BMS-536924   

GtoPdb Ligand ID: 9386

Synonyms: BMS 536924 | BMS536924 | compound 1 [PMID: 18763755] | compound 3 [PMID: 16134929]
Compound class: Synthetic organic
Comment: BMS-536924 is an experimental inhbitor of insulin-like growth factor-1 receptor kinase which inhibits insulin-like growth factor-I receptor dependent tumour growth in vivo [2]. However, its utility is hampered by its potential to cause drug-drug interactions via inhibition of CYP3A4, and ability to increase CYP3A4 protein expression [1].
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 5
Topological polar surface area 105.74
Molecular weight 479.17
XLogP 4.07
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Clc1cccc(c1)C(CNC1=CC=NC(=O)C1=c1[nH]c2c([nH]1)cc(cc2C)N1CCOCC1)O
Isomeric SMILES Clc1cccc(c1)C(CNC1=CC=NC(=O)C1=c1[nH]c2c([nH]1)cc(cc2C)N1CCOCC1)O
InChI InChI=1S/C25H26ClN5O3/c1-15-11-18(31-7-9-34-10-8-31)13-20-23(15)30-24(29-20)22-19(5-6-27-25(22)33)28-14-21(32)16-3-2-4-17(26)12-16/h2-6,11-13,21,28-30,32H,7-10,14H2,1H3
InChI Key UGQMURPIMYALPH-UHFFFAOYSA-N
Bioactivity Comments
BMS-536924 inhibits other kinase enzymes in vitro- see Table 2 in [2].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
CYP3A4 Hs Inhibitor Inhibition 6.3 pIC50 - 2
pIC50 6.3 (IC50 5x10-7 M) [2]
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 receptor Hs Inhibitor Inhibition 7.1 pIC50 - 2
pIC50 7.1 (IC50 7.3x10-8 M) [2]
Insulin-like growth factor I receptor Hs Inhibitor Inhibition 7.0 pIC50 - 2
pIC50 7.0 (IC50 1x10-7 M) [2]