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
Classification
Compound class Synthetic organic
IUPAC Name
2-[4-[(E)-(2-oxocyclohexylidene)methyl]phenyl]propanoic acid
International Nonproprietary Names
INN number INN
7536 pelubiprofen
Synonyms
compound 13b [PMID: 6607354] | CS-670 [2] | DW-330SR | DW330SR | RS-2131 [4]
Database Links
CAS Registry No. 69956-77-0 (source: WHO INN record)
ChEMBL Ligand CHEMBL69308
DrugBank Ligand DB12150
GtoPdb PubChem SID 363894170
PubChem CID 5282203
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