disulfiram   Click here for help

GtoPdb Ligand ID: 7168

Synonyms: Antabuse® | NSC-25953
Approved drug
disulfiram is an approved drug (FDA (1951))
Compound class: Synthetic organic
Comment: Disulfiram inhibits acetaldehyde dehydrogenase to expedite acetaldehyde accumulation and rapid onset (within 5-10 minutes of alcohol intake) of the unpleasant effects typical of a hangover.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 9
Topological polar surface area 121.26
Molecular weight 296.05
XLogP 3.24
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCN(C(=S)SSC(=S)N(CC)CC)CC
Isomeric SMILES CCN(C(=S)SSC(=S)N(CC)CC)CC
InChI InChI=1S/C10H20N2S4/c1-5-11(6-2)9(13)15-16-10(14)12(7-3)8-4/h5-8H2,1-4H3
InChI Key AUZONCFQVSMFAP-UHFFFAOYSA-N
Bioactivity Comments
In in vitro studies using recombinant rat Aldh2, the IC50 for disulfiram inhibition was 36.4μM [1]. However, we have been unable to find affinity data for this drug at human ALDH2, so have not tagged this as the primary drug target.
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
aldehyde dehydrogenase 2 family member Rn Inhibitor Inhibition 4.4 pIC50 - 1
pIC50 4.4 (IC50 3.64x10-5 M) [1]