Spectroscopic, Solvation Effects and MD Simulation of an Adamantane-Carbohydrazide Derivative, a Potential Antiviral Agent

Abstract

The spectroscopic, solvent effects, reactivity and MD simulations of N'-[(1E)-(2,6-dichlorophenyl-methylidene]adamantane-1-carbohydrazide (DMC) are reported. Solvation free energies of DMC in chloroform, ethanol and acetonitrile are −21.96, −24.39 and −12.31 kcal/mol and ethanol may be better for the solubilization. Electron donating and electron accepting powers are somewhat lower in solution, revealing a certain increase in the tendency to receiving electrons and a decrease in donate electrons in solution, except in acetonitrile, in which showed slightly higher values then in vacuum. ALIE surface show that regions where low energy is required to remove electrons are on benzene ring, chlorine atoms and N5. DMC is forming good contacts with protein's binding site residues and is important in the complex's stability showing antiviral activity.

Keywords:

• DFT
• MD simulations
• solvent effect
• carbohydrazide

Declarations

Author’s contributions

Conceptualization, Methodology, Writing original draft, Writing-review and editing: Lamya H. Al-Wahaibi, Mohnad Abdalla, Y. Sheena Mary, Y. Shyma Mary, Renyer Alves Costa, Meenakshi Rana, Ali A. El-Emam, Hanan M. Hassan, Nora H. Al-Shaalan.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This research was funded by the Deanship of Scientific Research at Princess Nourah bint Abdulrahman University through the Research Groups Program (Grant No. RGP-1442-0010-5).