Abstract: A series of fifteen (Z)-N-substituted-4-(pyridin-2-yl)-6-(1H-pyrrolo[2,3-b]pyridin-4-yl)pyrimidin- 2-amine, was designed, screened computationally and synthesized. Structures of the compounds (I–XV) were elucidated using spectroscopic methods like FT-IR, NMR (1H and 13C), and mass spectroscopy. The compounds were tested for antibacterial and antifungal potential and represented significant antibacterial and antifungal potential. The compounds were also studied for cytotoxicity in terms of percent viability of cells against HepG2 cells and found to be in the range of 70–80% up to 100 μM. The molecular docking was also carried out to observe the formation of H-bond and binding affinities against the receptor GlcN-6P and observed that only the amino acid residues like GLU315, SER316, ASP474, ALA520, and ASN522 were able to form the H-bond with compounds with binding affinity (–8.5 to –6.7 kcal/mol).