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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 05:57:42 UTC

Update Date

2021-09-26 23:00:38 UTC

HMDB ID

HMDB0249626

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Apricoxib

Description

Apricoxib belongs to the class of organic compounds known as diphenylpyrroles. These are aromatic heterocyclic compounds with a structure based on a pyrrole ring linked to exactly two phenyl groups. Based on a literature review a significant number of articles have been published on Apricoxib. This compound has been identified in human blood as reported by (PMID: 31557052 ). Apricoxib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Apricoxib 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

HMDB0249626
     RDKit          3D
Apricoxib
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.2022    2.7074    1.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7472    2.3894    1.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6028    0.9989    1.0869 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4245    0.3146    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4695   -1.0583    0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3400   -1.8454    0.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1348   -1.2658    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0163   -2.1311    0.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634   -3.5393    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1818   -4.0218    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5541   -5.4635    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9701   -2.9482   -0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2612   -1.7958   -0.1506 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8706   -0.5405   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9189    0.0282   -1.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5552    1.2441   -1.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1455    1.9119   -0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9564    3.4421   -0.9793 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.6316    3.2383   -1.3358 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2706    4.1898   -2.0825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7721    4.2244    0.3067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0872    1.3367    0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4707    0.1445    0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0995    0.0901    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    0.8929    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    1.9532    2.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8370    2.7154    0.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2063    3.7255    1.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    2.9241    1.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    2.7426    0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3900   -1.5579    1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4589   -2.9270    0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9399   -4.1335    0.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6625   -5.5729   -0.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2829   -5.9630    0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0428   -5.9715   -0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0188   -3.0336   -0.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4526   -0.5032   -2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5946    1.6891   -2.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7759    3.2444   -2.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1811    3.9914   -0.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5409    1.8233    1.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4498   -0.2759    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955    0.6166    0.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1875    1.9694    0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 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  1  0
 18 20  2  0
 18 21  2  0
 17 22  1  0
 22 23  2  0
  7 24  1  0
 24 25  2  0
 25  4  1  0
 13  8  1  0
 23 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  5 31  1  0
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  9 33  1  0
 11 34  1  0
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 16 39  1  0
 19 40  1  0
 19 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  END

  Mrv1652310211600092D          

 25 27  0  0  0  0            999 V2000
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   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
    1.4289    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 N   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
   -3.0915   -0.7027    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8761   -0.4477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8365    0.0820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3464   -1.4873    0.0000 N   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  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
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  2  0  0  0  0
 21 24  1  0  0  0  0
 12 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249626

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC1=CC=C(C=C1)C1=CC(C)=CN1C1=CC=C(C=C1)S(N)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H20N2O3S/c1-3-24-17-8-4-15(5-9-17)19-12-14(2)13-21(19)16-6-10-18(11-7-16)25(20,22)23/h4-13H,3H2,1-2H3,(H2,20,22,23)

> <INCHI_KEY>
JTMITOKKUMVWRT-UHFFFAOYSA-N

> <FORMULA>
C19H20N2O3S

> <MOLECULAR_WEIGHT>
356.44

> <EXACT_MASS>
356.119463686

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
38.33253144607067

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[2-(4-ethoxyphenyl)-4-methyl-1H-pyrrol-1-yl]benzene-1-sulfonamide

> <ALOGPS_LOGP>
3.95

> <JCHEM_LOGP>
3.8205797766666665

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.865328892664829

> <JCHEM_PKA_STRONGEST_BASIC>
-4.841854104480352

> <JCHEM_POLAR_SURFACE_AREA>
74.32

> <JCHEM_REFRACTIVITY>
109.23499999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.91e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
apricoxib

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249626
     RDKit          3D
Apricoxib
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.2022    2.7074    1.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7472    2.3894    1.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6028    0.9989    1.0869 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4245    0.3146    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4695   -1.0583    0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3400   -1.8454    0.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1348   -1.2658    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0163   -2.1311    0.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634   -3.5393    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1818   -4.0218    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5541   -5.4635    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9701   -2.9482   -0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2612   -1.7958   -0.1506 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8706   -0.5405   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9189    0.0282   -1.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5552    1.2441   -1.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1455    1.9119   -0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9564    3.4421   -0.9793 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.6316    3.2383   -1.3358 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2706    4.1898   -2.0825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7721    4.2244    0.3067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0872    1.3367    0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4707    0.1445    0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0995    0.0901    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    0.8929    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    1.9532    2.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8370    2.7154    0.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2063    3.7255    1.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    2.9241    1.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    2.7426    0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3900   -1.5579    1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4589   -2.9270    0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9399   -4.1335    0.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6625   -5.5729   -0.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2829   -5.9630    0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0428   -5.9715   -0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0188   -3.0336   -0.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4526   -0.5032   -2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5946    1.6891   -2.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7759    3.2444   -2.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1811    3.9914   -0.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5409    1.8233    1.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4498   -0.2759    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955    0.6166    0.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1875    1.9694    0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 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  1  0
 18 20  2  0
 18 21  2  0
 17 22  1  0
 22 23  2  0
  7 24  1  0
 24 25  2  0
 25  4  1  0
 13  8  1  0
 23 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  5 31  1  0
  6 32  1  0
  9 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 15 38  1  0
 16 39  1  0
 19 40  1  0
 19 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  END

HEADER    PROTEIN                                 21-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-OCT-16         0                                  
HETATM    1  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.088  -3.215   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -1.377  -2.739   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.521  -3.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.986  -3.294   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.306  -1.788   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.162  -0.757   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.697  -1.233   0.000  0.00  0.00           C+0
HETATM   21  S   UNK     0      -5.771  -1.312   0.000  0.00  0.00           S+0
HETATM   22  O   UNK     0      -7.235  -0.836   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -5.295   0.153   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0      -6.247  -2.776   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       3.009  -5.926   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    7   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   25                                                  
CONECT   13   12   14                                                       
CONECT   14   13   10   15                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   12                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0249626
HETATM    1  C1  UNL     1       6.202   2.707   1.363  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.747   2.389   1.032  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.603   0.999   1.087  1.00  0.00           O  
HETATM    4  C3  UNL     1       3.424   0.315   0.846  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.469  -1.058   0.945  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.340  -1.845   0.723  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.135  -1.266   0.394  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.016  -2.131   0.172  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.063  -3.539   0.282  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.182  -4.022   0.012  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.554  -5.463   0.015  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.970  -2.948  -0.248  1.00  0.00           C  
HETATM   13  N1  UNL     1      -1.261  -1.796  -0.151  1.00  0.00           N  
HETATM   14  C12 UNL     1      -1.871  -0.541  -0.379  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.919   0.028  -1.657  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.555   1.244  -1.842  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.145   1.912  -0.794  1.00  0.00           C  
HETATM   18  S1  UNL     1      -3.956   3.442  -0.979  1.00  0.00           S  
HETATM   19  N2  UNL     1      -5.632   3.238  -1.336  1.00  0.00           N  
HETATM   20  O2  UNL     1      -3.271   4.190  -2.083  1.00  0.00           O  
HETATM   21  O3  UNL     1      -3.772   4.224   0.307  1.00  0.00           O  
HETATM   22  C16 UNL     1      -3.087   1.337   0.452  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.471   0.145   0.670  1.00  0.00           C  
HETATM   24  C18 UNL     1       1.100   0.090   0.299  1.00  0.00           C  
HETATM   25  C19 UNL     1       2.244   0.893   0.523  1.00  0.00           C  
HETATM   26  H1  UNL     1       6.541   1.953   2.111  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.837   2.715   0.459  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.206   3.725   1.792  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.073   2.924   1.736  1.00  0.00           H  
HETATM   30  H5  UNL     1       4.508   2.743   0.015  1.00  0.00           H  
HETATM   31  H6  UNL     1       4.390  -1.558   1.200  1.00  0.00           H  
HETATM   32  H7  UNL     1       2.459  -2.927   0.822  1.00  0.00           H  
HETATM   33  H8  UNL     1       0.940  -4.134   0.532  1.00  0.00           H  
HETATM   34  H9  UNL     1      -2.663  -5.573  -0.139  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.283  -5.963   0.971  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.043  -5.971  -0.828  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.019  -3.034  -0.496  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.453  -0.503  -2.474  1.00  0.00           H  
HETATM   39  H14 UNL     1      -2.595   1.689  -2.834  1.00  0.00           H  
HETATM   40  H15 UNL     1      -5.776   3.244  -2.385  1.00  0.00           H  
HETATM   41  H16 UNL     1      -6.181   3.991  -0.867  1.00  0.00           H  
HETATM   42  H17 UNL     1      -3.541   1.823   1.329  1.00  0.00           H  
HETATM   43  H18 UNL     1      -2.450  -0.276   1.685  1.00  0.00           H  
HETATM   44  H19 UNL     1       0.196   0.617   0.046  1.00  0.00           H  
HETATM   45  H20 UNL     1       2.188   1.969   0.440  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4
CONECT    4    5    5   25
CONECT    5    6   31
CONECT    6    7    7   32
CONECT    7    8   24
CONECT    8    9    9   13
CONECT    9   10   33
CONECT   10   11   12   12
CONECT   11   34   35   36
CONECT   12   13   37
CONECT   13   14
CONECT   14   15   15   23
CONECT   15   16   38
CONECT   16   17   17   39
CONECT   17   18   22
CONECT   18   19   20   20   21
CONECT   18   21
CONECT   19   40   41
CONECT   22   23   23   42
CONECT   23   43
CONECT   24   25   25   44
CONECT   25   45
END

HMDB0249626
     RDKit          3D
Apricoxib
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.2022    2.7074    1.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7472    2.3894    1.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6028    0.9989    1.0869 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4245    0.3146    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4695   -1.0583    0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3400   -1.8454    0.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1348   -1.2658    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0163   -2.1311    0.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634   -3.5393    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1818   -4.0218    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5541   -5.4635    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9701   -2.9482   -0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2612   -1.7958   -0.1506 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8706   -0.5405   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9189    0.0282   -1.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5552    1.2441   -1.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1455    1.9119   -0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9564    3.4421   -0.9793 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.6316    3.2383   -1.3358 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2706    4.1898   -2.0825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7721    4.2244    0.3067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0872    1.3367    0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4707    0.1445    0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0995    0.0901    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    0.8929    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    1.9532    2.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8370    2.7154    0.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2063    3.7255    1.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    2.9241    1.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    2.7426    0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3900   -1.5579    1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4589   -2.9270    0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9399   -4.1335    0.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6625   -5.5729   -0.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2829   -5.9630    0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0428   -5.9715   -0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0188   -3.0336   -0.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4526   -0.5032   -2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5946    1.6891   -2.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7759    3.2444   -2.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1811    3.9914   -0.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5409    1.8233    1.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4498   -0.2759    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955    0.6166    0.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1875    1.9694    0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 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  1  0
 18 20  2  0
 18 21  2  0
 17 22  1  0
 22 23  2  0
  7 24  1  0
 24 25  2  0
 25  4  1  0
 13  8  1  0
 23 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  5 31  1  0
  6 32  1  0
  9 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 15 38  1  0
 16 39  1  0
 19 40  1  0
 19 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
R-109339CS-706TG01	ChEMBL
CS706 CPD	MeSH
2-(4-Ethoxyphenyl)-4-methyl 1-(4-sulfamoylphenyl)-1H-pyrrole	MeSH
4-[2-(4-Ethoxyphenyl)-4-methyl-1H-pyrrol-1-yl]benzene-1-sulphonamide	Generator

Chemical Formula

C₁₉H₂₀N₂O₃S

Average Molecular Weight

356.44

Monoisotopic Molecular Weight

356.119463686

IUPAC Name

4-[2-(4-ethoxyphenyl)-4-methyl-1H-pyrrol-1-yl]benzene-1-sulfonamide

Traditional Name

apricoxib

CAS Registry Number

Not Available

SMILES

CCOC1=CC=C(C=C1)C1=CC(C)=CN1C1=CC=C(C=C1)S(N)(=O)=O

InChI Identifier

InChI=1S/C19H20N2O3S/c1-3-24-17-8-4-15(5-9-17)19-12-14(2)13-21(19)16-6-10-18(11-7-16)25(20,22)23/h4-13H,3H2,1-2H3,(H2,20,22,23)

InChI Key

JTMITOKKUMVWRT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylpyrroles. These are aromatic heterocyclic compounds with a structure based on a pyrrole ring linked to exactly two phenyl groups.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroles

Sub Class

Substituted pyrroles

Direct Parent

Diphenylpyrroles

Alternative Parents

Substituents

1,2-diphenylpyrrole
Benzenesulfonamide
Benzenesulfonyl group
Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Organosulfonic acid amide
Heteroaromatic compound
Aminosulfonyl compound
Sulfonyl
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Ether
Azacycle
Organic nitrogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen 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 (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0249626)

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	3.95	ALOGPS
logP	3.82	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	10.87	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	74.32 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	109.24 m³·mol⁻¹	ChemAxon
Polarizability	38.33 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]+	185.564	30932474
DeepCCS	[M-H]-	183.206	30932474
DeepCCS	[M-2H]-	217.038	30932474
DeepCCS	[M+Na]+	192.266	30932474
AllCCS	[M+H]+	185.4	32859911
AllCCS	[M+H-H2O]+	182.3	32859911
AllCCS	[M+NH4]+	188.2	32859911
AllCCS	[M+Na]+	189.0	32859911
AllCCS	[M-H]-	184.3	32859911
AllCCS	[M+Na-2H]-	183.8	32859911
AllCCS	[M+HCOO]-	183.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Apricoxib	CCOC1=CC=C(C=C1)C1=CC(C)=CN1C1=CC=C(C=C1)S(N)(=O)=O	5274.5	Standard polar	33892256
Apricoxib	CCOC1=CC=C(C=C1)C1=CC(C)=CN1C1=CC=C(C=C1)S(N)(=O)=O	3203.8	Standard non polar	33892256
Apricoxib	CCOC1=CC=C(C=C1)C1=CC(C)=CN1C1=CC=C(C=C1)S(N)(=O)=O	3462.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Apricoxib,1TMS,isomer #1	CCOC1=CC=C(C2=CC(C)=CN2C2=CC=C(S(=O)(=O)N[Si](C)(C)C)C=C2)C=C1	3483.2	Semi standard non polar	33892256
Apricoxib,1TMS,isomer #1	CCOC1=CC=C(C2=CC(C)=CN2C2=CC=C(S(=O)(=O)N[Si](C)(C)C)C=C2)C=C1	3201.4	Standard non polar	33892256
Apricoxib,1TMS,isomer #1	CCOC1=CC=C(C2=CC(C)=CN2C2=CC=C(S(=O)(=O)N[Si](C)(C)C)C=C2)C=C1	4259.7	Standard polar	33892256
Apricoxib,2TMS,isomer #1	CCOC1=CC=C(C2=CC(C)=CN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3388.2	Semi standard non polar	33892256
Apricoxib,2TMS,isomer #1	CCOC1=CC=C(C2=CC(C)=CN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3323.2	Standard non polar	33892256
Apricoxib,2TMS,isomer #1	CCOC1=CC=C(C2=CC(C)=CN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	4119.0	Standard polar	33892256
Apricoxib,1TBDMS,isomer #1	CCOC1=CC=C(C2=CC(C)=CN2C2=CC=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	3730.6	Semi standard non polar	33892256
Apricoxib,1TBDMS,isomer #1	CCOC1=CC=C(C2=CC(C)=CN2C2=CC=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	3441.4	Standard non polar	33892256
Apricoxib,1TBDMS,isomer #1	CCOC1=CC=C(C2=CC(C)=CN2C2=CC=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	4216.2	Standard polar	33892256
Apricoxib,2TBDMS,isomer #1	CCOC1=CC=C(C2=CC(C)=CN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	3927.9	Semi standard non polar	33892256
Apricoxib,2TBDMS,isomer #1	CCOC1=CC=C(C2=CC(C)=CN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	3752.0	Standard non polar	33892256
Apricoxib,2TBDMS,isomer #1	CCOC1=CC=C(C2=CC(C)=CN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	4089.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Apricoxib GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-0195000000-ef7be1d1ca55bc14abc9	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apricoxib 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 - Apricoxib 10V, Positive-QTOF	splash10-0a4i-0009000000-9e198192cb9e2ab36336	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apricoxib 20V, Positive-QTOF	splash10-0a6r-0179000000-1613b70965058a277281	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apricoxib 40V, Positive-QTOF	splash10-02mi-2392000000-3398a29b98e42bf26f8a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apricoxib 10V, Negative-QTOF	splash10-0a4i-0009000000-ccfc9eaf3d0ff7803b60	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apricoxib 20V, Negative-QTOF	splash10-056r-1029000000-ce463b4047040f39af8f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apricoxib 40V, Negative-QTOF	splash10-004i-9134000000-9e1b9b2347236ea79882	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apricoxib 10V, Positive-QTOF	splash10-0a4i-0009000000-81e5c88994e32b3a2d68	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apricoxib 20V, Positive-QTOF	splash10-0a4i-0009000000-1b5845770d8c504149aa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apricoxib 40V, Positive-QTOF	splash10-0avi-2961000000-f491863c27d1c04e20df	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apricoxib 10V, Negative-QTOF	splash10-0a4i-0009000000-63aeaebb91e359087605	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apricoxib 20V, Negative-QTOF	splash10-0a4i-0029000000-c54dd28822f5f12def5f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apricoxib 40V, Negative-QTOF	splash10-004i-7893000000-5d2218211497209cd683	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

DB12378

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

7995822

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Apricoxib

METLIN ID

Not Available

PubChem Compound

9820073

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 Apricoxib (HMDB0249626)

MOL for HMDB0249626 (Apricoxib)

3D MOL for HMDB0249626 (Apricoxib)

3D SDF for HMDB0249626 (Apricoxib)

3D-SDF for HMDB0249626 (Apricoxib)

PDB for HMDB0249626 (Apricoxib)

3D PDB for HMDB0249626 (Apricoxib)

SMILES for HMDB0249626 (Apricoxib)

INCHI for HMDB0249626 (Apricoxib)

Structure for HMDB0249626 (Apricoxib)

3D Structure for HMDB0249626 (Apricoxib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra