GSK579289A   Click here for help

GtoPdb Ligand ID: 8150

Synonyms: compound 25 [PMID 19237286] | GSK-579289A
Compound class: Synthetic organic
Comment: GSK579289A is an anlaogue assessed in a medicinal chemistry study to identify novel thiophene type inhibitors of polo-like kinase 1 (PLK1) [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 110.33
Molecular weight 510.15
XLogP 4.54
No. Lipinski's rules broken 0
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Canonical SMILES CN1CCC(CC1)Oc1ccc2c(c1)n(cn2)c1cc(c(s1)C(=O)N)OC(c1ccccc1Cl)C
Isomeric SMILES CN1CCC(CC1)Oc1ccc2c(c1)n(cn2)c1cc(c(s1)C(=O)N)O[C@@H](c1ccccc1Cl)C
InChI InChI=1S/C26H27ClN4O3S/c1-16(19-5-3-4-6-20(19)27)33-23-14-24(35-25(23)26(28)32)31-15-29-21-8-7-18(13-22(21)31)34-17-9-11-30(2)12-10-17/h3-8,13-17H,9-12H2,1-2H3,(H2,28,32)/t16-/m1/s1
1. Emmitte KA, Adjabeng GM, Adjebang GM, Andrews CW, Alberti JG, Bambal R, Chamberlain SD, Davis-Ward RG, Dickson HD, Hassler DF et al.. (2009)
Design of potent thiophene inhibitors of polo-like kinase 1 with improved solubility and reduced protein binding.
Bioorg Med Chem Lett, 19 (6): 1694-7. [PMID:19237286]