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CHEBI:3698 - cilazapril

ChEBI IDCHEBI:3698
ChEBI Namecilazapril
Stars
DefinitionA pyridazinodiazepine resulting from the formal condensation of the carboxy group of cilazaprilat with ethanol. It is a drug used in the treatment of hypertension and heart failure.
Last Modified28 January 2020
DownloadsMolfile
FormulaC22H31N3O5
Net Charge0
Average Mass417.506
Monoisotopic Mass417.22637
SMILESCCOC(=O)[C@H](CCc1ccccc1)N[C@H]1CCCN2CCC[C@@H](C(=O)O)N2C1=O
InChIInChI=1S/C22H31N3O5/c1-2-30-22(29)18(13-12-16-8-4-3-5-9-16)23-17-10-6-14-24-15-7-11-19(21(27)28)25(24)20(17)26/h3-5,8-9,17-19,23H,2,6-7,10-15H2,1H3,(H,27,28)/t17-,18-,19-/m0/s1
InChIKeyHHHKFGXWKKUNCY-FHWLQOOXSA-N
Wikipedia
Roles Classification
Chemical Role:
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:
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).
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.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
cilazapril (CHEBI:3698) has functional parent Cilazaprilat (CHEBI:81005)
cilazapril (CHEBI:3698) has role antihypertensive agent (CHEBI:35674)
cilazapril (CHEBI:3698) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
cilazapril (CHEBI:3698) has role prodrug (CHEBI:50266)
cilazapril (CHEBI:3698) is a dicarboxylic acid monoester (CHEBI:36244)
cilazapril (CHEBI:3698) is a ethyl ester (CHEBI:23990)
cilazapril (CHEBI:3698) is a pyridazinodiazepine (CHEBI:48393)
Incoming Relation(s)
cilazapril monohydrate (CHEBI:145568) has part cilazapril (CHEBI:3698)
IUPAC Name 
(1S,9S)-9-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}-10-oxooctahydro-6H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid
INNs  Source
cilazaprilWHO MedNet
cilazaprilWHO MedNet
cilazaprilWHO MedNet
cilazaprilumWHO MedNet
Synonyms  Source
Ro 34-2848ChemIDplus
Cilazapril anhydrousChemIDplus
Brand Names  Source
VascaceDrugCentral
InhibaceKEGG DRUG
DynormChEBI
VascaseChEBI
Manual XrefsDatabases
D07699KEGG DRUG
641DrugCentral
HMDB0015433HMDB
DB01340DrugBank
CilazaprilWikipedia
Registry NumbersSources
CAS:88768-40-5ChemIDplus
Citations