CHEBI:135654 - imidapril

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ChEBI Name imidapril
Definition A member of the class of imidazolidines that is (4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid in which the hydrogen of the imidazolidine nitrogen has been substituted by (1S)-1-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}ethyl group. It is the prodrug for imidaprilat, an ACE inhibitor used for the treatment of chronic heart failure.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H27N3O6
Net Charge 0
Average Mass 405.446
Monoisotopic Mass 405.18999
InChI InChI=1S/C20H27N3O6/c1-4-29-19(27)15(11-10-14-8-6-5-7-9-14)21-13(2)17(24)23-16(18(25)26)12-22(3)20(23)28/h5-9,13,15-16,21H,4,10-12H2,1-3H3,(H,25,26)/t13-,15-,16-/m0/s1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): EC (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
EC (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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ChEBI Ontology
Outgoing imidapril (CHEBI:135654) has role antihypertensive agent (CHEBI:35674)
imidapril (CHEBI:135654) has role EC (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
imidapril (CHEBI:135654) has role prodrug (CHEBI:50266)
imidapril (CHEBI:135654) is a N-acylurea (CHEBI:74266)
imidapril (CHEBI:135654) is a dicarboxylic acid monoester (CHEBI:36244)
imidapril (CHEBI:135654) is a dipeptide (CHEBI:46761)
imidapril (CHEBI:135654) is a ethyl ester (CHEBI:23990)
imidapril (CHEBI:135654) is a imidazolidines (CHEBI:38261)
imidapril (CHEBI:135654) is a secondary amino compound (CHEBI:50995)
Incoming imidaprilat (CHEBI:141520) has functional parent imidapril (CHEBI:135654)
(4S)-3-{N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl}-1-methyl-2-oxoimidazolidine-4-carboxylic acid
INNs Sources
imidapril WHO MedNet
imidapril WHO MedNet
imidapril ChemIDplus
imidaprilum ChemIDplus
Synonyms Sources
(4S)-1-methyl-3-[(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl]-2-oxo-imidazolidine-4-carboxylic acid ChEBI
(S)-3-(N-((S)-1-Ethoxycarbonyl-3-phenylpropyl)-L-alanyl)-1-methyl-2-oxoimidazoline-4-carboxylic acid ChemIDplus
Brand Name Source
tanatril DrugCentral
Manual Xrefs Databases
1424 DrugCentral
1837 VSDB
DB11783 DrugBank
HMDB0041907 HMDB
Imidapril Wikipedia
View more database links
Registry Numbers Types Sources
4847938 Reaxys Registry Number Reaxys
89371-37-9 CAS Registry Number ChemIDplus
89371-37-9 CAS Registry Number DrugCentral
Citations Waiting for Citations Types Sources
17094051 PubMed citation Europe PMC
20364557 PubMed citation Europe PMC
23161146 PubMed citation Europe PMC
28044266 PubMed citation Europe PMC
639749 Chinese Abstracts citation Europe PMC
Last Modified
02 August 2018