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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 23:07:04 UTC

Update Date

2022-11-23 22:29:22 UTC

HMDB ID

HMDB0260044

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Zopolrestat

Description

Zopolrestat, also known as alond, belongs to the class of organic compounds known as phthalazinones. Phthalazinones are compounds containing a phthalazine bearing a ketone group. Based on a literature review very few articles have been published on Zopolrestat. This compound has been identified in human blood as reported by (PMID: 31557052 ). Zopolrestat is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Zopolrestat 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

ZST
  Mrv0541 02241214182D          

 29 32  0  0  0  0            999 V2000
   -1.9032    0.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157    1.1781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157   -0.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9032   -0.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782   -0.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407   -0.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5532   -0.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407   -1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157   -1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782    0.4637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -0.2508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657    1.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593    1.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    0.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    1.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    0.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    1.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    2.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6442    1.8456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6442    0.5107    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593   -1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5718   -0.9653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5718   -2.3942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5722    2.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2867    2.4156    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9847    1.2887    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1597    2.7176    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1 10  1  0  0  0  0
  3  4  2  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  5 11  2  0  0  0  0
  5 22  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 20  2  0  0  0  0
 13 21  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 14 21  1  0  0  0  0
 15 19  1  0  0  0  0
 15 20  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
 18 26  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  END

HMDB0260044
     RDKit          3D
ZOPOLRESTAT
 41 44  0  0  0  0  0  0  0  0999 V2000
    2.8813    2.6104   -0.4642 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5519    2.2290   -1.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3170    3.1678   -2.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6026    0.8457   -1.9830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7902   -0.1162   -1.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6703   -0.6274   -1.6690 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9701   -1.5159   -0.9476 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2253   -2.0396   -1.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380   -1.2067   -1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3050   -1.1591   -0.3335 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3278   -0.3346   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3128   -0.2206    0.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3341    0.6858    0.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022    0.8059    1.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2467   -0.2793    1.4597 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7728    0.7367    2.7544 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0571    2.0116    1.3767 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4838    1.5050   -0.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5002    1.3764   -1.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4438    0.4674   -1.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0843   -0.0016   -2.3943 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -1.8811    0.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7718   -2.7102    0.9461 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5954   -1.3633    0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719   -1.7344    2.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2411   -1.2105    2.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9386   -0.2987    1.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4668    0.0734    0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998   -0.4568    0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2984    4.1531   -1.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6383    0.4934   -2.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1658    0.8958   -3.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1579   -2.2250   -2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431   -3.0229   -1.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151   -0.8069    1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2558    2.2093   -0.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5314    1.9747   -2.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5126   -2.4540    2.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5960   -1.5198    3.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8408    0.1568    2.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9869    0.7861   -0.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  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  1  0
 14 16  1  0
 14 17  1  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
  7 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29  5  1  0
 21  9  1  0
 29 24  1  0
 20 11  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  8 33  1  0
  8 34  1  0
 12 35  1  0
 18 36  1  0
 19 37  1  0
 25 38  1  0
 26 39  1  0
 27 40  1  0
 28 41  1  0
M  END

ZST
  Mrv0541 02241214182D          

 29 32  0  0  0  0            999 V2000
   -1.9032    0.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157    1.1781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157   -0.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9032   -0.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782   -0.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407   -0.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5532   -0.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407   -1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157   -1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782    0.4637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -0.2508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657    1.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593    1.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    0.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    1.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    0.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    1.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    2.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6442    1.8456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6442    0.5107    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593   -1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5718   -0.9653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5718   -2.3942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5722    2.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2867    2.4156    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9847    1.2887    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1597    2.7176    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1 10  1  0  0  0  0
  3  4  2  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  5 11  2  0  0  0  0
  5 22  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 20  2  0  0  0  0
 13 21  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 14 21  1  0  0  0  0
 15 19  1  0  0  0  0
 15 20  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
 18 26  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0260044

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC1=NN(CC2=NC3=C(S2)C=CC(=C3)C(F)(F)F)C(=O)C2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C19H12F3N3O3S/c20-19(21,22)10-5-6-15-14(7-10)23-16(29-15)9-25-18(28)12-4-2-1-3-11(12)13(24-25)8-17(26)27/h1-7H,8-9H2,(H,26,27)

> <INCHI_KEY>
BCSVCWVQNOXFGL-UHFFFAOYSA-N

> <FORMULA>
C19H12F3N3O3S

> <MOLECULAR_WEIGHT>
419.377

> <EXACT_MASS>
419.05514657

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
37.58909266641122

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-oxo-3-{[5-(trifluoromethyl)-1,3-benzothiazol-2-yl]methyl}-3,4-dihydrophthalazin-1-yl)acetic acid

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
3.6301118788677234

> <ALOGPS_LOGS>
-5.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9735389468282882

> <JCHEM_PKA_STRONGEST_BASIC>
2.3070050319507183

> <JCHEM_POLAR_SURFACE_AREA>
82.86

> <JCHEM_REFRACTIVITY>
98.22109999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
alond

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260044
     RDKit          3D
ZOPOLRESTAT
 41 44  0  0  0  0  0  0  0  0999 V2000
    2.8813    2.6104   -0.4642 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5519    2.2290   -1.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3170    3.1678   -2.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6026    0.8457   -1.9830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7902   -0.1162   -1.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6703   -0.6274   -1.6690 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9701   -1.5159   -0.9476 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2253   -2.0396   -1.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380   -1.2067   -1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3050   -1.1591   -0.3335 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3278   -0.3346   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3128   -0.2206    0.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3341    0.6858    0.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022    0.8059    1.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2467   -0.2793    1.4597 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7728    0.7367    2.7544 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0571    2.0116    1.3767 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4838    1.5050   -0.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5002    1.3764   -1.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4438    0.4674   -1.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0843   -0.0016   -2.3943 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -1.8811    0.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7718   -2.7102    0.9461 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5954   -1.3633    0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719   -1.7344    2.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2411   -1.2105    2.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9386   -0.2987    1.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4668    0.0734    0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998   -0.4568    0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2984    4.1531   -1.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6383    0.4934   -2.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1658    0.8958   -3.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1579   -2.2250   -2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431   -3.0229   -1.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151   -0.8069    1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2558    2.2093   -0.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5314    1.9747   -2.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5126   -2.4540    2.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5960   -1.5198    3.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8408    0.1568    2.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9869    0.7861   -0.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  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  1  0
 14 16  1  0
 14 17  1  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
  7 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29  5  1  0
 21  9  1  0
 29 24  1  0
 20 11  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  8 33  1  0
  8 34  1  0
 12 35  1  0
 18 36  1  0
 19 37  1  0
 25 38  1  0
 26 39  1  0
 27 40  1  0
 28 41  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: ZST                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.553   0.866   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.323   2.199   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.323  -0.468   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.553  -1.802   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.013  -1.802   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.863  -0.468   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.633  -1.802   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.863  -3.136   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.323  -3.136   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -2.013   0.866   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      -1.243  -0.468   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -1.243   2.199   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.297   2.199   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.429   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   2.969   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   0.659   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   1.429   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   2.969   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   3.739   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       1.203   3.445   0.000  0.00  0.00           N+0
HETATM   21  S   UNK     0       1.203   0.953   0.000  0.00  0.00           S+0
HETATM   22  C   UNK     0      -1.243  -3.136   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.297  -3.136   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.067  -1.802   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.067  -4.469   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.668   3.739   0.000  0.00  0.00           C+0
HETATM   27  F   UNK     0       8.002   4.509   0.000  0.00  0.00           F+0
HETATM   28  F   UNK     0       7.438   2.406   0.000  0.00  0.00           F+0
HETATM   29  F   UNK     0       5.898   5.073   0.000  0.00  0.00           F+0
CONECT    1    2    3   10                                                  
CONECT    2    1                                                            
CONECT    3    1    4    6                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4   11   22                                                  
CONECT    6    3    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    4    8                                                       
CONECT   10    1   11   12                                                  
CONECT   11    5   10                                                       
CONECT   12   10   13                                                       
CONECT   13   12   20   21                                                  
CONECT   14   15   16   21                                                  
CONECT   15   14   19   20                                                  
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   15   18                                                       
CONECT   20   13   15                                                       
CONECT   21   13   14                                                       
CONECT   22    5   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   18   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0260044
HETATM    1  O1  UNL     1       2.881   2.610  -0.464  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.552   2.229  -1.451  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.317   3.168  -2.114  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.603   0.846  -1.983  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.790  -0.116  -1.192  1.00  0.00           C  
HETATM    6  N1  UNL     1       1.670  -0.627  -1.669  1.00  0.00           N  
HETATM    7  N2  UNL     1       0.970  -1.516  -0.948  1.00  0.00           N  
HETATM    8  C4  UNL     1      -0.225  -2.040  -1.522  1.00  0.00           C  
HETATM    9  C5  UNL     1      -1.438  -1.207  -1.307  1.00  0.00           C  
HETATM   10  N3  UNL     1      -2.305  -1.159  -0.333  1.00  0.00           N  
HETATM   11  C6  UNL     1      -3.328  -0.335  -0.378  1.00  0.00           C  
HETATM   12  C7  UNL     1      -4.313  -0.221   0.624  1.00  0.00           C  
HETATM   13  C8  UNL     1      -5.334   0.686   0.444  1.00  0.00           C  
HETATM   14  C9  UNL     1      -6.402   0.806   1.509  1.00  0.00           C  
HETATM   15  F1  UNL     1      -7.247  -0.279   1.460  1.00  0.00           F  
HETATM   16  F2  UNL     1      -5.773   0.737   2.754  1.00  0.00           F  
HETATM   17  F3  UNL     1      -7.057   2.012   1.377  1.00  0.00           F  
HETATM   18  C10 UNL     1      -5.484   1.505  -0.642  1.00  0.00           C  
HETATM   19  C11 UNL     1      -4.500   1.376  -1.621  1.00  0.00           C  
HETATM   20  C12 UNL     1      -3.444   0.467  -1.480  1.00  0.00           C  
HETATM   21  S1  UNL     1      -2.084  -0.002  -2.394  1.00  0.00           S  
HETATM   22  C13 UNL     1       1.430  -1.881   0.284  1.00  0.00           C  
HETATM   23  O3  UNL     1       0.772  -2.710   0.946  1.00  0.00           O  
HETATM   24  C14 UNL     1       2.595  -1.363   0.807  1.00  0.00           C  
HETATM   25  C15 UNL     1       3.072  -1.734   2.066  1.00  0.00           C  
HETATM   26  C16 UNL     1       4.241  -1.210   2.590  1.00  0.00           C  
HETATM   27  C17 UNL     1       4.939  -0.299   1.829  1.00  0.00           C  
HETATM   28  C18 UNL     1       4.467   0.073   0.567  1.00  0.00           C  
HETATM   29  C19 UNL     1       3.300  -0.457   0.056  1.00  0.00           C  
HETATM   30  H1  UNL     1       4.298   4.153  -1.997  1.00  0.00           H  
HETATM   31  H2  UNL     1       4.638   0.493  -2.075  1.00  0.00           H  
HETATM   32  H3  UNL     1       3.166   0.896  -3.026  1.00  0.00           H  
HETATM   33  H4  UNL     1      -0.158  -2.225  -2.619  1.00  0.00           H  
HETATM   34  H5  UNL     1      -0.443  -3.023  -1.031  1.00  0.00           H  
HETATM   35  H6  UNL     1      -4.315  -0.807   1.527  1.00  0.00           H  
HETATM   36  H7  UNL     1      -6.256   2.209  -0.799  1.00  0.00           H  
HETATM   37  H8  UNL     1      -4.531   1.975  -2.515  1.00  0.00           H  
HETATM   38  H9  UNL     1       2.513  -2.454   2.629  1.00  0.00           H  
HETATM   39  H10 UNL     1       4.596  -1.520   3.575  1.00  0.00           H  
HETATM   40  H11 UNL     1       5.841   0.157   2.163  1.00  0.00           H  
HETATM   41  H12 UNL     1       4.987   0.786  -0.056  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   30
CONECT    4    5   31   32
CONECT    5    6    6   29
CONECT    6    7
CONECT    7    8   22
CONECT    8    9   33   34
CONECT    9   10   10   21
CONECT   10   11
CONECT   11   12   12   20
CONECT   12   13   35
CONECT   13   14   18   18
CONECT   14   15   16   17
CONECT   18   19   36
CONECT   19   20   20   37
CONECT   20   21
CONECT   22   23   23   24
CONECT   24   25   25   29
CONECT   25   26   38
CONECT   26   27   27   39
CONECT   27   28   40
CONECT   28   29   29   41
END

HMDB0260044
     RDKit          3D
ZOPOLRESTAT
 41 44  0  0  0  0  0  0  0  0999 V2000
    2.8813    2.6104   -0.4642 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5519    2.2290   -1.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3170    3.1678   -2.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6026    0.8457   -1.9830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7902   -0.1162   -1.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6703   -0.6274   -1.6690 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9701   -1.5159   -0.9476 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2253   -2.0396   -1.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380   -1.2067   -1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3050   -1.1591   -0.3335 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3278   -0.3346   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3128   -0.2206    0.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3341    0.6858    0.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022    0.8059    1.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2467   -0.2793    1.4597 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7728    0.7367    2.7544 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0571    2.0116    1.3767 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4838    1.5050   -0.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5002    1.3764   -1.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4438    0.4674   -1.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0843   -0.0016   -2.3943 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -1.8811    0.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7718   -2.7102    0.9461 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5954   -1.3633    0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719   -1.7344    2.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2411   -1.2105    2.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9386   -0.2987    1.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4668    0.0734    0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998   -0.4568    0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2984    4.1531   -1.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6383    0.4934   -2.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1658    0.8958   -3.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1579   -2.2250   -2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431   -3.0229   -1.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151   -0.8069    1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2558    2.2093   -0.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5314    1.9747   -2.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5126   -2.4540    2.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5960   -1.5198    3.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8408    0.1568    2.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9869    0.7861   -0.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  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  1  0
 14 16  1  0
 14 17  1  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
  7 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29  5  1  0
 21  9  1  0
 29 24  1  0
 20 11  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  8 33  1  0
  8 34  1  0
 12 35  1  0
 18 36  1  0
 19 37  1  0
 25 38  1  0
 26 39  1  0
 27 40  1  0
 28 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Alond	Kegg
3,4-dihydro-4-oxo-3-((5-Trifluoromethyl-2-benzothiazolyl)methyl)-1-phthalazine acetate	Generator
3,4-dihydro-4-oxo-3-((5-(Trifluoromethyl)-2-benzothiazolyl)methyl)-1-phthalazine-acetic acid	MeSH

Chemical Formula

C₁₉H₁₂F₃N₃O₃S

Average Molecular Weight

419.377

Monoisotopic Molecular Weight

419.05514657

IUPAC Name

2-(4-oxo-3-{[5-(trifluoromethyl)-1,3-benzothiazol-2-yl]methyl}-3,4-dihydrophthalazin-1-yl)acetic acid

Traditional Name

alond

CAS Registry Number

Not Available

SMILES

OC(=O)CC1=NN(CC2=NC3=C(S2)C=CC(=C3)C(F)(F)F)C(=O)C2=C1C=CC=C2

InChI Identifier

InChI=1S/C19H12F3N3O3S/c20-19(21,22)10-5-6-15-14(7-10)23-16(29-15)9-25-18(28)12-4-2-1-3-11(12)13(24-25)8-17(26)27/h1-7H,8-9H2,(H,26,27)

InChI Key

BCSVCWVQNOXFGL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phthalazinones. Phthalazinones are compounds containing a phthalazine bearing a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Phthalazinones

Alternative Parents

Substituents

Phthalazinone
1,3-benzothiazole
Pyridazinone
Pyridazine
Benzenoid
Azole
Heteroaromatic compound
Thiazole
Lactam
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organonitrogen compound
Organofluoride
Organohalogen compound
Organopnictogen compound
Alkyl halide
Alkyl fluoride
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organofluorine compound (CHEBI:46609 )
benzothiazoles (CHEBI:46609 )
phthalazines (CHEBI:46609 )

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	3.21	ALOGPS
logP	3.63	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	3.97	ChemAxon
pKa (Strongest Basic)	2.31	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.86 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	98.22 m³·mol⁻¹	ChemAxon
Polarizability	37.59 Å³	ChemAxon
Number of Rings	4	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
AllCCS	[M+H]+	189.377	32859911
AllCCS	[M+H-H2O]+	186.89	32859911
AllCCS	[M+Na]+	192.319	32859911
AllCCS	[M+NH4]+	191.665	32859911
AllCCS	[M-H]-	183.871	32859911
AllCCS	[M+Na-2H]-	182.866	32859911
AllCCS	[M+HCOO]-	181.915	32859911
DeepCCS	[M+H]+	189.576	30932474
DeepCCS	[M-H]-	187.218	30932474
DeepCCS	[M-2H]-	221.07	30932474
DeepCCS	[M+Na]+	196.421	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
ZOPOLRESTAT	OC(=O)CC1=NN(CC2=NC3=C(S2)C=CC(=C3)C(F)(F)F)C(=O)C2=C1C=CC=C2	3384.4	Standard polar	33892256
ZOPOLRESTAT	OC(=O)CC1=NN(CC2=NC3=C(S2)C=CC(=C3)C(F)(F)F)C(=O)C2=C1C=CC=C2	2567.7	Standard non polar	33892256
ZOPOLRESTAT	OC(=O)CC1=NN(CC2=NC3=C(S2)C=CC(=C3)C(F)(F)F)C(=O)C2=C1C=CC=C2	3197.3	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 - Zopolrestat GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-0963000000-37c7c2866ead14a29779	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zopolrestat GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zopolrestat GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zopolrestat GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	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 - Zopolrestat 10V, Positive-QTOF	splash10-0fk9-0000900000-f5e57d9bbd5cb8085800	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zopolrestat 20V, Positive-QTOF	splash10-0uk9-0001900000-c38aa6d65fb03265992b	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zopolrestat 40V, Positive-QTOF	splash10-0kdi-1923100000-81f1f27311acd26da97c	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zopolrestat 10V, Negative-QTOF	splash10-014i-0003900000-12c71f5c061cec2ec39b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zopolrestat 20V, Negative-QTOF	splash10-00xr-0108900000-19c08443be7925b31976	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zopolrestat 40V, Negative-QTOF	splash10-0lk9-0934200000-b100bcaf5c492bc7f60c	2017-07-26	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

DB08772

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1554

KEGG Compound ID

C01865

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Zopolrestat (HMDB0260044)

MOL for HMDB0260044 (Zopolrestat)

3D MOL for HMDB0260044 (Zopolrestat)

3D SDF for HMDB0260044 (Zopolrestat)

3D-SDF for HMDB0260044 (Zopolrestat)

PDB for HMDB0260044 (Zopolrestat)

3D PDB for HMDB0260044 (Zopolrestat)

SMILES for HMDB0260044 (Zopolrestat)

INCHI for HMDB0260044 (Zopolrestat)

Structure for HMDB0260044 (Zopolrestat)

3D Structure for HMDB0260044 (Zopolrestat)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra