A Computational Study of Cytotoxicity of Substituted Amides of Pyrazine-2-carboxylic acids Using QSAR and DFT Based Molecular Surface Electrostatic Potential

Document Type: Research article


1 Department of Chemistry, Uloom and Tahghighat Branch, Islamic Azad University, Tehran, IR Iran.

2 Department of Chemistry, Arak Branch, Islamic Azad University, Arak, IR Iran.

3 Department of Chemistry, Payam Noor University, IR Iran.

4 Department of Chemistry, Shahr Rey Branch, Islamic Azad University, Tehran, IR Iran.

5 Department of Chemistry, Sharif University of Technology, Tehran, IR Iran.


Pyrazine derivatives are important class of compounds with diverse biological and cytotoxic activities and clinical applications. In this study, B3 p 86 / 6 – 31 + + G * was used to compute and map the molecular surface electrostatic potentials of a group of substituted amides of pyrazine-2-carboxylic acids to identify common features related to their subsequent cytotoxicities. Several statistical properties including potentials extrema (Vs ,min,Vs ,max), the average of positive electrostatic potential on the surface (Vs+), the average of V(r) over the surface (Vs) and the Lowest Unoccupied  Molecular Orbital (LUMO) and system cytotoxicities were computed. Statistically, the most significant correlation is a five -parameter equation with correlation coefficient, R² values of 0.922 and R²adj = 0.879. The obtained models allowed us to reveal cytotoxic activity of substituted amides of Pyrazine2- carboxcylic acid.


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