CHEBI:4460 - devazepide

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ChEBI Name devazepide
ChEBI ID CHEBI:4460
Definition An indolecarboxamide obtained by formal condensation of the carboxy group of indole-2-carboxylic acid with the exocyclic amino group of (3S)-3-amino-1-methyl-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one. A cholecystokinin antagonist used for treatment of gastrointestinal disorders.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C25H20N4O2
Net Charge 0
Average Mass 408.45190
Monoisotopic Mass 408.159
InChI InChI=1S/C25H20N4O2/c1-29-21-14-8-6-12-18(21)22(16-9-3-2-4-10-16)27-23(25(29)31)28-24(30)20-15-17-11-5-7-13-19(17)26-20/h2-15,23,26H,1H3,(H,28,30)/t23-/m1/s1
InChIKey NFHRQQKPEBFUJK-HSZRJFAPSA-N
SMILES CN1C(=O)[C@@H](NC(=O)c2cc3ccccc3[nH]2)N=C(c2ccccc2)c2ccccc12
Roles Classification
Biological Role(s): cholecystokinin antagonist
A hormone antagonist that inhibits the action of the peptide hormone cholecystokinin.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
GABA modulator
A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
(via benzodiazepine )
Application(s): cholecystokinin antagonist
A hormone antagonist that inhibits the action of the peptide hormone cholecystokinin.
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.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
GABA modulator
A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
(via benzodiazepine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing devazepide (CHEBI:4460) has role antineoplastic agent (CHEBI:35610)
devazepide (CHEBI:4460) has role apoptosis inducer (CHEBI:68495)
devazepide (CHEBI:4460) has role cholecystokinin antagonist (CHEBI:73296)
devazepide (CHEBI:4460) has role gastrointestinal drug (CHEBI:55324)
devazepide (CHEBI:4460) is a 1,4-benzodiazepinone (CHEBI:35500)
devazepide (CHEBI:4460) is a indolecarboxamide (CHEBI:46921)
IUPAC Name
N-[(3S)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]-1H-indole-2-carboxamide
INNs Sources
devazepida ChemIDplus
devazepide KEGG DRUG
devazepidum ChemIDplus
Synonyms Sources
(S)-N-(2,3-Dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)indole-2-carboxamide ChemIDplus
3(S)-(-)-1,3-Dihydro-3-(2-indolecarbonylamino)-1-methyl-5-phenyl-2H-(1,4)benzodiazepin-2-one ChemIDplus
L 364718 KEGG DRUG
MK-329 KEGG COMPOUND
Manual Xrefs Databases
C11710 KEGG COMPOUND
D02693 KEGG DRUG
Devazepide Wikipedia
LSM-2674 LINCS
US2003139396 Patent
US2003153592 Patent
US4820834 Patent
US5153191 Patent
US5428031 Patent
View more database links
Registry Numbers Types Sources
103420-77-5 CAS Registry Number KEGG COMPOUND
103420-77-5 CAS Registry Number ChemIDplus
5156082 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19407653 PubMed citation Europe PMC
23597562 PubMed citation Europe PMC
Last Modified
25 February 2016