suprofen   Click here for help

GtoPdb Ligand ID: 7298

Synonyms: Profenal® | R-25061
Approved drug Immunopharmacology Ligand
suprofen is an approved drug (FDA (no history prior to 1988))
Compound class: Synthetic organic
Comment: Suprofen is a nonsteroidal anti-inflammatory drug (NSAID) with analgesic and antipyretic activity.
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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 82.61
Molecular weight 260.05
XLogP 2.28
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)C(c1ccc(cc1)C(=O)c1cccs1)C
Isomeric SMILES OC(=O)C(c1ccc(cc1)C(=O)c1cccs1)C
InChI InChI=1S/C14H12O3S/c1-9(14(16)17)10-4-6-11(7-5-10)13(15)12-3-2-8-18-12/h2-9H,1H3,(H,16,17)
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Summary of Clinical Use Click here for help
Used as an antiarthritic and to treat inflammations of the eye. Marketing authorisation has been discontinued in the US, but other national approval agencies may continue to grant marketing authorisation.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
As with other NSAIDs, this drug reduces prostaglandin synthesis by reducing cyclooxegenase (COX) activity. Trauma to the eye may increase release of endogenous prostaglandin and this leads to constriction of the iris sphincter. Suprofen is used to prevent this occurring during eye surgery where the surgeon requires the pupil to be open.