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CHEBI:135654 - imidapril

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:
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
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).
ChEBI Ontology
Outgoing Relation(s)
imidapril (CHEBI:135654) has role antihypertensive agent (CHEBI:35674)
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
imidaprilumChemIDplus
imidaprilChemIDplus
imidaprilWHO MedNet
imidaprilWHO MedNet
Synonyms  Source
(4S)-1-methyl-3-[(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl]-2-oxo-imidazolidine-4-carboxylic acidChEBI
(S)-3-(N-((S)-1-Ethoxycarbonyl-3-phenylpropyl)-L-alanyl)-1-methyl-2-oxoimidazoline-4-carboxylic acidChemIDplus
Brand Name  Source
tanatrilDrugCentral
Manual XrefsDatabases
1424DrugCentral
D08068KEGG DRUG
DB11783DrugBank
HMDB0041907HMDB
ImidaprilWikipedia
1837VSDB
Registry NumbersSources
Reaxys:4847938Reaxys
CAS:89371-37-9DrugCentral
CAS:89371-37-9ChemIDplus
Citations