rebamipide   

GtoPdb Ligand ID: 871

Synonyms: OPC-12759 | pramipide
rebamipide is an approved drug
Compound class: Synthetic organic
Comment: Rebamipide is an amino acid derivative of 2-(1H)-quinolinone with gastroprotective action [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 99.26
Molecular weight 370.07
XLogP 3.55
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Clc1ccc(cc1)C(=O)NC(C(=O)O)Cc1cc(=O)[nH]c2c1cccc2
Isomeric SMILES Clc1ccc(cc1)C(=O)NC(C(=O)O)Cc1cc(=O)[nH]c2c1cccc2
InChI InChI=1S/C19H15ClN2O4/c20-13-7-5-11(6-8-13)18(24)22-16(19(25)26)9-12-10-17(23)21-15-4-2-1-3-14(12)15/h1-8,10,16H,9H2,(H,21,23)(H,22,24)(H,25,26)
InChI Key ALLWOAVDORUJLA-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name
2-[(4-chlorobenzoyl)amino]-3-(2-oxo-1H-quinolin-4-yl)propanoic acid
International Nonproprietary Names
INN number INN
6454 rebamipide
Synonyms
OPC-12759 | pramipide
Database Links
CAS Registry No. 90098-04-7 (source: Scifinder)
ChEMBL Ligand CHEMBL1697771
DrugCentral Ligand 2360
GtoPdb PubChem SID 135650890
PubChem CID 5042
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Wikipedia Rebamipide