compound 20 [PMID: 34432979]   Click here for help

GtoPdb Ligand ID: 11726

Compound class: Synthetic organic
Comment: Compound 20 is a PROTAC that targets receptor-interacting serine/threonine protein kinase 2 (RIPK2) for degradation [1]. It promotes RIPK2 degradation by promoting the formation of a ternary complex between an E3 ligase (in this case an inhibitor of apoptosis (IAP) E3 ligase) and the target protein. Compound 20 inhibits TNFα release which is indicative of inhibition of RIPK2-induced transcriptional activation of inflammatory cytokine genes.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 19
Hydrogen bond donors 6
Rotatable bonds 23
Topological polar surface area 270.14
Molecular weight 1044.49
XLogP 4.43
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CN[C@H](C(=O)N[C@@H](C(C)(C)C)C(=O)N1C[C@H](C[C@H]1C(=O)Nc1c(F)cccc1F)NC(=O)c1ncc(nc1)N1CCN(CC1)CCCOc1cc2ncnc(c2cc1S(=O)(=O)C(C)(C)C)Nc1n[nH]c(c1C)C)C
Isomeric SMILES CN[C@@H](C)C(=O)N[C@H](C(=O)N1C[C@H](C[C@H]1C(=O)Nc1c(F)cccc1F)NC(=O)c1cnc(cn1)N1CCN(CCCOc2cc3ncnc(Nc4n[nH]c(C)c4C)c3cc2S(=O)(=O)C(C)(C)C)CC1)C(C)(C)C
InChI InChI=1S/C50H66F2N14O7S/c1-28-29(2)62-63-43(28)61-44-32-22-39(74(71,72)50(7,8)9)38(23-35(32)56-27-57-44)73-20-12-15-64-16-18-65(19-17-64)40-25-54-36(24-55-40)46(68)58-31-21-37(47(69)59-41-33(51)13-11-14-34(41)52)66(26-31)48(70)42(49(4,5)6)60-45(67)30(3)53-10/h11,13-14,22-25,27,30-31,37,42,53H,12,15-21,26H2,1-10H3,(H,58,68)(H,59,69)(H,60,67)(H2,56,57,61,62,63)/t30-,31-,37-,42+/m0/s1
InChI Key CHNBEZLJAQUZEX-LFRONEFISA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
Database Links Click here for help
GtoPdb PubChem SID 458923761
PubChem CID 134496515
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