Therapeutical Potential of Imines; Synthesis, Single Crystal Structure, Computational, Molecular Modeling, and ADMET Evaluation

Imines are multipurpose
pharmacophores, simply accessible compounds,
and have a broad range of usage in several areas of chemistry especially
in medicine. Two novel compound imines, (E)-4-methyl-2-((o-tolylimino)­methyl)­phenol (1) and (E)-2-(((4-methoxybenzyl)­imino)­methyl)-4-methylphenol (2), were synthesized with effective product via reported protocol
in the literature. Single crystal X-ray diffraction (SCXRD) was employed
for structural exposition, disclosing that both compounds are orthorhombic.
To optimize the newly designed imines, a B3LYP functional with a basis
set 6-31G­(d,p) was mainly considered. DFT results were utilized to
check correlation between the data recovered from SCXRD outcomes and
also to measure the energy difference. Hirshfeld surface study was
done to demonstrate the intermolecular contacts along the percentage
of interaction in the overall crystalline compound. Molecular operating
environment program was tested against AChE and BChE enzymes to perform
a modeling study of the compounds. The docking score and binding affinity
of the compounds revealed that 2 showed comparatively
more inhibition than 1. In silico ADMET
studies exposed the physiochemical nature of these novel compounds,
and it also unveiled that both compounds behaved as drug-like candidates.