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CHEBI:132082 - entinostat

ChEBI IDCHEBI:132082
ChEBI Nameentinostat
Stars
DefinitionA 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).
Secondary ChEBI IDCHEBI:94191
Last Modified29 January 2018
Submittersabrina, zfin
DownloadsMolfile
FormulaC21H20N4O3
Net Charge0
Average Mass376.416
Monoisotopic Mass376.15354
SMILESNc1ccccc1NC(=O)c1ccc(CNC(=O)OCc2cccnc2)cc1
InChIInChI=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)
InChIKeyINVTYAOGFAGBOE-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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).
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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
INNs  Source
entinostatWHO MedNet
entinostatumWHO MedNet
entinostatWHO MedNet
entinostatWHO MedNet
Synonyms  Source
N-[[4-[(2-aminoanilino)-oxomethyl]phenyl]methyl]carbamic acid 3-pyridinylmethyl esterLINCS
SNDX-275ChemIDplus
BAY86-5274ChemIDplus
MS 275ChemIDplus
MS 27-275ChemIDplus
MS-275ChemIDplus
Manual XrefsDatabases
LSM-4811LINCS
EntinostatWikipedia
D09338KEGG DRUG
Registry NumbersSources
Reaxys:8442710Reaxys
CAS:209783-80-2ChemIDplus
CAS:209783-80-2KEGG DRUG
Citations