Halogen-dependent electronic regulation of reactivity and acetylcholinesterase recognition in halomethyl acetates: a predictive DFT-docking framework

C NMR (GIAO), and TD-DFT UV-Vis spectra provide complementary fingerprints showing halogen-driven electronic modulation. Topological analyses (MEP, DOS, RDG/NCI/DORI) map the redistribution of electron density and weak interaction regions that rationalize the observed trends. Molecular docking against acetylcholinesterase (AChE; PDB: 1EVE) indicates a monotonic enhancement of binding affinity with increasing halogen polarizability, with bromomethyl acetate exhibiting the strongest predicted affinity. Collectively, these results establish a predictive structure reactivity recognition reasoning for halomethyl acetates and support their consideration as electrophile-tuned model systems for exploring substituent-dependent recognition tendencies.