A-395 hydrochloride

Name: A-395 hydrochloride
CAS#: 2089148-72-9 (free base)
Chemical Formula: C26H38Cl3FN4O2S
Exact Mass: 486.2465
Molecular Weight: 596.02
Elemental Analysis: C, 52.39; H, 6.43; Cl, 17.84; F, 3.19; N, 9.40; O, 5.37; S, 5.38

Description: A-395 is a potent and selective EED inhibitor. A-395 includes potent binding to EED with Ki = 0.4 nM, inhibits the PRC2 complex with IC50 = 34 nM for methylation of H3K27 and greater than 100-fold selectivity over other histone methyltransferases and non-epigenetic targets. In cellular assays, A-395 inhibits the PRC2 complex (thus inhibiting the formation of H3K27me3) with IC50 = 90 nM (RD rhabdoid tumor cell line; 3 days). A-395 represents a first-in-class antagonist of PRC2 protein-protein interactions (PPI) for use as a chemical probe to investigate the roles of EED-containing protein complexes.

Synonym: A-395; A 395; A395; A-395 hydrochloride; A-395 HCl

IUPAC/Chemical Name: (3R,4S)-1-(7-fluoro-2,3-dihydro-1H-inden-1-yl)-N,N-dimethyl-4-(4-(4-(methylsulfonyl)piperazin-1-yl)phenyl)pyrrolidin-3-amine trihydrochloride

InChi Key: XLWXECXZKIBPKF-WLAAUKAYSA-N

InChi Code: InChI=1S/C26H35FN4O2S.3ClH/c1-28(2)25-18-30(24-12-9-20-5-4-6-23(27)26(20)24)17-22(25)19-7-10-21(11-8-19)29-13-15-31(16-14-29)34(3,32)33;;;/h4-8,10-11,22,24-25H,9,12-18H2,1-3H3;3*1H/t22-,24?,25+;;;/m1.../s1

SMILES Code: O=S(N1CCN(C2=CC=C([C@@H]3[C@@H](N(C)C)CN(C4CCC5=C4C(F)=CC=C5)C3)C=C2)CC1)(C)=O.[H]Cl.[H]Cl.[H]Cl

Appearance: Solid powder