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.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: benazepril

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
SMILES / InChI / InChIKey
Click here for help
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
InChI Key XPCFTKFZXHTYIP-PMACEKPBSA-N
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
CAS Registry No. 86541-75-5 (source: PubChem)
ChEBI CHEBI:3011
ChEMBL Ligand CHEMBL838
DrugBank Ligand DB00542
DrugCentral Ligand 299
GtoPdb PubChem SID 178102992
PubChem CID 5362124
Search Google for chemical match using the InChIKey XPCFTKFZXHTYIP-PMACEKPBSA-N
Search Google for chemicals with the same backbone XPCFTKFZXHTYIP
Search PubMed clinical trials benazepril
Search PubMed titles benazepril
Search PubMed titles/abstracts benazepril
Search UniChem for chemical match using the InChIKey XPCFTKFZXHTYIP-PMACEKPBSA-N
Search UniChem for chemicals with the same backbone XPCFTKFZXHTYIP
Wikipedia Benazepril