CHEBI:88200 - benazeprilat

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name benazeprilat
ChEBI ID CHEBI:88200
Definition A benzazepine that is 1,3,4,5-tetrahydro-2H-1-benzazepin-2-one in which the hydrogen attached to the nitrogen is replaced by a carboxy methyl group and in which the 3-pro-S hydrogen is replaced by the amino group of (2S)-2-amino-4-phenylbutanoic acid. An angiotensin-converting enzyme inhibitor, it is used as its monoester prodrug benazepril in the treatment of hypertension and heart failure.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C22H24N2O5
Net Charge 0
Average Mass 396.437
Monoisotopic Mass 396.16852
InChI InChI=1S/C22H24N2O5/c25-20(26)14-24-19-9-5-4-8-16(19)11-13-17(21(24)27)23-18(22(28)29)12-10-15-6-2-1-3-7-15/h1-9,17-18,23H,10-14H2,(H,25,26)(H,28,29)/t17-,18-/m0/s1
InChIKey MADRIHWFJGRSBP-ROUUACIJSA-N
SMILES C1C=2C(N(C([C@](C1)(N[C@H](C(=O)O)CCC3=CC=CC=C3)[H])=O)CC(O)=O)=CC=CC2
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).
Application(s): EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing benazeprilat (CHEBI:88200) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
benazeprilat (CHEBI:88200) is a benzazepine (CHEBI:35676)
benazeprilat (CHEBI:88200) is a dicarboxylic acid (CHEBI:35692)
benazeprilat (CHEBI:88200) is a lactam (CHEBI:24995)
Incoming benazepril (CHEBI:3011) has functional parent benazeprilat (CHEBI:88200)
IUPAC Name
(2S)-2-{[(3S)-1-(carboxymethyl)-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]amino}-4-phenylbutanoic acid
INNs Sources
benazeprilat IUPAC
benazeprilat IUPAC
bénazéprilate IUPAC
benazeprilatum IUPAC
Synonyms Sources
(3S)-3-(((1S)-1-carboxy-3-phenylpropyl)amino)-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acid ChemIDplus
benazepril diacid ChEBI
CGS 14831 ChemIDplus
Manual Xrefs Databases
D03077 KEGG DRUG
HMDB0060582 HMDB
View more database links
Registry Numbers Types Sources
4214792 Reaxys Registry Number Reaxys
86541-78-8 CAS Registry Number ChemIDplus
Last Modified
13 October 2015