AZ14117230   Click here for help

GtoPdb Ligand ID: 11784

Synonyms: AZ-14117230 | compound 2 [PMID: 31786184] | EED PROTAC 1 [1]
Compound class: Synthetic organic
Comment: AZ14117230 is a proteolysis-targeting chimera (PROTAC) molecule that targets the embryonic ectoderm development (EED) protein for degradation by promoting ternary complex formation with the VHL E3 ubiquitin ligase [1]. A second EED PROTAC (AZ14118579, compound 3) is also reported in the Hsu et al. article [1]. EED is a subunit of the PRC2 complex (alongside EZH2 and SUZ12) that promotes tumourigenesis by driving aberrant hypermethylation of H3K27.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 15
Hydrogen bond donors 5
Rotatable bonds 23
Topological polar surface area 246.2
Molecular weight 959.43
XLogP 6.7
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES O[C@H]1CN([C@@H](C1)C(=O)NCc1ccc(cc1)c1scnc1C)C(=O)[C@H](C(C)(C)C)NC(=O)CCCCNC(=O)CCc1ccc(c(n1)C)c1cnc(n2c1nnc2)NCc1c(F)ccc2c1CCO2
Isomeric SMILES Fc1ccc2c(CCO2)c1CNc1ncc(c2n1cnn2)c1ccc(nc1C)CCC(=O)NCCCCC(=O)N[C@H](C(=O)N1[C@@H](C[C@H](C1)O)C(=O)NCc1ccc(cc1)c1c(ncs1)C)C(C)(C)C
InChI InChI=1S/C50H58FN11O6S/c1-29-35(38-25-55-49(62-27-57-60-46(38)62)54-24-37-36-19-21-68-41(36)17-16-39(37)51)15-13-33(58-29)14-18-42(64)52-20-7-6-8-43(65)59-45(50(3,4)5)48(67)61-26-34(63)22-40(61)47(66)53-23-31-9-11-32(12-10-31)44-30(2)56-28-69-44/h9-13,15-17,25,27-28,34,40,45,63H,6-8,14,18-24,26H2,1-5H3,(H,52,64)(H,53,66)(H,54,55)(H,59,65)/t34-,40+,45-/m1/s1
InChI Key CQSOTYMFUWTIIR-HUSBZTEESA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
IUPAC Name Click here for help
(2S,4R)-1-[(2S)-2-[5-[3-[5-[5-[(5-fluoro-2,3-dihydro-1-benzofuran-4-yl)methylamino]-[1,2,4]triazolo[4,3-c]pyrimidin-8-yl]-6-methylpyridin-2-yl]propanoylamino]pentanoylamino]-3,3-dimethylbutanoyl]-4-hydroxy-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide
Synonyms Click here for help
AZ-14117230 | compound 2 [PMID: 31786184] | EED PROTAC 1 [1]
Database Links Click here for help
GtoPdb PubChem SID 458923819
PubChem CID 145925664
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