AR-42 (CHEBI:188197)

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ChEBI Name	AR-42

ChEBI ID	CHEBI:188197

Definition	A secondary carboxamide resulting from the formal condensation of the carboxy group of (2S)-3-methyl-2-phenylbutanoic acid with the amino group of 4-amino-N-hydroxybenzamide. It is a pan-HDAC inhibitor that was in clinical development for the treatment of hematological malignancies and solid tumours.

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

Submitter	MetaboLights

Supplier Information

Download	Molfile XML SDF

Formula

C18H20N2O3

Net Charge

Average Mass

312.369

Monoisotopic Mass

312.14739

InChI

InChI=1S/C18H20N2O3/c1-12(2)16(13-6-4-3-5-7-13)18(22)19-15-10-8-14(9-11-15)17(21)20-23/h3-12,16,23H,1-2H3,(H,19,22)(H,20,21)/t16-/m0/s1

InChIKey

LAMIXXKAWNLXOC-INIZCTEOSA-N

SMILES

CC(C)[C@H](C(=O)NC1=CC=C(C=C1)C(=O)NO)C1=CC=CC=C1

Metabolite of Species	Details
Homo sapiens (NCBI:txid9606)	Found in blood plasma (BTO:0000131). See: MetaboLights Study

Roles Classification
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. angiogenesis inhibitor An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.

ChEBI Ontology
Outgoing	AR-42 (CHEBI:188197) has role angiogenesis inhibitor (CHEBI:48422) AR-42 (CHEBI:188197) has role antineoplastic agent (CHEBI:35610) AR-42 (CHEBI:188197) has role apoptosis inducer (CHEBI:68495) AR-42 (CHEBI:188197) has role EC 3.5.1.98 (histone deacetylase) inhibitor (CHEBI:61115) AR-42 (CHEBI:188197) is a benzenes (CHEBI:22712) AR-42 (CHEBI:188197) is a hydroxamic acid (CHEBI:24650) AR-42 (CHEBI:188197) is a secondary carboxamide (CHEBI:140325)

IUPAC Name

N-hydroxy-4-{[(2S)-3-methyl-2-phenylbutanoyl]amino}benzamide

Synonyms	Sources
(S)-HDAC 42	DrugBank
(S)-HDAC-42	ChEBI
AR 42	DrugBank
AR42	DrugBank
HDAC-42	ChEBI
N-hydroxy-4-[[(2S)-3-methyl-2-phenylbutanoyl]amino]benzamide	SUBMITTER
OSU-HDAC42	ChEBI
REC 2282	DrugBank
REC-2282	DrugBank
REC2282	DrugBank

Registry Number	Type	Source
935881-37-1	CAS Registry Number	ChEBI

Last Modified

03 July 2024