esflurbiprofen   Click here for help

GtoPdb Ligand ID: 9420

Synonyms: (S)-flurbiprofen | BTS-24332 | SFPP | TT-063
Approved drug PDB Ligand Immunopharmacology Ligand
esflurbiprofen is an approved drug (PMDA Japan (2015))
Compound class: Synthetic organic
Comment: Esflurbiprofen is a topically applied, non-steroidal anti inflammatory drug (NSAID). It is the more active enantiomer of racemic flurbiprofen.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 37.3
Molecular weight 244.09
XLogP 3.76
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)C(c1ccc(c(c1)F)c1ccccc1)C
Isomeric SMILES OC(=O)[C@H](c1ccc(c(c1)F)c1ccccc1)C
InChI InChI=1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18)/t10-/m0/s1
Bioactivity Comments
Esflurbiprofen ((S)-flurbiprofen) inhibits prostaglandin biosynthesis in vitro at therapeutic concentrations [1]. COX-1 is inhibited with an IC50 of ~30nM and COX-2 with an IC50 of ~900nM [1].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
COX-2 Hs Inhibitor Inhibition 6.0 pIC50 - 1
pIC50 6.0 (IC50 9.1x10-7 M) [1]
Description: Inhibition of COX-2 in human blood.