compound 5 [PMID: 17618114]   Click here for help

GtoPdb Ligand ID: 9348

Synonyms: Tie2 kinase inhibitor
Compound class: Synthetic organic
Comment: Compound 5 [PMID: 17618114] is an inhibitor of TEK receptor tyrosine kinase (a.k.a. TIE2) [1]. Compound 5 was SAR optimised from lead SB203580. Small molecule Tie2 inhibitors are being developed for potential use as anti-angiogenic cancer therapeutics.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 87.08
Molecular weight 439.14
XLogP 4.77
No. Lipinski's rules broken 0
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Canonical SMILES COc1ccc2c(c1)ccc(c2)c1nc([nH]c1c1ccncc1)c1ccc(cc1)S(=O)C
Isomeric SMILES COc1ccc2c(c1)ccc(c2)c1nc([nH]c1c1ccncc1)c1ccc(cc1)S(=O)C
InChI InChI=1S/C26H21N3O2S/c1-31-22-8-5-19-15-21(4-3-20(19)16-22)25-24(17-11-13-27-14-12-17)28-26(29-25)18-6-9-23(10-7-18)32(2)30/h3-16H,1-2H3,(H,28,29)
Bioactivity Comments
Compound 5 exhibits moderate cellular activity, and is anti-angiogenic in mouse models of angiogenesis and cancer (plasmacytoma xenograft) [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
TEK receptor tyrosine kinase Hs Inhibitor Inhibition 6.6 pIC50 - 1
pIC50 6.6 (IC50 2.5x10-7 M) [1]