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CHEBI:135654 - imidapril

Default Structure
ChEBI IDCHEBI:135654
ChEBI Nameimidapril
Stars
DefinitionA 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.
Last Modified2 August 2018
DownloadsMolfile
FormulaC20H27N3O6
Net Charge0
Average Mass405.451
Monoisotopic Mass405.18999
SMILESCCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1C(=O)N(C)C[C@H]1C(=O)O
InChIInChI=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
InChIKeyKLZWOWYOHUKJIG-BPUTZDHNSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
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).
Applications:
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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).
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
imidapril (CHEBI:135654) has role antihypertensive agent (CHEBI:35674)
imidapril (CHEBI:135654) has role cardiovascular drug (CHEBI:35554)
imidapril (CHEBI:135654) has role EC 3.4.15.1 (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 Relation(s)
imidaprilat (CHEBI:141520) has functional parent imidapril (CHEBI:135654)
IUPAC Name 
(4S)-3-{N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl}-1-methyl-2-oxoimidazolidine-4-carboxylic acid
INNs  Source
imidaprilWHO MedNet
imidaprilWHO MedNet
imidaprilChemIDplus
imidaprilumChemIDplus
Synonyms  Source
(4S)-1-methyl-3-[(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl]-2-oxo-imidazolidine-4-carboxylic acidChEBI
HiperteneChEMBL
Imidapril hclChEMBL
Imidapril monohydrochlorideChEMBL
(S)-3-(N-((S)-1-Ethoxycarbonyl-3-phenylpropyl)-L-alanyl)-1-methyl-2-oxoimidazoline-4-carboxylic acidChemIDplus
TA 6366ChEMBL
Brand Name  Source
tanatrilDrugCentral
Manual XrefsDatabases
1424DrugCentral
1837VSDB
D08068KEGG DRUG
DB11783DrugBank
HMDB0041907HMDB
ImidaprilWikipedia
Registry NumbersSources
Reaxys:4847938Reaxys
CAS:89371-37-9DrugCentral
CAS:89371-37-9ChemIDplus
Citations