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
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
COX-1 Hs Inhibitor Inhibition 5.9 pIC50 - 1
pIC50 5.9 (IC50 1.3x10-6 M) [1]
COX-2 Hs Inhibitor Inhibition 3.7 pIC50 - 2
pIC50 3.7 (IC50 2.18x10-4 M) [2]