The aim of this study was to examine correlation between immunomodulators and molecular properties of the Cymbopogon citratus derivatives in search of a lead compound through molinspiration cheminformatics software. Ten naturally occurring and derivatives of Cymbopogon citratus were selected for bioactivity prediction and drug likeness score on the basis of Lipinski's rule. All of the compounds fulfilled Lipinski's rule as their Milog P score was below 5 suggesting these compounds are means these shows good permeability across cell membrane. All the screened compounds had minimum and no violations of Lipinski rule. Cymbopogon citratus and its derivatives showed good bioactivity score for drug targets including nuclear receptor ligand, protease inhibitor and enzyme inhibition and thus expected to have excellent pharmacological activity in vivo. The results of this study justify their topical application as immunomodulators action but some structural modifications in order to make the compound more polar will definitely improve oral bioavailability and thus the usefulness and therapeutic efficacy of Cymbopogon citratus. All the Cymbopogon citratus derivatives, are predicted to be orally active and is considered as a potential candidate for the further research as its bioactivity score due to high affinity for various drug targets was better than the standard as well as among other tested compounds.