sulindac   Click here for help

GtoPdb Ligand ID: 5425

Synonyms: Clinoril®
Approved drug Immunopharmacology Ligand
sulindac is an approved drug (FDA (1978))
Compound class: Synthetic organic
Comment: Useful in the treatment of acute or chronic inflammatory conditions. Sulindac is a prodrug, derived from sulfinylindene. It has COX inhibitory activity, but the full details of its anti-inflammatory and and proapoptotic (anti-tumour) mechanisms remain to be resolved. Antagonism of RXRα has been implicated in its apoptosis-promoting effects in cancer cells [2]. Recent report suggests potential use for cystic fibrosis [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 73.58
Molecular weight 356.09
XLogP 3.62
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)CC1=C(C)C(=Cc2ccc(cc2)S(=O)C)c2c1cc(F)cc2
Isomeric SMILES OC(=O)CC1=C(C)/C(=C/c2ccc(cc2)S(=O)C)/c2c1cc(F)cc2
InChI InChI=1S/C20H17FO3S/c1-12-17(9-13-3-6-15(7-4-13)25(2)24)16-8-5-14(21)10-19(16)18(12)11-20(22)23/h3-10H,11H2,1-2H3,(H,22,23)/b17-9-
No information available.
Summary of Clinical Use Click here for help
For acute relief or long term use in osteoarthritis, rheumatoid arthritis, ankylosing spondylitis, acute painful shoulder and acute gouty arthritis.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Sulindac is believed to inhibit prostaglandin synthesis via the inhibition of both COX-1 and COX-2 leading to antiinflammatory effects.
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