Synthesis, spectroscopic characterizations, DFT, molecular docking and molecular dynamics simulations of a novel 2-methyl-3H-benzimidazolo[1,2-b][1,2,4]triazepin-4(5H)-one

A novel compound named 2-methyl-3H-benzimidazolo[1,2-b][1,2,4]triazepin-4(5H)-one (C₁₁H₁₀N₄O) has been synthesized and characterized by spectroscopic techniques (FT-IR),UV–Vis,¹H NMR, ¹³C NMR and mass spectra. The optimized molecular structure analyses, vibrational wave numbers, ¹³C and ¹H NMR chemical shifts of the title molecule have been performed at DFT/B3LYP method with 6-31 + G(d,p) basis set. The electronic absorption wavelengths computed using B3LYP, B3P86 and PBE0 hybrid functional. The scaled vibrational modes, and the predicted ¹³C NMR and ¹H NMR chemical shifts are relatively in good agreement with the corresponding experimental ones. However, B3LYP, B3P86 and PBE0 hybrid functional fail in reproduction of experimental λ_MAX of the tilted compound and it is underestimated by the tested hybrid functionals with deviations to the experimental values of 30, 34 and 40 nm for B3LYP, B3P86 and PBE0, respectively. In addition, molecular docking and molecular dynamics simulations of titled compound were carried out to determine its binding modes and stability within the leucine-rich repeat kinase 2 active site.