The biocompatibility of carborane was a difficult problem that had drawn a lot of study interest. Using multi-ion inlay binding, water-soluble polymers were created by encapsulating nido-carborane in diazaspirodecaniums such as para-poly-nido-carboanylazaspirodecanium [5,4] (p-PNC54), para-poly-nido-carboanylazaspirodecanium [6,5] (p-PNC65), meta-poly-nido-carboanylazaspirodecanium [5,4] (m-PNC54), and meta-poly-nido-carboanylazaspirodecanium [6,5] (m-PNC65). First, the active control 5-fluorouracil demonstrated strong activity against HeLa and HCT-116 cells but minimal cytotoxicity at 19.22±2.85 μM and 21.47±5.99 μM, respectively. Second, the four carborane polymers that specifically penetrated the cells were imaged using HeLa cells. TEM was used to assess the dynamic self-assembling effect of these water-soluble polymers in order to gain a better understanding of their internal microphenomenon. All four derivatives’ combined impacts on self-assembly in water were identified. Different degrees of selective entrance into targeted cells under different architectures were discovered by in vitro cell imaging.