entinostat (CHEBI:132082)

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ChEBI Name	entinostat

ChEBI ID	CHEBI:132082

Definition	A member of the class of benzamides resulting from the formal condensation of the carboxy group of the pyridin-3-ylmethyl carbamate derivative of p-(aminomethyl)benzoic acid with one of the amino groups of benzene-1,2-diamine. It is an inhibitor of histone deacetylase isoform 1 (HDAC1) and isoform 3 (HDAC3).

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Sabrina Toro

Secondary ChEBI IDs	CHEBI:94191

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Formula

C21H20N4O3

Net Charge

Average Mass

376.409

Monoisotopic Mass

376.15354

InChI

InChI=1S/C21H20N4O3/c22-18-5-1-2-6-19(18)25-20(26)17-9-7-15(8-10-17)13-24-21(27)28-14-16-4-3-11-23-12-16/h1-12H,13-14,22H2,(H,24,27)(H,25,26)

InChIKey

INVTYAOGFAGBOE-UHFFFAOYSA-N

SMILES

C(=O)(OCC1=CN=CC=C1)NCC2=CC=C(C=C2)C(=O)NC3=CC=CC=C3N

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	EC 3.5.1.98 (histone deacetylase) inhibitor An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the function of histone deacetylase (EC 3.5.1.98). apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	entinostat (CHEBI:132082) has functional parent 1,2-phenylenediamine (CHEBI:34043) entinostat (CHEBI:132082) has role antineoplastic agent (CHEBI:35610) entinostat (CHEBI:132082) has role apoptosis inducer (CHEBI:68495) entinostat (CHEBI:132082) has role EC 3.5.1.98 (histone deacetylase) inhibitor (CHEBI:61115) entinostat (CHEBI:132082) is a benzamides (CHEBI:22702) entinostat (CHEBI:132082) is a carbamate ester (CHEBI:23003) entinostat (CHEBI:132082) is a primary amino compound (CHEBI:50994) entinostat (CHEBI:132082) is a pyridines (CHEBI:26421) entinostat (CHEBI:132082) is a substituted aniline (CHEBI:48975)

Incoming	pyridin-3-ylmethyl {4-[(2-amino-4-fluorophenyl)carbamoyl]benzyl}carbamate (CHEBI:125311) has functional parent entinostat (CHEBI:132082)

IUPAC Name

pyridin-3-ylmethyl {4-[(2-aminophenyl)carbamoyl]benzyl}carbamate

Synonyms	Sources
BAY 86-5274	ChemIDplus
BAY86-5274	ChemIDplus
MS 27-275	ChemIDplus
MS 275	ChemIDplus
MS-27-275	ChemIDplus
MS-275	ChemIDplus
N-(2-aminophenyl)-4-(N-(pyridin-3-ylmethoxycarbonyl)aminomethyl)benzamide	ChemIDplus
N-[[4-[(2-aminoanilino)-oxomethyl]phenyl]methyl]carbamic acid 3-pyridinylmethyl ester	LINCS
SNDX 275	ChemIDplus
SNDX-275	ChemIDplus

Last Modified

29 January 2018