BSJ-03-204   Click here for help

GtoPdb Ligand ID: 10530

Compound class: Synthetic organic
Comment: BSJ-03-204 is a PROTAC (proteolysis targeting chimera) [1]. It is a hybrid molecule that simultaneously inhibits CDK4/CDK6 kinase activity and recruits E3 ligase CRL4CRBN to target these kinases for destruction via E3 ligase-mediated ubiquitination and proteasomal degradation. The CDK4/CDK6 inhibitor palbociclib is linked to an imide-based cereblon ligand via a linker molecule. BSJ-03-204 has an oxylamide in place of the thalidomide aryl amine nitrogen, and this blocks degradation of IKZF1 and IKZF3 (which are known targets of imides and some imide‐based degraders).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 15
Hydrogen bond donors 3
Rotatable bonds 15
Topological polar surface area 218.13
Molecular weight 832.37
XLogP 3.37
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES O=C(COc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O)NCCCCN1CCN(CC1)c1ccc(nc1)Nc1ncc2c(n1)n(C1CCCC1)c(=O)c(c2C)C(=O)C
Isomeric SMILES O=C(COc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O)NCCCCN1CCN(CC1)c1ccc(nc1)Nc1ncc2c(n1)n(C1CCCC1)c(=O)c(c2C)C(=O)C
InChI InChI=1S/C43H48N10O8/c1-25-30-23-46-43(49-38(30)52(27-8-3-4-9-27)41(59)36(25)26(2)54)47-33-14-12-28(22-45-33)51-20-18-50(19-21-51)17-6-5-16-44-35(56)24-61-32-11-7-10-29-37(32)42(60)53(40(29)58)31-13-15-34(55)48-39(31)57/h7,10-12,14,22-23,27,31H,3-6,8-9,13,15-21,24H2,1-2H3,(H,44,56)(H,48,55,57)(H,45,46,47,49)
InChI Key KDMOCOWXLQOXEB-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
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GtoPdb PubChem SID 387065612
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