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. insulin-like growth factor receptor 1 antagonist An antagonist at the insulin-like growth factor receptor 1. apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:	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. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

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