BS-194   Click here for help

GtoPdb Ligand ID: 8176

Synonyms: BS 194 | BS194 | compound 4k [PMID 21080703] [1]
PDB Ligand
Compound class: Synthetic organic
Comment: BS-194 is reported as a potent, orally available inhibitor of cyclin-dependent protein kinases (CDKs) 1, 2, 7 and 9 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 5
Rotatable bonds 9
Topological polar surface area 114.94
Molecular weight 385.21
XLogP 2.52
No. Lipinski's rules broken 0
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Canonical SMILES OCC(C(CO)O)Nc1cc(NCc2ccccc2)n2c(n1)c(cn2)C(C)C
Isomeric SMILES OC[C@@H]([C@@H](CO)O)Nc1cc(NCc2ccccc2)n2c(n1)c(cn2)C(C)C
InChI InChI=1S/C20H27N5O3/c1-13(2)15-10-22-25-19(21-9-14-6-4-3-5-7-14)8-18(24-20(15)25)23-16(11-26)17(28)12-27/h3-8,10,13,16-17,21,26-28H,9,11-12H2,1-2H3,(H,23,24)/t16-,17+/m0/s1
Bioactivity Comments
BS-194-induced CDK inhibition translates to antitumour effects in human tumour xenografts [1]. Reported off-targets include CAMKKβ, CK1, DYRK1A, ERK1, ERK2, and IRR which have IC50 values between 1-3.7μM [1].
We have tagged CDK2 as this compound's primary molecular target for data metrics purposes only. We fully acknowledge the multi-targeted nature of BS-194 and include additional kinase interactions in the table below.
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
cyclin dependent kinase 2 Primary target of this compound Hs Inhibitor Inhibition 8.5 pIC50 - 1
pIC50 8.5 (IC50 3x10-9 M) [1]
cyclin dependent kinase 5 Hs Inhibitor Inhibition 7.5 pIC50 - 1
pIC50 7.5 (IC50 3x10-8 M) [1]
cyclin dependent kinase 1 Hs Inhibitor Inhibition 7.5 pIC50 - 1
pIC50 7.5 (IC50 3.3x10-8 M) [1]
cyclin dependent kinase 9 Hs Inhibitor Inhibition 7.1 pIC50 - 1
pIC50 7.1 (IC50 9x10-8 M) [1]
cyclin dependent kinase 7 Hs Inhibitor Inhibition 6.6 pIC50 - 1
pIC50 6.6 (IC50 2.5x10-7 M) [1]
mitogen-activated protein kinase 15 Hs Inhibitor Inhibition 6.5 pIC50 - 1
pIC50 6.5 (IC50 3.3x10-7 M) [1]