BS-181   Click here for help

GtoPdb Ligand ID: 9405

PDB Ligand
Compound class: Synthetic organic
Comment: BS-181 is a selective inhibitor of cyclin dependent kinase 7 (CDK7) with antitumour activity in vivo (human xenografts in nude mice) [1]. Generally used as the hydrochloride salt (PubChem CID 49867928).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 80.27
Molecular weight 380.27
XLogP 4.8
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES NCCCCCCNc1cc(NCc2ccccc2)n2c(n1)c(cn2)C(C)C
Isomeric SMILES NCCCCCCNc1cc(NCc2ccccc2)n2c(n1)c(cn2)C(C)C
InChI InChI=1S/C22H32N6/c1-17(2)19-16-26-28-21(25-15-18-10-6-5-7-11-18)14-20(27-22(19)28)24-13-9-4-3-8-12-23/h5-7,10-11,14,16-17,25H,3-4,8-9,12-13,15,23H2,1-2H3,(H,24,27)
InChI Key DNYBIOICMDTDAP-UHFFFAOYSA-N
Bioactivity Comments
BS-181 is >40-fold selective for CDK7 compared to CDK1, 2, 4, 5, 6, or 9 [1].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
cyclin dependent kinase 7 Primary target of this compound Hs Inhibitor Inhibition 7.7 pIC50 - 1
pIC50 7.7 (IC50 2.1x10-8 M) [1]
Description: Evaluated using purified recombinant CDK7/CycH/MAT1 complex and measuring free ATP remaining in the reaction using a luciferase assay.
cyclin dependent kinase 2 Hs Inhibitor Inhibition 6.1 pIC50 - 1
pIC50 6.1 (IC50 8.8x10-7 M) [1]
Description: Evaluated using purified recombinant CDK2/cycE complex and measuring free ATP remaining in the reaction using a luciferase assay.