Computational study of geometry, polarizability, hyperpolarizability and molecular docking studies of naproxen

Abstract

A computational assessment of geometry, molecular electrostatic potential (MESP), Mulliken charge
distribution, polarizability, hyperpolarizability and molecular docking study of naproxen with human COX-2 enzyme
were conducted. B3LYP level of theory using 6-31G(d,p) basis set was used to optimize the structure of naproxen.
The default Polarizable Continuum Model (PCM) of Gaussian09 software was applied for all calculations involving
solvents, water and n-octanol. Almost all bond lengths and angles of naproxen agree very well with the X-ray crystal
structure suggesting that the molecule is well described with B3LYP/6-31G(d,p) level of theory. The polarizability
and first order hyperpolarizability were increased with the increase of solvent polarity. Moreover, docking study
revealed that naproxen interacts with human COX-2 enzyme at a binding affinity of -8.2 kcal/mol forming one
hydrogen bond with TYR354.