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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:05:39 UTC

Update Date

2021-09-14 15:36:52 UTC

HMDB ID

HMDB0060893

Secondary Accession Numbers

HMDB0060591
HMDB60591
HMDB60893

Metabolite Identification

Common Name

UK-121,265

Description

UK-121,265 is a metabolite of voriconazole. Voriconazole is a triazole antifungal medication that is generally used to treat serious, invasive fungal infections. These are generally seen in patients who are immunocompromised, and include invasive candidiasis, invasive aspergillosis, and certain emerging fungal infections. (Wikipedia)

Structure

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


  Mrv0541 09031313322D          

 26 28  0  0  1  0            999 V2000
    1.6500   -0.4125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.4125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -2.8875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2540    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5359   -0.1178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3364    0.0818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2433   -1.2499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    2.4750    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.0790    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0790    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9040    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4784   -0.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7736   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368    2.8875    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  2 18  1  0  0  0  0
  3 22  1  0  0  0  0
 10  4  1  1  0  0  0
  5  7  1  0  0  0  0
  5 12  1  0  0  0  0
  5 21  1  0  0  0  0
  6 15  2  0  0  0  0
  6 24  1  0  0  0  0
  7 25  2  0  0  0  0
  8 21  2  0  0  0  0
  8 25  1  0  0  0  0
  9 23  1  0  0  0  0
  9 24  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  1  1  0  0  0
 11 15  1  0  0  0  0
 13 16  2  0  0  0  0
 13 17  1  0  0  0  0
 15 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  2  0  0  0  0
 18 23  2  0  0  0  0
 19 22  2  0  0  0  0
 20 22  1  0  0  0  0
  9 26  1  0  0  0  0
M  CHG  2   9   1  26  -1
M  END

HMDB0060893
     RDKit          3D
UK-121,265
 40 42  0  0  0  0  0  0  0  0999 V2000
    1.0050   -1.9285    0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6384   -0.4158    0.3394 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9165    0.2107    0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8369    0.0320    1.1963 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0322    0.6134    1.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591    1.4027    0.1442 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.7328    1.9662    0.1343 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.5867    1.6099   -0.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3376    1.0110   -0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    1.1913   -1.8740 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5949   -0.1491   -0.3761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4184   -0.4734   -1.7472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4226    1.0007    0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9690    2.3373   -0.0245 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3169    2.9713    0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1591    4.2372    0.5874 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6992    4.4261   -0.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1916    3.2193   -1.0003 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5539   -1.3245   -0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4539   -2.1482    0.9936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4182   -3.1259    1.2199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5014   -3.2797    0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3836   -4.2609    0.6784 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6216   -2.4253   -0.6797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6472   -1.4563   -0.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8380   -0.6679   -1.9742 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9403   -1.9192   -0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4267   -2.2723    1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234   -2.5264   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3585   -0.2487    1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7497    0.4845    1.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343    2.2157   -1.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2293   -1.4182   -1.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222    0.8841   -0.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559    0.7545    1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0228    2.5206    1.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7267    5.3758   -1.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7252   -2.0827    1.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3015   -3.7993    2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4759   -2.5423   -1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  2 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
  9  3  1  0
 18 14  1  0
 25 19  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  1
  5 31  1  0
  8 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 17 37  1  0
 20 38  1  0
 21 39  1  0
 24 40  1  0
M  CHG  2   6   1   7  -1
M  END


  Mrv0541 09031313322D          

 26 28  0  0  1  0            999 V2000
    1.6500   -0.4125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.4125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -2.8875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2540    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5359   -0.1178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3364    0.0818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2433   -1.2499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    2.4750    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.0790    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0790    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9040    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4784   -0.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7736   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368    2.8875    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  2 18  1  0  0  0  0
  3 22  1  0  0  0  0
 10  4  1  1  0  0  0
  5  7  1  0  0  0  0
  5 12  1  0  0  0  0
  5 21  1  0  0  0  0
  6 15  2  0  0  0  0
  6 24  1  0  0  0  0
  7 25  2  0  0  0  0
  8 21  2  0  0  0  0
  8 25  1  0  0  0  0
  9 23  1  0  0  0  0
  9 24  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  1  1  0  0  0
 11 15  1  0  0  0  0
 13 16  2  0  0  0  0
 13 17  1  0  0  0  0
 15 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  2  0  0  0  0
 18 23  2  0  0  0  0
 19 22  2  0  0  0  0
 20 22  1  0  0  0  0
  9 26  1  0  0  0  0
M  CHG  2   9   1  26  -1
M  END
> <DATABASE_ID>
HMDB0060893

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H](C1=NC=[N+]([O-])C=C1F)[C@](O)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14F3N5O2/c1-10(15-14(19)5-24(26)9-21-15)16(25,6-23-8-20-7-22-23)12-3-2-11(17)4-13(12)18/h2-5,7-10,25H,6H2,1H3/t10-,16+/m0/s1

> <INCHI_KEY>
KPLFPLUCFPRUHU-MGPLVRAMSA-N

> <FORMULA>
C16H14F3N5O2

> <MOLECULAR_WEIGHT>
365.3099

> <EXACT_MASS>
365.109959332

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
31.626703711822564

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2S,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl]-5-fluoropyrimidin-1-ium-1-olate

> <ALOGPS_LOGP>
1.81

> <JCHEM_LOGP>
0.5076955840000001

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.681941813934891

> <JCHEM_PKA_STRONGEST_BASIC>
2.2625281490950586

> <JCHEM_POLAR_SURFACE_AREA>
89.28999999999999

> <JCHEM_REFRACTIVITY>
98.27879999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2S,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]-5-fluoropyrimidin-1-ium-1-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060893
     RDKit          3D
UK-121,265
 40 42  0  0  0  0  0  0  0  0999 V2000
    1.0050   -1.9285    0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6384   -0.4158    0.3394 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9165    0.2107    0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8369    0.0320    1.1963 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0322    0.6134    1.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591    1.4027    0.1442 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.7328    1.9662    0.1343 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.5867    1.6099   -0.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3376    1.0110   -0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    1.1913   -1.8740 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5949   -0.1491   -0.3761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4184   -0.4734   -1.7472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4226    1.0007    0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9690    2.3373   -0.0245 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3169    2.9713    0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1591    4.2372    0.5874 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6992    4.4261   -0.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1916    3.2193   -1.0003 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5539   -1.3245   -0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4539   -2.1482    0.9936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4182   -3.1259    1.2199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5014   -3.2797    0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3836   -4.2609    0.6784 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6216   -2.4253   -0.6797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6472   -1.4563   -0.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8380   -0.6679   -1.9742 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9403   -1.9192   -0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4267   -2.2723    1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234   -2.5264   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3585   -0.2487    1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7497    0.4845    1.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343    2.2157   -1.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2293   -1.4182   -1.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222    0.8841   -0.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559    0.7545    1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0228    2.5206    1.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7267    5.3758   -1.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7252   -2.0827    1.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3015   -3.7993    2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4759   -2.5423   -1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  2 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
  9  3  1  0
 18 14  1  0
 25 19  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  1
  5 31  1  0
  8 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 17 37  1  0
 20 38  1  0
 21 39  1  0
 24 40  1  0
M  CHG  2   6   1   7  -1
M  END

HEADER    PROTEIN                                 03-SEP-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-13         0                                  
HETATM    1  F   UNK     0       3.080  -0.770   0.000  0.00  0.00           F+0
HETATM    2  F   UNK     0       8.415   0.770   0.000  0.00  0.00           F+0
HETATM    3  F   UNK     0       5.747  -5.390   0.000  0.00  0.00           F+0
HETATM    4  O   UNK     0       4.207   0.770   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       8.467  -0.220   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       7.081   4.620   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       9.961   0.153   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       9.787  -2.333   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       9.748   4.620   0.000  0.00  0.00           N+1
HETATM   10  C   UNK     0       5.747   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.747   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.287   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.747  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081   3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.414  -1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.081  -1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.415   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.414  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.081  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.360  -1.756   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.747  -3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.748   3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.415   5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.777  -1.153   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      11.082   5.390   0.000  0.00  0.00           O-1
CONECT    1   16                                                            
CONECT    2   18                                                            
CONECT    3   22                                                            
CONECT    4   10                                                            
CONECT    5    7   12   21                                                  
CONECT    6   15   24                                                       
CONECT    7    5   25                                                       
CONECT    8   21   25                                                       
CONECT    9   23   24   26                                                  
CONECT   10    4   11   12   13                                             
CONECT   11   10   14   15                                                  
CONECT   12    5   10                                                       
CONECT   13   10   16   17                                                  
CONECT   14   11                                                            
CONECT   15    6   11   18                                                  
CONECT   16    1   13   19                                                  
CONECT   17   13   20                                                       
CONECT   18    2   15   23                                                  
CONECT   19   16   22                                                       
CONECT   20   17   22                                                       
CONECT   21    5    8                                                       
CONECT   22    3   19   20                                                  
CONECT   23    9   18                                                       
CONECT   24    6    9                                                       
CONECT   25    7    8                                                       
CONECT   26    9                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0060893
HETATM    1  C1  UNL     1       1.005  -1.928   0.314  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.638  -0.416   0.339  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.916   0.211   0.174  1.00  0.00           C  
HETATM    4  N1  UNL     1       2.837   0.032   1.196  1.00  0.00           N  
HETATM    5  C4  UNL     1       4.032   0.613   1.151  1.00  0.00           C  
HETATM    6  N2  UNL     1       4.459   1.403   0.144  1.00  0.00           N1+
HETATM    7  O1  UNL     1       5.733   1.966   0.134  1.00  0.00           O1-
HETATM    8  C5  UNL     1       3.587   1.610  -0.882  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.338   1.011  -0.838  1.00  0.00           C  
HETATM   10  F1  UNL     1       1.525   1.191  -1.874  1.00  0.00           F  
HETATM   11  C7  UNL     1      -0.595  -0.149  -0.376  1.00  0.00           C  
HETATM   12  O2  UNL     1      -0.418  -0.473  -1.747  1.00  0.00           O  
HETATM   13  C8  UNL     1      -1.423   1.001   0.001  1.00  0.00           C  
HETATM   14  N3  UNL     1      -0.969   2.337  -0.025  1.00  0.00           N  
HETATM   15  C9  UNL     1      -0.317   2.971   0.973  1.00  0.00           C  
HETATM   16  N4  UNL     1      -0.159   4.237   0.587  1.00  0.00           N  
HETATM   17  C10 UNL     1      -0.699   4.426  -0.654  1.00  0.00           C  
HETATM   18  N5  UNL     1      -1.192   3.219  -1.000  1.00  0.00           N  
HETATM   19  C11 UNL     1      -1.554  -1.325  -0.043  1.00  0.00           C  
HETATM   20  C12 UNL     1      -1.454  -2.148   0.994  1.00  0.00           C  
HETATM   21  C13 UNL     1      -2.418  -3.126   1.220  1.00  0.00           C  
HETATM   22  C14 UNL     1      -3.501  -3.280   0.406  1.00  0.00           C  
HETATM   23  F2  UNL     1      -4.384  -4.261   0.678  1.00  0.00           F  
HETATM   24  C15 UNL     1      -3.622  -2.425  -0.680  1.00  0.00           C  
HETATM   25  C16 UNL     1      -2.647  -1.456  -0.896  1.00  0.00           C  
HETATM   26  F3  UNL     1      -2.838  -0.668  -1.974  1.00  0.00           F  
HETATM   27  H1  UNL     1       1.940  -1.919  -0.398  1.00  0.00           H  
HETATM   28  H2  UNL     1       1.427  -2.272   1.242  1.00  0.00           H  
HETATM   29  H3  UNL     1       0.323  -2.526  -0.268  1.00  0.00           H  
HETATM   30  H4  UNL     1       0.359  -0.249   1.435  1.00  0.00           H  
HETATM   31  H5  UNL     1       4.750   0.484   1.993  1.00  0.00           H  
HETATM   32  H6  UNL     1       3.934   2.216  -1.718  1.00  0.00           H  
HETATM   33  H7  UNL     1      -0.229  -1.418  -1.856  1.00  0.00           H  
HETATM   34  H8  UNL     1      -2.422   0.884  -0.519  1.00  0.00           H  
HETATM   35  H9  UNL     1      -1.756   0.755   1.099  1.00  0.00           H  
HETATM   36  H10 UNL     1       0.023   2.521   1.907  1.00  0.00           H  
HETATM   37  H11 UNL     1      -0.727   5.376  -1.218  1.00  0.00           H  
HETATM   38  H12 UNL     1      -0.725  -2.083   1.732  1.00  0.00           H  
HETATM   39  H13 UNL     1      -2.301  -3.799   2.093  1.00  0.00           H  
HETATM   40  H14 UNL     1      -4.476  -2.542  -1.332  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   11   30
CONECT    3    4    4    9
CONECT    4    5
CONECT    5    6    6   31
CONECT    6    7    8
CONECT    8    9    9   32
CONECT    9   10
CONECT   11   12   13   19
CONECT   12   33
CONECT   13   14   34   35
CONECT   14   15   18
CONECT   15   16   16   36
CONECT   16   17
CONECT   17   18   18   37
CONECT   19   20   20   25
CONECT   20   21   38
CONECT   21   22   22   39
CONECT   22   23   24
CONECT   24   25   25   40
CONECT   25   26
END

HMDB0060893
     RDKit          3D
UK-121,265
 40 42  0  0  0  0  0  0  0  0999 V2000
    1.0050   -1.9285    0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6384   -0.4158    0.3394 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9165    0.2107    0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8369    0.0320    1.1963 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0322    0.6134    1.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591    1.4027    0.1442 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.7328    1.9662    0.1343 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.5867    1.6099   -0.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3376    1.0110   -0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    1.1913   -1.8740 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5949   -0.1491   -0.3761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4184   -0.4734   -1.7472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4226    1.0007    0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9690    2.3373   -0.0245 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3169    2.9713    0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1591    4.2372    0.5874 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6992    4.4261   -0.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1916    3.2193   -1.0003 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5539   -1.3245   -0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4539   -2.1482    0.9936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4182   -3.1259    1.2199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5014   -3.2797    0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3836   -4.2609    0.6784 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6216   -2.4253   -0.6797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6472   -1.4563   -0.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8380   -0.6679   -1.9742 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9403   -1.9192   -0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4267   -2.2723    1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234   -2.5264   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3585   -0.2487    1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7497    0.4845    1.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343    2.2157   -1.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2293   -1.4182   -1.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222    0.8841   -0.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559    0.7545    1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0228    2.5206    1.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7267    5.3758   -1.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7252   -2.0827    1.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3015   -3.7993    2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4759   -2.5423   -1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  2 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
  9  3  1  0
 18 14  1  0
 25 19  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  1
  5 31  1  0
  8 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 17 37  1  0
 20 38  1  0
 21 39  1  0
 24 40  1  0
M  CHG  2   6   1   7  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₄F₃N₅O₂

Average Molecular Weight

365.3099

Monoisotopic Molecular Weight

365.109959332

IUPAC Name

4-[(2S,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl]-5-fluoropyrimidin-1-ium-1-olate

Traditional Name

4-[(2S,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]-5-fluoropyrimidin-1-ium-1-olate

CAS Registry Number

Not Available

SMILES

C[C@@H](C1=NC=[N+]([O-])C=C1F)[C@](O)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1

InChI Identifier

InChI=1S/C16H14F3N5O2/c1-10(15-14(19)5-24(26)9-21-15)16(25,6-23-8-20-7-22-23)12-3-2-11(17)4-13(12)18/h2-5,7-10,25H,6H2,1H3/t10-,16+/m0/s1

InChI Key

KPLFPLUCFPRUHU-MGPLVRAMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropanes

Direct Parent

Phenylpropanes

Alternative Parents

Substituents

Phenylpropane
Fluorobenzene
Halobenzene
Halopyrimidine
Aryl halide
Pyrimidine
Aryl fluoride
Heteroaromatic compound
Azole
1,2,4-triazole
Tertiary alcohol
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Organic nitrogen compound
Alcohol
Aromatic alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060893)

Organ

Kidney (HMDB: HMDB0060893)
Liver (HMDB: HMDB0060893)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060893)

Cellular substructure

Cytoplasm (HMDB: HMDB0060893)

Source

Endogenous

Endogenous (HMDB: HMDB0060893)

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
Water Solubility	0.075 g/L	ALOGPS
logP	1.81	ALOGPS
logP	0.51	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	12.68	ChemAxon
pKa (Strongest Basic)	2.26	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	98.28 m³·mol⁻¹	ChemAxon
Polarizability	31.63 Å³	ChemAxon
Number of Rings	3	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+H]+	174.352	30932474
DeepCCS	[M-H]-	171.956	30932474
DeepCCS	[M-2H]-	205.179	30932474
DeepCCS	[M+Na]+	180.264	30932474
AllCCS	[M+H]+	182.8	32859911
AllCCS	[M+H-H2O]+	179.6	32859911
AllCCS	[M+NH4]+	185.7	32859911
AllCCS	[M+Na]+	186.6	32859911
AllCCS	[M-H]-	180.8	32859911
AllCCS	[M+Na-2H]-	180.4	32859911
AllCCS	[M+HCOO]-	180.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	2.81 minutes	32390414
Predicted by Siyang on May 30, 2022	11.0707 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.61 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1456.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	241.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	117.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	99.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	392.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	466.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	144.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	760.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	359.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1269.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	270.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	287.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	308.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	208.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	75.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
UK-121,265	C[C@@H](C1=NC=[N+]([O-])C=C1F)[C@](O)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1	3065.3	Standard polar	33892256
UK-121,265	C[C@@H](C1=NC=[N+]([O-])C=C1F)[C@](O)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1	2488.4	Standard non polar	33892256
UK-121,265	C[C@@H](C1=NC=[N+]([O-])C=C1F)[C@](O)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1	3017.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
UK-121,265,1TMS,isomer #1	C[C@@H](C1=NC=[N+]([O-])C=C1F)[C@@](CN1C=NC=N1)(O[Si](C)(C)C)C1=CC=C(F)C=C1F	2616.2	Semi standard non polar	33892256
UK-121,265,1TBDMS,isomer #1	C[C@@H](C1=NC=[N+]([O-])C=C1F)[C@@](CN1C=NC=N1)(O[Si](C)(C)C(C)(C)C)C1=CC=C(F)C=C1F	2861.4	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 - UK-121,265 GC-MS (Non-derivatized) - 70eV, Positive	splash10-007o-9780000000-a8e9c2da838f2bf6edf9	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - UK-121,265 GC-MS (1 TMS) - 70eV, Positive	splash10-0002-5093000000-43bb4d674205a691e096	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - UK-121,265 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - UK-121,265 10V, Positive-QTOF	splash10-014i-0009000000-9c736028b43bdc773b6c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - UK-121,265 20V, Positive-QTOF	splash10-03xr-0009000000-e30f226687104d5e06c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - UK-121,265 40V, Positive-QTOF	splash10-00di-9002000000-1394e36e1547bd8a0d81	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - UK-121,265 10V, Negative-QTOF	splash10-03di-1009000000-6f6ac39200f962a2cbc6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - UK-121,265 20V, Negative-QTOF	splash10-03di-4009000000-f669d2f5206e54cab076	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - UK-121,265 40V, Negative-QTOF	splash10-016u-9000000000-e17dfea164b5160b6275	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10044355

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

Not Available

Showing metabocard for UK-121,265 (HMDB0060893)

MOL for HMDB0060893 (UK-121,265)

3D MOL for HMDB0060893 (UK-121,265)

3D SDF for HMDB0060893 (UK-121,265)

3D-SDF for HMDB0060893 (UK-121,265)

PDB for HMDB0060893 (UK-121,265)

3D PDB for HMDB0060893 (UK-121,265)

SMILES for HMDB0060893 (UK-121,265)

INCHI for HMDB0060893 (UK-121,265)

Structure for HMDB0060893 (UK-121,265)

3D Structure for HMDB0060893 (UK-121,265)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra