compound 11 [PMID: 37449845]   Click here for help

GtoPdb Ligand ID: 12803

Synonyms: NUCC-0226543
Compound class: Synthetic organic
Comment: This compound is a VHL-based PROTAC degrader that targets the oncotarget tissue transglutaminase (TG2) [1]. It promotes proteasome-mediated TG2 degradation by inducing the formation of a ternary complex with the target and the VHL E3 ligase complex that ubiquitinates the TG2.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 19
Hydrogen bond donors 5
Rotatable bonds 35
Topological polar surface area 251.64
Molecular weight 1052.29
XLogP 0.79
No. Lipinski's rules broken 3

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES CC1=NC(=NC(=C1)N(C)CCOCCOCCOCCOCCOCCC(=O)N[C@H](C(=O)N2C[C@@H](C[C@H]2C(=O)NCC3=CC=C(C=C3)C4=C(C)N=CS4)O)C(C)(C)C)NC5=CC=C(C=C5)NC(=O)CC6=CC=CC=C6
Isomeric SMILES CN(CCOCCOCCOCCOCCOCCC(=O)N[C@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)NCC2=CC=C(C=C2)C3=C(C)N=CS3)C(C)(C)C)C4=CC(C)=NC(NC5=CC=C(NC(=O)CC6=CC=CC=C6)C=C5)=N4
InChI InChI=1S/C55H73N9O10S/c1-38-32-47(61-54(58-38)60-44-18-16-43(17-19-44)59-49(67)33-40-10-8-7-9-11-40)63(6)21-23-71-25-27-73-29-31-74-30-28-72-26-24-70-22-20-48(66)62-51(55(3,4)5)53(69)64-36-45(65)34-46(64)52(68)56-35-41-12-14-42(15-13-41)50-39(2)57-37-75-50/h7-19,32,37,45-46,51,65H,20-31,33-36H2,1-6H3,(H,56,68)(H,59,67)(H,62,66)(H,58,60,61)/t45-,46+,51-/m1/s1
InChI Key MYUZJYLLOWISNU-WXTQVCCASA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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