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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:42:09 UTC

Update Date

2021-09-26 23:05:29 UTC

HMDB ID

HMDB0252718

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Gimatecan

Description

292618-32-7 belongs to the class of organic compounds known as camptothecins. These are heterocyclic compounds comprising a planar pentacyclic ring structure, that includes a pyrrolo[3,4-beta]-quinoline moiety (rings A, B and C), conjugated pyridone moiety (ring D) and one chiral center at position 20 within the alpha-hydroxy lactone ring with (S) configuration (the E-ring). Based on a literature review a significant number of articles have been published on 292618-32-7. This compound has been identified in human blood as reported by (PMID: 31557052 ). Gimatecan is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Gimatecan is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309112112422D          

 33 37  0  0  0  0            999 V2000
    5.0006   -5.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927   -4.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8018   -3.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3538   -3.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0989   -2.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2919   -2.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7399   -2.8666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9948   -3.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4428   -4.2644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6509   -1.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3960   -1.0274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4579   -1.9835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1253   -1.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7927   -1.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5997   -1.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1518   -2.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9587   -2.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5108   -2.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2558   -3.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4488   -3.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8968   -3.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0898   -3.3812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5378   -2.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7128   -2.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1608   -3.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8547   -1.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6616   -0.8558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9166   -0.0712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3645    0.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8125    1.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9776    1.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7514   -0.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5014   -4.2600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  2  0  0  0  0
  4 25  1  0  0  0  0
 26 15  1  4  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
  3 33  1  0  0  0  0
M  END

HMDB0252718
     RDKit          3D
Gimatecan
 58 62  0  0  0  0  0  0  0  0999 V2000
   -7.1792   -0.5312   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6888   -0.6339   -1.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1706   -1.1062   -0.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5768   -0.1914    0.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5849   -2.4922    0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5355   -2.7035    1.0599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9084   -3.5223   -0.3983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7051   -3.3482   -1.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9500   -2.1628   -0.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6671   -1.0987   -0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9447   -0.0116    0.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5454   -0.0422    0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8893   -1.0938   -0.2777 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5817   -2.1791   -0.7173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9225   -3.1513   -1.1755 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5248   -0.8107   -0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6316    0.5237    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6111    1.0161    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    2.2294    1.1613 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2537    3.0097    1.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0804    4.2578    1.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488    5.0611    2.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4386    4.6629    2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6200    3.3945    1.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611    2.5740    1.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7504    1.3155    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0409    0.8009    0.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1984    1.2821    0.4718 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3971    0.7639    0.1788 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5959   -0.5245   -0.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1145   -0.6834   -0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0996   -1.5407    0.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9375   -0.7827   -1.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6111   -0.6898   -2.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6229   -1.2874   -0.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5150    0.4880   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2086    0.3722   -1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3767   -1.2925   -2.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8520    0.6726    0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0896   -4.2583   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9778   -3.2367   -2.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611    0.8566    0.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482   -1.6086    0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887   -0.9055   -1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568    4.5742    2.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9452    6.0362    2.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018    5.3032    2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6156    3.0847    1.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0761   -0.2267   -0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4113    0.0788   -1.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3521   -1.7131   -0.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5744   -0.4238    0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9395   -2.1732    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6263   -1.0038    1.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3844   -2.2123    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2543   -1.6818   -1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4149    0.0745   -2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7166   -1.1089   -2.3962 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 13 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  3
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 10  3  1  0
 18 12  1  0
 25 20  1  0
 14  9  1  0
 26 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  4 39  1  0
  8 40  1  0
  8 41  1  0
 11 42  1  0
 16 43  1  0
 16 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 27 49  1  0
 31 50  1  0
 31 51  1  0
 31 52  1  0
 32 53  1  0
 32 54  1  0
 32 55  1  0
 33 56  1  0
 33 57  1  0
 33 58  1  0
M  END


  Mrv1652309112112422D          

 33 37  0  0  0  0            999 V2000
    5.0006   -5.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927   -4.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8018   -3.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3538   -3.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0989   -2.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2919   -2.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7399   -2.8666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9948   -3.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4428   -4.2644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6509   -1.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3960   -1.0274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4579   -1.9835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1253   -1.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7927   -1.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5997   -1.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1518   -2.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9587   -2.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5108   -2.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2558   -3.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4488   -3.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8968   -3.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0898   -3.3812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5378   -2.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7128   -2.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1608   -3.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8547   -1.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6616   -0.8558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9166   -0.0712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3645    0.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8125    1.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9776    1.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7514   -0.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5014   -4.2600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  2  0  0  0  0
  4 25  1  0  0  0  0
 26 15  1  4  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
  3 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252718

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1(O)C(=O)OCC2=C1C=C1N(CC3=C(C=NOC(C)(C)C)C4=CC=CC=C4N=C13)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H25N3O5/c1-5-25(31)18-10-20-21-16(12-28(20)22(29)17(18)13-32-23(25)30)15(11-26-33-24(2,3)4)14-8-6-7-9-19(14)27-21/h6-11,31H,5,12-13H2,1-4H3

> <INCHI_KEY>
UIVFUQKYVFCEKJ-UHFFFAOYSA-N

> <FORMULA>
C25H25N3O5

> <MOLECULAR_WEIGHT>
447.491

> <EXACT_MASS>
447.179420917

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
48.30103245741001

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-{[(tert-butoxy)imino]methyl}-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
2.3741457390000003

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.710527326744604

> <JCHEM_PKA_STRONGEST_BASIC>
3.0627579906334974

> <JCHEM_POLAR_SURFACE_AREA>
101.32000000000002

> <JCHEM_REFRACTIVITY>
123.18610000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-[(tert-butoxyimino)methyl]-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252718
     RDKit          3D
Gimatecan
 58 62  0  0  0  0  0  0  0  0999 V2000
   -7.1792   -0.5312   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6888   -0.6339   -1.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1706   -1.1062   -0.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5768   -0.1914    0.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5849   -2.4922    0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5355   -2.7035    1.0599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9084   -3.5223   -0.3983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7051   -3.3482   -1.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9500   -2.1628   -0.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6671   -1.0987   -0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9447   -0.0116    0.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5454   -0.0422    0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8893   -1.0938   -0.2777 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5817   -2.1791   -0.7173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9225   -3.1513   -1.1755 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5248   -0.8107   -0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6316    0.5237    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6111    1.0161    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    2.2294    1.1613 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2537    3.0097    1.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0804    4.2578    1.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488    5.0611    2.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4386    4.6629    2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6200    3.3945    1.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611    2.5740    1.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7504    1.3155    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0409    0.8009    0.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1984    1.2821    0.4718 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3971    0.7639    0.1788 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5959   -0.5245   -0.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1145   -0.6834   -0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0996   -1.5407    0.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9375   -0.7827   -1.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6111   -0.6898   -2.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6229   -1.2874   -0.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5150    0.4880   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2086    0.3722   -1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3767   -1.2925   -2.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8520    0.6726    0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0896   -4.2583   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9778   -3.2367   -2.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611    0.8566    0.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482   -1.6086    0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887   -0.9055   -1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568    4.5742    2.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9452    6.0362    2.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018    5.3032    2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6156    3.0847    1.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0761   -0.2267   -0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4113    0.0788   -1.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3521   -1.7131   -0.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5744   -0.4238    0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9395   -2.1732    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6263   -1.0038    1.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3844   -2.2123    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2543   -1.6818   -1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4149    0.0745   -2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7166   -1.1089   -2.3962 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 13 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  3
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 10  3  1  0
 18 12  1  0
 25 20  1  0
 14  9  1  0
 26 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  4 39  1  0
  8 40  1  0
  8 41  1  0
 11 42  1  0
 16 43  1  0
 16 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 27 49  1  0
 31 50  1  0
 31 51  1  0
 31 52  1  0
 32 53  1  0
 32 54  1  0
 32 55  1  0
 33 56  1  0
 33 57  1  0
 33 58  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       9.335  -9.777   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.386  -8.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.963  -7.136   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.994  -5.991   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.518  -4.527   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.012  -4.207   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.981  -5.351   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.457  -6.816   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.427  -7.960   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.548  -3.382   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.072  -1.918   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      12.055  -3.703   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      13.301  -2.797   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.546  -3.703   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.053  -3.382   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.083  -4.527   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.590  -4.207   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.620  -5.351   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.144  -6.816   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.638  -7.136   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.607  -5.991   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      15.101  -6.312   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      14.071  -5.167   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.531  -5.167   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.500  -6.312   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.529  -1.918   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      18.035  -1.598   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0      18.511  -0.133   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      17.480   1.012   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.450   2.156   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.625   2.042   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.336  -0.019   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      10.269  -7.952   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8   33                                             
CONECT    4    3    5   25                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   24                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   23                                                  
CONECT   15   14   16   26                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   14   24                                                  
CONECT   24   23   12   25                                                  
CONECT   25   24    4                                                       
CONECT   26   15   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29                                                            
CONECT   33    3                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

COMPND    HMDB0252718
HETATM    1  C1  UNL     1      -7.179  -0.531  -1.446  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.689  -0.634  -1.411  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.171  -1.106  -0.073  1.00  0.00           C  
HETATM    4  O1  UNL     1      -5.577  -0.191   0.885  1.00  0.00           O  
HETATM    5  C4  UNL     1      -5.585  -2.492   0.235  1.00  0.00           C  
HETATM    6  O2  UNL     1      -6.536  -2.704   1.060  1.00  0.00           O  
HETATM    7  O3  UNL     1      -4.908  -3.522  -0.398  1.00  0.00           O  
HETATM    8  C5  UNL     1      -3.705  -3.348  -1.121  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.950  -2.163  -0.642  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.667  -1.099  -0.141  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.945  -0.012   0.298  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.545  -0.042   0.215  1.00  0.00           C  
HETATM   13  N1  UNL     1      -0.889  -1.094  -0.278  1.00  0.00           N  
HETATM   14  C10 UNL     1      -1.582  -2.179  -0.717  1.00  0.00           C  
HETATM   15  O4  UNL     1      -0.923  -3.151  -1.176  1.00  0.00           O  
HETATM   16  C11 UNL     1       0.525  -0.811  -0.225  1.00  0.00           C  
HETATM   17  C12 UNL     1       0.632   0.524   0.344  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.611   1.016   0.625  1.00  0.00           C  
HETATM   19  N2  UNL     1      -0.810   2.229   1.161  1.00  0.00           N  
HETATM   20  C14 UNL     1       0.254   3.010   1.441  1.00  0.00           C  
HETATM   21  C15 UNL     1       0.080   4.258   1.990  1.00  0.00           C  
HETATM   22  C16 UNL     1       1.149   5.061   2.279  1.00  0.00           C  
HETATM   23  C17 UNL     1       2.439   4.663   2.036  1.00  0.00           C  
HETATM   24  C18 UNL     1       2.620   3.394   1.477  1.00  0.00           C  
HETATM   25  C19 UNL     1       1.561   2.574   1.180  1.00  0.00           C  
HETATM   26  C20 UNL     1       1.750   1.315   0.625  1.00  0.00           C  
HETATM   27  C21 UNL     1       3.041   0.801   0.329  1.00  0.00           C  
HETATM   28  N3  UNL     1       4.198   1.282   0.472  1.00  0.00           N  
HETATM   29  O5  UNL     1       5.397   0.764   0.179  1.00  0.00           O  
HETATM   30  C22 UNL     1       5.596  -0.525  -0.311  1.00  0.00           C  
HETATM   31  C23 UNL     1       7.114  -0.683  -0.495  1.00  0.00           C  
HETATM   32  C24 UNL     1       5.100  -1.541   0.690  1.00  0.00           C  
HETATM   33  C25 UNL     1       4.937  -0.783  -1.644  1.00  0.00           C  
HETATM   34  H1  UNL     1      -7.611  -0.690  -2.460  1.00  0.00           H  
HETATM   35  H2  UNL     1      -7.623  -1.287  -0.763  1.00  0.00           H  
HETATM   36  H3  UNL     1      -7.515   0.488  -1.132  1.00  0.00           H  
HETATM   37  H4  UNL     1      -5.209   0.372  -1.587  1.00  0.00           H  
HETATM   38  H5  UNL     1      -5.377  -1.292  -2.243  1.00  0.00           H  
HETATM   39  H6  UNL     1      -5.852   0.673   0.463  1.00  0.00           H  
HETATM   40  H7  UNL     1      -3.090  -4.258  -0.953  1.00  0.00           H  
HETATM   41  H8  UNL     1      -3.978  -3.237  -2.192  1.00  0.00           H  
HETATM   42  H9  UNL     1      -3.461   0.857   0.703  1.00  0.00           H  
HETATM   43  H10 UNL     1       0.948  -1.609   0.463  1.00  0.00           H  
HETATM   44  H11 UNL     1       0.989  -0.906  -1.234  1.00  0.00           H  
HETATM   45  H12 UNL     1      -0.957   4.574   2.184  1.00  0.00           H  
HETATM   46  H13 UNL     1       0.945   6.036   2.712  1.00  0.00           H  
HETATM   47  H14 UNL     1       3.302   5.303   2.266  1.00  0.00           H  
HETATM   48  H15 UNL     1       3.616   3.085   1.289  1.00  0.00           H  
HETATM   49  H16 UNL     1       3.076  -0.227  -0.116  1.00  0.00           H  
HETATM   50  H17 UNL     1       7.411   0.079  -1.238  1.00  0.00           H  
HETATM   51  H18 UNL     1       7.352  -1.713  -0.812  1.00  0.00           H  
HETATM   52  H19 UNL     1       7.574  -0.424   0.497  1.00  0.00           H  
HETATM   53  H20 UNL     1       5.939  -2.173   1.053  1.00  0.00           H  
HETATM   54  H21 UNL     1       4.626  -1.004   1.542  1.00  0.00           H  
HETATM   55  H22 UNL     1       4.384  -2.212   0.178  1.00  0.00           H  
HETATM   56  H23 UNL     1       4.254  -1.682  -1.599  1.00  0.00           H  
HETATM   57  H24 UNL     1       4.415   0.074  -2.070  1.00  0.00           H  
HETATM   58  H25 UNL     1       5.717  -1.109  -2.396  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4    5   10
CONECT    4   39
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   40   41
CONECT    9   10   10   14
CONECT   10   11
CONECT   11   12   12   42
CONECT   12   13   18
CONECT   13   14   16
CONECT   14   15   15
CONECT   16   17   43   44
CONECT   17   18   18   26
CONECT   18   19
CONECT   19   20   20
CONECT   20   21   25
CONECT   21   22   22   45
CONECT   22   23   46
CONECT   23   24   24   47
CONECT   24   25   48
CONECT   25   26   26
CONECT   26   27
CONECT   27   28   28   49
CONECT   28   29
CONECT   29   30
CONECT   30   31   32   33
CONECT   31   50   51   52
CONECT   32   53   54   55
CONECT   33   56   57   58
END

HMDB0252718
     RDKit          3D
Gimatecan
 58 62  0  0  0  0  0  0  0  0999 V2000
   -7.1792   -0.5312   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6888   -0.6339   -1.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1706   -1.1062   -0.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5768   -0.1914    0.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5849   -2.4922    0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5355   -2.7035    1.0599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9084   -3.5223   -0.3983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7051   -3.3482   -1.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9500   -2.1628   -0.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6671   -1.0987   -0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9447   -0.0116    0.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5454   -0.0422    0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8893   -1.0938   -0.2777 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5817   -2.1791   -0.7173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9225   -3.1513   -1.1755 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5248   -0.8107   -0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6316    0.5237    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6111    1.0161    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    2.2294    1.1613 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2537    3.0097    1.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0804    4.2578    1.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488    5.0611    2.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4386    4.6629    2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6200    3.3945    1.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611    2.5740    1.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7504    1.3155    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0409    0.8009    0.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1984    1.2821    0.4718 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3971    0.7639    0.1788 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5959   -0.5245   -0.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1145   -0.6834   -0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0996   -1.5407    0.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9375   -0.7827   -1.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6111   -0.6898   -2.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6229   -1.2874   -0.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5150    0.4880   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2086    0.3722   -1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3767   -1.2925   -2.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8520    0.6726    0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0896   -4.2583   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9778   -3.2367   -2.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611    0.8566    0.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482   -1.6086    0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887   -0.9055   -1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568    4.5742    2.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9452    6.0362    2.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018    5.3032    2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6156    3.0847    1.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0761   -0.2267   -0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4113    0.0788   -1.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3521   -1.7131   -0.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5744   -0.4238    0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9395   -2.1732    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6263   -1.0038    1.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3844   -2.2123    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2543   -1.6818   -1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4149    0.0745   -2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7166   -1.1089   -2.3962 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
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 12 13  1  0
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 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  3
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 10  3  1  0
 18 12  1  0
 25 20  1  0
 14  9  1  0
 26 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  4 39  1  0
  8 40  1  0
  8 41  1  0
 11 42  1  0
 16 43  1  0
 16 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 27 49  1  0
 31 50  1  0
 31 51  1  0
 31 52  1  0
 32 53  1  0
 32 54  1  0
 32 55  1  0
 33 56  1  0
 33 57  1  0
 33 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₂₅N₃O₅

Average Molecular Weight

447.491

Monoisotopic Molecular Weight

447.179420917

IUPAC Name

10-{[(tert-butoxy)imino]methyl}-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

Traditional Name

10-[(tert-butoxyimino)methyl]-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

CAS Registry Number

Not Available

SMILES

CCC1(O)C(=O)OCC2=C1C=C1N(CC3=C(C=NOC(C)(C)C)C4=CC=CC=C4N=C13)C2=O

InChI Identifier

InChI=1S/C25H25N3O5/c1-5-25(31)18-10-20-21-16(12-28(20)22(29)17(18)13-32-23(25)30)15(11-26-33-24(2,3)4)14-8-6-7-9-19(14)27-21/h6-11,31H,5,12-13H2,1-4H3

InChI Key

UIVFUQKYVFCEKJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as camptothecins. These are heterocyclic compounds comprising a planar pentacyclic ring structure, that includes a pyrrolo[3,4-beta]-quinoline moiety (rings A, B and C), conjugated pyridone moiety (ring D) and one chiral center at position 20 within the alpha-hydroxy lactone ring with (S) configuration (the E-ring).

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Camptothecins

Sub Class

Not Available

Direct Parent

Camptothecins

Alternative Parents

Substituents

Camptothecin
Pyranopyridine
Quinoline
Pyridinone
Pyridine
Benzenoid
Heteroaromatic compound
Tertiary alcohol
Carboxylic acid ester
Lactam
Lactone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.91	ALOGPS
logP	2.37	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	11.71	ChemAxon
pKa (Strongest Basic)	3.06	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	101.32 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	123.19 m³·mol⁻¹	ChemAxon
Polarizability	48.3 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	237.666	30932474
DeepCCS	[M+Na]+	213.091	30932474
AllCCS	[M+H]+	205.3	32859911
AllCCS	[M+H-H2O]+	202.9	32859911
AllCCS	[M+NH4]+	207.5	32859911
AllCCS	[M+Na]+	208.1	32859911
AllCCS	[M-H]-	212.2	32859911
AllCCS	[M+Na-2H]-	212.9	32859911
AllCCS	[M+HCOO]-	213.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gimatecan	CCC1(O)C(=O)OCC2=C1C=C1N(CC3=C(C=NOC(C)(C)C)C4=CC=CC=C4N=C13)C2=O	4349.6	Standard polar	33892256
Gimatecan	CCC1(O)C(=O)OCC2=C1C=C1N(CC3=C(C=NOC(C)(C)C)C4=CC=CC=C4N=C13)C2=O	3248.8	Standard non polar	33892256
Gimatecan	CCC1(O)C(=O)OCC2=C1C=C1N(CC3=C(C=NOC(C)(C)C)C4=CC=CC=C4N=C13)C2=O	3839.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Gimatecan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-5009500000-b9e311b45ef5affa6d45	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gimatecan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gimatecan GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gimatecan GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gimatecan 10V, Positive-QTOF	splash10-0002-0003900000-5db8cbf5fc6a084f405d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gimatecan 20V, Positive-QTOF	splash10-0006-0009000000-f259061ae02d17512456	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gimatecan 40V, Positive-QTOF	splash10-0592-1029000000-766288b838d4a6dea59c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gimatecan 10V, Negative-QTOF	splash10-0udi-0001900000-7fad061d8b1c86f5ed80	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gimatecan 20V, Negative-QTOF	splash10-0udi-0007900000-491e2aab987010faec0d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gimatecan 40V, Negative-QTOF	splash10-006x-1059100000-677873a0b0d670175096	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

25021285

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72995959

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Gimatecan (HMDB0252718)

MOL for HMDB0252718 (Gimatecan)

3D MOL for HMDB0252718 (Gimatecan)

3D SDF for HMDB0252718 (Gimatecan)

3D-SDF for HMDB0252718 (Gimatecan)

PDB for HMDB0252718 (Gimatecan)

3D PDB for HMDB0252718 (Gimatecan)

SMILES for HMDB0252718 (Gimatecan)

INCHI for HMDB0252718 (Gimatecan)

Structure for HMDB0252718 (Gimatecan)

3D Structure for HMDB0252718 (Gimatecan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra