daminozide   Click here for help

GtoPdb Ligand ID: 7025

Synonyms: B 995 | DMASA | SADH
PDB Ligand
Compound class: Synthetic organic
Comment: Daminozide was used as a plant growth regulator but was withdrawn from use following public concern over risks to health posed by long term exposure, although the evidence of the level of risk is controversial. Investigations are now under way to assess the utility of daminozide as a histone demethylase inhibitor [1].
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 5
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 69.64
Molecular weight 160.08
XLogP -1.14
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CN(NC(=O)CCC(=O)O)C
InChI InChI=1S/C6H12N2O3/c1-8(2)7-5(9)3-4-6(10)11/h3-4H2,1-2H3,(H,7,9)(H,10,11)
No information available.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Daminozide is a highly selective inhibitor of the KDM2/7 family of human JmjC histone demethylases [1]. This subfamily of demethylasaes uses 2-oxoglutarate (2OG) as a cosubstrate and includes KDM2A, 2B and 7A as well as PHF8. Daminozide binds within the 2OG binding site and chelates the iron ion located in this pocket, thus blocking enzyme activity .