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Benzimidazolium salts were synthesized by N\u2010alkylation of 1\u2010alkyl benzimidazole with 3\u2010cyanopropyl\u2010bromide. The new salts were characterized by <jats:sup>1<\/jats:sup>H and <jats:sup>13<\/jats:sup>C\u2010NMR, FT\u2010IR spectroscopic and elemental analysis techniques. In this study, the enzyme inhibition abilities of seven nitrile substituted benzimidazolium salts were investigated against acetylcholinesterase (AChE) and carbonic anhydrase isoenzymes I and II (hCA I and hCA II). They showed a highly potent inhibition effect on AChE, hCA I and hCA II (K<jats:sub>i<\/jats:sub> values are in the range of 26.71\u2013119.09\u2005nM for AChE, 19.77 to 133.68\u2005nM for hCA I and 13.09 to 266.38\u2005nM for hCA II). Reflecting the binding mode of the synthesized cyanopropyl series, the importance of the 2,3,5,6\u2010tetramethylbenzyl, 3\u2010methylbenzyl and 3\u2010benzyl groups for optimal interactions with target proteins, evaluated by molecular docking studies. At the same time, the docking findings support the inhibition constants (K<jats:sub>i<\/jats:sub>) values of the related compounds in this study. Potential compounds were also evaluated by their pharmacokinetic properties were predicted.<\/jats:p>","DOI":"10.1002\/cbdv.202301362","type":"journal-article","created":{"date-parts":[[2023,11,13]],"date-time":"2023-11-13T07:37:23Z","timestamp":1699861043000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Benzimidazolium Salts Bearing Nitrile Moieties: Synthesis, Enzyme Inhibition Profiling, and Molecular Docking Analysis for Carbonic Anhydrase and Acetylcholinesterase"],"prefix":"10.1002","volume":"20","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-6332-6484","authenticated-orcid":false,"given":"Erkan","family":"\u00d6ner","sequence":"first","affiliation":[{"name":"Department of Biochemistry Faculty of Pharmacy Ad\u0131yaman University  02040- Ad\u0131yaman T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yetkin","family":"G\u00f6k","sequence":"additional","affiliation":[{"name":"Department of Chemistry Faculty of Arts and Science In\u00f6n\u00fc University  44280- Malatya, T\u00fcrkiye"},{"name":"Organic and Organometallic Chemistry Research Laboratory Department of Chemistry Faculty of Arts and Science In\u00f6n\u00fc University  44280- Malatya T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3216-1098","authenticated-orcid":false,"given":"Yeliz","family":"Demir","sequence":"additional","affiliation":[{"name":"Nihat Delibalta G\u00f6le Vocational High School Ardahan University  75700 -Ardahan T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0064-8400","authenticated-orcid":false,"given":"Tugba","family":"Taskin\u2010Tok","sequence":"additional","affiliation":[{"name":"Department of Chemistry Faculty of Arts and Sciences Gaziantep University  27310- Gaziantep T\u00fcrkiye"},{"name":"Department of Bioinformatics and Computational Biology Institute of Health Sciences Gaziantep University  27310- Gaziantep T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8496-6782","authenticated-orcid":false,"given":"Ayd\u0131n","family":"Akta\u015f","sequence":"additional","affiliation":[{"name":"Organic and Organometallic Chemistry Research Laboratory Department of Chemistry Faculty of Arts and Science In\u00f6n\u00fc University  44280- Malatya T\u00fcrkiye"},{"name":"Vocational School of Health Service Inonu University  44280- Malatya T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5993-1668","authenticated-orcid":false,"given":"\u0130lhami","family":"G\u00fcl\u00e7in","sequence":"additional","affiliation":[{"name":"Department of Chemistry Faculty of Science Atat\u00fcrk University  25240- Erzurum T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1286-2172","authenticated-orcid":false,"given":"Serap","family":"Yal\u0131n","sequence":"additional","affiliation":[{"name":"Department of Biochemistry Faculty of Pharmacy Mersin University  T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,11,20]]},"reference":[{"key":"e_1_2_8_1_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.196801412"},{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0022-328X(00)88691-X"},{"key":"e_1_2_8_3_1","first-page":"874","volume":"251","author":"D\u00edez-Gonzalez S.","year":"2007","journal-title":"Chem. 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