The aqueous properties of the drugs Sorafenib, Lapatinib, Gefitinib, Fulvestrant, and Clofazimine were explored to monitor their tendency to self-associate. A combination of nuclear magnetic resonance, dynamics light scattering, and electron and confocal microscopies found that they tended to form large nano-entities having distinct types and sizes and were capable of entering cells. The combination of strategies employed serves to detect and reveal nano-entities along with their three-state equilibria and behaviors in buffers, media, and cells.