In the present study, anti-diabetic phyto compounds of Ficus racemosa bark methanolic extract was screened through GCMS and evaluated its anti-diabetic potential in vitro and in silico (molecular docking and DFT analysis) approaches. The anti-diabetic phyto compounds β-Sitosterol, β-amyrin, betulinic acid and stigmasterol were explored through GCMS analysis. In vitro anti-diabetic α-amylase inhibitory effect of the plant (IC50 19.50 µg) was found equipotent when compared with standard acarbose drug (IC50 11.25 µg). In silico molecular docking study of Ficus racemosa phytocompounds and reference standard drug acarbose with four crucial targets of diabetes (GLP-1, GSK, GK & IRTK) revealed that phytocompound β-amyrin shows highest binding affinity with all four screened targets -6.9,-9.1,-8.9,-10.7 kcal/mol than standard drug acarbose -4.7, -8.1, -7.7 & -8.8 kcal/mol respectively. Further DFT analysis of top 3 ant-diabetic phytocompounds (β-amyrin, betulinic acid and stigmasterol) of F.raemosa and standard acarbose was done. It was found that β-amyrin possess more stability and biological activity as it shows less energy gap, low hardness, and more softness -0.06277eV, 0.031385eV and 31.86235eV than reference standard acarbose possess more energy gap, more hardness, and low softness -0.24436 eV, 0.12218 eV and 8.18464 eV respectively.