benazepril   Click here for help

GtoPdb Ligand ID: 6374

Synonyms: CGS-14824A | Lotensin®
Approved drug
benazepril is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Benazepril (an ACE inhibitor) is administered as an ester is a prodrug, which is metabolized by the liver into its active form benazeprilat.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 95.94
Molecular weight 424.2
XLogP 3.28
No. Lipinski's rules broken 0
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Canonical SMILES CCOC(=O)C(NC1CCc2c(N(C1=O)CC(=O)O)cccc2)CCc1ccccc1
Isomeric SMILES CCOC(=O)[C@@H](N[C@H]1CCc2c(N(C1=O)CC(=O)O)cccc2)CCc1ccccc1
InChI InChI=1S/C24H28N2O5/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28)/t19-,20-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1991))
Is prodrug? Yes
Active form benazeprilat
IUPAC Name Click here for help
2-[(3S)-3-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-2-oxo-4,5-dihydro-3H-1-benzazepin-1-yl]acetic acid
International Nonproprietary Names Click here for help
INN number INN
6129 benazepril
Synonyms Click here for help
CGS-14824A | Lotensin®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619005
Reactome Reaction Reactome logo R-HSA-9619024
Other databases
CAS Registry No. 86541-75-5 (source: PubChem)
DrugBank Ligand DB00542
DrugCentral Ligand 299, 299
GtoPdb PubChem SID 178102992
PubChem CID 5362124
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UniChem Compound Search for chemical match using the InChIKey XPCFTKFZXHTYIP-PMACEKPBSA-N
UniChem Connectivity Search for chemical match using the InChIKey XPCFTKFZXHTYIP-PMACEKPBSA-N
Wikipedia Benazepril