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Study of ADMET Descriptors of Novel Chlorinated N-Arylcinnamamides
1 , 2 , 2 , 1 , 1 , * 1, 3
1  Department of Analytical Chemistry, Faculty of Natural Sciences, Comenius University, Ilkovicova 6, 84215 Bratislava, Slovakia
2  Division of Biologically Active Complexes and Molecular Magnets, Regional Centre of Advanced Technologies and Materials, Faculty of Science, Palacky University, Slechtitelu 27, 78371 Olomouc, Czech Republic
3  Institute of Neuroimmunology, Slovak Academy of Sciences, Dubravska Cesta 9, 845 10 Bratislava, Slovakia


A series of seven (2E)-3-(3,4-dichlorophenyl)-N-arylprop-2-enamide were prepared. Six compounds from this limited set were mono- and di-chlorinated not only on the aromatic ring of acid but also on the anilide ring. The compounds have been proposed as potential anti-infective, anti-inflammatory and anti-cancer agents. Since lipophilicity significantly affects the biological activities and pharmacokinetic profile of the compounds, the hydro-lipophilic properties of these new highly chlorinated compounds were experimentally studied. At the same time, the overall ADMET profiles of the compounds were investigated if they comply with the Lipinski's Rule of Five and thus meet the qualitative concepts for the new bioactive molecules to be "druglikeness". All the discussed compounds were analysed using the reversed-phase high performance liquid chromatography method. The procedure was performed under isocratic conditions with methanol as an organic modifier in the mobile phase using an end-capped non-polar C18 stationary reversed-phase column. In the present study, the structure-lipophilicity relationships of the studied compounds are discussed.

Keywords: N-arylcinnamamides; Synthesis; Lipophilicity; ADMET; Structure-lipophilicity relationships