compound 6li [Chan et al., 2022]   Click here for help

GtoPdb Ligand ID: 12249

Compound class: Synthetic organic
Comment: Compound 6li is reported as an orally bioactive inhbitor of AXL receptor tyrosine kinase [1]. It was designed for antitumour potential.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 13
Topological polar surface area 112
Molecular weight 632.31
XLogP 4.83
No. Lipinski's rules broken 1
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Canonical SMILES COc1cc2c(ccnc2cc1OCCCN1CCOCC1)Oc1ccc(cc1F)Nc1nn(cc1C(=O)NC1CCCCC1)C
Isomeric SMILES COc1c(OCCCN2CCOCC2)cc2nccc(Oc3c(F)cc(Nc4nn(C)cc4C(=O)NC4CCCCC4)cc3)c2c1
InChI InChI=1S/C34H41FN6O5/c1-40-22-26(34(42)38-23-7-4-3-5-8-23)33(39-40)37-24-9-10-30(27(35)19-24)46-29-11-12-36-28-21-32(31(43-2)20-25(28)29)45-16-6-13-41-14-17-44-18-15-41/h9-12,19-23H,3-8,13-18H2,1-2H3,(H,37,39)(H,38,42)
Bioactivity Comments
Strong binding to a number of other receptor tyrosine kinases was detected in a kinase selectivity profile study using 6li at 100nM (which is equivalent to >350-fold its Kd of 0.26 nM) [1]. Compound 6li exhibits in vivo antitumour efficacy in a xenograft model of metastatic murine breast cancer.
Selectivity at catalytic receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
AXL receptor tyrosine kinase Hs Inhibitor Inhibition 9.6 pKd - 1
pKd 9.6 (Kd 2.6x10-10 M) [1]
Description: Binding affinity for hAXL
tyrosine kinase with immunoglobulin like and EGF like domains 1 Hs Inhibitor Inhibition 9.1 pKd - 1
pKd 9.1 (Kd 7.4x10-10 M) [1]
fms related receptor tyrosine kinase 3 Hs Inhibitor Inhibition 8.6 pKd - 1
pKd 8.6 (Kd 2.5x10-9 M) [1]
KIT proto-oncogene, receptor tyrosine kinase Hs Inhibitor Inhibition 8.6 pKd - 1
pKd 8.6 (Kd 2.6x10-9 M) [1]
AXL receptor tyrosine kinase Hs Inhibitor Inhibition 8.8 pIC50 - 1
pIC50 8.8 (IC50 1.6x10-9 M) [1]
Description: Inhibition of kinase activity