It has been reported in the literature review that the multifarious biological and pharmacological significance of compounds possess 1,3,5-triazine and chalcone pharmacophores in its basic scaffold as potential cytotoxic agents. In view of its therapeutic potential, 1,3,5-triazine-chalcone hybrid molecules (TCH1-35) were schemed and synthesize , in the present study were screened for their In vitro cytotoxicity potential. Cell proliferation was determined by the MTT assay method. MTT which is a tetrazolium salt is converted into insoluble formazan by mitochondrial dehydrogenases in live cells. Formazan is dissolved in DMSO, and absorbance was measured at dual wavelength of 550 and 630 nm on a Varioskan TM Flash Multimode Reader. A part from this cytotoxic assay to find the best fit lead compounds from the synthesized triazine-chalcone hybrid derivatives, receptor-ligand docking studies were also performed using Schrodinger GLIDE commercial software (Maestro 9.5) version with extraprecision mode and Grids were generated using Glide version 9.5 following the standard procedure recommended by Schrodinger. Glide tools were used to calculate dock score and evaluate conformers. The best fit molecules were identified from the results and were accomplished with good binding efficiency against five selected anticancer targets such as phosphatidyl inositol-4,5-bisphosphate 3 kinase (PI3 K gamma), vascular endothelial growth factor (VEGF), cyclin-dependent kinase-2 (CDK-2), murine sarcoma viral oncogene homologue b1 (BRAF), focal adhesion kinase (FAK).