This paper provides a theoretical insight into supermolecural chemistry, theranostics and calixarene and their application. It was experimentally investigated, by means of spectrophotometric titrations, whether the tetrasubstituted phenanthridine derivative of calix[4]arene: 5,11,17,23-tetra-tert- butyl-25,26,27,28-tetrakis-((phenanthridin-6-yl)methoxy)calix[4]arene (L) binds selected dyes: rhodamine B, auramine O and fluorescein, with the aim of applying the resulting complexes for molecular labeling in theranostics and chemotherapeutic drugs: thymoquinone and paclitaxel, also for use in theranostics. It was shown that L forms complexes with these dyes and the pharmacologically active substance thymoquinone, however, the formation of complexwith paclitaxel was not observed. Based on experimental data, the stability constants of the corresponding complexes were calculated. According to the obtained values, under the experimental conditions applied, the affinity of the calixarene derivative L was the highest for the binding of auramine O. Furthermore, the binding of the three studied dyes were generally more efficient than the binding of the investigated drugs, which was expected considering their structural characteristics and complementarity with the structure of ligand itself. Keeping all of the above in mind, it is concluded that this calixarene derivative, despite of good receptor properties of its binding site formed by phenantridin substituents at the lower rim, cannot be used in theranostics because of its insolubility in water. Nevertheless, its water-soluble analog could have exeptional potential of application in theranostics.