CHEBI:101713 - compound E

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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.
Supplier Information
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Formula C27H24F2N4O3
Net Charge 0
Average Mass 490.502
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=1(C=2C(N(C([C@H](N1)NC([C@@H](NC(CC=3C=C(C=C(C3)F)F)=O)C)=O)=O)C)=CC=CC2)C=4C=CC=CC4
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
Registry Number Type Source
14671471 Reaxys Registry Number Reaxys
Last Modified
14 July 2016