Modafinil is a wakefulness-promoting agent used for treatment of disorders such as narcolepsy, Sleep disorders and excessive daytime sleepiness associated with obstructive sleep apnea. It has also been seen widespread psychostimulant used as a purported cognition-enhancing agent. IR and FT-Raman spectrum of Modafinil was analyzed. The vibrational wavenumber were computed using Density Functional Theory. The data obtained from wavenumber calculations are used to assign the vibrational bands obtained in the IR and Raman spectrum. The bond length and bond angles of the title compound are computed. NBO analysis, HOMO__ampersandsignndash;LUMO, first and second order hyperpolarizability and molecular electrostatic potential results are also reported. PASS analysis of the Modafinil predicts sleep disorders treatment, activity with Pa (probability to be active) value of 0.822. Molecular docking studies exhibit the posing of ligand with the protein.