We began by characterizing the electron transport properties of amino-p-terphenyl derivatives in non-polar solvents (1,2,4-trichlorobenzene, TCB) using the STM-BJ method. Our results show that amino-p-terphenyl derivatives exhibit a characteristic low conductance feature (Figure and Supplementary Figure ). Surprisingly, PPP shows an additional high conductance feature occurring in a significant molecular subpopulation over a large ensemble of molecules (Figure ). Unsupervised machine learning (Supporting Information Section S1), 2D correlation analysis, and Gaussian mixture modeling (GMM), were used to interpret the two-state conductance behavior observed for PPP. 2D correlation analysis and GMM indicates that the two conductance states are negatively correlated and therefore occur independently in distinct trajectories ). These results suggest that the two conductance populations arise from two different junction configurations.