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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:25:41 UTC

Update Date

2021-09-26 23:11:35 UTC

HMDB ID

HMDB0256127

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Parecoxib

Description

Parecoxib, also known as SC 69124, belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring. Parecoxib is a drug which is used for short term perioperative pain control. Based on a literature review a significant number of articles have been published on Parecoxib. This compound has been identified in human blood as reported by (PMID: 31557052 ). Parecoxib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Parecoxib 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

PXB
  Mrv0541 02241214062D          

 26 28  0  0  0  0            999 V2000
   -3.7588    1.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0443    1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3298    1.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3298    0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154    1.9192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9009    1.5067    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134    0.7923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4884    2.2212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1864    1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5280    1.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2425    1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2425    0.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5280   -0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1864    0.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9570   -0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7107    0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0432   -0.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2627   -0.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8502   -1.1353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301   -1.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6016   -2.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9886   -2.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2039   -2.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0324   -1.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6455   -1.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8822    0.9993    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 15  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 26  1  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  2  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END

HMDB0256127
     RDKit          3D
Parecoxib
 44 46  0  0  0  0  0  0  0  0999 V2000
    7.3381   -0.6985   -0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9732   -1.1785   -0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0583   -0.0866    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5138    1.1043   -0.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7337   -0.2084    0.4910 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7366    1.1626    0.8373 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.6235    1.2562    2.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2934    2.4277    0.2785 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1117    0.9725    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096   -0.1035   -0.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5990   -0.2337   -0.9666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5324    0.7582   -0.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9164    0.7230   -1.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9518    0.0365   -0.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8433   -0.7925    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -0.2740    1.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3066   -1.0413    3.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6522   -2.3750    2.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0949   -2.9120    1.8072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1877   -2.1332    0.6765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0560    0.2778   -1.2342 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7998    1.0534   -2.2250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5048    1.3543   -2.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8347    2.2232   -3.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1201    1.8323    0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1822    1.9467    0.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1734   -0.1337   -1.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8619   -0.1258    0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9885   -1.5493   -1.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4978   -1.8111   -1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1260   -1.8434    0.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2938   -1.1481    0.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4401   -0.8645   -0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9188   -1.0790   -1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1265    0.7735    1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9543   -0.6253    3.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5826   -2.9959    3.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3812   -3.9716    1.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5338   -2.5563   -0.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9724    1.7041   -3.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417    3.1119   -2.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5482    2.6067   -3.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8260    2.5995    0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4337    2.8167    1.1291 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  2  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 12 25  1  0
 25 26  2  0
 26  9  1  0
 23 13  2  0
 20 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  5 32  1  0
 10 33  1  0
 11 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 24 40  1  0
 24 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
M  END

PXB
  Mrv0541 02241214062D          

 26 28  0  0  0  0            999 V2000
   -3.7588    1.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0443    1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3298    1.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3298    0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154    1.9192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9009    1.5067    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134    0.7923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4884    2.2212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1864    1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5280    1.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2425    1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2425    0.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5280   -0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1864    0.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9570   -0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7107    0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0432   -0.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2627   -0.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8502   -1.1353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301   -1.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6016   -2.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9886   -2.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2039   -2.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0324   -1.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6455   -1.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8822    0.9993    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 15  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 26  1  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  2  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256127

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=O)NS(=O)(=O)C1=CC=C(C=C1)C1=C(C)ON=C1C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18N2O4S/c1-3-17(22)21-26(23,24)16-11-9-14(10-12-16)18-13(2)25-20-19(18)15-7-5-4-6-8-15/h4-12H,3H2,1-2H3,(H,21,22)

> <INCHI_KEY>
TZRHLKRLEZJVIJ-UHFFFAOYSA-N

> <FORMULA>
C19H18N2O4S

> <MOLECULAR_WEIGHT>
370.422

> <EXACT_MASS>
370.098727764

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.00432397564695

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)benzenesulfonyl]propanamide

> <ALOGPS_LOGP>
3.42

> <JCHEM_LOGP>
3.512828510666668

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.2414483669013725

> <JCHEM_PKA_STRONGEST_BASIC>
0.4173765722429362

> <JCHEM_POLAR_SURFACE_AREA>
89.27

> <JCHEM_REFRACTIVITY>
98.9008

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
parecoxib

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256127
     RDKit          3D
Parecoxib
 44 46  0  0  0  0  0  0  0  0999 V2000
    7.3381   -0.6985   -0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9732   -1.1785   -0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0583   -0.0866    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5138    1.1043   -0.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7337   -0.2084    0.4910 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7366    1.1626    0.8373 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.6235    1.2562    2.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2934    2.4277    0.2785 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1117    0.9725    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096   -0.1035   -0.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5990   -0.2337   -0.9666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5324    0.7582   -0.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9164    0.7230   -1.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9518    0.0365   -0.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8433   -0.7925    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -0.2740    1.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3066   -1.0413    3.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6522   -2.3750    2.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0949   -2.9120    1.8072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1877   -2.1332    0.6765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0560    0.2778   -1.2342 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7998    1.0534   -2.2250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5048    1.3543   -2.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8347    2.2232   -3.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1201    1.8323    0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1822    1.9467    0.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1734   -0.1337   -1.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8619   -0.1258    0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9885   -1.5493   -1.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4978   -1.8111   -1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1260   -1.8434    0.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2938   -1.1481    0.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4401   -0.8645   -0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9188   -1.0790   -1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1265    0.7735    1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9543   -0.6253    3.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5826   -2.9959    3.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3812   -3.9716    1.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5338   -2.5563   -0.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9724    1.7041   -3.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417    3.1119   -2.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5482    2.6067   -3.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8260    2.5995    0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4337    2.8167    1.1291 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  2  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 12 25  1  0
 25 26  2  0
 26  9  1  0
 23 13  2  0
 20 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  5 32  1  0
 10 33  1  0
 11 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 24 40  1  0
 24 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PXB                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -7.016   2.813   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.683   3.583   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.349   2.813   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -4.349   1.273   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      -3.015   3.583   0.000  0.00  0.00           N+0
HETATM    6  S   UNK     0      -1.682   2.813   0.000  0.00  0.00           S+0
HETATM    7  O   UNK     0      -2.452   1.479   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.912   4.146   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.348   2.043   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.986   2.813   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.319   2.043   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.319   0.503   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.986  -0.267   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.348   0.503   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.653  -0.267   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.060   0.359   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.814  -1.799   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.090  -0.785   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       5.320  -2.119   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       2.670  -2.829   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.990  -4.336   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.845  -5.366   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.381  -4.890   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.060  -3.384   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.205  -2.353   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.380   1.865   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14    9   13                                                       
CONECT   15   12   16   17                                                  
CONECT   16   15   18   26                                                  
CONECT   17   15   19   20                                                  
CONECT   18   16   19                                                       
CONECT   19   17   18                                                       
CONECT   20   17   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   20   24                                                       
CONECT   26   16                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0256127
HETATM    1  C1  UNL     1       7.338  -0.699  -0.726  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.973  -1.179  -0.279  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.058  -0.087   0.036  1.00  0.00           C  
HETATM    4  O1  UNL     1       5.514   1.104  -0.120  1.00  0.00           O  
HETATM    5  N1  UNL     1       3.734  -0.208   0.491  1.00  0.00           N  
HETATM    6  S1  UNL     1       2.737   1.163   0.837  1.00  0.00           S  
HETATM    7  O2  UNL     1       2.623   1.256   2.357  1.00  0.00           O  
HETATM    8  O3  UNL     1       3.293   2.428   0.278  1.00  0.00           O  
HETATM    9  C4  UNL     1       1.112   0.972   0.253  1.00  0.00           C  
HETATM   10  C5  UNL     1       0.710  -0.103  -0.498  1.00  0.00           C  
HETATM   11  C6  UNL     1      -0.599  -0.234  -0.967  1.00  0.00           C  
HETATM   12  C7  UNL     1      -1.532   0.758  -0.666  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.916   0.723  -1.099  1.00  0.00           C  
HETATM   14  C9  UNL     1      -3.952   0.037  -0.507  1.00  0.00           C  
HETATM   15  C10 UNL     1      -3.843  -0.793   0.688  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.404  -0.274   1.880  1.00  0.00           C  
HETATM   17  C12 UNL     1      -3.307  -1.041   3.020  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.652  -2.375   2.999  1.00  0.00           C  
HETATM   19  C14 UNL     1      -4.095  -2.912   1.807  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.188  -2.133   0.677  1.00  0.00           C  
HETATM   21  N2  UNL     1      -5.056   0.278  -1.234  1.00  0.00           N  
HETATM   22  O4  UNL     1      -4.800   1.053  -2.225  1.00  0.00           O  
HETATM   23  C16 UNL     1      -3.505   1.354  -2.188  1.00  0.00           C  
HETATM   24  C17 UNL     1      -2.835   2.223  -3.164  1.00  0.00           C  
HETATM   25  C18 UNL     1      -1.120   1.832   0.087  1.00  0.00           C  
HETATM   26  C19 UNL     1       0.182   1.947   0.545  1.00  0.00           C  
HETATM   27  H1  UNL     1       7.173  -0.134  -1.683  1.00  0.00           H  
HETATM   28  H2  UNL     1       7.862  -0.126   0.037  1.00  0.00           H  
HETATM   29  H3  UNL     1       7.989  -1.549  -1.004  1.00  0.00           H  
HETATM   30  H4  UNL     1       5.498  -1.811  -1.076  1.00  0.00           H  
HETATM   31  H5  UNL     1       6.126  -1.843   0.595  1.00  0.00           H  
HETATM   32  H6  UNL     1       3.294  -1.148   0.640  1.00  0.00           H  
HETATM   33  H7  UNL     1       1.440  -0.864  -0.729  1.00  0.00           H  
HETATM   34  H8  UNL     1      -0.919  -1.079  -1.557  1.00  0.00           H  
HETATM   35  H9  UNL     1      -3.126   0.773   1.925  1.00  0.00           H  
HETATM   36  H10 UNL     1      -2.954  -0.625   3.966  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.583  -2.996   3.880  1.00  0.00           H  
HETATM   38  H12 UNL     1      -4.381  -3.972   1.749  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.534  -2.556  -0.248  1.00  0.00           H  
HETATM   40  H14 UNL     1      -1.972   1.704  -3.660  1.00  0.00           H  
HETATM   41  H15 UNL     1      -2.442   3.112  -2.648  1.00  0.00           H  
HETATM   42  H16 UNL     1      -3.548   2.607  -3.924  1.00  0.00           H  
HETATM   43  H17 UNL     1      -1.826   2.599   0.325  1.00  0.00           H  
HETATM   44  H18 UNL     1       0.434   2.817   1.129  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4    4    5
CONECT    5    6   32
CONECT    6    7    7    8    8
CONECT    6    9
CONECT    9   10   10   26
CONECT   10   11   33
CONECT   11   12   12   34
CONECT   12   13   25
CONECT   13   14   23   23
CONECT   14   15   21   21
CONECT   15   16   16   20
CONECT   16   17   35
CONECT   17   18   18   36
CONECT   18   19   37
CONECT   19   20   20   38
CONECT   20   39
CONECT   21   22
CONECT   22   23
CONECT   23   24
CONECT   24   40   41   42
CONECT   25   26   26   43
CONECT   26   44
END

HMDB0256127
     RDKit          3D
Parecoxib
 44 46  0  0  0  0  0  0  0  0999 V2000
    7.3381   -0.6985   -0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9732   -1.1785   -0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0583   -0.0866    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5138    1.1043   -0.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7337   -0.2084    0.4910 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7366    1.1626    0.8373 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.6235    1.2562    2.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2934    2.4277    0.2785 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1117    0.9725    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096   -0.1035   -0.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5990   -0.2337   -0.9666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5324    0.7582   -0.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9164    0.7230   -1.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9518    0.0365   -0.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8433   -0.7925    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -0.2740    1.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3066   -1.0413    3.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6522   -2.3750    2.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0949   -2.9120    1.8072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1877   -2.1332    0.6765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0560    0.2778   -1.2342 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7998    1.0534   -2.2250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5048    1.3543   -2.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8347    2.2232   -3.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1201    1.8323    0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1822    1.9467    0.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1734   -0.1337   -1.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8619   -0.1258    0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9885   -1.5493   -1.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4978   -1.8111   -1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1260   -1.8434    0.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2938   -1.1481    0.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4401   -0.8645   -0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9188   -1.0790   -1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1265    0.7735    1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9543   -0.6253    3.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5826   -2.9959    3.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3812   -3.9716    1.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5338   -2.5563   -0.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9724    1.7041   -3.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417    3.1119   -2.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5482    2.6067   -3.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8260    2.5995    0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4337    2.8167    1.1291 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  2  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 12 25  1  0
 25 26  2  0
 26  9  1  0
 23 13  2  0
 20 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  5 32  1  0
 10 33  1  0
 11 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 24 40  1  0
 24 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-((p-(5-Methyl-3-phenyl-4-isoxazolyl)phenyl)sulfonyl)propionamide	ChEBI
Parecoxibum	ChEBI
SC 69124	ChEBI
SC-69124	ChEBI
N-((p-(5-Methyl-3-phenyl-4-isoxazolyl)phenyl)sulphonyl)propionamide	Generator
N-(((5-Methyl-3-phenylisoxazol-4-yl)-phenyl)sulfonyl)propanamine, sodium salt	MeSH
Parecoxib sodium	MeSH
N-(((5-Methyl-3-phenylisoxazol-4-yl)-phenyl)sulfonyl)propanamide	MeSH
Dynastat	MeSH
N-(((Me-P)-P)S)P	MeSH

Chemical Formula

C₁₉H₁₈N₂O₄S

Average Molecular Weight

370.422

Monoisotopic Molecular Weight

370.098727764

IUPAC Name

N-[4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)benzenesulfonyl]propanamide

Traditional Name

parecoxib

CAS Registry Number

Not Available

SMILES

CCC(=O)NS(=O)(=O)C1=CC=C(C=C1)C1=C(C)ON=C1C1=CC=CC=C1

InChI Identifier

InChI=1S/C19H18N2O4S/c1-3-17(22)21-26(23,24)16-11-9-14(10-12-16)18-13(2)25-20-19(18)15-7-5-4-6-8-15/h4-12H,3H2,1-2H3,(H,21,22)

InChI Key

TZRHLKRLEZJVIJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Benzenesulfonamides

Alternative Parents

Substituents

Benzenesulfonamide
Benzenesulfonyl group
Azole
Isoxazole
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Heteroaromatic compound
Sulfonyl
Oxacycle
Organoheterocyclic compound
Azacycle
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

sulfonamide (CHEBI:73038 )
isoxazoles (CHEBI:73038 )

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	3.42	ALOGPS
logP	3.51	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.24	ChemAxon
pKa (Strongest Basic)	0.42	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.27 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	98.9 m³·mol⁻¹	ChemAxon
Polarizability	38 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]+	185.354	30932474
DeepCCS	[M-H]-	182.996	30932474
DeepCCS	[M-2H]-	217.212	30932474
DeepCCS	[M+Na]+	192.378	30932474
AllCCS	[M+H]+	188.0	32859911
AllCCS	[M+H-H2O]+	185.0	32859911
AllCCS	[M+NH4]+	190.8	32859911
AllCCS	[M+Na]+	191.6	32859911
AllCCS	[M-H]-	186.4	32859911
AllCCS	[M+Na-2H]-	186.2	32859911
AllCCS	[M+HCOO]-	186.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Parecoxib	CCC(=O)NS(=O)(=O)C1=CC=C(C=C1)C1=C(C)ON=C1C1=CC=CC=C1	4790.5	Standard polar	33892256
Parecoxib	CCC(=O)NS(=O)(=O)C1=CC=C(C=C1)C1=C(C)ON=C1C1=CC=CC=C1	2921.5	Standard non polar	33892256
Parecoxib	CCC(=O)NS(=O)(=O)C1=CC=C(C=C1)C1=C(C)ON=C1C1=CC=CC=C1	3104.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Parecoxib,1TMS,isomer #1	CCC(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(C2=C(C)ON=C2C2=CC=CC=C2)C=C1	3066.5	Semi standard non polar	33892256
Parecoxib,1TMS,isomer #1	CCC(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(C2=C(C)ON=C2C2=CC=CC=C2)C=C1	3104.1	Standard non polar	33892256
Parecoxib,1TMS,isomer #1	CCC(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(C2=C(C)ON=C2C2=CC=CC=C2)C=C1	4333.8	Standard polar	33892256
Parecoxib,1TBDMS,isomer #1	CCC(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(C2=C(C)ON=C2C2=CC=CC=C2)C=C1	3315.5	Semi standard non polar	33892256
Parecoxib,1TBDMS,isomer #1	CCC(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(C2=C(C)ON=C2C2=CC=CC=C2)C=C1	3325.4	Standard non polar	33892256
Parecoxib,1TBDMS,isomer #1	CCC(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(C2=C(C)ON=C2C2=CC=CC=C2)C=C1	4261.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Parecoxib GC-MS (Non-derivatized) - 70eV, Positive	splash10-055b-5093000000-db3e92926f485c400d54	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Parecoxib 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Parecoxib 35V, Negative-QTOF	splash10-014i-0469000000-f6052003554a020d0609	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Parecoxib 35V, Positive-QTOF	splash10-00di-0986000000-520dd33eedc4a686c413	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parecoxib 10V, Positive-QTOF	splash10-00di-1019000000-c728be169067b0126d0d	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parecoxib 20V, Positive-QTOF	splash10-0zos-5059000000-f83fbece820e78e5eca2	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parecoxib 40V, Positive-QTOF	splash10-0adi-8590000000-1c37127a53aae762e8de	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parecoxib 10V, Negative-QTOF	splash10-014i-0009000000-0b3df646b995c3d571fc	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parecoxib 20V, Negative-QTOF	splash10-014j-2149000000-55191fcdfab63c7101c6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parecoxib 40V, Negative-QTOF	splash10-0f6x-7981000000-a4c6679d347cfe9d27c1	2017-07-26	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08439

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

106990

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Parecoxib

METLIN ID

Not Available

PubChem Compound

119828

PDB ID

Not Available

ChEBI ID

73038

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 Parecoxib (HMDB0256127)

MOL for HMDB0256127 (Parecoxib)

3D MOL for HMDB0256127 (Parecoxib)

3D SDF for HMDB0256127 (Parecoxib)

3D-SDF for HMDB0256127 (Parecoxib)

PDB for HMDB0256127 (Parecoxib)

3D PDB for HMDB0256127 (Parecoxib)

SMILES for HMDB0256127 (Parecoxib)

INCHI for HMDB0256127 (Parecoxib)

Structure for HMDB0256127 (Parecoxib)

3D Structure for HMDB0256127 (Parecoxib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra