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CP-10 - CAS 2366268-80-4

Inquiry

It is a potent PROTAC with specific and significant CDK4 and CDK6 degradation potential, generated by linking the CDK6 inhibitor palbociclib with the E3 ligase CRBN recruiter pomalidomide. It strongly inhibits the proliferation of hematopoietic cancer cells, including multiple myeloma and robustly degraded copy-amplified/mutated forms of CDK6.

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Molecular Formula

C44H49N13O7

Molecular Weight

871.94

CP-10

- Specification
  - IUPAC Name
    
    4-[2-[2-[4-[[4-[6-[(6-acetyl-8-cyclopentyl-5-methyl-7-oxopyrido[2,3-d]pyrimidin-2-yl)amino]pyridin-3-yl]piperazin-1-yl]methyl]triazol-1-yl]ethoxy]ethylamino]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
    
    Synonyms
    
    CDK6 degrader CP-10; 4-((2-(2-(4-((4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)methyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethyl)amino)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione; 1H-Isoindole-1,3(2H)-dione, 4-[[2-[2-[4-[[4-[6-[(6-acetyl-8-cyclopentyl-7,8-dihydro-5-methyl-7-oxopyrido[2,3-d]pyrimidin-2-yl)amino]-3-pyridinyl]-1-piperazinyl]methyl]-1H-1,2,3-triazol-1-yl]ethoxy]ethyl]amino]-2-(2,6-dioxo-3-piperidinyl)-; 4-[[2-[2-[4-[[4-[6-[(6-Acetyl-8-cyclopentyl-7,8-dihydro-5-methyl-7-oxopyrido[2,3-d]pyrimidin-2-yl)amino]-3-pyridinyl]-1-piperazinyl]methyl]-1H-1,2,3-triazol-1-yl]ethoxy]ethyl]amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
- Properties
  - Density
    
    1.55±0.1 g/cm3
    
    InChI Key
    
    PACRWHUPEPCFHX-UHFFFAOYSA-N
    
    InChI
    
    InChI=1S/C44H49N13O7/c1-26-32-23-47-44(50-39(32)56(29-6-3-4-7-29)42(62)37(26)27(2)58)48-35-12-10-30(22-46-35)54-17-15-53(16-18-54)24-28-25-55(52-51-28)19-21-64-20-14-45-33-9-5-8-31-38(33)43(63)57(41(31)61)34-11-13-36(59)49-40(34)60/h5,8-10,12,22-23,25,29,34,45H,3-4,6-7,11,13-21,24H2,1-2H3,(H,49,59,60)(H,46,47,48,50)
    
    Canonical SMILES
    
    CC1=C(C(=O)N(C2=NC(=NC=C12)NC3=NC=C(C=C3)N4CCN(CC4)CC5=CN(N=N5)CCOCCNC6=CC=CC7=C6C(=O)N(C7=O)C8CCC(=O)NC8=O)C9CCCC9)C(=O)C
- Reference Reading
  - 1. Potent and preferential degradation of CDK6 via proteolysis targeting chimera degraders.
    
    Su, S., Yang, Z., Gao, H., Yang, H., Zhu, S., An, Z., Wang, J., Li, Q., Chandarlapaty, S., Deng, H. and Wu, W., 2019. Journal of medicinal chemistry, 62(16), pp.7575-7582.
    
    A focused PROTAC library hijacking cancer therapeutic target CDK6 was developed. A design principle as "match/mismatch" was proposed for understanding the degradation profile differences in these PROTACs. Notably, potent PROTACs with specific and remarkable CDK6 degradation potential were generated by linking CDK6 inhibitor palbociclib and E3 ligase CRBN recruiter pomalidomide. The PROTAC strongly inhibited proliferation of hematopoietic cancer cells including multiple myeloma and robustly degraded copy-amplified/mutated forms of CDK6, indicating future potential clinical applications.

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