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CHEBI:85980 - eluxadoline

Default Structure
ChEBI IDCHEBI:85980
ChEBI Nameeluxadoline
Stars
DefinitionAn amino acid amide obtained by the formal condensation of the carboxy group of 4-carbamoyl-2,6-dimethyl-L-phenylalanine with the secondary amino group of 2-methoxy-5-({[(1S)-1-(4-phenylimidazol-2-yl)ethyl]amino}methyl)benzoic acid. It has mixed opioid receptor activity and is used for treatment of irritable bowel syndrome with diarrhoea.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC32H35N5O5
Net Charge0
Average Mass569.662
Monoisotopic Mass569.26382
SMILESCOc1ccc(CN(C(=O)[C@@H](N)Cc2c(C)cc(C(N)=O)cc2C)[C@@H](C)c2ncc(-c3ccccc3)n2)cc1C(=O)O
InChIInChI=1S/C32H35N5O5/c1-18-12-23(29(34)38)13-19(2)24(18)15-26(33)31(39)37(17-21-10-11-28(42-4)25(14-21)32(40)41)20(3)30-35-16-27(36-30)22-8-6-5-7-9-22/h5-14,16,20,26H,15,17,33H2,1-4H3,(H2,34,38)(H,35,36)(H,40,41)/t20-,26-/m0/s1
InChIKeyQFNHIDANIVGXPE-FNZWTVRRSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
mu-opioid receptor agonist  A compound that exhibits agonist activity at the μ-opioid receptor.
kappa-opioid receptor agonist  A compound that exhibits agonist activity at the κ-opioid receptor.
delta-opioid receptor antagonist  Any compound that exhibits antagonist activity at the δ-opioid receptor.
Applications:
antispasmodic drug  A drug that suppresses spasms. These are usually caused by smooth muscle contraction, especially in tubular organs. The effect is to prevent spasms of the stomach, intestine or urinary bladder.
gastrointestinal drug  A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion.
mu-opioid receptor agonist  A compound that exhibits agonist activity at the μ-opioid receptor.
kappa-opioid receptor agonist  A compound that exhibits agonist activity at the κ-opioid receptor.
delta-opioid receptor antagonist  Any compound that exhibits antagonist activity at the δ-opioid receptor.
ChEBI Ontology
Outgoing Relation(s)
eluxadoline (CHEBI:85980) has role antispasmodic drug (CHEBI:53784)
eluxadoline (CHEBI:85980) has role gastrointestinal drug (CHEBI:55324)
eluxadoline (CHEBI:85980) has role δ-opioid receptor antagonist (CHEBI:59283)
eluxadoline (CHEBI:85980) has role κ-opioid receptor agonist (CHEBI:59282)
eluxadoline (CHEBI:85980) has role μ-opioid receptor agonist (CHEBI:55322)
eluxadoline (CHEBI:85980) is a L-phenylalanine derivative (CHEBI:84144)
eluxadoline (CHEBI:85980) is a amino acid amide (CHEBI:22475)
eluxadoline (CHEBI:85980) is a benzamides (CHEBI:22702)
eluxadoline (CHEBI:85980) is a imidazoles (CHEBI:24780)
eluxadoline (CHEBI:85980) is a methoxybenzoic acid (CHEBI:25238)
IUPAC Name 
5-({(4-carbamoyl-2,6-dimethyl-L-phenylalanyl)[(1S)-1-(4-phenyl-1H-imidazol-2-yl)ethyl]amino}methyl)-2-methoxybenzoic acid
INNs  Source
eluxadolinaWHO MedNet
eluxadolineChemIDplus
Brand Name  Source
ViberziKEGG DRUG
Manual XrefsDatabases
5001DrugCentral
D10403KEGG DRUG
Registry NumbersSources
Reaxys:12390967Reaxys
CAS:864821-90-9KEGG DRUG
CAS:864821-90-9ChemIDplus
Citations