quinaprilat   Click here for help

GtoPdb Ligand ID: 6352

Synonyms: CL-928
Approved drug
quinaprilat is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: The drug resulting from the metabolism of the pro-drug quinapril
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 106.94
Molecular weight 410.18
XLogP 2.42
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)C(NC(C(=O)N1Cc2ccccc2CC1C(=O)O)C)CCc1ccccc1
Isomeric SMILES OC(=O)[C@@H](N[C@H](C(=O)N1Cc2ccccc2C[C@H]1C(=O)O)C)CCc1ccccc1
InChI InChI=1S/C23H26N2O5/c1-15(24-19(22(27)28)12-11-16-7-3-2-4-8-16)21(26)25-14-18-10-6-5-9-17(18)13-20(25)23(29)30/h2-10,15,19-20,24H,11-14H2,1H3,(H,27,28)(H,29,30)/t15-,19-,20-/m0/s1
InChI Key FLSLEGPOVLMJMN-YSSFQJQWSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1991))
Prodrug quinapril
IUPAC Name Click here for help
(3S)-2-[(2S)-2-[[(2S)-1-hydroxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6356 quinaprilat
Synonyms Click here for help
CL-928
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619017, R-ALL-9614942
Reactome Reaction Reactome logo R-HSA-9614933, R-HSA-9619034
Other databases
CAS Registry No. 82768-85-2 (source: PubChem)
ChEMBL Ligand CHEMBL1733
GtoPdb PubChem SID 178102970
PubChem CID 107994
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Wikipedia Quinaprilat