Guanfacine is an alpha-A2 adrenergic receptor agonist used for the treatment of attention deficit hyperactivity disorder. Guanfacine also known as (N-(diaminomethylidene)-2-(2,6-dichlorophenyl) acetamide) and in this work it was investigated by interpreting physico-chemical, structural and biological properties using FT-Raman, FT-IR, NMR and UV–Visible spectral datum along with computational results. The optimized geometry of the molecular structure was sketched and deviation of parametric values has been interpreted. The vibrational analysis along with vibrational assignments was carried out to understand the impact of nitro, methylidine, chloro effects on acetamide base molecule to change in drug mechanism. The molecular charge population delocalization on par with substituent was analyzed and purpose of electron cloud accumulation on different entities was justified. The drug likeness score was calculated and bioavailability was tested. The enzymatic target investigation was made on theoretical results of HyperChem. The vibrational characteristics of the compound were evaluated and the chemical-patrician energy of bonds and their influences on drug property change were tested. Chemical reaction path mechanism was mapped to find the root cause of chemical kinetics to enable antimicrobial activity on the heart of Guanfacine molecule. The doubly degenerate interaction orbitals were viewed and the transitions assigned to facilitate the drug activity were studied. The toxicity profile was evaluated by opting enantiomer and validated by simulating VCD spectrograph. The Guanfacine docked into the active site of 5R7Y and 6MOJ indicates conceal antiviral activity, consistent with results from the PASS database. Using the autodock program, docking molecules (ligand-proteins) were simulated.