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CHEBI:125562 - 4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide

ChEBI IDCHEBI:125562
ChEBI Name4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide
Stars
ASCII Name4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide
DefinitionA benzamide resulting from the formal condensation of the carboxy group of 4-(dimethylamino)benzoic acid with the amino group of 7-amino-N-hydroxyheptanamide. It is a potent inhibitor of histone deacetylases and induces cell cycle arrest and apoptosis in several human cancer cell lines.
Last Modified6 November 2018
DownloadsMolfile
FormulaC16H25N3O3
Net Charge0
Average Mass307.394
Monoisotopic Mass307.18959
SMILESCN(C)c1ccc(C(=O)NCCCCCCC(=O)NO)cc1
InChIInChI=1S/C16H25N3O3/c1-19(2)14-10-8-13(9-11-14)16(21)17-12-6-4-3-5-7-15(20)18-22/h8-11,22H,3-7,12H2,1-2H3,(H,17,21)(H,18,20)
InChIKeyMXWDSZWTBOCWBK-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide (CHEBI:125562) has role antineoplastic agent (CHEBI:35610)
4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide (CHEBI:125562) has role apoptosis inducer (CHEBI:68495)
4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide (CHEBI:125562) has role EC 3.5.1.98 (histone deacetylase) inhibitor (CHEBI:61115)
4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide (CHEBI:125562) is a benzamides (CHEBI:22702)
4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide (CHEBI:125562) is a hydroxamic acid (CHEBI:24650)
4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide (CHEBI:125562) is a secondary carboxamide (CHEBI:140325)
4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide (CHEBI:125562) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide
Synonyms  Source
4-dimethylamino-N-(6-hydroxycarbamoylhexyl)benzamideChEBI
M-344LINCS
M344ChEBI
D237ChEBI
N-hydroxy-7-(4-dimethylaminobenzoyl)aminoheptanamideChEBI
histone deacetylase inhibitor IIIChEBI
Manual XrefsDatabases
LSM-37091LINCS
DB02565DrugBank
Registry NumbersSources
Reaxys:8570090Reaxys
Citations