Tyrosinase plays a crucial role in the biosynthetic pathway of melanogenesis, the process through which melanin, the pigment responsible for the color of skin, hair, and eyes, is produced in humans. A series of chemical compounds were assessed through computational methods to predict the best chemical hits that might potentially inhibit the tyrosinase activity in the enzyme screening assay. Multiple computational tools and servers were used to check the chemoinformatic and drug-like behavior. Furthermore, molecular docking studies were utilized to check the interaction profile of chemical compounds against tyrosinase through docking energy values and bonding patterns. Finally, the MD simulations were performed to check the stability behavior of docked complexes by computing root mean square deviation/fluctuation (RMSD/RMSF), solvent accessible surface area (SASA), and radius of gyration (Rg). Overall, our results indicate that the compound #8 N-(4-fluorophenyl)-2-(5-(2-fluorophenyl)-4-(4-fluorophenyl)-4H-1,2,4-triazol-3-ylthio) acetamide showed promising results in all evaluations and could be used as a novel therapeutic molecule for developing drugs against melanogenesis.