BSJ-03-123   Click here for help

GtoPdb Ligand ID: 10532

Compound class: Synthetic organic
Comment: BSJ-03-123 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 the kinases for destruction via E3 ligase-mediated ubiquitination and proteasomal degradation. BSJ-03-123 is a palbociclib-based selective CDK6 degrader.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 18
Hydrogen bond donors 3
Rotatable bonds 22
Topological polar surface area 245.82
Molecular weight 936.41
XLogP 2.09
No. Lipinski's rules broken 2
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Canonical SMILES O=C(COc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O)NCCOCCOCCOCCN1CCN(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)NCCOCCOCCOCCN1CCN(CC1)c1ccc(nc1)Nc1ncc2c(n1)n(C1CCCC1)c(=O)c(c2C)C(=O)C
InChI InChI=1S/C47H56N10O11/c1-29-34-27-50-47(53-42(34)56(31-6-3-4-7-31)45(63)40(29)30(2)58)51-37-12-10-32(26-49-37)55-17-15-54(16-18-55)19-21-66-23-25-67-24-22-65-20-14-48-39(60)28-68-36-9-5-8-33-41(36)46(64)57(44(33)62)35-11-13-38(59)52-43(35)61/h5,8-10,12,26-27,31,35H,3-4,6-7,11,13-25,28H2,1-2H3,(H,48,60)(H,52,59,61)(H,49,50,51,53)
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
IUPAC Name Click here for help
Database Links Click here for help
GtoPdb PubChem SID 387065614
PubChem CID 137628658
Search Google for chemical match using the InChIKey LUHCYAOYQIFNRN-UHFFFAOYSA-N
Search Google for chemicals with the same backbone LUHCYAOYQIFNRN
UniChem Compound Search for chemical match using the InChIKey LUHCYAOYQIFNRN-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey LUHCYAOYQIFNRN-UHFFFAOYSA-N

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BSJ-03-123 (links to external site)
Cat. No. 6921