valemetostat   Click here for help

GtoPdb Ligand ID: 12282

Synonyms: (R)-OR-S2 [2] | DS-3201 | DS3201 | Ezharmia®
Approved drug
valemetostat is an approved drug (Japan (2022))
Compound class: Synthetic organic
Comment: Valemetostat (DS-3201) is an orally bioavailable, S-adenosylmethionine (SAM)-competitive inhibitor of the histone methyltransferases enhancer of zeste homologue 1 and 2 (EZH1/EZH2) [2] that are responsible for tri-methylation of lysine 27 on histone H3 (H3K27me3) by the polycomb repressive complex 2 (PRC2). H3K27me3 is an epigenetic modification that represses transcription of tumour suppressor and cell differentiation genes). Valemetostat was developed to target cancers with ongogenic defects that are driven by excessive activity of EZH1 and EZH2 [4-5].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 83.66
Molecular weight 487.22
XLogP 5.25
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CN(C1CCC(CC1)[C@@]1(C)Oc2c(O1)c(C)c(cc2Cl)C(=O)NCc1c(C)cc([nH]c1=O)C)C
Isomeric SMILES Cc1cc(c(c(=O)[nH]1)CNC(=O)c1cc(c2c(c1C)O[C@@](O2)(C)C1CCC(CC1)N(C)C)Cl)C
InChI InChI=1S/C26H34ClN3O4/c1-14-11-15(2)29-25(32)20(14)13-28-24(31)19-12-21(27)23-22(16(19)3)33-26(4,34-23)17-7-9-18(10-8-17)30(5)6/h11-12,17-18H,7-10,13H2,1-6H3,(H,28,31)(H,29,32)/t17?,18?,26-/m1/s1
InChI Key SSDRNUPMYCFXGM-ZZHSESOFSA-N