linsitinib (CHEBI:91402)

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CHEBI:91402 - linsitinib

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ChEBI ID	CHEBI:91402
ChEBI Name	linsitinib
Stars
Definition	An imidazopyrazine that is imidazo[1,5-a]pyrazine substituted by 2-phenylquinolin-7-yl, cis-3-hydroxy-3-methylcyclobutyl, and amino groups at positions 1, 3, and 8, respectively. It is dual inhibitor of the IGF-1 receptor and insulin receptor (IC₅₀ = 35 and 75 nM, respectively) that was previously in clinical development for the treatment of cancer and thyroid eye disease.
Last Modified	19 June 2024
Downloads	Molfile

Formula	C26H23N5O
Net Charge	0
Average Mass	421.504
Monoisotopic Mass	421.19026
SMILES	[H][C@]1(c2nc(-c3ccc4ccc(-c5ccccc5)nc4c3)c3c(N)nccn32)C[C@@](C)(O)C1
InChI	InChI=1S/C26H23N5O/c1-26(32)14-19(15-26)25-30-22(23-24(27)28-11-12-31(23)25)18-8-7-17-9-10-20(29-21(17)13-18)16-5-3-2-4-6-16/h2-13,19,32H,14-15H2,1H3,(H2,27,28)/t19-,26+
InChIKey	PKCDDUHJAFVJJB-VLZXCDOPSA-N

Wikipedia

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:	antimycobacterial drug A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy. apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. insulin-like growth factor receptor 1 antagonist An antagonist at the insulin-like growth factor receptor 1.
Applications:	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. antimycobacterial drug A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy.

ChEBI Ontology

Outgoing Relation(s)
	linsitinib (CHEBI:91402) has role antimycobacterial drug (CHEBI:64912)
	linsitinib (CHEBI:91402) has role antineoplastic agent (CHEBI:35610)
	linsitinib (CHEBI:91402) has role apoptosis inducer (CHEBI:68495)
	linsitinib (CHEBI:91402) has role insulin-like growth factor receptor 1 antagonist (CHEBI:75252)
	linsitinib (CHEBI:91402) is a aromatic amine (CHEBI:33860)
	linsitinib (CHEBI:91402) is a benzenes (CHEBI:22712)
	linsitinib (CHEBI:91402) is a cyclobutanes (CHEBI:156473)
	linsitinib (CHEBI:91402) is a imidazopyrazine (CHEBI:37847)
	linsitinib (CHEBI:91402) is a quinolines (CHEBI:26513)
	linsitinib (CHEBI:91402) is a tertiary alcohol (CHEBI:26878)

IUPAC Name
cis-3-[8-amino-1-(2-phenylquinolin-7-yl)imidazo[1,5-a]pyrazin-3-yl]-1-methylcyclobutanol

INNs	Source
linsitinib	WHO MedNet
linsitinib	WHO MedNet
linsitinib	WHO MedNet
linsitinibum	WHO MedNet

Synonyms	Source
ASP-7487	DrugBank
cis-3-[8-amino-1-(2-phenyl-7-quinolinyl)imidazo[1,5-a]pyrazin-3-yl]-1-methylcyclobutanol	ChEBI
OSI 906	ChEBI
OSI-906	DrugBank
OSI906	ChEBI
OSI 906AA	ChEBI

Manual Xrefs	Databases
D09925	KEGG DRUG
DB06075	DrugBank
EP2427192	Patent
HMDB0254107	HMDB
Linsitinib	Wikipedia
LSM-1135	LINCS
WO2011163430	Patent

Registry Numbers	Sources
CAS:867160-71-2	KEGG DRUG

Citations