CHEBI:101713 - compound E

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name compound E
ChEBI ID CHEBI:101713
Definition An L-alanine derivative that is the amide obtained by formal condensation of the carboxy group of N-[(3,5-difluorophenyl)acetyl]-L-alanine with the amino group of (3S)-3-amino-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one. An inhibitor of memapsin 2 (γ-secretase).
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:131161
Supplier Information
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Formula C27H24F2N4O3
Net Charge 0
Average Mass 490.511
Monoisotopic Mass 490.18165
InChI InChI=1S/C27H24F2N4O3/c1-16(30-23(34)14-17-12-19(28)15-20(29)13-17)26(35)32-25-27(36)33(2)22-11-7-6-10-21(22)24(31-25)18-8-4-3-5-9-18/h3-13,15-16,25H,14H2,1-2H3,(H,30,34)(H,32,35)/t16-,25+/m0/s1
InChIKey JNGZXGGOCLZBFB-IVCQMTBJSA-N
SMILES C[C@H](NC(=O)CC1=CC(F)=CC(F)=C1)C(=O)N[C@H]1N=C(C2=CC=CC=C2)C2=CC=CC=C2N(C)C1=O
Roles Classification
Biological Role(s): EC 3.4.23.46 (memapsin 2) inhibitor
An EC 3.4.23.* (aspartic endopeptidase) inhibitor that interferes with the activity of memapsin 2 (EC 3.4.23.46).
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): 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 compound E (CHEBI:101713) has role EC 3.4.23.46 (memapsin 2) inhibitor (CHEBI:74925)
compound E (CHEBI:101713) is a 1,4-benzodiazepinone (CHEBI:35500)
compound E (CHEBI:101713) is a L-alanine derivative (CHEBI:83943)
compound E (CHEBI:101713) is a difluorobenzene (CHEBI:38582)
IUPAC Name
N2-[(3,5-difluorophenyl)acetyl]-N-[(3S)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]-L-alaninamide
Synonym Source
γ-secretase inhibitor XXI ChEBI
Manual Xref Database
LSM-42757 LINCS
View more database links
Registry Number Type Source
14671471 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
32461793 PubMed citation Europe PMC
33732379 PubMed citation Europe PMC
33750924 PubMed citation Europe PMC
Last Modified
06 April 2021