In the present research work an attempt has been made to compile the drug likeness profile of selected phytoconstituents present in fruits of Embelica officinalis Gaertn and to comparatively investigate in-vitro antioxidant activity of various fruit extracts. Online web server MolSoft and mol inspiration were used for prediction of drug-likeness properties of selected phytocompounds. Extraction of phytochemicals from fruits of Embelica officinalis Gaertn was carried out by maceration process using water, ethanol and methanol as solvents. All the extracts were investigated for the presence several phytochemicals using qualitative chemical test. Antioxidant activity of aqueous, ethanolic and methanolic extract was performed by 2, 2-diphenyl-1-picrylhydrazyl (DPPH) method using Quercetin as standard. Results of present investigation showed the drug like score of selected Phytoconstituents. Aqueous, ethanolic and methanolic extracts of fruit yields variety of phytochemicals and have potent antioxidant activity. Ethanolic extract found to show better activity that aqueous and methanolic extract.