MS132   Click here for help

GtoPdb Ligand ID: 13043

Synonyms: compound 11 [PMID: 38019706] | MS-132 | XF056-132
Compound class: Synthetic organic
Comment: MS132 is a von Hippel-Lindau (VHL)-recruiting WDR5 PROTAC degrader [1]. It induces the formation of the WDR5-MS132-VCB (E3 ubiquitin ligase) ternary complex which promotes WDR5 proteasomal degradation. In pancreatic cancer cells, reduction of WDR5 protein disrupts its interactions with partner oncoproteins in its role as a core chromatin-regulatory scaffolding protein, and this produces an antiproliferative effect in these cells.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 16
Hydrogen bond donors 6
Rotatable bonds 20
Topological polar surface area 230.18
Molecular weight 1016.12
XLogP 2.31
No. Lipinski's rules broken 4
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Canonical SMILES C[C@@H]1CN(C[C@H](C)N1C)C2=C(C=C(C=C2)C3=CC(=CC=C3F)C(=O)NCC(=O)N[C@H](C(=O)N4C[C@@H](C[C@H]4C(=O)NCC5=CC=C(C=C5)C6=C(C)N=CS6)O)C(C)(C)C)NC(=O)C7=CNC(=O)C=C7C(F)(F)F
Isomeric SMILES CN1[C@H](C)CN(C[C@@H]1C)C2=C(NC(C3=CNC(C=C3C(F)(F)F)=O)=O)C=C(C4=CC(C(NCC(N[C@@H](C(C)(C)C)C(N5[C@H](C(NCC6=CC=C(C7=C(C)N=CS7)C=C6)=O)C[C@@H](O)C5)=O)=O)=O)=CC=C4F)C=C2
InChI InChI=1S/C51H57F4N9O7S/c1-27-23-63(24-28(2)62(27)7)40-15-13-32(17-39(40)60-47(69)36-21-56-42(66)19-37(36)51(53,54)55)35-16-33(12-14-38(35)52)46(68)58-22-43(67)61-45(50(4,5)6)49(71)64-25-34(65)18-41(64)48(70)57-20-30-8-10-31(11-9-30)44-29(3)59-26-72-44/h8-17,19,21,26-28,34,41,45,65H,18,20,22-25H2,1-7H3,(H,56,66)(H,57,70)(H,58,68)(H,60,69)(H,61,67)/t27-,28+,34-,41+,45-/m1/s1
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Molecular structure representations generated using Open Babel