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CHEBI:3353 - candoxatril

ChEBI IDCHEBI:3353
ChEBI Namecandoxatril
Stars
DefinitionThe 2,3-dihydro-1H-inden-5-yl ester of the active enantiomer of candoxatrilat. Candoxatril is an orally active prodrug of candoxatrilat, a potent neutral endopeptidase (NEP, neprilysin) inhibitor used in the treatment of chronic heart failure.
Secondary ChEBI IDCHEBI:152166
Last Modified5 March 2014
DownloadsMolfile
FormulaC29H41NO7
Net Charge0
Average Mass515.647
Monoisotopic Mass515.28830
SMILESCOCCOC[C@H](CC1(C(=O)N[C@H]2CC[C@@H](C(=O)O)CC2)CCCC1)C(=O)Oc1ccc2c(c1)CCC2
InChIInChI=1S/C29H41NO7/c1-35-15-16-36-19-23(27(33)37-25-12-9-20-5-4-6-22(20)17-25)18-29(13-2-3-14-29)28(34)30-24-10-7-21(8-11-24)26(31)32/h9,12,17,21,23-24H,2-8,10-11,13-16,18-19H2,1H3,(H,30,34)(H,31,32)/t21-,23-,24+/m0/s1
InChIKeyZTWZVMIYIIVABD-OEMFJLHTSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
EC 3.4.24.* (metalloendopeptidase) inhibitor  Any EC 3.4.* (hydrolases acting on peptide bond) inhibitor that interferes with the activity of a metalloendopeptidase (EC 3.4.24.*).
ChEBI Ontology
Outgoing Relation(s)
candoxatril (CHEBI:3353) has functional parent candoxatrilat (CHEBI:3354)
candoxatril (CHEBI:3353) has functional parent indan-5-ol (CHEBI:59311)
candoxatril (CHEBI:3353) has role EC 3.4.24.* (metalloendopeptidase) inhibitor (CHEBI:59107)
candoxatril (CHEBI:3353) is a dicarboxylic acid monoester (CHEBI:36244)
candoxatril (CHEBI:3353) is a monocarboxylic acid (CHEBI:25384)
candoxatril (CHEBI:3353) is a monocarboxylic acid amide (CHEBI:29347)
IUPAC Name 
cis-4-{[(1-{(2S)-3-(2,3-dihydro-1H-inden-5-yloxy)-2-[(2-methoxyethoxy)methyl]-3-oxopropyl}cyclopentyl)carbonyl]amino}cyclohexanecarboxylic acid
INN  Source
candoxatrilChemIDplus
Synonyms  Source
4-({1-[(S)-2-(Indan-5-yloxycarbonyl)-3-(2-methoxy-ethoxy)-propyl]-cyclopentanecarbonyl}-amino)-cyclohexanecarboxylic acidChEMBL
[4(S)-cis]-4-[[[1-[3-[(2,3-dihydro-1H-indeb5-yl)oxy]-2-[(2-methoxyethoxy)methyl]-3-oxopropyl]cyclopentyl]carbonyl]amino]cyclohexanecarboxylic acidChEBI
Manual XrefsDatabases
EP274234Patent
US5030654Patent
D01070KEGG DRUG
DB00616DrugBank
Registry NumbersSources
Beilstein:8374063Beilstein
CAS:123122-55-4ChemIDplus