In this work, we report a new cyclic molecule, [8] Cyclo-1, 4-naphthylene ([8]-CN), that can act as an effective hole transport molecule. Based on First principle calculation we have quantified the reorganization energy of the compound to explore its efficiency as a hole transport molecule. Further, the molecule was functionalized with several electron donating (ED)/withdrawing(EW) groups to investigate the effect on the hole/electron transport property. We have found that the energy difference between indium tin oxide (ITO) work function and HOMO energy of ED group substituted ([8]-CN) are almost comparable while the situation is not suitable for EW group substituted [8]-CN.