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CHEBI:3354 - candoxatrilat

ChEBI IDCHEBI:3354
ChEBI Namecandoxatrilat
Stars
DefinitionA dicarboxylic acid monoamide obtained by formal condensation between the amino group of cis-4-aminocyclohexanecarboxylic acid and the cyclopentanecarboxylic acid group of 1-[(2S)-2-carboxy-3-(2-methoxyethoxy)propyl]cyclopentanecarboxylic acid. A potent inhibitor of neutral endopeptidase (NEP, neprilysin, EC 3.4.24.11), it is used as its 2,3-dihydro-1H-inden-5-yl ester prodrug in the treatment of chronic heart failure.
Secondary ChEBI IDCHEBI:380571
Last Modified3 August 2014
DownloadsMolfile
FormulaC20H33NO7
Net Charge0
Average Mass399.484
Monoisotopic Mass399.22570
SMILESCOCCOC[C@H](CC1(C(=O)N[C@H]2CC[C@@H](C(=O)O)CC2)CCCC1)C(=O)O
InChIInChI=1S/C20H33NO7/c1-27-10-11-28-13-15(18(24)25)12-20(8-2-3-9-20)19(26)21-16-6-4-14(5-7-16)17(22)23/h14-16H,2-13H2,1H3,(H,21,26)(H,22,23)(H,24,25)/t14-,15-,16+/m0/s1
InChIKeyACZWIDANLCXHBM-HRCADAONSA-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)
candoxatrilat (CHEBI:3354) has role EC 3.4.24.* (metalloendopeptidase) inhibitor (CHEBI:59107)
candoxatrilat (CHEBI:3354) is a dicarboxylic acid (CHEBI:35692)
candoxatrilat (CHEBI:3354) is a dicarboxylic acid monoamide (CHEBI:35735)
Incoming Relation(s)
candoxatril (CHEBI:3353) has functional parent candoxatrilat (CHEBI:3354)
IUPAC Name 
cis-4-[({1-[(2S)-2-carboxy-3-(2-methoxyethoxy)propyl]cyclopentyl}carbonyl)amino]cyclohexanecarboxylic acid
INN  Source
candoxatrilatKEGG DRUG
Synonyms  Source
CandoxatrilatKEGG COMPOUND
4-({1-[(S)-2-Carboxy-3-(2-methoxy-ethoxy)-propyl]-cyclopentanecarbonyl}-amino)-cyclohexanecarboxylic acidChEMBL
candoxatrilateChEBI
Manual XrefsDatabases
C11721KEGG COMPOUND
DB00616DrugBank
D03349KEGG DRUG
Registry NumbersSources
Beilstein:8365079Beilstein
CAS:123898-42-0KEGG COMPOUND
CAS:123122-54-3ChemIDplus