SJ988497   Click here for help

GtoPdb Ligand ID: 12310

Synonyms: compound 7 [PMID: 34110416] | SJ-988497
Compound class: Synthetic organic
Comment: SJ988497 is a PROTAC class degrader that targets Janus kinase 2 (JAK2) protein for proteosomal degradation [1]. It was designed for potential to treat cytokine receptor-like factor 2 (CRLF2)-rearranged acute lymphoblastic leukemia (ALL), based on evidence that overexpression of CRLF2 promotes activation of the JAK-STAT pathway in this form of ALL. The JAK2 binding moiety of SJ988497 is based on the portion of the JAK inhibitor baricitinib that interacts with the JAK2 tyrosine kinase domain. It ligates the target protein with the cereblon (CRBN) E3 ubiquitin ligase to induce ubiquitin-mediated proteosomal degradation.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 5
Rotatable bonds 14
Topological polar surface area 196.1
Molecular weight 688.29
XLogP 3.67
No. Lipinski's rules broken 2
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Canonical SMILES CCCn1ncc(c1)c1nc(Nc2ccc(cc2)C(=O)NCCCCNc2cccc3c2C(=O)N(C3=O)C2CCC(=O)NC2=O)nc2c1cc[nH]2
Isomeric SMILES CCCn1cc(cn1)c1c2cc[nH]c2nc(n1)Nc1ccc(cc1)C(=O)NCCCCNc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O
InChI InChI=1S/C36H36N10O5/c1-2-18-45-20-22(19-40-45)30-25-14-17-38-31(25)44-36(43-30)41-23-10-8-21(9-11-23)32(48)39-16-4-3-15-37-26-7-5-6-24-29(26)35(51)46(34(24)50)27-12-13-28(47)42-33(27)49/h5-11,14,17,19-20,27,37H,2-4,12-13,15-16,18H2,1H3,(H,39,48)(H,42,47,49)(H2,38,41,43,44)
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
IUPAC Name Click here for help
Synonyms Click here for help
compound 7 [PMID: 34110416] | SJ-988497
Database Links Click here for help
GtoPdb PubChem SID 479821101
PubChem CID 155599193
Search Google for chemical match using the InChIKey MPFPDTOOHBZQJD-UHFFFAOYSA-N
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UniChem Connectivity Search for chemical match using the InChIKey MPFPDTOOHBZQJD-UHFFFAOYSA-N