A-395   Click here for help

GtoPdb Ligand ID: 9525

Compound class: Synthetic organic
Comment: A-395 potently binds the embryonic ectoderm development protein (EED) [1], a protein with a scaffolding function and an H3K27me3-binding function. A-395 inhibits this latter function by binding in the H3K27me3-binding pocket of EED. This action prevents allosteric activation of the catalytic activity of the EED-containing polycomb repressive complex 2 (PRC2). A-395 is one of the chemical tools in the Structural Genomics Consortium's Epigenetic Probes Library. and was developed in collaboration with Abbvie.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 55.48
Molecular weight 486.25
XLogP 3.23
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CN(C1CN(CC1c1ccc(cc1)N1CCN(CC1)S(=O)(=O)C)C1CCc2c1c(F)ccc2)C
Isomeric SMILES CN([C@H]1CN(C[C@@H]1c1ccc(cc1)N1CCN(CC1)S(=O)(=O)C)C1CCc2c1c(F)ccc2)C
InChI InChI=1S/C26H35FN4O2S/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/t22-,24?,25+/m1/s1
InChI Key REVJNSVNICWODC-KIDMSAQOSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(3R,4S)-1-(7-fluoro-2,3-dihydro-1H-inden-1-yl)-N,N-dimethyl-4-[4-(4-methylsulfonylpiperazin-1-yl)phenyl]pyrrolidin-3-amine
Database Links Click here for help
GtoPdb PubChem SID 336446911
PubChem CID 123132213
Search Google for chemical match using the InChIKey REVJNSVNICWODC-KIDMSAQOSA-N
Search Google for chemicals with the same backbone REVJNSVNICWODC
Search UniChem for chemical match using the InChIKey REVJNSVNICWODC-KIDMSAQOSA-N
Search UniChem for chemicals with the same backbone REVJNSVNICWODC
SynPHARM 84279 (in complex with embryonic ectoderm development)