Salicylanilides possess a wide range of biological activities and they act as inhibitors of the two component regulatory system in bacteria. A natural bond orbital analysis has been performed in order to study intra-molecular bonding, interactions among bonds and delocalization of unpaired electrons for certain salicylanilide derivatives. Stability of the molecules arising from hyper conjugative interactions, charge delocalization has been analyzed. The electron density (ED) is transferred from the n(O), n(Cl) n(N) to the anti-bonding p*, s* orbital of the C-C ,C-O,C-N bonds. The results show that electron density in the anti-bonding orbitals and second order delocalization energies confirm the occurrence of intra-molecular charge transfer within the molecules.