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)
1. Anderson NA, Campos S, Butler S, Copley RCB, Duncan I, Harrison S, Le J, Maghames R, Pastor-Garcia A, Pritchard JM et al.. (2019)
Discovery of an Orally Bioavailable Pan αv Integrin Inhibitor for Idiopathic Pulmonary Fibrosis.
J Med Chem, 62 (19): 8796-8808. [PMID:31497959]