pelubiprofen   

GtoPdb Ligand ID: 9876

Synonyms: compound 13b [PMID: 6607354] | CS-670 [2] | DW-330SR | DW330SR | RS-2131 [4]
Compound class: Synthetic organic
Comment: Pelubiprofen is a nonsteroidal anti-inflammatory type compound [6]. Structurally it is an aryl propionic acid derivative, like ibuprofen. The INN-defined agent is a racemic mixture of enantiomers. We show the structure without specified stereochemistry to represent the mixture. Pelubiprofen is described as a prodrug of 2-arylpropionic acid with modest selectivity for COX2 [3].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 54.37
Molecular weight 258.13
XLogP 2.37
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)C(c1ccc(cc1)C=C1CCCCC1=O)C
Isomeric SMILES OC(=O)C(c1ccc(cc1)/C=C/1\CCCCC1=O)C
InChI InChI=1S/C16H18O3/c1-11(16(18)19)13-8-6-12(7-9-13)10-14-4-2-3-5-15(14)17/h6-11H,2-5H2,1H3,(H,18,19)/b14-10+
InChI Key AUZUGWXLBGZUPP-GXDHUFHOSA-N
No information available.
Summary of Clinical Use
Pelubiprofen has completed Phase 3 clinical evaluations for the management of the inflammation and pain associated with rheumatoid arthritis (NCT01781702) and chronic back pain (NCT02375633).
Clinical Trials
Clinical Trial ID Title Type Source Comment References
NCT01781702 Phase 3 Study of Pelubiprofen Tab. & Celebrex Cap. in Rheumatoid Arthritis Patients Phase 3 Interventional Daewon Pharmaceutical Co., Ltd.
NCT02375633 Phase 3 Study of DW-330SR2 and Pelubiprofen in Chronic Back Pain Patients Phase 3 Interventional Daewon Pharmaceutical Co., Ltd.