ketoprofen   

GtoPdb Ligand ID: 4795

Synonyms: Actron® | Orudis®
ketoprofen is an approved drug (FDA (1986))
Compound class: Synthetic organic
Comment: The approved drug ketoprofen is a mixture of two stereoisomers; an (R)-enantiomer (see PubChem CID 180540), and an (S)-enantiomer (see PubChem CID 667550), with only the (S)-enantiomer possessing biological activity. The structure shown here does not specify stereochemistry and represents the mixture of isomers.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 54.37
Molecular weight 254.09
XLogP 3.22
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)C(c1cccc(c1)C(=O)c1ccccc1)C
Isomeric SMILES OC(=O)C(c1cccc(c1)C(=O)c1ccccc1)C
InChI InChI=1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)
InChI Key DKYWVDODHFEZIM-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Ligand families/groups Non-steroidal anti-inflammatory ligands
Approved drug? Yes (FDA (1986))
IUPAC Name
2-(3-benzoylphenyl)propanoic acid
International Nonproprietary Names
INN number INN
3284 ketoprofen
Synonyms
Actron® | Orudis®
Comments
The approved drug ketoprofen is a mixture of two stereoisomers; an (R)-enantiomer (see PubChem CID 180540), and an (S)-enantiomer (see PubChem CID 667550), with only the (S)-enantiomer possessing biological activity. The structure shown here does not specify stereochemistry and represents the mixture of isomers.
Database Links
CAS Registry No. 22071-15-4 (source: Scifinder)
ChEBI CHEBI:6128
ChEMBL Ligand CHEMBL571
DrugBank Ligand DB01009
DrugCentral Ligand 1528
GtoPdb PubChem SID 178101497
PubChem CID 3825
Search Google for chemical match using the InChIKey DKYWVDODHFEZIM-UHFFFAOYSA-N
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Search PubMed clinical trials ketoprofen
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Search UniChem for chemical match using the InChIKey DKYWVDODHFEZIM-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone DKYWVDODHFEZIM
Wikipedia Ketoprofen