GSK2603566A   Click here for help

GtoPdb Ligand ID: 10496

Synonyms: compound 39 [PMID: 31497959]
Compound class: Synthetic organic
Comment: GSK2603566A is a pan αv integrin antagonist [1]. It is orally bioavailable and exhibits anti-fibrotic activity. GSK2603566A was tested as the racemic mixture of enantiomers.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 96.37
Molecular weight 458.23
XLogP 5.19
No. Lipinski's rules broken 1
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Canonical SMILES OC(=O)CC(c1cccc(c1)C1CC1)Nc1ccc(cn1)OCCc1ccc2c(n1)NCCC2
Isomeric SMILES OC(=O)CC(c1cccc(c1)C1CC1)Nc1ccc(cn1)OCCc1ccc2c(n1)NCCC2
InChI InChI=1S/C27H30N4O3/c32-26(33)16-24(21-4-1-3-20(15-21)18-6-7-18)31-25-11-10-23(17-29-25)34-14-12-22-9-8-19-5-2-13-28-27(19)30-22/h1,3-4,8-11,15,17-18,24H,2,5-7,12-14,16H2,(H,28,30)(H,29,31)(H,32,33)
Bioactivity Comments
GSK2603566A inhibits αvβ6-mediated cell adhesion in vitro with a pIC50 of 6.9 [1]. IC50s for inhibtion of probe binding in a fluorescence polarisation assay are: 4 nM (αvβ3 and αvβ5), 16 nM (αvβ6) and 40 nM (αvβ8).
Selectivity at catalytic receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
integrin αVβ3 Hs Antagonist Antagonist 8.4 pIC50 - 1
pIC50 8.4 (IC50 4x10-9 M) [1]