parecoxib   Click here for help

GtoPdb Ligand ID: 2895

Synonyms: Dynastat® | SC-69124
Approved drug PDB Ligand Immunopharmacology Ligand
parecoxib is an approved drug (UK (2002), EMA (2009))
Compound class: Synthetic organic
Comment: The brand Dynastat® contains parecoxib sodium (PubChem CID 15895902). Parecoxib is a water soluble prodrug of valdecoxib, a non‑steroidal anti‑inflammatory drug (NSAID).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 97.65
Molecular weight 370.1
XLogP 3.68
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCC(=O)NS(=O)(=O)c1ccc(cc1)c1c(C)onc1c1ccccc1
Isomeric SMILES CCC(=O)NS(=O)(=O)c1ccc(cc1)c1c(C)onc1c1ccccc1
InChI 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
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Non-steroidal anti-inflammatory ligands
Approved drug? Yes (UK (2002), EMA (2009))
Is prodrug? Yes
Active form valdecoxib
IUPAC Name Click here for help
N-[4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)phenyl]sulfonylpropanamide
International Nonproprietary Names Click here for help
INN number INN
7816 parecoxib
Synonyms Click here for help
Dynastat® | SC-69124
Database Links Click here for help
CAS Registry No. 198470-84-7 (source: Scifinder)
ChEMBL Ligand CHEMBL1206690
DrugBank Ligand DB08439
DrugCentral Ligand 2063
GtoPdb PubChem SID 178100244
PubChem CID 119828
RCSB PDB Ligand PXB
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Wikipedia Parecoxib