Thiophene is a heterocyclic compound having pharmacological properties. In medicine, its derivates shows anti-HIV and anti-cancer activities. Benzothiophene derivatives exhibits various biological activities like antibacterial and antifungal characteristics. Intermolecular interactions were studied using the Hirshfeld surface analysis and it shows that H-H contacts have 47.3% and H-C contacts have 16.3% contribution. In addition, the molecular structure was optimized using density functional theory with B3LYP hybrid functional method. The UV-Visible spectrum shows strong absorption peak at 306.0 nm. NBO analysis reveals inter and intra molecular hydrogen bonding and hyperconjugative interactions accountable for the stability of molecular structure. The molecular docking studies were performed using AutoDock 4.2 tool. The ligand molecule (1a) docked with protein target 3FDN having binding energy of -07.2 kJ per mol with a ligand efficiency of -0.36.