piroxicam   

GtoPdb Ligand ID: 7273

Synonyms: CP-16171 | Feldene®
piroxicam is an approved drug (FDA (1982))
Compound class: Synthetic organic
Comment: Piroxicam is a nonsteroidal anti-inflammatory drug (NSAID) with analgesic and antipyretic activity.
Drug formulations contain β-cyclodextrin to increase bioavailability eg piroxicam betadex has PubChem CID 54723875.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 111.47
Molecular weight 331.06
XLogP 3.07
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(=Nc1ccccn1)C1=C(O)c2ccccc2S(=O)(=O)N1C
Isomeric SMILES OC(=Nc1ccccn1)C1=C(O)c2ccccc2S(=O)(=O)N1C
InChI InChI=1S/C15H13N3O4S/c1-18-13(15(20)17-12-8-4-5-9-16-12)14(19)10-6-2-3-7-11(10)23(18,21)22/h2-9,19H,1H3,(H,16,17,20)
InChI Key QYSPLQLAKJAUJT-UHFFFAOYSA-N
References
1. Lazer ES, Miao CK, Cywin CL, Sorcek R, Wong HC, Meng Z, Potocki I, Hoermann M, Snow RJ, Tschantz MA et al.. (1997)
Effect of structural modification of enol-carboxamide-type nonsteroidal antiinflammatory drugs on COX-2/COX-1 selectivity.
J. Med. Chem., 40 (6): 980-9. [PMID:9083488]
2. Wilkerson WW, Copeland RA, Covington M, Trzaskos JM. (1995)
Antiinflammatory 4,5-diarylpyrroles. 2. Activity as a function of cyclooxygenase-2 inhibition.
J. Med. Chem., 38 (20): 3895-901. [PMID:7562922]