The synthesis of a novel dihydropyridine derivatives bearing dimedone as an excellent precursor has been achieved by applying three component Hantzsch condensation. The newly synthesized compounds were characterized by IR, NMR, Mass spectra and also by C, H, N analyses. All synthesized compounds undergo docking studies and biological screening for antimicrobial activity against Gram-positive bacteria, Gram-negative bacteria and fungal species. Among all the tested compounds, it was found that compound 3d, 3e, 3g and 3i revealed better activities against the Gram-positive rather than the Gram-negative bacteria whereas compounds 3c, 3d, 3e, 3g and 3i showed best docking score in docking studies.