The chromatographic properties for nine antipsychotic drugs: chlorpromazine, chlorprothixene, clozapine, quetiapine, perazine, perphenazine, prochlorperazine, promazine and trifluoperazine were studied using planar chromatography. Both C 18-bonded silica gel and diol-bonded phase were used as stationary phases. Mixtures of methanol-water and tetrahydrofuran-water were investigated as mobile phases. Molecular descriptors were calculated using HyperChem, ChemAxon and ACD/labs software. The study was based on multiple linear regression and the results were presented as quantitative structure-retention relationships equations. Furthermore, both principal component and cluster analysis were performed. The classification methods showed clear differences between calculated and chromatographic established lipophilicity. Chromatographic parameters were similar to bulkiness-related, geometrical descriptors and topological indexes. On the other hand, the electronic descriptors which were strongly connected with the computational log P values had lower impact on chromatographic parameters.