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Newly synthesized succinimide derivatives from two different series (1\u2010aryl\u20103\u2010methylsuccinimides and 1\u2010aryl\u20103\u2010ethyl\u20103\u2010methylsuccinimides) with high biological potential have been subjected to estimation of their passive permeability and their association with (a) experimentally obtained anisotropic lipophilicity, (b) <jats:italic>in silico\u2013<\/jats:italic>calculated lipophilicity and (c) <jats:italic>in silico\u2013<\/jats:italic>predicted permeability and absorbability. Non\u2010cellular\u2010based parallel artificial membrane permeability assay was applied for quantifying their passive permeation, expressed as log<jats:italic>P<\/jats:italic><jats:sub>app<\/jats:sub>. Passive permeation was governed by the lipophilicity of the analysed compounds, and anisotropic lipophilicity was related with statistically significant passive transcellular diffusion (<jats:italic>r<\/jats:italic><jats:sup>2<\/jats:sup>\u2009=\u20090.614, <jats:italic>P<\/jats:italic>\u2009&lt;\u20090.001). Moreover, experimentally determined passive permeability, log<jats:italic>P<\/jats:italic><jats:sub>app<\/jats:sub>, was statistically significantly associated with both <jats:italic>in silico\u2013<\/jats:italic>predicted absorption constant, <jats:italic>k<\/jats:italic><jats:sub>a<\/jats:sub> (<jats:italic>r<\/jats:italic><jats:sup>2<\/jats:sup>\u2009=\u20090.7886, <jats:italic>P<\/jats:italic>\u2009&lt;\u20090.001), and human intestinal absorption (HIA) in percentage (<jats:italic>r<\/jats:italic><jats:sup>2<\/jats:sup>\u2009=\u20090.484, <jats:italic>P<\/jats:italic>\u2009&lt;\u20090.001), respectively. However, there was no statistically significant relationship between experimentally obtained permeability on non\u2010cellular\u2010based model and <jats:italic>in silico\u2013<\/jats:italic>predicted Caco\u20102 permeability based on the predictions conducted on two different software. Based on the obtained results, anisotropic systems are promising surrogates for determining lipophilicity, except for compounds with acidic functional groups that are completely ionized under (pH\u2009=\u20097.4).<\/jats:p>","DOI":"10.1002\/bmc.5413","type":"journal-article","created":{"date-parts":[[2022,5,20]],"date-time":"2022-05-20T20:40:22Z","timestamp":1653079222000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":9,"title":["<i>In silico\u2013in vitro<\/i> estimation of lipophilicity and permeability association for succinimide derivatives using chromatographic anisotropic systems and parallel artificial membrane permeability assay"],"prefix":"10.1002","volume":"36","author":[{"given":"Dunja","family":"Vidovi\u0107","sequence":"first","affiliation":[{"name":"Department of Pharmacy Faculty of Medicine, University of Novi Sad  Novi Sad 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