrexate,4TMS,isomer #4CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C16075.1Standard polar33892256
Methotrexate,4TMS,isomer #5CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14304.4Semi standard non polar33892256
Methotrexate,4TMS,isomer #5CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13772.4Standard non polar33892256
Methotrexate,4TMS,isomer #5CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C16139.5Standard polar33892256
Methotrexate,4TMS,isomer #6CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14423.6Semi standard non polar33892256
Methotrexate,4TMS,isomer #6CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14094.5Standard non polar33892256
Methotrexate,4TMS,isomer #6CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C16150.8Standard polar33892256
Methotrexate,4TMS,isomer #7CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14423.8Semi standard non polar33892256
Methotrexate,4TMS,isomer #7CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14070.8Standard non polar33892256
Methotrexate,4TMS,isomer #7CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C16025.7Standard polar33892256
Methotrexate,4TMS,isomer #8CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C14399.7Semi standard non polar33892256
Methotrexate,4TMS,isomer #8CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C13910.4Standard non polar33892256
Methotrexate,4TMS,isomer #8CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C16164.0Standard polar33892256
Methotrexate,4TMS,isomer #9CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C14239.9Semi standard non polar33892256
Methotrexate,4TMS,isomer #9CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C13974.5Standard non polar33892256
Methotrexate,4TMS,isomer #9CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C16256.2Standard polar33892256
Methotrexate,5TMS,isomer #1CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C14353.3Semi standard non polar33892256
Methotrexate,5TMS,isomer #1CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C13935.5Standard non polar33892256
Methotrexate,5TMS,isomer #1CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C15737.7Standard polar33892256
Methotrexate,5TMS,isomer #10CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14313.1Semi standard non polar33892256
Methotrexate,5TMS,isomer #10CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13975.1Standard non polar33892256
Methotrexate,5TMS,isomer #10CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C15731.3Standard polar33892256
Methotrexate,5TMS,isomer #11CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14315.4Semi standard non polar33892256
Methotrexate,5TMS,isomer #11CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13951.3Standard non polar33892256
Methotrexate,5TMS,isomer #11CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C15610.2Standard polar33892256
Methotrexate,5TMS,isomer #12CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14302.0Semi standard non polar33892256
Methotrexate,5TMS,isomer #12CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C14142.1Standard non polar33892256
Methotrexate,5TMS,isomer #12CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C15576.8Standard polar33892256
Methotrexate,5TMS,isomer #2CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C14355.2Semi standard non polar33892256
Methotrexate,5TMS,isomer #2CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C13910.1Standard non polar33892256
Methotrexate,5TMS,isomer #2CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C15607.3Standard polar33892256
Methotrexate,5TMS,isomer #3CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14312.4Semi standard non polar33892256
Methotrexate,5TMS,isomer #3CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13792.0Standard non polar33892256
Methotrexate,5TMS,isomer #3CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C15766.8Standard polar33892256
Methotrexate,5TMS,isomer #4CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14172.9Semi standard non polar33892256
Methotrexate,5TMS,isomer #4CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13854.5Standard non polar33892256
Methotrexate,5TMS,isomer #4CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C15977.1Standard polar33892256
Methotrexate,5TMS,isomer #5CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14192.7Semi standard non polar33892256
Methotrexate,5TMS,isomer #5CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13818.0Standard non polar33892256
Methotrexate,5TMS,isomer #5CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C15777.7Standard polar33892256
Methotrexate,5TMS,isomer #6CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14335.4Semi standard non polar33892256
Methotrexate,5TMS,isomer #6CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C14105.9Standard non polar33892256
Methotrexate,5TMS,isomer #6CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C15599.0Standard polar33892256
Methotrexate,5TMS,isomer #7CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C14293.9Semi standard non polar33892256
Methotrexate,5TMS,isomer #7CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C13991.4Standard non polar33892256
Methotrexate,5TMS,isomer #7CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C15759.5Standard polar33892256
Methotrexate,5TMS,isomer #8CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C14297.5Semi standard non polar33892256
Methotrexate,5TMS,isomer #8CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C13967.2Standard non polar33892256
Methotrexate,5TMS,isomer #8CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C15637.6Standard polar33892256
Methotrexate,5TMS,isomer #9CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14324.7Semi standard non polar33892256
Methotrexate,5TMS,isomer #9CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C14086.5Standard non polar33892256
Methotrexate,5TMS,isomer #9CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C15552.4Standard polar33892256
Methotrexate,6TMS,isomer #1CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C14295.0Semi standard non polar33892256
Methotrexate,6TMS,isomer #1CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C13973.9Standard non polar33892256
Methotrexate,6TMS,isomer #1CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C15243.3Standard polar33892256
Methotrexate,6TMS,isomer #2CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14258.9Semi standard non polar33892256
Methotrexate,6TMS,isomer #2CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13887.3Standard non polar33892256
Methotrexate,6TMS,isomer #2CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C15415.2Standard polar33892256
Methotrexate,6TMS,isomer #3CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14262.6Semi standard non polar33892256
Methotrexate,6TMS,isomer #3CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C13861.0Standard non polar33892256
Methotrexate,6TMS,isomer #3CN(CC1=CN=C2N=C(N[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C15295.4Standard polar33892256
Methotrexate,6TMS,isomer #4CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C14249.4Semi standard non polar33892256
Methotrexate,6TMS,isomer #4CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C14035.4Standard non polar33892256
Methotrexate,6TMS,isomer #4CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C15274.9Standard polar33892256
Methotrexate,6TMS,isomer #5CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14260.3Semi standard non polar33892256
Methotrexate,6TMS,isomer #5CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C14023.7Standard non polar33892256
Methotrexate,6TMS,isomer #5CN(CC1=CN=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(N([Si](C)(C)C)[Si](C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C15254.0Standard polar33892256
Methotrexate,1TBDMS,isomer #1CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)C=C15047.2Semi standard non polar33892256
Methotrexate,1TBDMS,isomer #2CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)C=C15018.5Semi standard non polar33892256
Methotrexate,1TBDMS,isomer #3CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C15060.3Semi standard non polar33892256
Methotrexate,1TBDMS,isomer #4CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C15084.5Semi standard non polar33892256
Methotrexate,1TBDMS,isomer #5CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C14961.6Semi standard non polar33892256
Methotrexate,2TBDMS,isomer #1CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C=C15062.2Semi standard non polar33892256
Methotrexate,2TBDMS,isomer #10CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C14965.6Semi standard non polar33892256
Methotrexate,2TBDMS,isomer #11CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C15072.7Semi standard non polar33892256
Methotrexate,2TBDMS,isomer #12CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C14993.0Semi standard non polar33892256
Methotrexate,2TBDMS,isomer #2CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)C=C15041.9Semi standard non polar33892256
Methotrexate,2TBDMS,isomer #3CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)C=C15076.7Semi standard non polar33892256
Methotrexate,2TBDMS,isomer #4CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C=C14973.2Semi standard non polar33892256
Methotrexate,2TBDMS,isomer #5CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)C=C15019.7Semi standard non polar33892256
Methotrexate,2TBDMS,isomer #6CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)C=C15048.1Semi standard non polar33892256
Methotrexate,2TBDMS,isomer #7CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C14980.6Semi standard non polar33892256
Methotrexate,2TBDMS,isomer #8CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C15172.0Semi standard non polar33892256
Methotrexate,2TBDMS,isomer #9CN(CC1=CN=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C15020.0Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #1CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C=C14979.2Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #1CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C=C14369.0Standard non polar33892256
Methotrexate,3TBDMS,isomer #1CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C=C16398.3Standard polar33892256
Methotrexate,3TBDMS,isomer #10CN(CC1=CN=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)C=C14976.7Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #10CN(CC1=CN=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)C=C14508.0Standard non polar33892256
Methotrexate,3TBDMS,isomer #10CN(CC1=CN=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)C=C16362.3Standard polar33892256
Methotrexate,3TBDMS,isomer #11CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C14894.2Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #11CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C14358.9Standard non polar33892256
Methotrexate,3TBDMS,isomer #11CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C16362.5Standard polar33892256
Methotrexate,3TBDMS,isomer #12CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)C=C15005.3Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #12CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)C=C14467.8Standard non polar33892256
Methotrexate,3TBDMS,isomer #12CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)C=C16198.1Standard polar33892256
Methotrexate,3TBDMS,isomer #13CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C14937.1Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #13CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C14335.0Standard non polar33892256
Methotrexate,3TBDMS,isomer #13CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C16289.9Standard polar33892256
Methotrexate,3TBDMS,isomer #14CN(CC1=CN=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C15121.5Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #14CN(CC1=CN=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C14688.2Standard non polar33892256
Methotrexate,3TBDMS,isomer #14CN(CC1=CN=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C16292.5Standard polar33892256
Methotrexate,3TBDMS,isomer #15CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C15143.0Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #15CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C14676.2Standard non polar33892256
Methotrexate,3TBDMS,isomer #15CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C16186.0Standard polar33892256
Methotrexate,3TBDMS,isomer #16CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C15020.5Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #16CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C14513.6Standard non polar33892256
Methotrexate,3TBDMS,isomer #16CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C16327.7Standard polar33892256
Methotrexate,3TBDMS,isomer #17CN(CC1=CN=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C14938.0Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #17CN(CC1=CN=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C14521.1Standard non polar33892256
Methotrexate,3TBDMS,isomer #17CN(CC1=CN=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C16353.8Standard polar33892256
Methotrexate,3TBDMS,isomer #18CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C14951.7Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #18CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C14474.7Standard non polar33892256
Methotrexate,3TBDMS,isomer #18CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C16187.3Standard polar33892256
Methotrexate,3TBDMS,isomer #2CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C=C15034.6Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #2CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C=C14344.4Standard non polar33892256
Methotrexate,3TBDMS,isomer #2CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C=C16326.6Standard polar33892256
Methotrexate,3TBDMS,isomer #3CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C14965.2Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #3CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C14236.1Standard non polar33892256
Methotrexate,3TBDMS,isomer #3CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C16535.9Standard polar33892256
Methotrexate,3TBDMS,isomer #4CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)C=C15101.9Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #4CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)C=C14530.2Standard non polar33892256
Methotrexate,3TBDMS,isomer #4CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)C=C16370.7Standard polar33892256
Methotrexate,3TBDMS,isomer #5CN(CC1=CN=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)C=C15017.8Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #5CN(CC1=CN=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)C=C14539.1Standard non polar33892256
Methotrexate,3TBDMS,isomer #5CN(CC1=CN=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)C=C16409.2Standard polar33892256
Methotrexate,3TBDMS,isomer #6CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C=C14898.7Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #6CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C=C14368.5Standard non polar33892256
Methotrexate,3TBDMS,isomer #6CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C=C16383.1Standard polar33892256
Methotrexate,3TBDMS,isomer #7CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)C=C15046.9Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #7CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)C=C14494.7Standard non polar33892256
Methotrexate,3TBDMS,isomer #7CN(CC1=CN=C2N=C(N)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)C=C16245.1Standard polar33892256
Methotrexate,3TBDMS,isomer #8CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C=C14941.7Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #8CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C=C14343.9Standard non polar33892256
Methotrexate,3TBDMS,isomer #8CN(CC1=CN=C2N=C(N)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C=C16311.1Standard polar33892256
Methotrexate,3TBDMS,isomer #9CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)C=C15077.6Semi standard non polar33892256
Methotrexate,3TBDMS,isomer #9CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)C=C14504.6Standard non polar33892256
Methotrexate,3TBDMS,isomer #9CN(CC1=CN=C2N=C(N[Si](C)(C)C(C)(C)C)N=C(N[Si](C)(C)C(C)(C)C)C2=N1)C1=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)C=C16332.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Methotrexate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-2224900000-2f01d2daa7d3813c673a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methotrexate GC-MS (2 TMS) - 70eV, Positivesplash10-001i-3122290000-fa019cd3d12beee4e6412017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methotrexate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0fai-6900000000-25b0e287457fb3845ef42014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Methotrexate LC-ESI-qTof , Positive-QTOFsplash10-004i-0950000000-ca28d8dfdf780c2017162017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methotrexate , positive-QTOFsplash10-0a4i-1819500000-3159955c0d961d305b132017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methotrexate , positive-QTOFsplash10-0a4i-0619400000-9a6d686008b68ac436ba2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methotrexate , positive-QTOFsplash10-004i-2902000000-526ede2e4de609cb3d442017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methotrexate 50V, Positive-QTOFsplash10-004i-0900000000-cef8960392ea133684372021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methotrexate 40V, Positive-QTOFsplash10-056r-0902000000-aab26d4a02edcef1a8c42021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methotrexate 35V, Negative-QTOFsplash10-0xy4-1813900000-07af6d8890331278a1982021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methotrexate 30V, Positive-QTOFsplash10-0a4i-0209000000-fab54dfaa503a46c63b72021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methotrexate 20V, Positive-QTOFsplash10-0a4i-0009100000-8978b68caba7882f83182021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methotrexate 35V, Positive-QTOFsplash10-0a4i-0309000000-6f0d42ae8490e1a1816c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methotrexate 10V, Positive-QTOFsplash10-0a4i-0001900000-e7bd0358d640d5e7461f2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methotrexate 10V, Positive-QTOFsplash10-0a4i-0213900000-1fa0d7d6d64dbadf542d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methotrexate 20V, Positive-QTOFsplash10-056r-0937400000-de89bffee2deae003f472016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methotrexate 40V, Positive-QTOFsplash10-056r-0921000000-3abec3045f5ab5af7a2a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methotrexate 10V, Negative-QTOFsplash10-0udi-0001900000-a87855dc4c7855304f612016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methotrexate 20V, Negative-QTOFsplash10-0pc0-0355900000-b18b5db2a15dc639aa072016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methotrexate 40V, Negative-QTOFsplash10-052f-6932000000-10efc16714372e5c22512016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methotrexate 10V, Negative-QTOFsplash10-0w2l-0015900000-a2d8b53f29122f89e0ff2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methotrexate 20V, Negative-QTOFsplash10-03di-1414900000-98c6c8566f3e992eefea2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methotrexate 40V, Negative-QTOFsplash10-0udi-3932500000-6c263dd73e3456639a662021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methotrexate 10V, Positive-QTOFsplash10-0a4i-0007900000-8cba12ac60841dc8166e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methotrexate 20V, Positive-QTOFsplash10-0a4i-1209000000-4b85d18f5dea93f16c312021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methotrexate 40V, Positive-QTOFsplash10-004i-1912000000-ea76f7a5ebd9b44acbea2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00563 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00563 details
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 uMAdult (>18 years old)BothNormalPredicted based on drug qualities
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00563
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID112728
KEGG Compound IDC01937
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethotrexate
METLIN IDNot Available
PubChem Compound126941
PDB IDMTX
ChEBI ID44185
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Klareskog L, van der Heijde D, de Jager JP, Gough A, Kalden J, Malaise M, Martin Mola E, Pavelka K, Sany J, Settas L, Wajdula J, Pedersen R, Fatenejad S, Sanda M: Therapeutic effect of the combination of etanercept and methotrexate compared with each treatment alone in patients with rheumatoid arthritis: double-blind randomised controlled trial. Lancet. 2004 Feb 28;363(9410):675-81. [PubMed:15001324 ]
  2. Johnston A, Gudjonsson JE, Sigmundsdottir H, Ludviksson BR, Valdimarsson H: The anti-inflammatory action of methotrexate is not mediated by lymphocyte apoptosis, but by the suppression of activation and adhesion molecules. Clin Immunol. 2005 Feb;114(2):154-63. [PubMed:15639649 ]

Only showing the first 10 proteins. There are 25 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details
1. Aldehyde oxidase
General function:
Involved in oxidoreductase activity
Specific function:
Not Available
Gene Name:
AOX1
Uniprot ID:
Q06278
Molecular weight:
147916.735
References
  1. Zientek M, Jiang Y, Youdim K, Obach RS: In vitro-in vivo correlation for intrinsic clearance for drugs metabolized by human aldehyde oxidase. Drug Metab Dispos. 2010 Aug;38(8):1322-7. doi: 10.1124/dmd.110.033555. Epub 2010 May 5. [PubMed:20444863 ]
  2. Baggott JE, Morgan SL: Methotrexate catabolism to 7-hydroxymethotrexate in rheumatoid arthritis alters drug efficacy and retention and is reduced by folic acid supplementation. Arthritis Rheum. 2009 Aug;60(8):2257-61. doi: 10.1002/art.24685. [PubMed:19644884 ]
  3. Jordan CG, Rashidi MR, Laljee H, Clarke SE, Brown JE, Beedham C: Aldehyde oxidase-catalysed oxidation of methotrexate in the liver of guinea-pig, rabbit and man. J Pharm Pharmacol. 1999 Apr;51(4):411-8. [PubMed:10385213 ]
Enzyme Details
2. Methylenetetrahydrofolate reductase
General function:
Involved in methylenetetrahydrofolate reductase (NADPH) activity
Specific function:
Catalyzes the conversion of 5,10-methylenetetrahydrofolate to 5-methyltetrahydrofolate, a co-substrate for homocysteine remethylation to methionine.
Gene Name:
MTHFR
Uniprot ID:
P42898
Molecular weight:
74595.895
References
  1. Hider SL, Bruce IN, Thomson W: The pharmacogenetics of methotrexate. Rheumatology (Oxford). 2007 Oct;46(10):1520-4. Epub 2007 Jun 24. [PubMed:17586865 ]
  2. Kremer JM: Methotrexate pharmacogenomics. Ann Rheum Dis. 2006 Sep;65(9):1121-3. [PubMed:16905578 ]
Enzyme Details
3. Dihydrofolate reductase
General function:
Involved in dihydrofolate reductase activity
Specific function:
Key enzyme in folate metabolism. Contributes to the de novo mitochondrial thymidylate biosynthesis pathway. Catalyzes an essential reaction for de novo glycine and purine synthesis, and for DNA precursor synthesis. Binds its own mRNA and that of DHFRL1.
Gene Name:
DHFR
Uniprot ID:
P00374
Molecular weight:
21452.61
References
  1. Al-Rashood ST, Aboldahab IA, Nagi MN, Abouzeid LA, Abdel-Aziz AA, Abdel-Hamide SG, Youssef KM, Al-Obaid AM, El-Subbagh HI: Synthesis, dihydrofolate reductase inhibition, antitumor testing, and molecular modeling study of some new 4(3H)-quinazolinone analogs. Bioorg Med Chem. 2006 Dec 15;14(24):8608-21. Epub 2006 Sep 12. [PubMed:16971132 ]
  2. Assaraf YG: Molecular basis of antifolate resistance. Cancer Metastasis Rev. 2007 Mar;26(1):153-81. [PubMed:17333344 ]
  3. Bennett B, Langan P, Coates L, Mustyakimov M, Schoenborn B, Howell EE, Dealwis C: Neutron diffraction studies of Escherichia coli dihydrofolate reductase complexed with methotrexate. Proc Natl Acad Sci U S A. 2006 Dec 5;103(49):18493-8. Epub 2006 Nov 27. [PubMed:17130456 ]
  4. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
  5. Totani K, Matsuo I, Ihara Y, Ito Y: High-mannose-type glycan modifications of dihydrofolate reductase using glycan-methotrexate conjugates. Bioorg Med Chem. 2006 Aug 1;14(15):5220-9. Epub 2006 May 2. [PubMed:16647263 ]
  6. Uga H, Kuramori C, Ohta A, Tsuboi Y, Tanaka H, Hatakeyama M, Yamaguchi Y, Takahashi T, Kizaki M, Handa H: A new mechanism of methotrexate action revealed by target screening with affinity beads. Mol Pharmacol. 2006 Nov;70(5):1832-9. Epub 2006 Aug 25. [PubMed:16936229 ]
  7. Hider SL, Bruce IN, Thomson W: The pharmacogenetics of methotrexate. Rheumatology (Oxford). 2007 Oct;46(10):1520-4. Epub 2007 Jun 24. [PubMed:17586865 ]
Enzyme Details
4. Folylpolyglutamate synthase, mitochondrial
General function:
Involved in tetrahydrofolylpolyglutamate synthase activity
Specific function:
Catalyzes conversion of folates to polyglutamate derivatives allowing concentration of folate compounds in the cell and the intracellular retention of these cofactors, which are important substrates for most of the folate-dependent enzymes that are involved in one-carbon transfer reactions involved in purine, pyrimidine and amino acid synthesis. Unsubstitued reduced folates are the preferred substrates. Metabolizes methotrexate (MTX) to polyglutamates.
Gene Name:
FPGS
Uniprot ID:
Q05932
Molecular weight:
59173.37
References
  1. Hider SL, Bruce IN, Thomson W: The pharmacogenetics of methotrexate. Rheumatology (Oxford). 2007 Oct;46(10):1520-4. Epub 2007 Jun 24. [PubMed:17586865 ]
Enzyme Details
5. Bifunctional purine biosynthesis protein PURH
General function:
Involved in IMP cyclohydrolase activity
Specific function:
Bifunctional enzyme that catalyzes 2 steps in purine biosynthesis.
Gene Name:
ATIC
Uniprot ID:
P31939
Molecular weight:
64615.255
References
  1. Hider SL, Bruce IN, Thomson W: The pharmacogenetics of methotrexate. Rheumatology (Oxford). 2007 Oct;46(10):1520-4. Epub 2007 Jun 24. [PubMed:17586865 ]
Enzyme Details
6. 6-phosphogluconate dehydrogenase, decarboxylating
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the oxidative decarboxylation of 6-phosphogluconate to ribulose 5-phosphate and CO(2), with concomitant reduction of NADP to NADPH (By similarity).
Gene Name:
PGD
Uniprot ID:
P52209
Molecular weight:
53139.56
References
  1. Akkemik E, Budak H, Ciftci M: Effects of some drugs on human erythrocyte 6-phosphogluconate dehydrogenase: an in vitro study. J Enzyme Inhib Med Chem. 2010 Aug;25(4):476-9. doi: 10.3109/14756360903257900. [PubMed:20235752 ]
  2. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Enzyme Details
7. Gamma-glutamyl hydrolase
General function:
Involved in catalytic activity
Specific function:
Hydrolyzes the polyglutamate sidechains of pteroylpolyglutamates. Progressively removes gamma-glutamyl residues from pteroylpoly-gamma-glutamate to yield pteroyl-alpha-glutamate (folic acid) and free glutamate. May play an important role in the bioavailability of dietary pteroylpolyglutamates and in the metabolism of pteroylpolyglutamates and antifolates.
Gene Name:
GGH
Uniprot ID:
Q92820
Molecular weight:
35964.045
References
  1. Hider SL, Bruce IN, Thomson W: The pharmacogenetics of methotrexate. Rheumatology (Oxford). 2007 Oct;46(10):1520-4. Epub 2007 Jun 24. [PubMed:17586865 ]
Enzyme Details
8. Thymidylate synthase
General function:
Involved in thymidylate synthase activity
Specific function:
Contributes to the de novo mitochondrial thymidylate biosynthesis pathway.
Gene Name:
TYMS
Uniprot ID:
P04818
Molecular weight:
35715.65
References
  1. Hider SL, Bruce IN, Thomson W: The pharmacogenetics of methotrexate. Rheumatology (Oxford). 2007 Oct;46(10):1520-4. Epub 2007 Jun 24. [PubMed:17586865 ]

Transporters

Enzyme Details
1. Solute carrier organic anion transporter family member 1B3
General function:
Involved in transporter activity
Specific function:
Mediates the Na(+)-independent transport of organic anions such as 17-beta-glucuronosyl estradiol, taurocholate, triiodothyronine (T3), leukotriene C4, dehydroepiandrosterone sulfate (DHEAS), methotrexate and sulfobromophthalein (BSP)
Gene Name:
SLCO1B3
Uniprot ID:
Q9NPD5
Molecular weight:
77402.2
References
  1. Abe T, Unno M, Onogawa T, Tokui T, Kondo TN, Nakagomi R, Adachi H, Fujiwara K, Okabe M, Suzuki T, Nunoki K, Sato E, Kakyo M, Nishio T, Sugita J, Asano N, Tanemoto M, Seki M, Date F, Ono K, Kondo Y, Shiiba K, Suzuki M, Ohtani H, Shimosegawa T, Iinuma K, Nagura H, Ito S, Matsuno S: LST-2, a human liver-specific organic anion transporter, determines methotrexate sensitivity in gastrointestinal cancers. Gastroenterology. 2001 Jun;120(7):1689-99. [PubMed:11375950 ]
Enzyme Details
2. Solute carrier organic anion transporter family member 1C1
General function:
Involved in transporter activity
Specific function:
Mediates the Na(+)-independent high affinity transport of organic anions such as the thyroid hormones thyroxine (T4) and rT3. Other potential substrates, such as triiodothyronine (T3), 17-beta-glucuronosyl estradiol, estrone-3-sulfate and sulfobromophthalein (BSP) are transported with much lower efficiency
Gene Name:
SLCO1C1
Uniprot ID:
Q9NYB5
Molecular weight:
78695.6
References
  1. Pizzagalli F, Hagenbuch B, Stieger B, Klenk U, Folkers G, Meier PJ: Identification of a novel human organic anion transporting polypeptide as a high affinity thyroxine transporter. Mol Endocrinol. 2002 Oct;16(10):2283-96. [PubMed:12351693 ]
Enzyme Details
3. Solute carrier organic anion transporter family member 1B1
General function:
Involved in transporter activity
Specific function:
Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:
SLCO1B1
Uniprot ID:
Q9Y6L6
Molecular weight:
76448.0
References
  1. Abe T, Unno M, Onogawa T, Tokui T, Kondo TN, Nakagomi R, Adachi H, Fujiwara K, Okabe M, Suzuki T, Nunoki K, Sato E, Kakyo M, Nishio T, Sugita J, Asano N, Tanemoto M, Seki M, Date F, Ono K, Kondo Y, Shiiba K, Suzuki M, Ohtani H, Shimosegawa T, Iinuma K, Nagura H, Ito S, Matsuno S: LST-2, a human liver-specific organic anion transporter, determines methotrexate sensitivity in gastrointestinal cancers. Gastroenterology. 2001 Jun;120(7):1689-99. [PubMed:11375950 ]
  2. van de Steeg E, van der Kruijssen CM, Wagenaar E, Burggraaff JE, Mesman E, Kenworthy KE, Schinkel AH: Methotrexate pharmacokinetics in transgenic mice with liver-specific expression of human organic anion-transporting polypeptide 1B1 (SLCO1B1). Drug Metab Dispos. 2009 Feb;37(2):277-81. doi: 10.1124/dmd.108.024315. Epub 2008 Nov 20. [PubMed:19022939 ]
Enzyme Details
4. Monocarboxylate transporter 1
General function:
Involved in transmembrane transport
Specific function:
Proton-linked monocarboxylate transporter. Catalyzes the rapid transport across the plasma membrane of many monocarboxylates such as lactate, pyruvate, branched-chain oxo acids derived from leucine, valine and isoleucine, and the ketone bodies acetoacetate, beta-hydroxybutyrate and acetate
Gene Name:
SLC16A1
Uniprot ID:
P53985
Molecular weight:
53957.7
References
  1. Tamai I, Sai Y, Ono A, Kido Y, Yabuuchi H, Takanaga H, Satoh E, Ogihara T, Amano O, Izeki S, Tsuji A: Immunohistochemical and functional characterization of pH-dependent intestinal absorption of weak organic acids by the monocarboxylic acid transporter MCT1. J Pharm Pharmacol. 1999 Oct;51(10):1113-21. [PubMed:10579682 ]
Enzyme Details
5. Canalicular multispecific organic anion transporter 1
General function:
Involved in ATP binding
Specific function:
Mediates hepatobiliary excretion of numerous organic anions. May function as a cellular cisplatin transporter
Gene Name:
ABCC2
Uniprot ID:
Q92887
Molecular weight:
174205.6
References
  1. Han YH, Kato Y, Haramura M, Ohta M, Matsuoka H, Sugiyama Y: Physicochemical parameters responsible for the affinity of methotrexate analogs for rat canalicular multispecific organic anion transporter (cMOAT/MRP2). Pharm Res. 2001 May;18(5):579-86. [PubMed:11465411 ]
  2. Masuda M, I'izuka Y, Yamazaki M, Nishigaki R, Kato Y, Ni'inuma K, Suzuki H, Sugiyama Y: Methotrexate is excreted into the bile by canalicular multispecific organic anion transporter in rats. Cancer Res. 1997 Aug 15;57(16):3506-10. [PubMed:9270020 ]
  3. Hooijberg JH, Broxterman HJ, Kool M, Assaraf YG, Peters GJ, Noordhuis P, Scheper RJ, Borst P, Pinedo HM, Jansen G: Antifolate resistance mediated by the multidrug resistance proteins MRP1 and MRP2. Cancer Res. 1999 Jun 1;59(11):2532-5. [PubMed:10363967 ]
  4. Bakos E, Evers R, Sinko E, Varadi A, Borst P, Sarkadi B: Interactions of the human multidrug resistance proteins MRP1 and MRP2 with organic anions. Mol Pharmacol. 2000 Apr;57(4):760-8. [PubMed:10727523 ]
  5. Chen C, Scott D, Hanson E, Franco J, Berryman E, Volberg M, Liu X: Impact of Mrp2 on the biliary excretion and intestinal absorption of furosemide, probenecid, and methotrexate using Eisai hyperbilirubinemic rats. Pharm Res. 2003 Jan;20(1):31-7. [PubMed:12608533 ]
Enzyme Details
6. Multidrug resistance-associated protein 1
General function:
Involved in ATP binding
Specific function:
Mediates export of organic anions and drugs from the cytoplasm. Mediates ATP-dependent transport of glutathione and glutathione conjugates, leukotriene C4, estradiol-17-beta-o- glucuronide, methotrexate, antiviral drugs and other xenobiotics. Confers resistance to anticancer drugs. Hydrolyzes ATP with low efficiency
Gene Name:
ABCC1
Uniprot ID:
P33527
Molecular weight:
171589.5
References
  1. Heijn M, Hooijberg JH, Scheffer GL, Szabo G, Westerhoff HV, Lankelma J: Anthracyclines modulate multidrug resistance protein (MRP) mediated organic anion transport. Biochim Biophys Acta. 1997 May 22;1326(1):12-22. [PubMed:9188796 ]
  2. Zeng H, Chen ZS, Belinsky MG, Rea PA, Kruh GD: Transport of methotrexate (MTX) and folates by multidrug resistance protein (MRP) 3 and MRP1: effect of polyglutamylation on MTX transport. Cancer Res. 2001 Oct 1;61(19):7225-32. [PubMed:11585759 ]
  3. Paumi CM, Wright M, Townsend AJ, Morrow CS: Multidrug resistance protein (MRP) 1 and MRP3 attenuate cytotoxic and transactivating effects of the cyclopentenone prostaglandin, 15-deoxy-Delta(12,14)prostaglandin J2 in MCF7 breast cancer cells. Biochemistry. 2003 May 13;42(18):5429-37. [PubMed:12731885 ]
Enzyme Details
7. Canalicular multispecific organic anion transporter 2
General function:
Involved in ATP binding
Specific function:
May act as an inducible transporter in the biliary and intestinal excretion of organic anions. Acts as an alternative route for the export of bile acids and glucuronides from cholestatic hepatocytes
Gene Name:
ABCC3
Uniprot ID:
O15438
Molecular weight:
169341.1
References
  1. Akita H, Suzuki H, Hirohashi T, Takikawa H, Sugiyama Y: Transport activity of human MRP3 expressed in Sf9 cells: comparative studies with rat MRP3. Pharm Res. 2002 Jan;19(1):34-41. [PubMed:11837698 ]
  2. Oleschuk CJ, Deeley RG, Cole SP: Substitution of Trp1242 of TM17 alters substrate specificity of human multidrug resistance protein 3. Am J Physiol Gastrointest Liver Physiol. 2003 Feb;284(2):G280-9. Epub 2002 Oct 9. [PubMed:12388190 ]
  3. Hirohashi T, Suzuki H, Sugiyama Y: Characterization of the transport properties of cloned rat multidrug resistance-associated protein 3 (MRP3). J Biol Chem. 1999 May 21;274(21):15181-5. [PubMed:10329726 ]
  4. Zeng H, Liu G, Rea PA, Kruh GD: Transport of amphipathic anions by human multidrug resistance protein 3. Cancer Res. 2000 Sep 1;60(17):4779-84. [PubMed:10987286 ]
  5. Zeng H, Chen ZS, Belinsky MG, Rea PA, Kruh GD: Transport of methotrexate (MTX) and folates by multidrug resistance protein (MRP) 3 and MRP1: effect of polyglutamylation on MTX transport. Cancer Res. 2001 Oct 1;61(19):7225-32. [PubMed:11585759 ]
  6. Paumi CM, Wright M, Townsend AJ, Morrow CS: Multidrug resistance protein (MRP) 1 and MRP3 attenuate cytotoxic and transactivating effects of the cyclopentenone prostaglandin, 15-deoxy-Delta(12,14)prostaglandin J2 in MCF7 breast cancer cells. Biochemistry. 2003 May 13;42(18):5429-37. [PubMed:12731885 ]
  7. Li T, Ito K, Horie T: Transport of fluorescein methotrexate by multidrug resistance-associated protein 3 in IEC-6 cells. Am J Physiol Gastrointest Liver Physiol. 2003 Sep;285(3):G602-10. [PubMed:12909565 ]
  8. Zehnpfennig B, Urbatsch IL, Galla HJ: Functional reconstitution of human ABCC3 into proteoliposomes reveals a transport mechanism with positive cooperativity. Biochemistry. 2009 May 26;48(20):4423-30. doi: 10.1021/bi9001908. [PubMed:19334674 ]
Enzyme Details
8. Multidrug resistance protein 1
General function:
Involved in ATP binding
Specific function:
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:
ABCB1
Uniprot ID:
P08183
Molecular weight:
141477.3
References
  1. Norris MD, De Graaf D, Haber M, Kavallaris M, Madafiglio J, Gilbert J, Kwan E, Stewart BW, Mechetner EB, Gudkov AV, Roninson IB: Involvement of MDR1 P-glycoprotein in multifactorial resistance to methotrexate. Int J Cancer. 1996 Mar 1;65(5):613-9. [PubMed:8598312 ]
Enzyme Details
9. ATP-binding cassette sub-family G member 2
General function:
Involved in ATP binding
Specific function:
Xenobiotic transporter that may play an important role in the exclusion of xenobiotics from the brain. May be involved in brain-to-blood efflux. Appears to play a major role in the multidrug resistance phenotype of several cancer cell lines. When overexpressed, the transfected cells become resistant to mitoxantrone, daunorubicin and doxorubicin, display diminished intracellular accumulation of daunorubicin, and manifest an ATP- dependent increase in the efflux of rhodamine 123
Gene Name:
ABCG2
Uniprot ID:
Q9UNQ0
Molecular weight:
72313.5
References
  1. Suzuki M, Suzuki H, Sugimoto Y, Sugiyama Y: ABCG2 transports sulfated conjugates of steroids and xenobiotics. J Biol Chem. 2003 Jun 20;278(25):22644-9. Epub 2003 Apr 7. [PubMed:12682043 ]
  2. Breedveld P, Zelcer N, Pluim D, Sonmezer O, Tibben MM, Beijnen JH, Schinkel AH, van Tellingen O, Borst P, Schellens JH: Mechanism of the pharmacokinetic interaction between methotrexate and benzimidazoles: potential role for breast cancer resistance protein in clinical drug-drug interactions. Cancer Res. 2004 Aug 15;64(16):5804-11. [PubMed:15313923 ]
  3. Mitomo H, Kato R, Ito A, Kasamatsu S, Ikegami Y, Kii I, Kudo A, Kobatake E, Sumino Y, Ishikawa T: A functional study on polymorphism of the ATP-binding cassette transporter ABCG2: critical role of arginine-482 in methotrexate transport. Biochem J. 2003 Aug 1;373(Pt 3):767-74. [PubMed:12741957 ]
  4. Chen ZS, Robey RW, Belinsky MG, Shchaveleva I, Ren XQ, Sugimoto Y, Ross DD, Bates SE, Kruh GD: Transport of methotrexate, methotrexate polyglutamates, and 17beta-estradiol 17-(beta-D-glucuronide) by ABCG2: effects of acquired mutations at R482 on methotrexate transport. Cancer Res. 2003 Jul 15;63(14):4048-54. [PubMed:12874005 ]
  5. Volk EL, Schneider E: Wild-type breast cancer resistance protein (BCRP/ABCG2) is a methotrexate polyglutamate transporter. Cancer Res. 2003 Sep 1;63(17):5538-43. [PubMed:14500392 ]
  6. Suzuki K, Doki K, Homma M, Tamaki H, Hori S, Ohtani H, Sawada Y, Kohda Y: Co-administration of proton pump inhibitors delays elimination of plasma methotrexate in high-dose methotrexate therapy. Br J Clin Pharmacol. 2009 Jan;67(1):44-9. doi: 10.1111/j.1365-2125.2008.03303.x. Epub 2008 Nov 17. [PubMed:19076159 ]
  7. Hou YX, Li CZ, Palaniyandi K, Magtibay PM, Homolya L, Sarkadi B, Chang XB: Effects of putative catalytic base mutation E211Q on ABCG2-mediated methotrexate transport. Biochemistry. 2009 Sep 29;48(38):9122-31. doi: 10.1021/bi900675v. [PubMed:19691360 ]
  8. Tiwari AK, Sodani K, Wang SR, Kuang YH, Ashby CR Jr, Chen X, Chen ZS: Nilotinib (AMN107, Tasigna) reverses multidrug resistance by inhibiting the activity of the ABCB1/Pgp and ABCG2/BCRP/MXR transporters. Biochem Pharmacol. 2009 Jul 15;78(2):153-61. doi: 10.1016/j.bcp.2009.04.002. Epub 2009 Apr 11. [PubMed:19427995 ]
  9. Dai CL, Liang YJ, Wang YS, Tiwari AK, Yan YY, Wang F, Chen ZS, Tong XZ, Fu LW: Sensitization of ABCG2-overexpressing cells to conventional chemotherapeutic agent by sunitinib was associated with inhibiting the function of ABCG2. Cancer Lett. 2009 Jun 28;279(1):74-83. doi: 10.1016/j.canlet.2009.01.027. Epub 2009 Feb 18. [PubMed:19232821 ]
Enzyme Details
10. Solute carrier family 22 member 11
General function:
Involved in transporter activity
Specific function:
Mediates saturable uptake of estrone sulfate, dehydroepiandrosterone sulfate and related compounds
Gene Name:
SLC22A11
Uniprot ID:
Q9NSA0
Molecular weight:
59970.9
References
  1. Takeda M, Khamdang S, Narikawa S, Kimura H, Hosoyamada M, Cha SH, Sekine T, Endou H: Characterization of methotrexate transport and its drug interactions with human organic anion transporters. J Pharmacol Exp Ther. 2002 Aug;302(2):666-71. [PubMed:12130730 ]

Only showing the first 10 proteins. There are 25 proteins in total.

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