AntibioticMech

linsitinib

CHEBI:91402 ·resolve ·ANTIMYCOBACTERIAL ·EXACT SEEDED

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. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:156473 CHEBI:156473
• CHEBI:22712 CHEBI:22712
• CHEBI:26513 CHEBI:26513
• CHEBI:26878 CHEBI:26878
• CHEBI:33860 CHEBI:33860
• CHEBI:37847 CHEBI:37847

Chemical structure

Computed structure properties

Molecular formula	C26H23N5O
Charge	0
Average mass	421.504 Da
Monoisotopic mass	421.19026 Da
Source	ChEBI
InChIKey	PKCDDUHJAFVJJB-VLZXCDOPSA-N

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+

Also called

• linsitinibum (INN)— chebi
• cis-3-[8-amino-1-(2-phenylquinolin-7-yl)imidazo[1,5-a]pyrazin-3-yl]-1-methylcyclobutanol (EXACT_SYNONYM)— chebi
• ASP-7487 (EXACT_SYNONYM)— chebi
• OSI 906 (EXACT_SYNONYM)— chebi
• OSI 906AA (EXACT_SYNONYM)— chebi
• OSI-906 (EXACT_SYNONYM)— chebi
• OSI-906AA (EXACT_SYNONYM)— chebi
• OSI906 (EXACT_SYNONYM)— chebi
• cis-3-[8-amino-1-(2-phenyl-7-quinolinyl)imidazo[1,5-a]pyrazin-3-yl]-1-methylcyclobutanol (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:867160-71-2
• drugbank:DB06075
• hmdb:HMDB0254107
• kegg.drug:D09925
• lincs.smallmolecule:LSM-1135
• patent:EP2427192
• patent:WO2011163430
• wikipedia.en:Linsitinib

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

• CHEBI:64912 CHEBI:64912

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record

Source	Native ID	Label	Minted CURIE	Version
CHEBI	CHEBI:91402	linsitinib	antibioticmech:chebi-1e97fdac6d	2026-08-30

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.