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CHEBI:3698 - cilazapril

Default Structure
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).
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.
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.
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 cardiovascular drug (CHEBI:35554)
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
Anhydrous cilazaprilChEMBL
Cilazapril anhydrousChemIDplus
Cilazapril monohydrateChEMBL
InitissChEMBL
RO 31-2848/006ChEMBL
RO-312848006ChEMBL
Brand Names  Source
DynormChEBI
InhibaceKEGG DRUG
VascaceDrugCentral
VascaseChEBI
Manual XrefsDatabases
641DrugCentral
CilazaprilWikipedia
D07699KEGG DRUG
DB01340DrugBank
HMDB0015433HMDB
Registry NumbersSources
CAS:88768-40-5ChemIDplus
Citations