GSK-1838705A   

GtoPdb Ligand ID: 5683

Synonyms: GSK 1838705A | GSK1838705 | GSK1838705A
Compound class: Synthetic organic
Comment: GSK-1838705A is an experimental inhibitor of the insulin receptor (INSR), insulin-like growth factor I receptor (IGF1R), and anaplastic lymphoma receptor tyrosine kinase (ALK) [2], with little inhibitory effect on other kinases.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 4
Rotatable bonds 10
Topological polar surface area 127.51
Molecular weight 532.23
XLogP 3.17
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CNC(=O)c1c(cccc1F)Nc1nc(Nc2cc3c(cc2OC)CCN3C(=O)CN(C)C)nc2c1cc[nH]2
Isomeric SMILES CNC(=O)c1c(cccc1F)Nc1nc(Nc2cc3c(cc2OC)CCN3C(=O)CN(C)C)nc2c1cc[nH]2
InChI InChI=1S/C27H29FN8O3/c1-29-26(38)23-17(28)6-5-7-18(23)31-25-16-8-10-30-24(16)33-27(34-25)32-19-13-20-15(12-21(19)39-4)9-11-36(20)22(37)14-35(2)3/h5-8,10,12-13H,9,11,14H2,1-4H3,(H,29,38)(H3,30,31,32,33,34)
InChI Key HZTYDQRUAWIZRE-UHFFFAOYSA-N
Bioactivity Comments
GSK-1838705A exhibits antitumour activity in vitro and in vivo [2].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
ribosomal protein S6 kinase A1 Hs Inhibitor Inhibition 5.8 pIC50 - 2
pIC50 5.8 (IC50 1.6x10-6 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-like growth factor I receptor Hs Inhibitor Inhibition 8.1 pKd - 1
pKd 8.1 (Kd 7x10-9 M) [1]
ALK receptor tyrosine kinase Hs Inhibitor Inhibition 9.3 pIC50 - 2
pIC50 9.3 (IC50 5x10-10 M) [2]
Insulin receptor Hs Inhibitor Inhibition 8.8 pIC50 - 2
pIC50 8.8 (IC50 1.6x10-9 M) [2]
Insulin-like growth factor I receptor Hs Inhibitor Inhibition 8.7 pIC50 - 2
pIC50 8.7 (IC50 2x10-9 M) [2]