valdecoxib   

GtoPdb Ligand ID: 2894

Synonyms: Bextra® | SC-65872
valdecoxib is an approved drug (FDA (2001))
Compound class: Synthetic organic
Comment: Valdecoxib is a non-steroidal anti-inflammatory drug (NSAID).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 94.57
Molecular weight 314.07
XLogP 3.15
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Cc1onc(c1c1ccc(cc1)S(=O)(=O)N)c1ccccc1
Isomeric SMILES Cc1onc(c1c1ccc(cc1)S(=O)(=O)N)c1ccccc1
InChI InChI=1S/C16H14N2O3S/c1-11-15(12-7-9-14(10-8-12)22(17,19)20)16(18-21-11)13-5-3-2-4-6-13/h2-10H,1H3,(H2,17,19,20)
InChI Key LNPDTQAFDNKSHK-UHFFFAOYSA-N
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
carbonic anhydrase 12 Hs Inhibitor Inhibition 7.9 pKi - 1
pKi 7.9 (Ki 1.3x10-8 M) [1]
COX-2 Hs Inhibitor Inhibition 8.3 pIC50 - 2
pIC50 8.3 (IC50 5x10-9 M) [2]