{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,10]],"date-time":"2026-09-10T05:11:38Z","timestamp":1789017098424,"version":"build-2803163510"},"reference-count":40,"publisher":"MDPI AG","issue":"9","license":[{"start":{"date-parts":[[2026,9,8]],"date-time":"2026-09-08T00:00:00Z","timestamp":1788825600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"National Research, Development and Innovation Office","award":["NKFIH FK 146930"],"award-info":[{"award-number":["NKFIH FK 146930"]}]},{"name":"National Research, Development and Innovation Office","award":["142904"],"award-info":[{"award-number":["142904"]}]},{"award":["NKFIH FK 146930"],"award-info":[{"award-number":["NKFIH FK 146930"]}],"id":[{"id":"https:\/\/ror.org\/03g2am276","id-type":"ROR","asserted-by":"publisher"}]},{"award":["142904"],"award-info":[{"award-number":["142904"]}],"id":[{"id":"https:\/\/ror.org\/03g2am276","id-type":"ROR","asserted-by":"publisher"}]},{"name":"J\u00e1nos Bolyai Research Scholarship of the Hungarian Academy of Sciences"},{"id":[{"id":"https:\/\/ror.org\/02ks8qq67","id-type":"ROR","asserted-by":"publisher"}]},{"name":"GITDA"},{"id":[{"id":"https:\/\/ror.org\/01s0v4q65","id-type":"ROR","asserted-by":"publisher"}]},{"name":"Wroclaw Centre for Networking and Supercomputing"},{"id":[{"id":"https:\/\/ror.org\/03fqwqm07","id-type":"ROR","asserted-by":"publisher"}]},{"name":"Molecular Biology Thematic Programme of Semmelweis University","award":["TKP2021-EGA-24"],"award-info":[{"award-number":["TKP2021-EGA-24"]}]},{"award":["TKP2021-EGA-24"],"award-info":[{"award-number":["TKP2021-EGA-24"]}],"id":[{"id":"https:\/\/ror.org\/01g9ty582","id-type":"ROR","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100012550","name":"National Research, Development and Innovation Fund","doi-asserted-by":"crossref","award":["2025-2.1.1-EK\u00d6P-2025-00014"],"award-info":[{"award-number":["2025-2.1.1-EK\u00d6P-2025-00014"]}],"id":[{"id":"10.13039\/501100012550","id-type":"DOI","asserted-by":"crossref"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Pharmaceutics"],"abstract":"<jats:p>Background\/Objectives: Stereochemistry can substantially influence the biological activity and pharmaceutical properties of small molecules. This study investigated the stereochemistry-dependent biological activity and chiral recognition of novel naphthylethyl thiourea enantiomers using an integrated biological, chromatographic, and computational approach. Methods: Ten pairs of naphthylethyl thiourea enantiomers were synthesized from enantiomerically pure precursors and characterized. Antiproliferative and antibacterial activity, chiral HPLC behavior on polysaccharide- and protein-based stationary phases, molecular docking, and multivariate relationships were evaluated. Results: Target-dependent enantioselectivity and substituent-dependent activity patterns were observed. All enantiomeric pairs were chromatographically distinguished under at least one condition, and selected compounds showed selector- and mobile-phase-dependent changes in elution order. AGP-based chromatography showed stereoselective recognition for a subset of compounds, while computational analyses provided complementary support for the experimental trends. Conclusions: Stereochemistry and substitution jointly influence biological and chromatographic behavior in this thiourea series. Integrated biological, chromatographic, and computational profiling provides a useful framework for early enantiomer-resolved developability assessment.<\/jats:p>","DOI":"10.3390\/pharmaceutics18091129","type":"journal-article","created":{"date-parts":[[2026,9,8]],"date-time":"2026-09-08T12:51:48Z","timestamp":1788871908000},"page":"1129","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Enantiomer-Resolved Biological Profiling and Chiral Developability Assessment of Novel Naphthylethyl Thioureas"],"prefix":"10.3390","volume":"18","author":[{"given":"Gergely","family":"Moln\u00e1r","sequence":"first","affiliation":[{"name":"Department of Pharmaceutical Chemistry, Semmelweis University, H\u0151gyes E. Street 9, 1092 Budapest, Hungary"},{"name":"Center for Pharmacology and Drug Research & Development, Semmelweis University, \u00dcll\u0151i Str. 26, 1085 Budapest, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"},{"role":"investigation","vocabulary":"credit"},{"role":"methodology","vocabulary":"credit"},{"role":"writing-original-draft","vocabulary":"credit"},{"role":"validation","vocabulary":"credit"},{"role":"conceptualization","vocabulary":"credit"},{"role":"formal-analysis","vocabulary":"credit"},{"role":"data-curation","vocabulary":"credit"},{"role":"writing-review-editing","vocabulary":"credit"},{"role":"visualization","vocabulary":"credit"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5451-5515","authenticated-orcid":false,"given":"Bal\u00e1zs","family":"Simon","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, Semmelweis University, H\u0151gyes E. 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