PDD (pyridine-2,6-dicarbonyl dichloride) has been explored both experimentally and theoretically. Pyridines and their analogues are heterocyclic nitrogenous compounds that have a wide variety of applications in the development of anticancer medicines. These synthetic sources are utilised to treat many different types of disorders, including breast cancer, myeloid leukaemia, pancreatic cancer, liver cancer, and idiopathic pulmonary fibrosis. In this study, FT-IR, ¹H, ¹³C NMR, and UV-Vis spectra, as well as theoretical DFT calculations, were used to explore pyridine-2,6-dicarbonyl dichloride (PDD). The most stable optimized structure was found using the B3LYP/6-311++G(d,p) basis set, which was subsequently studied using FT-IR and NMR. Hirshfeld's surface analysis were presented and discussed. Chemical reactivity investigations, MEP maps, and surface area maps were also carried out. The vibrational assignments were completed using individual vibrational modes, which were then compared to experimental data. The docking studies were used to look into how the ligand PDD interacted with specific protein targets. In order to better visualise binding locations and the influence of the ligand on 4LB4 conformation, this system was also subjected to molecular dynamic simulations.