ketorolac   

GtoPdb Ligand ID: 6661

Synonyms: Acular® | Toradol®
ketorolac is an approved drug (FDA (1989))
Compound class: Synthetic organic
Comment: Ketorolac is a heterocyclic acetic acid class non-steroidal anti-inflammatory drug (NSAID). It acts as a non-selective COX inhibitor. The administered drug is a racemic mixture of enantiomers. We show the chemical structure without specified stereochemistry to represent the mixture.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 59.3
Molecular weight 255.09
XLogP 2.07
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)C1CCn2c1ccc2C(=O)c1ccccc1
Isomeric SMILES OC(=O)C1CCn2c1ccc2C(=O)c1ccccc1
InChI InChI=1S/C15H13NO3/c17-14(10-4-2-1-3-5-10)13-7-6-12-11(15(18)19)8-9-16(12)13/h1-7,11H,8-9H2,(H,18,19)
InChI Key OZWKMVRBQXNZKK-UHFFFAOYSA-N
References
1. Viegas A, Manso J, Corvo MC, Marques MM, Cabrita EJ. (2011)
Binding of ibuprofen, ketorolac, and diclofenac to COX-1 and COX-2 studied by saturation transfer difference NMR.
J. Med. Chem., 54 (24): 8555-62. [PMID:22091869]
2. Warner TD, Giuliano F, Vojnovic I, Bukasa A, Mitchell JA, Vane JR. (1999)
Nonsteroid drug selectivities for cyclo-oxygenase-1 rather than cyclo-oxygenase-2 are associated with human gastrointestinal toxicity: a full in vitro analysis.
Proc. Natl. Acad. Sci. U.S.A., 96 (13): 7563-8. [PMID:10377455]