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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:26:05 UTC

Update Date

2021-09-26 23:06:59 UTC

HMDB ID

HMDB0253634

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isofezolac

Description

Isofezolac belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group. Based on a literature review a small amount of articles have been published on Isofezolac. This compound has been identified in human blood as reported by (PMID: 31557052 ). Isofezolac is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Isofezolac 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


  Mrv1652309112114262D          

 27 30  0  0  0  0            999 V2000
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5642   -1.7646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6081   -2.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  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
 12 17  1  0  0  0  0
  9 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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END

HMDB0253634
     RDKit          3D
Isofezolac
 45 48  0  0  0  0  0  0  0  0999 V2000
    0.8741   -2.2734   -1.6656 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3771   -2.6475   -0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8919   -3.9512   -0.4543 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842   -1.7905    0.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8952   -0.4720    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4563   -0.2161    0.1947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586   -1.1469    0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4383   -1.4660   -0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4865   -2.3520   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6910   -2.9495    0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8181   -2.6361    1.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7859   -1.7585    1.6093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600    1.1020   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    1.8775   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780    2.0470    0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8132    2.7861    0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0684    3.3634   -0.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1674    3.2026   -1.8268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0177    2.4533   -1.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6934    1.5835   -0.2124 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5836    0.6562    0.0302 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0028    0.7786    0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7619    0.4461   -1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1389    0.5685   -1.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8074    1.0313    0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0511    1.3694    1.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753    1.2408    1.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6637   -4.1641   -1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451   -2.2949    1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330   -1.7035    0.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3333   -1.0353   -1.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828   -2.6113   -1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5145   -3.6503    0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9549   -3.0873    2.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0996   -1.5127    2.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693    1.5889    1.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5468    2.9359    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9614    3.9441   -0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3267    3.6387   -2.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3272    2.3480   -2.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2757    0.0811   -1.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7505    0.3042   -1.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8999    1.1230    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5913    1.7297    2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1336    1.5191    2.0389 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 21  5  1  0
 27 22  1  0
 12  7  1  0
 19 14  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
 27 45  1  0
M  END


  Mrv1652309112114262D          

 27 30  0  0  0  0            999 V2000
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5642   -1.7646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6081   -2.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  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
 12 17  1  0  0  0  0
  9 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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253634

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC1=C(C(=NN1C1=CC=CC=C1)C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H18N2O2/c26-21(27)16-20-22(17-10-4-1-5-11-17)23(18-12-6-2-7-13-18)24-25(20)19-14-8-3-9-15-19/h1-15H,16H2,(H,26,27)

> <INCHI_KEY>
LZRDDINFIHUVCX-UHFFFAOYSA-N

> <FORMULA>
C23H18N2O2

> <MOLECULAR_WEIGHT>
354.409

> <EXACT_MASS>
354.136827828

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
38.57590131263877

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(1,3,4-triphenyl-1H-pyrazol-5-yl)acetic acid

> <ALOGPS_LOGP>
5.02

> <JCHEM_LOGP>
5.2971147850000015

> <ALOGPS_LOGS>
-5.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.726946346851408

> <JCHEM_PKA_STRONGEST_BASIC>
1.6773999220912408

> <JCHEM_POLAR_SURFACE_AREA>
55.120000000000005

> <JCHEM_REFRACTIVITY>
105.50520000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.36e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isofezolac

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253634
     RDKit          3D
Isofezolac
 45 48  0  0  0  0  0  0  0  0999 V2000
    0.8741   -2.2734   -1.6656 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3771   -2.6475   -0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8919   -3.9512   -0.4543 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842   -1.7905    0.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8952   -0.4720    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4563   -0.2161    0.1947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586   -1.1469    0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4383   -1.4660   -0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4865   -2.3520   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6910   -2.9495    0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8181   -2.6361    1.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7859   -1.7585    1.6093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600    1.1020   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    1.8775   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780    2.0470    0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8132    2.7861    0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0684    3.3634   -0.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1674    3.2026   -1.8268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0177    2.4533   -1.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6934    1.5835   -0.2124 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5836    0.6562    0.0302 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0028    0.7786    0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7619    0.4461   -1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1389    0.5685   -1.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8074    1.0313    0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0511    1.3694    1.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753    1.2408    1.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6637   -4.1641   -1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451   -2.2949    1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330   -1.7035    0.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3333   -1.0353   -1.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828   -2.6113   -1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5145   -3.6503    0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9549   -3.0873    2.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0996   -1.5127    2.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693    1.5889    1.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5468    2.9359    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9614    3.9441   -0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3267    3.6387   -2.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3272    2.3480   -2.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2757    0.0811   -1.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7505    0.3042   -1.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8999    1.1230    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5913    1.7297    2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1336    1.5191    2.0389 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 21  5  1  0
 27 22  1  0
 12  7  1  0
 19 14  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
 27 45  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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.104  -4.680   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       0.564  -4.680   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.377  -2.739   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.521  -3.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.986  -3.294   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.306  -1.788   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.162  -0.757   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.697  -1.233   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.009  -5.926   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.540  -5.765   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.446  -7.011   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.819  -8.417   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.288  -8.578   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.044  -2.739   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.189  -3.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.653  -3.294   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.868  -5.276   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8   11                                                  
CONECT    8    7    9   24                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10    7   12                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18    9   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24    8   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0253634
HETATM    1  O1  UNL     1       0.874  -2.273  -1.666  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.377  -2.647  -0.591  1.00  0.00           C  
HETATM    3  O2  UNL     1       1.892  -3.951  -0.454  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.484  -1.790   0.617  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.895  -0.472   0.286  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.456  -0.216   0.195  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.559  -1.147   0.394  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.438  -1.466  -0.628  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.487  -2.352  -0.431  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.691  -2.950   0.794  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.818  -2.636   1.817  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.786  -1.759   1.609  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.560   1.102  -0.124  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.774   1.878  -0.338  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.678   2.047   0.668  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.813   2.786   0.427  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.068   3.363  -0.802  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.167   3.203  -1.827  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.018   2.453  -1.580  1.00  0.00           C  
HETATM   20  N1  UNL     1       0.693   1.583  -0.212  1.00  0.00           N  
HETATM   21  N2  UNL     1       1.584   0.656   0.030  1.00  0.00           N  
HETATM   22  C18 UNL     1       3.003   0.779   0.032  1.00  0.00           C  
HETATM   23  C19 UNL     1       3.762   0.446  -1.062  1.00  0.00           C  
HETATM   24  C20 UNL     1       5.139   0.568  -1.049  1.00  0.00           C  
HETATM   25  C21 UNL     1       5.807   1.031   0.067  1.00  0.00           C  
HETATM   26  C22 UNL     1       5.051   1.369   1.175  1.00  0.00           C  
HETATM   27  C23 UNL     1       3.675   1.241   1.146  1.00  0.00           C  
HETATM   28  H1  UNL     1       2.664  -4.164  -1.086  1.00  0.00           H  
HETATM   29  H2  UNL     1       0.945  -2.295   1.442  1.00  0.00           H  
HETATM   30  H3  UNL     1       2.533  -1.704   0.924  1.00  0.00           H  
HETATM   31  H4  UNL     1      -2.333  -1.035  -1.603  1.00  0.00           H  
HETATM   32  H5  UNL     1      -4.183  -2.611  -1.221  1.00  0.00           H  
HETATM   33  H6  UNL     1      -4.514  -3.650   0.962  1.00  0.00           H  
HETATM   34  H7  UNL     1      -2.955  -3.087   2.781  1.00  0.00           H  
HETATM   35  H8  UNL     1      -1.100  -1.513   2.418  1.00  0.00           H  
HETATM   36  H9  UNL     1      -2.469   1.589   1.632  1.00  0.00           H  
HETATM   37  H10 UNL     1      -4.547   2.936   1.208  1.00  0.00           H  
HETATM   38  H11 UNL     1      -4.961   3.944  -0.989  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.327   3.639  -2.811  1.00  0.00           H  
HETATM   40  H13 UNL     1      -1.327   2.348  -2.417  1.00  0.00           H  
HETATM   41  H14 UNL     1       3.276   0.081  -1.952  1.00  0.00           H  
HETATM   42  H15 UNL     1       5.751   0.304  -1.921  1.00  0.00           H  
HETATM   43  H16 UNL     1       6.900   1.123   0.062  1.00  0.00           H  
HETATM   44  H17 UNL     1       5.591   1.730   2.040  1.00  0.00           H  
HETATM   45  H18 UNL     1       3.134   1.519   2.039  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   28
CONECT    4    5   29   30
CONECT    5    6    6   21
CONECT    6    7   13
CONECT    7    8    8   12
CONECT    8    9   31
CONECT    9   10   10   32
CONECT   10   11   33
CONECT   11   12   12   34
CONECT   12   35
CONECT   13   14   20   20
CONECT   14   15   15   19
CONECT   15   16   36
CONECT   16   17   17   37
CONECT   17   18   38
CONECT   18   19   19   39
CONECT   19   40
CONECT   20   21
CONECT   21   22
CONECT   22   23   23   27
CONECT   23   24   41
CONECT   24   25   25   42
CONECT   25   26   43
CONECT   26   27   27   44
CONECT   27   45
END

HMDB0253634
     RDKit          3D
Isofezolac
 45 48  0  0  0  0  0  0  0  0999 V2000
    0.8741   -2.2734   -1.6656 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3771   -2.6475   -0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8919   -3.9512   -0.4543 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842   -1.7905    0.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8952   -0.4720    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4563   -0.2161    0.1947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586   -1.1469    0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4383   -1.4660   -0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4865   -2.3520   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6910   -2.9495    0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8181   -2.6361    1.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7859   -1.7585    1.6093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600    1.1020   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    1.8775   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780    2.0470    0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8132    2.7861    0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0684    3.3634   -0.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1674    3.2026   -1.8268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0177    2.4533   -1.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6934    1.5835   -0.2124 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5836    0.6562    0.0302 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0028    0.7786    0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7619    0.4461   -1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1389    0.5685   -1.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8074    1.0313    0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0511    1.3694    1.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753    1.2408    1.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6637   -4.1641   -1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451   -2.2949    1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330   -1.7035    0.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3333   -1.0353   -1.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828   -2.6113   -1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5145   -3.6503    0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9549   -3.0873    2.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0996   -1.5127    2.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693    1.5889    1.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5468    2.9359    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9614    3.9441   -0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3267    3.6387   -2.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3272    2.3480   -2.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2757    0.0811   -1.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7505    0.3042   -1.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8999    1.1230    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5913    1.7297    2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1336    1.5191    2.0389 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 21  5  1  0
 27 22  1  0
 12  7  1  0
 19 14  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
 27 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₃H₁₈N₂O₂

Average Molecular Weight

354.409

Monoisotopic Molecular Weight

354.136827828

IUPAC Name

2-(1,3,4-triphenyl-1H-pyrazol-5-yl)acetic acid

Traditional Name

isofezolac

CAS Registry Number

Not Available

SMILES

OC(=O)CC1=C(C(=NN1C1=CC=CC=C1)C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C23H18N2O2/c26-21(27)16-20-22(17-10-4-1-5-11-17)23(18-12-6-2-7-13-18)24-25(20)19-14-8-3-9-15-19/h1-15H,16H2,(H,26,27)

InChI Key

LZRDDINFIHUVCX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Pyrazoles

Direct Parent

Phenylpyrazoles

Alternative Parents

Substituents

Phenylpyrazole
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
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 (PMID: 31557052)

Source

Exogenous

Exogenous (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	5.02	ALOGPS
logP	5.3	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.73	ChemAxon
pKa (Strongest Basic)	1.68	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.12 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	105.51 m³·mol⁻¹	ChemAxon
Polarizability	38.58 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	180.131	30932474
DeepCCS	[M-H]-	177.773	30932474
DeepCCS	[M-2H]-	211.853	30932474
DeepCCS	[M+Na]+	187.048	30932474
AllCCS	[M+H]+	185.7	32859911
AllCCS	[M+H-H2O]+	182.6	32859911
AllCCS	[M+NH4]+	188.6	32859911
AllCCS	[M+Na]+	189.5	32859911
AllCCS	[M-H]-	184.6	32859911
AllCCS	[M+Na-2H]-	183.4	32859911
AllCCS	[M+HCOO]-	182.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isofezolac	OC(=O)CC1=C(C(=NN1C1=CC=CC=C1)C1=CC=CC=C1)C1=CC=CC=C1	4720.5	Standard polar	33892256
Isofezolac	OC(=O)CC1=C(C(=NN1C1=CC=CC=C1)C1=CC=CC=C1)C1=CC=CC=C1	2971.8	Standard non polar	33892256
Isofezolac	OC(=O)CC1=C(C(=NN1C1=CC=CC=C1)C1=CC=CC=C1)C1=CC=CC=C1	3042.2	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 - Isofezolac GC-MS (Non-derivatized) - 70eV, Positive	splash10-056r-1957000000-d30ad781ed86668d651d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isofezolac GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isofezolac GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isofezolac 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 - Isofezolac 10V, Positive-QTOF	splash10-0a4i-0009000000-95f53b32380a88acbc90	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofezolac 20V, Positive-QTOF	splash10-0a4i-0009000000-221bed89854ef2df2004	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofezolac 40V, Positive-QTOF	splash10-0a4i-2359000000-2fa904830ca88b64417b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofezolac 10V, Negative-QTOF	splash10-0pb9-0009000000-584d888fc8a1b629762f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofezolac 20V, Negative-QTOF	splash10-0a4i-0009000000-3e1eed954dc5fcd9b11d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofezolac 40V, Negative-QTOF	splash10-056r-0693000000-36a9a4221b78815ba98e	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

61931

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68677

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 Isofezolac (HMDB0253634)

MOL for HMDB0253634 (Isofezolac)

3D MOL for HMDB0253634 (Isofezolac)

3D SDF for HMDB0253634 (Isofezolac)

3D-SDF for HMDB0253634 (Isofezolac)

PDB for HMDB0253634 (Isofezolac)

3D PDB for HMDB0253634 (Isofezolac)

SMILES for HMDB0253634 (Isofezolac)

INCHI for HMDB0253634 (Isofezolac)

Structure for HMDB0253634 (Isofezolac)

3D Structure for HMDB0253634 (Isofezolac)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra