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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:14:13 UTC

Update Date

2021-09-26 23:01:36 UTC

HMDB ID

HMDB0250253

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cimicoxib

Description

Cimicoxib, also known as UR-8880, belongs to the class of organic compounds known as phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond. Based on a literature review a small amount of articles have been published on Cimicoxib. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cimicoxib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cimicoxib 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

HMDB0250253
     RDKit          3D
Cimicoxib
 38 40  0  0  0  0  0  0  0  0999 V2000
    5.2918    2.6617   -0.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9226    2.5334   -0.5025 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122    1.3521   -0.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8316    0.1849    0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0579   -0.9822    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7000   -1.0103   -0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549   -2.2660    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381   -3.5138    0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2190   -4.0111    0.0173 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5298   -4.4056    0.2697 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6118   -3.7602    0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3696   -2.4277    0.1594 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4254   -1.4430    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2230   -1.2973   -0.9394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2784   -0.3918   -0.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258    0.3808    0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8681    1.5278    0.0796 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.2578    3.0159   -0.5090 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9059    0.9384   -0.8262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4307    1.7072    1.4504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437    0.2514    1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7000   -0.6570    1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880    0.1580   -0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8578    1.3240   -0.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    2.4746   -0.9599 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5004    2.9271    0.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8960    1.7894   -0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6493    3.4923   -0.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8952    0.1884    0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6562   -1.8159    0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6404   -4.1613    0.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435   -1.8954   -1.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9027   -0.2901   -1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5360    3.1975   -1.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5702    3.8298    0.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9709    0.8790    2.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0788   -0.7585    2.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0467    0.2734   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 17 20  2  0
 16 21  1  0
 21 22  2  0
  6 23  1  0
 23 24  2  0
 24 25  1  0
 24  3  1  0
 12  7  1  0
 22 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
M  END


  Mrv0541 02231218062D          

 25 27  0  0  0  0            999 V2000
    5.1717   -3.1589    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.0692    2.0781    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4893    0.4170    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631   -0.6871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2441    2.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8942    2.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0692   -1.2219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4817   -2.4915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0692    2.9032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4017   -1.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0692   -0.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6170   -1.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0692    1.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3547    0.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7836    0.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7366   -1.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6567   -2.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3547    0.8406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7836    0.8406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4455   -0.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0040   -2.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6609   -0.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2193   -1.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0478   -0.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  2  0  0  0  0
  2  9  1  0  0  0  0
  2 13  1  0  0  0  0
  3 22  1  0  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  7 10  1  0  0  0  0
  7 11  1  0  0  0  0
  7 16  1  0  0  0  0
  8 16  2  0  0  0  0
  8 17  1  0  0  0  0
 10 12  1  0  0  0  0
 10 17  2  0  0  0  0
 11 14  2  0  0  0  0
 11 15  1  0  0  0  0
 12 20  2  0  0  0  0
 12 21  1  0  0  0  0
 13 18  2  0  0  0  0
 13 19  1  0  0  0  0
 14 18  1  0  0  0  0
 15 19  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  2  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250253

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(F)C=C(C=C1)C1=C(Cl)N=CN1C1=CC=C(C=C1)S(N)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H13ClFN3O3S/c1-24-14-7-2-10(8-13(14)18)15-16(17)20-9-21(15)11-3-5-12(6-4-11)25(19,22)23/h2-9H,1H3,(H2,19,22,23)

> <INCHI_KEY>
KYXDNECMRLFQMZ-UHFFFAOYSA-N

> <FORMULA>
C16H13ClFN3O3S

> <MOLECULAR_WEIGHT>
381.809

> <EXACT_MASS>
381.035017899

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
35.53199693401915

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[4-chloro-5-(3-fluoro-4-methoxyphenyl)-1H-imidazol-1-yl]benzene-1-sulfonamide

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
2.1182

> <ALOGPS_LOGS>
-4.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.796540941460172

> <JCHEM_PKA_STRONGEST_BASIC>
3.6869255655254864

> <JCHEM_POLAR_SURFACE_AREA>
87.21000000000001

> <JCHEM_REFRACTIVITY>
103.72370000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cimicoxib

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250253
     RDKit          3D
Cimicoxib
 38 40  0  0  0  0  0  0  0  0999 V2000
    5.2918    2.6617   -0.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9226    2.5334   -0.5025 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122    1.3521   -0.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8316    0.1849    0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0579   -0.9822    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7000   -1.0103   -0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549   -2.2660    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381   -3.5138    0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2190   -4.0111    0.0173 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5298   -4.4056    0.2697 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6118   -3.7602    0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3696   -2.4277    0.1594 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4254   -1.4430    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2230   -1.2973   -0.9394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2784   -0.3918   -0.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258    0.3808    0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8681    1.5278    0.0796 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.2578    3.0159   -0.5090 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9059    0.9384   -0.8262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4307    1.7072    1.4504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437    0.2514    1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7000   -0.6570    1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880    0.1580   -0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8578    1.3240   -0.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    2.4746   -0.9599 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5004    2.9271    0.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8960    1.7894   -0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6493    3.4923   -0.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8952    0.1884    0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6562   -1.8159    0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6404   -4.1613    0.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435   -1.8954   -1.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9027   -0.2901   -1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5360    3.1975   -1.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5702    3.8298    0.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9709    0.8790    2.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0788   -0.7585    2.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0467    0.2734   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 17 20  2  0
 16 21  1  0
 21 22  2  0
  6 23  1  0
 23 24  2  0
 24 25  1  0
 24  3  1  0
 12  7  1  0
 22 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       9.654  -5.897   0.000  0.00  0.00          Cl+0
HETATM    2  S   UNK     0      11.329   3.879   0.000  0.00  0.00           S+0
HETATM    3  F   UNK     0       6.513   0.778   0.000  0.00  0.00           F+0
HETATM    4  O   UNK     0       4.224  -1.283   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       9.789   3.879   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      12.869   3.879   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      11.329  -2.281   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      12.099  -4.651   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      11.329   5.419   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      10.083  -3.186   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.329  -0.741   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.618  -2.710   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.329   2.339   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.995   0.029   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.663   0.029   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.575  -3.186   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.559  -4.651   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.995   1.569   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.663   1.569   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.298  -1.204   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.474  -3.741   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.834  -0.728   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.009  -3.265   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.689  -1.758   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.080  -2.313   0.000  0.00  0.00           C+0
CONECT    1   17                                                            
CONECT    2    5    6    9   13                                             
CONECT    3   22                                                            
CONECT    4   24   25                                                       
CONECT    5    2                                                            
CONECT    6    2                                                            
CONECT    7   10   11   16                                                  
CONECT    8   16   17                                                       
CONECT    9    2                                                            
CONECT   10    7   12   17                                                  
CONECT   11    7   14   15                                                  
CONECT   12   10   20   21                                                  
CONECT   13    2   18   19                                                  
CONECT   14   11   18                                                       
CONECT   15   11   19                                                       
CONECT   16    7    8                                                       
CONECT   17    1    8   10                                                  
CONECT   18   13   14                                                       
CONECT   19   13   15                                                       
CONECT   20   12   22                                                       
CONECT   21   12   23                                                       
CONECT   22    3   20   24                                                  
CONECT   23   21   24                                                       
CONECT   24    4   22   23                                                  
CONECT   25    4                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0250253
HETATM    1  C1  UNL     1       5.292   2.662  -0.293  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.923   2.533  -0.503  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.212   1.352  -0.346  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.832   0.185   0.041  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.058  -0.982   0.183  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.700  -1.010  -0.049  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.955  -2.266   0.054  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.538  -3.514   0.122  1.00  0.00           C  
HETATM    9 CL1  UNL     1       3.219  -4.011   0.017  1.00  0.00          CL  
HETATM   10  N1  UNL     1       0.530  -4.406   0.270  1.00  0.00           N  
HETATM   11  C8  UNL     1      -0.612  -3.760   0.292  1.00  0.00           C  
HETATM   12  N2  UNL     1      -0.370  -2.428   0.159  1.00  0.00           N  
HETATM   13  C9  UNL     1      -1.425  -1.443   0.174  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.223  -1.297  -0.939  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.278  -0.392  -0.979  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.526   0.381   0.139  1.00  0.00           C  
HETATM   17  S1  UNL     1      -4.868   1.528   0.080  1.00  0.00           S  
HETATM   18  N3  UNL     1      -4.258   3.016  -0.509  1.00  0.00           N  
HETATM   19  O2  UNL     1      -5.906   0.938  -0.826  1.00  0.00           O  
HETATM   20  O3  UNL     1      -5.431   1.707   1.450  1.00  0.00           O  
HETATM   21  C13 UNL     1      -2.744   0.251   1.258  1.00  0.00           C  
HETATM   22  C14 UNL     1      -1.700  -0.657   1.270  1.00  0.00           C  
HETATM   23  C15 UNL     1       1.088   0.158  -0.435  1.00  0.00           C  
HETATM   24  C16 UNL     1       1.858   1.324  -0.577  1.00  0.00           C  
HETATM   25  F1  UNL     1       1.235   2.475  -0.960  1.00  0.00           F  
HETATM   26  H1  UNL     1       5.500   2.927   0.777  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.896   1.789  -0.546  1.00  0.00           H  
HETATM   28  H3  UNL     1       5.649   3.492  -0.970  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.895   0.188   0.226  1.00  0.00           H  
HETATM   30  H5  UNL     1       3.656  -1.816   0.509  1.00  0.00           H  
HETATM   31  H6  UNL     1      -1.640  -4.161   0.397  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.044  -1.895  -1.826  1.00  0.00           H  
HETATM   33  H8  UNL     1      -3.903  -0.290  -1.874  1.00  0.00           H  
HETATM   34  H9  UNL     1      -4.536   3.198  -1.506  1.00  0.00           H  
HETATM   35  H10 UNL     1      -4.570   3.830   0.079  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.971   0.879   2.119  1.00  0.00           H  
HETATM   37  H12 UNL     1      -1.079  -0.759   2.161  1.00  0.00           H  
HETATM   38  H13 UNL     1       0.047   0.273  -0.666  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   24
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   23
CONECT    7    8    8   12
CONECT    8    9   10
CONECT   10   11   11
CONECT   11   12   31
CONECT   12   13
CONECT   13   14   14   22
CONECT   14   15   32
CONECT   15   16   16   33
CONECT   16   17   21
CONECT   17   18   19   19   20
CONECT   17   20
CONECT   18   34   35
CONECT   21   22   22   36
CONECT   22   37
CONECT   23   24   24   38
CONECT   24   25
END

HMDB0250253
     RDKit          3D
Cimicoxib
 38 40  0  0  0  0  0  0  0  0999 V2000
    5.2918    2.6617   -0.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9226    2.5334   -0.5025 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122    1.3521   -0.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8316    0.1849    0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0579   -0.9822    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7000   -1.0103   -0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549   -2.2660    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381   -3.5138    0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2190   -4.0111    0.0173 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5298   -4.4056    0.2697 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6118   -3.7602    0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3696   -2.4277    0.1594 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4254   -1.4430    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2230   -1.2973   -0.9394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2784   -0.3918   -0.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258    0.3808    0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8681    1.5278    0.0796 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.2578    3.0159   -0.5090 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9059    0.9384   -0.8262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4307    1.7072    1.4504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437    0.2514    1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7000   -0.6570    1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880    0.1580   -0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8578    1.3240   -0.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    2.4746   -0.9599 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5004    2.9271    0.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8960    1.7894   -0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6493    3.4923   -0.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8952    0.1884    0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6562   -1.8159    0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6404   -4.1613    0.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435   -1.8954   -1.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9027   -0.2901   -1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5360    3.1975   -1.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5702    3.8298    0.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9709    0.8790    2.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0788   -0.7585    2.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0467    0.2734   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 17 20  2  0
 16 21  1  0
 21 22  2  0
  6 23  1  0
 23 24  2  0
 24 25  1  0
 24  3  1  0
 12  7  1  0
 22 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
UR-8880	ChEBI

Chemical Formula

C₁₆H₁₃ClFN₃O₃S

Average Molecular Weight

381.809

Monoisotopic Molecular Weight

381.035017899

IUPAC Name

4-[4-chloro-5-(3-fluoro-4-methoxyphenyl)-1H-imidazol-1-yl]benzene-1-sulfonamide

Traditional Name

cimicoxib

CAS Registry Number

Not Available

SMILES

COC1=C(F)C=C(C=C1)C1=C(Cl)N=CN1C1=CC=C(C=C1)S(N)(=O)=O

InChI Identifier

InChI=1S/C16H13ClFN3O3S/c1-24-14-7-2-10(8-13(14)18)15-16(17)20-9-21(15)11-3-5-12(6-4-11)25(19,22)23/h2-9H,1H3,(H2,19,22,23)

InChI Key

KYXDNECMRLFQMZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Imidazoles

Direct Parent

Phenylimidazoles

Alternative Parents

Substituents

5-phenylimidazole
1-phenylimidazole
4-phenylimidazole
Benzenesulfonamide
Benzenesulfonyl group
Anisole
Phenol ether
Phenoxy compound
Methoxybenzene
Halobenzene
Fluorobenzene
Alkyl aryl ether
N-substituted imidazole
Aryl chloride
Benzenoid
Monocyclic benzene moiety
Aryl halide
Aryl fluoride
Organosulfonic acid amide
Heteroaromatic compound
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Aminosulfonyl compound
Sulfonyl
Ether
Azacycle
Organic oxide
Organohalogen compound
Organochloride
Organofluoride
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

organofluorine compound (CHEBI:76127 )
aromatic ether (CHEBI:76127 )
sulfonamide (CHEBI:76127 )
imidazoles (CHEBI:76127 )
organochlorine compound (CHEBI:76127 )

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	2.12	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	10.8	ChemAxon
pKa (Strongest Basic)	3.69	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	87.21 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	103.72 m³·mol⁻¹	ChemAxon
Polarizability	35.53 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]+	184.392	30932474
DeepCCS	[M-H]-	182.034	30932474
DeepCCS	[M-2H]-	215.966	30932474
DeepCCS	[M+Na]+	191.194	30932474
AllCCS	[M+H]+	183.7	32859911
AllCCS	[M+H-H2O]+	180.8	32859911
AllCCS	[M+NH4]+	186.3	32859911
AllCCS	[M+Na]+	187.0	32859911
AllCCS	[M-H]-	179.1	32859911
AllCCS	[M+Na-2H]-	178.7	32859911
AllCCS	[M+HCOO]-	178.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cimicoxib	COC1=C(F)C=C(C=C1)C1=C(Cl)N=CN1C1=CC=C(C=C1)S(N)(=O)=O	4572.4	Standard polar	33892256
Cimicoxib	COC1=C(F)C=C(C=C1)C1=C(Cl)N=CN1C1=CC=C(C=C1)S(N)(=O)=O	3156.8	Standard non polar	33892256
Cimicoxib	COC1=C(F)C=C(C=C1)C1=C(Cl)N=CN1C1=CC=C(C=C1)S(N)(=O)=O	3553.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cimicoxib,1TMS,isomer #1	COC1=CC=C(C2=C(Cl)N=CN2C2=CC=C(S(=O)(=O)N[Si](C)(C)C)C=C2)C=C1F	3347.8	Semi standard non polar	33892256
Cimicoxib,1TMS,isomer #1	COC1=CC=C(C2=C(Cl)N=CN2C2=CC=C(S(=O)(=O)N[Si](C)(C)C)C=C2)C=C1F	3175.4	Standard non polar	33892256
Cimicoxib,1TMS,isomer #1	COC1=CC=C(C2=C(Cl)N=CN2C2=CC=C(S(=O)(=O)N[Si](C)(C)C)C=C2)C=C1F	4307.9	Standard polar	33892256
Cimicoxib,2TMS,isomer #1	COC1=CC=C(C2=C(Cl)N=CN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1F	3248.6	Semi standard non polar	33892256
Cimicoxib,2TMS,isomer #1	COC1=CC=C(C2=C(Cl)N=CN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1F	3317.7	Standard non polar	33892256
Cimicoxib,2TMS,isomer #1	COC1=CC=C(C2=C(Cl)N=CN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1F	4137.1	Standard polar	33892256
Cimicoxib,1TBDMS,isomer #1	COC1=CC=C(C2=C(Cl)N=CN2C2=CC=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2)C=C1F	3573.9	Semi standard non polar	33892256
Cimicoxib,1TBDMS,isomer #1	COC1=CC=C(C2=C(Cl)N=CN2C2=CC=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2)C=C1F	3409.1	Standard non polar	33892256
Cimicoxib,1TBDMS,isomer #1	COC1=CC=C(C2=C(Cl)N=CN2C2=CC=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2)C=C1F	4236.3	Standard polar	33892256
Cimicoxib,2TBDMS,isomer #1	COC1=CC=C(C2=C(Cl)N=CN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1F	3767.4	Semi standard non polar	33892256
Cimicoxib,2TBDMS,isomer #1	COC1=CC=C(C2=C(Cl)N=CN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1F	3749.3	Standard non polar	33892256
Cimicoxib,2TBDMS,isomer #1	COC1=CC=C(C2=C(Cl)N=CN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1F	4073.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cimicoxib GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0119000000-69e31c2cd614f500df1c	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cimicoxib 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 - Cimicoxib 10V, Positive-QTOF	splash10-001i-0009000000-27a320a7c335de18fff0	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cimicoxib 20V, Positive-QTOF	splash10-001i-0009000000-0d3b9f1120e3333b77b7	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cimicoxib 40V, Positive-QTOF	splash10-0ufr-2189000000-68b3d613bf2fa46ff06e	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cimicoxib 10V, Negative-QTOF	splash10-001i-0009000000-c0b4e2ce64817e7731ea	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cimicoxib 20V, Negative-QTOF	splash10-001i-0009000000-261a94e30ccbe4a1b688	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cimicoxib 40V, Negative-QTOF	splash10-004i-9035000000-889a453c6145a27568e9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cimicoxib 10V, Positive-QTOF	splash10-001i-0009000000-8fc75358d32ebad93651	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cimicoxib 20V, Positive-QTOF	splash10-001i-0009000000-33648ebeefc5c1fae673	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cimicoxib 40V, Positive-QTOF	splash10-0udi-0179000000-36d9865a2599f6db4a0b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cimicoxib 10V, Negative-QTOF	splash10-001i-0009000000-b74c4bf992f4b6908536	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cimicoxib 20V, Negative-QTOF	splash10-001i-0009000000-281991c98221f9c2a39f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cimicoxib 40V, Negative-QTOF	splash10-004i-9000000000-3ff08b8a8a1e53dc3c7b	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

DB05095

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

184745

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cimicoxib

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

76127

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 Cimicoxib (HMDB0250253)

MOL for HMDB0250253 (Cimicoxib)

3D MOL for HMDB0250253 (Cimicoxib)

3D SDF for HMDB0250253 (Cimicoxib)

3D-SDF for HMDB0250253 (Cimicoxib)

PDB for HMDB0250253 (Cimicoxib)

3D PDB for HMDB0250253 (Cimicoxib)

SMILES for HMDB0250253 (Cimicoxib)

INCHI for HMDB0250253 (Cimicoxib)

Structure for HMDB0250253 (Cimicoxib)

3D Structure for HMDB0250253 (Cimicoxib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra