Hydrophobic pocket docking, double-proton prototropic tautomerism in contradiction to single-proton transfer in thione thiol Schiff base with triazole-thione moiety: Green synthesis, XRD and DFT-analysis
- Publication Type
- Original research
- Authors
difluorobenzylidene)amino)-2,4-dihydro-5-methyl-3H-1,2,4-triazole-3-thione Schiff base ligand was
described. XRD-single crystal analysis reflected the molecule occurs in an exo-thione tautomeric form in
solid state. Therefore, gaseous-phase prototropic thione thiol tautomerism occurrence probability via
single-proton intramigration and push/pull protons self-assemble double proton transfer exchange was
DFT-computed. The newly designed thione-tautomer was well-characterized by MS, FT-IR, CHN-EA, 19F,
1H, 13C NMR, and XRD analysis. High degree of matching was recorded by comparing the experiment XRD
exo-thione-tautomer structure parameters by their relatives DFT-optimized parameters. Moreover, the
computed MEP and HSA surface interactions were compared to H-bonds and p-p stack interactions
obtained by XRD-packing analyses. Docking studies reflected the compound as DNA strong hydrophobic
pocket binder.
- Title
- Journal of Molecular Structure
- Publisher
- elsiver
- Publisher Country
- Palestine
- Indexing
- Thomson Reuters
- Impact Factor
- 2.2
- Publication Type
- Both (Printed and Online)
- Volume
- 1180
- Year
- 2019
- Pages
- 10