GtoPdb Ligand ID: 1909

Synonyms: Indocid® | Indocin®
indomethacin is an approved drug (FDA (1965))
Compound class: Synthetic organic
Comment: Indomethacin is a non-selective cyclooxygenase (COX) inhibitor belonging to the nonsteroidal anti-inflammatory drug (NSAID) family.
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: indomethacin

2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 68.53
Molecular weight 357.08
XLogP 3.42
No. Lipinski's rules broken 0
Canonical SMILES COc1ccc2c(c1)c(CC(=O)O)c(n2C(=O)c1ccc(cc1)Cl)C
Isomeric SMILES COc1ccc2c(c1)c(CC(=O)O)c(n2C(=O)c1ccc(cc1)Cl)C
InChI InChI=1S/C19H16ClNO4/c1-11-15(10-18(22)23)16-9-14(25-2)7-8-17(16)21(11)19(24)12-3-5-13(20)6-4-12/h3-9H,10H2,1-2H3,(H,22,23)
No information available.
Summary of Clinical Use
Indomethacin is used widely for various inflammatory conditions, for which the drug's analgesic and antipyretic properties are beneficial. Such conditions include rheumatoid and osteoarthritis, ankylosing spondylitis, bursitis and/or tendinitis and acute gouty arthritis.
Mechanism Of Action and Pharmacodynamic Effects
Inhibitor of both COX-1 and COX-2, thereby inhibiting the conversion of arachidonic acid to prostaglandins involved in fever, pain, swelling, inflammation and platelet aggregation. For a more detailed overview of the mechanism of action of indomethacin, please see the DrugBank link on the summary tab of this ligand page. However, we have been unable to find affinity data for this drug (at the human targets) to substantiate this MMOA.