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
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
COX-1 Hs Inhibitor Inhibition 4.5 – 9.7 pIC50 - 1-2
pIC50 9.7 (IC50 1.9x10-10 M) [2]
pIC50 4.5 (IC50 3.15x10-5 M) [1]
Description: Instantaneous inhibition of human COX1 by compound (no pre-incubation).
COX-2 Hs Inhibitor Inhibition 4.2 – 6.9 pIC50 - 1
pIC50 6.9 (IC50 1.2x10-7 M) [1]
Description: Inhibition of human COX2 measured after pre-incubation of enzyme with compound.
pIC50 4.2 (IC50 6.05x10-5 M) [1]
Description: Instantaneous inhibition of human COX2 by compound (no pre-incubation).