CHEBI:140296 - quinaprilat

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ChEBI Name quinaprilat
ChEBI ID CHEBI:140296
Definition A dicarboxylic acid resulting from the hydrolysis of the ethyl ester group of quinapril to give the corresponding dicarboxylic acid. The active angiotensin-converting enzyme inhibitor (ACE inhibitor) of the prodrug quinapril.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C23H26N2O5
Net Charge 0
Average Mass 410.464
Monoisotopic Mass 410.18417
InChI InChI=1S/C23H26N2O5/c1-15(24-19(22(27)28)12-11-16-7-3-2-4-8-16)21(26)25-14-18-10-6-5-9-17(18)13-20(25)23(29)30/h2-10,15,19-20,24H,11-14H2,1H3,(H,27,28)(H,29,30)/t15-,19-,20-/m0/s1
InChIKey FLSLEGPOVLMJMN-YSSFQJQWSA-N
SMILES C1C2=C(C[C@H](N1C([C@@H](N[C@H](C(O)=O)CCC=3C=CC=CC3)C)=O)C(O)=O)C=CC=C2
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).
antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
vasodilator agent
A drug used to cause dilation of the blood vessels.
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ChEBI Ontology
Outgoing quinaprilat (CHEBI:140296) has role antihypertensive agent (CHEBI:35674)
quinaprilat (CHEBI:140296) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
quinaprilat (CHEBI:140296) has role vasodilator agent (CHEBI:35620)
quinaprilat (CHEBI:140296) is a dicarboxylic acid (CHEBI:35692)
quinaprilat (CHEBI:140296) is a isoquinolines (CHEBI:24922)
quinaprilat (CHEBI:140296) is a tertiary carboxamide (CHEBI:140326)
IUPAC Name
(3S)-2-{N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
INNs Sources
quinaprilat WHO MedNet
quinaprilat ChemIDplus
quinaprilate WHO MedNet
quinaprilatum WHO MedNet
Synonyms Sources
CI 928 ChemIDplus
CI-928 ChemIDplus
CI928 ChEBI
CL-928 ChEBI
Manual Xrefs Databases
97106 ChemSpider
C21540 KEGG COMPOUND
D03773 KEGG DRUG
HMDB0042005 HMDB
Quinaprilat Wikipedia
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Registry Numbers Types Sources
5653070 Reaxys Registry Number Reaxys
82768-85-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
01 August 2018