Hybrid drug designs incorporating ferrocene as the main molecular template have shown promise in the development of multitargeted therapeutics. This work presents a hybrid molecular design involving ferrocene, the simplest amino acids glycine and L-alanine, and three and five-fluorinated benzamides. Structural characterization of the synthesized compounds has been carried out using multi-spectroscopic techniques including FTIR, FT-Raman, and NMR. Additionally, DFT-based theoretical computations, encompassing geometry optimization, frequency calculations, FMO and MEP analysis, as well as topological parameters derived using QTAIM, were utilized for in-depth structural analysis. Biological evaluation of the molecules has been carried out by studying the interactions with the transporter protein BSA, and multiple cancer cell lines (MCF-7 and A549). Fluorescence titration and molecular docking with multiple ligand binding domains have been carried out to investigate the interactions of the molecules with BSA. MTT assay, complemented by molecular docking and molecular dynamic simulations, provided insights into the molecular-level interactions between the compounds and multiple cancer cell lines. Both experimental and theoretical investigations contributed to establishing a structure-activity relationship (SAR) among the molecules. The observed SAR among the three compounds suggests that it could serve as a promising strategy for the design and development of multitargeted therapeutics.