New quinoline derivatives based on allyl and amino acid were prepared and characterized using elemental analysis (CHN%), ¹HNMR, ¹³CNMR spectra. The theoretical calculations which carried out using different computer programs permit proposing an optimized geometry for the formed complexes. The molecular modeling for some representative compounds were evaluated and discussed. The energy of the HOMO and LUMO was calculated and assessed. The most stable structure of the synthesized compounds was suggested and evaluated its energy. The most benefit properties, which play very important role in drug synthesis referred to the surface properties of the compounds, were evaluated and discussed. The application of the DFT, on the target compounds, gave promising properties required for antitumor drugs. Docking of the synthesized compounds with HepG2-code: 5EQG protein, as liver carcinoma cell, gave promising inhibition in silico level. The antitumor activity of the target compounds in vitro level gave activity with some compounds exceeded the market drug.