Crystal structure analysis,biological evaluation by docking and DFT studies of a novel schiff base

Molecular structure of a diol-terminated schiff base,4-((4-(4-(3-ethoxy-4- hydroxybenzylideneamino)phenoxy)phenylimino)mriethyl)-2-ethoxyphenol (sb) was studied by single-crystal x-ray diffraction and calculated by using the density functional theory (dft) method with 6-31g (d) basis set. sb crystallizes in a tetragonal system in the i41/a space group. the crystal structure is mediated by the ethanol as solvent molecules. the thermal analysis data shows that the sb is stable upto ca. 372 °c. the calculated molecular geometries and the vibration frequencies in the ground state have been compared with the experimental data. the results show that the optimized geometries can reproduce well the crystal structural parameters,and the theoretical vibration frequencies show good agreement with the experimental data,although the experimental data is slightly different from the theoretical ones due to the intermolecular forces. besides,the molecular electrostatic potential (mep) and the frontier molecular orbital (fmo) analysis of the compounds were investigated by theoretical calculations. molecular docking along with the quantitative structure activity relationship (qsar) investigations showed groove binding as a preferred mode between sb- double stranded dna(pdb id-1bna). binding strength indicated worthy correlation with various physicochemical parameters like hydrophobic surface area (vsurf),ehomo,elumo,log p and molar refractivity (mr). formation constant (kf) showed good binding strength for sb-dna complex,thus,could be studied further as anticancer drugs.