CP-10   Click here for help

GtoPdb Ligand ID: 11662

Compound class: Synthetic organic
Comment: CP-10 is a selective CDK6 degrading PROTAC [1]. It is a bifunctional molecule that combines the CDK4/6 inhibitor palbociclib, with the cereblon ligand pomalidomide. The pomalidomide moiety recruits E3 ubiquitin ligase machinery to the palbociclib-bound kinase protein, which leads to proteasomal degradation of CDK6. Selectivity of CP-10 appears to be cell line dependent, so CDK4 levels should be monitored to detect off-target activity, given palbociclib's selectivity profile for CDK6 and CDK4. CP-10 degrades mutant forms of CDK6 (e.g. CDK6D163G) as efficiently as it degrades wild-type kinase protein, and it induces degradation of CDK6 and CDK4 and inhibits the proliferation in palbociclib resistant cell lines.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 17
Hydrogen bond donors 3
Rotatable bonds 15
Topological polar surface area 231.77
Molecular weight 857.37
XLogP 2.51
No. Lipinski's rules broken 2
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Canonical SMILES O=Cc1c(C)c2cnc(nc2n(c1=O)C1CCCC1)Nc1ccc(cn1)N1CCN(CC1)Cc1nnn(c1)CCOCCNc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O
Isomeric SMILES Cc1c(c(=O)n(c2nc(ncc12)Nc1ncc(cc1)N1CCN(CC1)Cc1cn(nn1)CCOCCNc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O)C1CCCC1)C=O
InChI InChI=1S/C43H47N13O7/c1-26-31-22-46-43(49-38(31)55(28-5-2-3-6-28)41(61)32(26)25-57)47-35-11-9-29(21-45-35)53-16-14-52(15-17-53)23-27-24-54(51-50-27)18-20-63-19-13-44-33-8-4-7-30-37(33)42(62)56(40(30)60)34-10-12-36(58)48-39(34)59/h4,7-9,11,21-22,24-25,28,34,44H,2-3,5-6,10,12-20,23H2,1H3,(H,48,58,59)(H,45,46,47,49)
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Molecular structure representations generated using Open Babel