THAL-SNS-032   Click here for help

GtoPdb Ligand ID: 10547

Compound class: Synthetic organic
Comment: THAL-SNS-032 is a cereblon (CRBN)-engaging degrader of the CDK9 kinase protein [1]. It is a bifunctional molecule that simultaneously engages the CDK protein (via the multi-targeting kinase inhibitor BMS-387032, a.k.a. SNS-032) and cereblon (via a thalidomide derivative) to promote E3 ligase-mediated ubiquitination and proteasomal degradation of the target CDK. Hybrid molecules with this action can be described as PROTACs (proteolysis targeting chimeras).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 17
Hydrogen bond donors 4
Rotatable bonds 24
Topological polar surface area 277.17
Molecular weight 868.32
XLogP -1.16
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES O=C(CN1CCC(CC1)C(=O)Nc1ncc(s1)SCc1ncc(o1)C(C)(C)C)NCCOCCOCCOCCNc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O
Isomeric SMILES O=C(CN1CCC(CC1)C(=O)Nc1ncc(s1)SCc1ncc(o1)C(C)(C)C)NCCOCCOCCOCCNc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O
InChI InChI=1S/C40H52N8O10S2/c1-40(2,3)29-21-43-32(58-29)24-59-33-22-44-39(60-33)46-35(51)25-9-13-47(14-10-25)23-31(50)42-12-16-56-18-20-57-19-17-55-15-11-41-27-6-4-5-26-34(27)38(54)48(37(26)53)28-7-8-30(49)45-36(28)52/h4-6,21-22,25,28,41H,7-20,23-24H2,1-3H3,(H,42,50)(H,44,46,51)(H,45,49,52)
InChI Key BXDZOYLPNAIDOC-UHFFFAOYSA-N
References
1. Olson CM, Jiang B, Erb MA, Liang Y, Doctor ZM, Zhang Z, Zhang T, Kwiatkowski N, Boukhali M, Green JL et al.. (2018)
Pharmacological perturbation of CDK9 using selective CDK9 inhibition or degradation.
Nat. Chem. Biol., 14 (2): 163-170. [PMID:29251720]