indomethacin   

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.
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2D Structure
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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
SMILES / InChI / InChIKey
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)
InChI Key CGIGDMFJXJATDK-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Ligand families/groups Non-steroidal anti-inflammatory ligands
Approved drug? Yes (FDA (1965))
IUPAC Name
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid
International Nonproprietary Names
INN number INN
1524 indometacin
Synonyms
Indocid® | Indocin®
Database Links
BindingDB Ligand 17638
CAS Registry No. 53-86-1
ChEBI CHEBI:49662
ChEMBL Ligand CHEMBL6
DrugBank Ligand DB00328
DrugCentral Ligand 1440
GtoPdb PubChem SID 135650390
PubChem CID 3715
RCSB PDB Ligand IMN
Search Google for chemical match using the InChIKey CGIGDMFJXJATDK-UHFFFAOYSA-N
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Search PubMed clinical trials indometacin
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Search PubMed titles/abstracts indometacin
Search UniChem for chemical match using the InChIKey CGIGDMFJXJATDK-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone CGIGDMFJXJATDK
SynPHARM 6364 (in complex with Peroxisome proliferator-activated receptor-γ)
Wikipedia Indometacin

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Tocris
Indomethacin
Cat. No. 1708