Synthesis, spectral, Hirshfeld surface analysis, DFT, molecular docking and ADMET properties of (E)-4-fluoro-N'-(4-hydroxy-3-methoxy benzylidene) benzohydrazide (EFHMBH)

The synthesis, characterization, and theoretical studies of the E)-4-fluoro-N'-(4-hydroxy-3-methoxybenzylidene) benzohydrazide (EFHMBH), have been reported in this study. The Single Crystal XRD, FT-IR, FT-Raman, and UV-Vis techniques were carried out to study the structural, and optical properties of the grown crystals. The molecular structure has been characterized by room-temperature single-crystal X-ray diffraction study which reveals that it has an angular shape with intramolecular and intermolecular hydrogen bonding. Crystal data for the title compound, C15H14FN2O4 (M = 305.28 g mol-1): monoclinic, space group P21/n, a = 8.0205 (6)& Aring;, b = 17.0685 (13)& Aring;, c = 10.9378 (9)& Aring;, ss = 105.277 (3)degrees, V = 1452.9 (2) & Aring;3, Z = 4, Dcalc = 1.396 Mg/m3, 21,326 reflections measured,4245 unique (Rint = 0.048) which were used in all calculations. The Hirshfeld surface analysis of the title compound shows that O...H/H...O(21.6 %), H...C/C...H(15.8 %), F...H/H...F(8.3 %), C...C (7.3 %) respectively, which exposed that the main intermolecular interactions. The geometrical optimization and the theoretical vibrational analysis are performed at B3LYP/6-31 ++ G(d,p) computational level under density functional theory (DFT) and correlated with experimental data. The HOMO-LUMO energy gap in the title compound is 4.0113 eV. The molecular electrostatic potential of the investigated compound has also been studied. The molecular docking analysis is performed against human HMG-CoA reductase-related target proteins, which shows better inhibitory activity of EFHMBH against the 1DQA receptor with the binding energy of -4.31 kcal/mol. Furthermore, to analysis, the physiochemical and pharmacokinetic features of EFHMBH are analyzed using the preADME online server.