The aim of this work was the use of both methods i.e. cluster analysis (CA) and Principal Component Analysis (PCA) for evaluation the lipophilicity of selected antiandrogen drugs such as abiraterone, bicalutamide, flutamide, nilutamide, leflunomide, teriflunomide and ailanthone. Lipophilicity is an important physicochemical parameter useful in determining the ADMET properties (absorption, distribution, metabolism, elimination, toxicity) of organic compounds as potential drugs or drug candidates. Therefore, is a big need to find a fast, economical and efficient tools like theoretical methods includes CA and PCA analysis for evaluation the lipophilic properties of different bioactive compounds such as studied antiandrogens. In presented work, we used the both methods for comparison the physicochemical properties includes lipophilicity of seven antiandroges with differ chemical stuctures. The lipophilicity parameters of studied compounds were obtained in form of R_MW by using thin-layer chromatographic method (RP-TLC) in different conditions i.e. various mobile phases composed of ethanol-water, propan-2-ol-water and acetonitrile-water and chromatographic plates RP2F₂₅₄, RP18F₂₅₄ and RP18WF₂₅₄ as well logP values predicted by means of calculation methods (AlogPs, AClogP, AlogP, MlogP, xlogP2, xlogP3). The applied CA and PCA analysis allowed to compare the examined compounds depends on their lipophilicity parameters determined using RP-TLC method and calculated logP values. Our study confirms the utility of both statistical methods i.e. CA and PCA to evaluate the lipophilicity of studied bioactive componds belong to antiandrogen drugs.