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).
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2D Structure
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Physico-chemical Properties
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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
SMILES / InChI / InChIKey
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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
InChI Key DIULHULFPSIBAK-TWBCTODHSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(4-amino-5-bromopyrrolo[2,3-d]pyrimidin-7-yl)-3,4-dihydroxyoxolan-2-yl]methylsulfanyl]butanoic acid
Database Links Click here for help
BindingDB Ligand 50431676
ChEMBL Ligand CHEMBL2349526
GtoPdb PubChem SID 178103597
PubChem CID 53339032
RCSB PDB Ligand SX0
Search Google for chemical match using the InChIKey DIULHULFPSIBAK-TWBCTODHSA-N
Search Google for chemicals with the same backbone DIULHULFPSIBAK
SynPHARM 83037 (in complex with DOT1 like histone lysine methyltransferase)
79339 (in complex with DOT1 like histone lysine methyltransferase)
UniChem Compound Search for chemical match using the InChIKey DIULHULFPSIBAK-TWBCTODHSA-N
UniChem Connectivity Search for chemical match using the InChIKey DIULHULFPSIBAK-TWBCTODHSA-N