The aim of the present research work is to determine the physicochemical, phytochemical and drug likeness profile of selected phytoconstituents present in Capsicum annuum Linn and to evaluate the antioxidant activity of ethanolic fruit extract. Drug likeness profile of Quercetin, Luteolin, Beta Carotene, Ascorbic acid, Vitamin A, Vitamin B1, Vitamin B2, Vitamin B3, Vitamin B5, Vitamin B6, Vitamin E and Vitamin K were determined by using online server of Molsoft. Physicochemical properties of powdered material were determined as per standard procedure. Extraction of phytoconstituents from fruits were carried out first with cold maceration (70% v/v ethanol) and then by hot Soxhlet extraction (95% v/v ethanol). Qualitative chemical tests were performed for the detection of primary and secondary metabolites and antioxidant activity was evaluated by 2, 2-diphenyl-1-picrylhydrazyl (DPPH) method using Quercetin as standard. Results of the study reported the drug likeness profile of phytoconstituents. All the parameters of physicochemical properties were within the acceptance range. Ethanolic extract showed the presence of Alkaloids, Carbohydrates, Glycosides, Saponins, Flavonoids and Tannins. The mean percentage inhibition of DPPH was found to be 247.07% and 363.3% respectively for extract and standard. The IC50 values of extract and standard were found to be 1.26µg/ml and 1.11µg/ml respectively.