crenolanib (CHEBI:145365)

EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:145365 - crenolanib

Default Structure

Take structure to advanced search

ChEBI ID	CHEBI:145365
ChEBI Name	crenolanib
Stars
Definition	A member of the class of benzimidazoles that is 1H-benzimidazole which is substituted by a 8-(4-aminopiperidin-1-yl)quinolin-2-yl group at position 1 and by a (3-methyloxetan-3-yl)methoxy group at position 5. It is an inhibitor of type III tyrosine kinases, PDGFRα/β and FLT3 (IC₅₀ of 11, 3.2, and 4 nM). Currently under clinical development for the treatment of acute myeloid leukemia.
Last Modified	14 November 2019
Submitter	Adnan
Downloads	Molfile

Formula	C26H29N5O2
Net Charge	0
Average Mass	443.551
Monoisotopic Mass	443.23213
SMILES	CC1(COc2ccc3c(c2)ncn3-c2ccc3cccc(N4CCC(N)CC4)c3n2)COC1
InChI	InChI=1S/C26H29N5O2/c1-26(14-32-15-26)16-33-20-6-7-22-21(13-20)28-17-31(22)24-8-5-18-3-2-4-23(25(18)29-24)30-11-9-19(27)10-12-30/h2-8,13,17,19H,9-12,14-16,27H2,1H3
InChIKey	DYNHJHQFHQTFTP-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 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor An EC 2.7.10.* (protein-tyrosine kinase) inhibitor that interferes with the action of receptor protein-tyrosine kinase (EC 2.7.10.1).
Applications:	angiogenesis inhibitor An agent and endogenous substances that antagonize or inhibit the development of new blood vessels. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology

Outgoing Relation(s)
	crenolanib (CHEBI:145365) has role angiogenesis inhibitor (CHEBI:48422)
	crenolanib (CHEBI:145365) has role antineoplastic agent (CHEBI:35610)
	crenolanib (CHEBI:145365) has role apoptosis inducer (CHEBI:68495)
	crenolanib (CHEBI:145365) has role EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor (CHEBI:62434)
	crenolanib (CHEBI:145365) is a aminopiperidine (CHEBI:48588)
	crenolanib (CHEBI:145365) is a aromatic ether (CHEBI:35618)
	crenolanib (CHEBI:145365) is a benzimidazoles (CHEBI:22715)
	crenolanib (CHEBI:145365) is a oxetanes (CHEBI:38784)
	crenolanib (CHEBI:145365) is a quinolines (CHEBI:26513)
	crenolanib (CHEBI:145365) is a tertiary amino compound (CHEBI:50996)

IUPAC Name
1-(2-{5-[(3-methyloxetan-3-yl)methoxy]-1H-benzimidazol-1-yl}quinolin-8-yl)piperidin-4-amine

INNs	Source
crenolanib	WHO MedNet
crenolanib	WHO MedNet
crénolanib	WHO MedNet
crenolanibum	WHO MedNet

Synonyms	Source
1-[2-[5-[(3-methyl-3-oxetanyl)methoxy]-1-benzimidazolyl]-8-quinolyl]-4-piperidinamine	ChEBI
1-[2-[5-[(3-methyl-3-oxetanyl)methoxy]-1H-benzimidazol-1-yl]-8-quinolinyl]-4-piperidinamine	ChEBI
1-(2-{5-[(3-methyloxetan-3-yl)methoxy]-1H-1,3-benzodiazol-1-yl}quinolin-8-yl)piperidin-4-amine	ChEBI
1-(2-(5-((3-methyloxetan-3-yl)methoxy)-1H-benzo-[d]imidazol-1-yl)quinolin-8-yl)piperidin-4-amine	ChEBI
ARO 002	DrugBank
ARO-002	DrugBank

Manual Xrefs	Databases
6T2	PDBeChem
Crenolanib	Wikipedia
D10102	KEGG DRUG
DB11832	DrugBank

Registry Numbers	Sources
CAS:670220-88-9	ChemIDplus

Citations