bromo-deaza-SAH   Click here for help

GtoPdb Ligand ID: 7018

PDB Ligand
Compound class: Synthetic organic
Comment: Bromo-deaza-SAH is a small molecule inhibitor of the chromatin modifying enzymes DOT1-like histone H3K79 methyltransferase (DOT1L) and DNA (cytosine-5-)-methyltransferase 1 (DNMT1).
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 9
Hydrogen bond donors 5
Rotatable bonds 7
Topological polar surface area 195.04
Molecular weight 461.04
XLogP -1.65
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES OC(=O)C(CCSCC1OC(C(C1O)O)n1cc(c2c1ncnc2N)Br)N
Isomeric SMILES OC(=O)[C@H](CCSC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc(c2c1ncnc2N)Br)N
InChI InChI=1S/C15H20BrN5O5S/c16-6-3-21(13-9(6)12(18)19-5-20-13)14-11(23)10(22)8(26-14)4-27-2-1-7(17)15(24)25/h3,5,7-8,10-11,14,22-23H,1-2,4,17H2,(H,24,25)(H2,18,19,20)/t7-,8+,10+,11+,14+/m0/s1
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
DOT1 like histone lysine methyltransferase Hs Inhibitor Inhibition 7.4 pKi - 4
pKi 7.4 (Ki 3.8x10-8 M) [4]
DNA methyltransferase 1 Hs Inhibitor Inhibition 6.0 pKi - 4
pKi 6.0 (Ki 9.5x10-7 M) [4]
DOT1 like histone lysine methyltransferase Hs Inhibitor Inhibition 7.1 pIC50 - 4
pIC50 7.1 (IC50 7.7x10-8 M) [4]