SZUH280   Click here for help

GtoPdb Ligand ID: 12356

Synonyms: compound 16e [PMID: 36516047] | SZUH-280
Compound class: Synthetic organic
Comment: SZUH280 is a PROTAC type degrader of the epigenetic regulator histone deacetylase 8 (HDAC8) protein [5]. Structurally it is a chimeric molecule containing the HDAC8 inhibitor PCI-34051 [1], linked to the cereblon (CRBN)-binding ligand pomalidomide to direct the HDAC8 protein for ubiquitination and proteasomal degradation. HDAC8 is an oncology drug target whose expression is upregulated in a range of aggressive cancers. Selective inhibtion of HDAC8 [4], or downregulation through protein degradation [2-3,6] is being widely investigated for anti-tumour potential. SZUH280 is an HDAC8 degrading tool that promotes solid tumour regression in vivo.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 4
Rotatable bonds 15
Topological polar surface area 199.01
Molecular weight 706.25
XLogP 2.23
No. Lipinski's rules broken 2
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Canonical SMILES ONC(=O)c1ccc2c(c1)n(cc2)Cc1ccc(cc1)OCCOCCn1nnc(c1)CNc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O
Isomeric SMILES O=C(NO)c1ccc2c(n(Cc3ccc(OCCOCCn4cc(CNc5cccc6C(=O)N(C7C(=O)NC(=O)CC7)C(=O)c56)nn4)cc3)cc2)c1
InChI InChI=1S/C36H34N8O8/c45-31-11-10-29(34(47)38-31)44-35(48)27-2-1-3-28(32(27)36(44)49)37-19-25-21-43(41-39-25)14-15-51-16-17-52-26-8-4-22(5-9-26)20-42-13-12-23-6-7-24(18-30(23)42)33(46)40-50/h1-9,12-13,18,21,29,37,50H,10-11,14-17,19-20H2,(H,40,46)(H,38,45,47)
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 16e [PMID: 36516047] | SZUH-280
Database Links Click here for help
GtoPdb PubChem SID 479821147
PubChem CID 166642477
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