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
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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)
Bioactivity Comments
A-366 is >100-fold selective for EHMT1/2 compared to other methyltransferases [2].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
euchromatic histone lysine methyltransferase 1 Hs Inhibitor Inhibition 8.5 pIC50 - 1-2
pIC50 8.5 (IC50 3.8x10-8 M) [1-2]
euchromatic histone lysine methyltransferase 2 Primary target of this compound Hs Inhibitor Inhibition 8.5 pIC50 - 1-2
pIC50 8.5 (IC50 3.3x10-9 M) [1-2]