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
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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
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
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