CHEBI:141520 - imidaprilat

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ChEBI Name imidaprilat
ChEBI ID CHEBI:141520
Definition A member of the class of imidazolidines that is imidapril in which the ethyl ester group has been hydrolysed to the corresponding acid group. It is the active metabolite of imidapril used to treat hypertension.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Bijay
Supplier Information
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Formula C18H23N3O6
Net Charge 0
Average Mass 377.392
Monoisotopic Mass 377.15869
InChI InChI=1S/C18H23N3O6/c1-11(15(22)21-14(17(25)26)10-20(2)18(21)27)19-13(16(23)24)9-8-12-6-4-3-5-7-12/h3-7,11,13-14,19H,8-10H2,1-2H3,(H,23,24)(H,25,26)/t11-,13-,14-/m0/s1
InChIKey VFAVNRVDTAPBNR-UBHSHLNASA-N
SMILES C1=CC=CC(=C1)CC[C@H](N[C@H](C(N2C(N(C[C@H]2C(O)=O)C)=O)=O)C)C(=O)O
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 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).
drug metabolite

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).
antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
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ChEBI Ontology
Outgoing imidaprilat (CHEBI:141520) has functional parent imidapril (CHEBI:135654)
imidaprilat (CHEBI:141520) has role antihypertensive agent (CHEBI:35674)
imidaprilat (CHEBI:141520) has role drug metabolite (CHEBI:49103)
imidaprilat (CHEBI:141520) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
imidaprilat (CHEBI:141520) is a N-acylurea (CHEBI:74266)
imidaprilat (CHEBI:141520) is a dicarboxylic acid (CHEBI:35692)
imidaprilat (CHEBI:141520) is a dipeptide (CHEBI:46761)
imidaprilat (CHEBI:141520) is a imidazolidines (CHEBI:38261)
imidaprilat (CHEBI:141520) is a secondary amino compound (CHEBI:50995)
IUPAC Name
(4S)-3-{N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl}-1-methyl-2-oxoimidazolidine-4-carboxylic acid
INNs Sources
imidaprilat WHO MedNet
imidaprilat ChemIDplus
imidaprilate WHO MedNet
imidaprilatum WHO MedNet
Synonym Source
(4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-carboxy-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid ChEBI
Manual Xref Database
C21519 KEGG COMPOUND
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Registry Numbers Types Sources
5857382 Reaxys Registry Number Reaxys
89371-44-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11089901 PubMed citation Europe PMC
16406270 PubMed citation Europe PMC
18192036 PubMed citation Europe PMC
8923331 PubMed citation Europe PMC
9278890 PubMed citation Europe PMC
9591932 PubMed citation Europe PMC
Last Modified
02 August 2018