linsitinib   

GtoPdb Ligand ID: 7423

Synonyms: ASP-7487 | OSI 906 | OSI-906 | OSI906
Compound class: Synthetic organic
Comment: Note that the chemical structure in the PubChem record is for the non-stereo molecule. The INN record specifies stereochemistry as shown in our chemical structure.
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 89.33
Molecular weight 421.19
XLogP 4.93
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Nc1nccn2c1c(nc2C1CC(C1)(C)O)c1ccc2c(c1)nc(cc2)c1ccccc1
Isomeric SMILES Nc1nccn2c1c(nc2[C@@H]1C[C@](C1)(C)O)c1ccc2c(c1)nc(cc2)c1ccccc1
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+
InChI Key PKCDDUHJAFVJJB-VLZXCDOPSA-N
Bioactivity Comments
Linsitinib is effective in vitro and in vivo, exhibiting antiproliferative activity in cell lines and in an IGF-1R-driven xenograft mouse model [1].
Selectivity at catalytic receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Insulin-like growth factor I receptor Hs Inhibitor Inhibition 7.5 pIC50 - 1
pIC50 7.5 (IC50 3.5x10-8 M) [1]
Description: Biochemical enzyme inhibition assay.
Insulin receptor Hs Inhibitor Inhibition 7.1 pIC50 - 1
pIC50 7.1 (IC50 7.5x10-8 M) [1]
Description: In a kinase screening selectivity assay.
Insulin receptor-related receptor Hs Inhibitor Inhibition 7.1 pIC50 - 1
pIC50 7.1 (IC50 7.5x10-8 M) [1]