binimetinib (CHEBI:145371)

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ChEBI Name	binimetinib

ChEBI ID	CHEBI:145371

Definition	A member of the class of benzimidazoles that is 1-methyl-1H-benzimidazole which is substituted at positions 4, 5, and 6 by fluorine, (4-bromo-2-fluorophenyl)nitrilo, and N-(2-hydroxyethoxy)aminocarbonyl groups, respectively. It is a MEK1 and MEK2 inhibitor (IC₅₀= 12 nM). Approved by the FDA for the treatment of patients with unresectable or metastatic melanoma with a BRAF V600E or V600K mutation in combination with encorafenib.

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

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Formula

C17H15BrF2N4O3

Net Charge

Average Mass

441.233

Monoisotopic Mass

440.02956

InChI

InChI=1S/C17H15BrF2N4O3/c1-24-8-21-16-13(24)7-10(17(26)23-27-5-4-25)15(14(16)20)22-12-3-2-9(18)6-11(12)19/h2-3,6-8,22,25H,4-5H2,1H3,(H,23,26)

InChIKey

ACWZRVQXLIRSDF-UHFFFAOYSA-N

SMILES

BrC=1C=C(F)C(NC=2C(F)=C3N=CN(C3=CC2C(=O)NOCCO)C)=CC1

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 2.7.11.24 (mitogen-activated protein kinase) inhibitor An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of mitogen-activated protein kinase (EC 2.7.11.24). 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	binimetinib (CHEBI:145371) has role antineoplastic agent (CHEBI:35610) binimetinib (CHEBI:145371) has role apoptosis inducer (CHEBI:68495) binimetinib (CHEBI:145371) has role EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor (CHEBI:79091) binimetinib (CHEBI:145371) is a benzimidazoles (CHEBI:22715) binimetinib (CHEBI:145371) is a bromobenzenes (CHEBI:37149) binimetinib (CHEBI:145371) is a hydroxamic acid ester (CHEBI:75606) binimetinib (CHEBI:145371) is a monofluorobenzenes (CHEBI:83575) binimetinib (CHEBI:145371) is a secondary amino compound (CHEBI:50995)

IUPAC Name

5-(4-bromo-2-fluoroanilino)-4-fluoro-N-(2-hydroxyethoxy)-1-methyl-1H-benzimidazole-6-carboxamide

Synonyms	Sources
5-[(4-bromo-2-fluorophenyl)amino]-4-fluoro-N-(2-hydroxyethoxy)-1-methyl-1H-1,3-benzodiazole-6-carboxamide	DrugBank
5-[(4-bromo-2-fluorophenyl)amino]-4-fluoro-N-(2-hydroxyethoxy)-1-methyl-1H-benzimidazole-6-carboxamide	ChEBI
ARRY 162	ChemIDplus
ARRY 438162	ChemIDplus
ARRY-162	DrugBank
ARRY-438162	DrugBank
MEK-162	DrugBank
MEK162	DrugBank
N-(2-hydroxyethoxy)-4-fluoro-5-(2-fluoro-4-bromophenylamino)-1-methyl-1H-benzoimidazole-6-carboxamide	ChEBI
NVP-MEK162	DrugBank

Brand Name	Source
Mektovi	KEGG DRUG

Registry Number	Type	Source
606143-89-9	CAS Registry Number	ChemIDplus

Last Modified

14 November 2019