A-366   Click here for help

GtoPdb Ligand ID: 8238

Synonyms: A 366 | A366
PDB Ligand
Compound class: Synthetic organic
Comment: A-366 is a chemical probe for the activity of the histone methyltransferases (HMTs) EHMT2 (G9a) and EHMT1 (GLP), developed by the Structural Genomics Consortium (SGC) in collaboration with Abbvie [1-2].
Click here to link to the SGC's full list of epigenetics probes.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 60.08
Molecular weight 329.21
XLogP 2.11
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1cc2c(cc1OCCCN1CCCC1)N=C(C12CCC1)N
Isomeric SMILES COc1cc2c(cc1OCCCN1CCCC1)N=C(C12CCC1)N
InChI InChI=1S/C19H27N3O2/c1-23-16-12-14-15(21-18(20)19(14)6-4-7-19)13-17(16)24-11-5-10-22-8-2-3-9-22/h12-13H,2-11H2,1H3,(H2,20,21)
InChI Key BKCDJTRMYWSXMC-UHFFFAOYSA-N
References
1. SGC. 
A-366: a chemical Probe for G9a/GLP.
Accessed on 03/03/2015. Modified on 03/03/2015. thesgc.org, http://www.thesgc.org/chemical-probes/A-366
2. Sweis RF, Pliushchev M, Brown PJ, Guo J, Li F, Maag D, Petros AM, Soni NB, Tse C, Vedadi M et al.. (2014)
Discovery and development of potent and selective inhibitors of histone methyltransferase g9a.
ACS Med Chem Lett, 5 (2): 205-9. [PMID:24900801]