{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,4]],"date-time":"2026-06-04T18:10:19Z","timestamp":1780596619109,"version":"3.54.1"},"reference-count":63,"publisher":"MDPI AG","issue":"3","license":[{"start":{"date-parts":[[2026,3,18]],"date-time":"2026-03-18T00:00:00Z","timestamp":1773792000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Scientific Research Projects Coordination Unit of Istanbul University","award":["FBA-2023-39482"],"award-info":[{"award-number":["FBA-2023-39482"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Antibiotics"],"abstract":"<jats:p>Background\/Objectives: The emergence of antimicrobial resistance necessitates the development of new and effective antimicrobial agents. In this study, three different series of imidazole-based chalcones (IBC1-25) were designed and synthesised using a sustainable approach, with the aim of identifying compounds with enhanced antimicrobial activity. Methods: A series of monoalkoxy, dialkoxy, and trialkoxy imidazole-based chalcones (IBC1\u201325) were synthesised and evaluated for their antimicrobial and antifungal activities against a range of microbial strains. Structure-activity relationships were analysed, and molecular docking studies were performed to investigate potential binding interactions with biofilm-associated regulatory proteins. In addition, ADME properties were predicted to assess drug-likeness. Results: Among the monoalkoxy derivatives (IBC1-14), IBC5 exhibited the broadest spectrum of activity, particularly against S. epidermidis. Several dialkoxy analogues (IBC17-21) demonstrated improved potency, with IBC20 showing notably high activity. While IBC22 and IBC25 were largely ineffective, IBC23 and IBC24 displayed significant antibacterial and antifungal activities. Overall, dialkoxy and trialkoxy derivatives exhibited enhanced efficacy, whereas monoalkoxy compounds with bulky or long-chain substituents were generally less active. The presence of multiple alkoxy substituents, such as methoxy and ethoxy groups, on the phenyl ring significantly improved activity, particularly against fungi and Gram-positive bacteria. Molecular docking studies revealed that IBC20 and IBC23 showed favourable binding to the biofilm-associated regulator TcaR, suggesting a potential allosteric inhibition mechanism, while weak interactions were observed with TagF. ADME predictions indicated good oral absorption and compliance with key drug-likeness criteria. Conclusions: The results demonstrate that both the number and type of alkoxy substituents play a critical role in antimicrobial activity. In particular, IBC20 and IBC23 emerge as promising candidates for further development as antimicrobial agents targeting biofilm-associated pathways.<\/jats:p>","DOI":"10.3390\/antibiotics15030310","type":"journal-article","created":{"date-parts":[[2026,3,18]],"date-time":"2026-03-18T17:12:26Z","timestamp":1773853946000},"page":"310","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Microwave-Assisted Synthesis of Imidazole-Based Chalcones: Modulating Antimicrobial Activity Through Alkoxy Substitutions"],"prefix":"10.3390","volume":"15","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-7294-9512","authenticated-orcid":false,"given":"Elnar","family":"Mammadov","sequence":"first","affiliation":[{"name":"Department of Chemistry, Faculty of Science, Istanbul University, Fatih, 34134 Istanbul, T\u00fcrkiye"},{"name":"Institute of Graduate Studies in Science, Istanbul University, Fatih, 34134 Istanbul, T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nil\u00fcfer","family":"Bayrak","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science, Istanbul University, Fatih, 34134 Istanbul, T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5722-2400","authenticated-orcid":false,"given":"Neslihan","family":"Beyazit","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Arts and Sciences, Hatay Mustafa Kemal University, 31040 Hatay, T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4428-5066","authenticated-orcid":false,"given":"Emel","family":"Mataraci-Kara","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Microbiology, Pharmacy Faculty, Istanbul University, Beyazit, 34116 Istanbul, T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5698-1109","authenticated-orcid":false,"given":"Ama\u00e7 Fatih","family":"TuYuN","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science, Istanbul University, Fatih, 34134 Istanbul, T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2026,3,18]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"19860","DOI":"10.1021\/acsomega.5c01417","article-title":"Carboxychalcones Based on Terephthalaldehydic Acid as Potential Neuroprotective Agents. Synthesis, Computational Study and Biological Evaluation","volume":"10","author":"Olender","year":"2025","journal-title":"ACS Omega"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"127799","DOI":"10.1016\/j.bmcl.2021.127799","article-title":"Recent advances in antibacterial agents","volume":"35","author":"Kong","year":"2021","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"694","DOI":"10.1039\/C7NP00019G","article-title":"Opportunities for natural products in 21st century antibiotic discovery","volume":"34","author":"Wright","year":"2017","journal-title":"Nat. Prod. Rep."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"103922","DOI":"10.1016\/j.bioorg.2020.103922","article-title":"Recent progress of antibacterial natural products: Future antibiotics candidates","volume":"101","author":"Dai","year":"2020","journal-title":"Bioorg. Chem."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"6297","DOI":"10.1002\/ejoc.202000469","article-title":"From Natural Compounds to Bioactive Molecules through NMR and In Silico Methodologies","volume":"2020","author":"Terracciano","year":"2020","journal-title":"Eur. J. Org. Chem."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"5072","DOI":"10.1002\/anie.200600350","article-title":"Antibacterial Natural Products in Medicinal Chemistry\u2014Exodus or Revival?","volume":"45","author":"Brands","year":"2006","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"479","DOI":"10.1517\/17460441.2013.779666","article-title":"Developing new antibacterials through natural product research","volume":"8","author":"Kirst","year":"2013","journal-title":"Expert Opin. Drug Discov."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"935","DOI":"10.1002\/phar.2166","article-title":"Lefamulin: Review of a Promising Novel Pleuromutilin Antibiotic","volume":"38","author":"Veve","year":"2018","journal-title":"Pharmacother. J. Hum. Pharmacol. Drug Ther."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"6250","DOI":"10.1002\/anie.200400655","article-title":"Controlled Microwave Heating in Modern Organic Synthesis","volume":"43","author":"Kappe","year":"2004","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"15","DOI":"10.1002\/tcr.201800045","article-title":"My Twenty Years in Microwave Chemistry: From Kitchen Ovens to Microwaves that aren\u2019t Microwaves","volume":"19","author":"Kappe","year":"2019","journal-title":"Chem. Rec."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"94","DOI":"10.29088\/SAMI\/AJCA.2019.2.94104","article-title":"Importance of Microwave Heating In Organic Synthesis","volume":"2","author":"Nain","year":"2019","journal-title":"Adv. J. Chem. Sect. A"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"22","DOI":"10.1007\/s41061-024-00468-7","article-title":"Significance of Chalcone Scaffolds in Medicinal Chemistry","volume":"382","author":"Mazumder","year":"2024","journal-title":"Top. Curr. Chem."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"19194","DOI":"10.1021\/acsomega.3c01035","article-title":"Synthesis and Pharmacological Activities of Chalcone and Its Derivatives Bearing N-Heterocyclic Scaffolds: A Review","volume":"8","author":"Mezgebe","year":"2023","journal-title":"ACS Omega"},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"127149","DOI":"10.1016\/j.bmcl.2020.127149","article-title":"Ultrasounds-mediated 10-seconds synthesis of chalcones as potential farnesyltransferase inhibitors","volume":"30","author":"Homerin","year":"2020","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"Yadav, A., Sharma, V., and Singh, G. (2024). Anti-Inflammatory Potential of Chalcone Related Compounds: An Updated Review. Chemistryselect, 9.","DOI":"10.1002\/slct.202401321"},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"110297","DOI":"10.1016\/j.cbi.2022.110297","article-title":"Chalcones: Promising therapeutic agents targeting key players and signaling pathways regulating the hallmarks of cancer","volume":"369","author":"WalyEldeen","year":"2023","journal-title":"Chem.-Biol. Interact."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"433","DOI":"10.1007\/s10311-019-00959-w","article-title":"Chalcone synthesis, properties and medicinal applications: A review","volume":"18","author":"Rammohan","year":"2020","journal-title":"Environ. Chem. Lett."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"1","DOI":"10.2174\/157488410790410579","article-title":"Trends in utilization of the pharmacological potential of chalcones","volume":"5","author":"Batovska","year":"2010","journal-title":"Curr. Clin. Pharmacol."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"7762","DOI":"10.1021\/acs.chemrev.7b00020","article-title":"Chalcone: A Privileged Structure in Medicinal Chemistry","volume":"117","author":"Zhuang","year":"2017","journal-title":"Chem. Rev."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"546","DOI":"10.1016\/j.foodchem.2011.09.021","article-title":"Biological activities of flavonoids from pathogenic-infected Astragalus adsurgens","volume":"131","author":"Chen","year":"2012","journal-title":"Food Chem."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"100606","DOI":"10.1016\/j.rechem.2022.100606","article-title":"A review on biological and medicinal impact of heterocyclic compounds","volume":"4","author":"Kabir","year":"2022","journal-title":"Results Chem."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"917","DOI":"10.1016\/j.ejmech.2018.08.040","article-title":"A review on diverse heterocyclic compounds as the privileged scaffolds in antimalarial drug discovery","volume":"158","author":"Kalaria","year":"2018","journal-title":"Eur. J. Med. Chem."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"1849","DOI":"10.1039\/D4MD00072B","article-title":"Heterocyclic compounds as xanthine oxidase inhibitors for the management of hyperuricemia: Synthetic strategies, structure\u2013activity relationship and molecular docking studies (2018\u20132024)","volume":"15","author":"Singh","year":"2024","journal-title":"RSC Med. Chem."},{"key":"ref_24","doi-asserted-by":"crossref","unstructured":"Choudhary, D., Kumar, B., Chandrasekaran, B., Singh, T.G., Kaur, R., Aldahish, A., Vasudevan, R., and Balaji, P. (2025). Microwave-Assisted Synthesis of Morpholine-Based Chalcones as Reversible MAO-A Inhibitors in the Management of Mental Depression. Pharmaceuticals, 18.","DOI":"10.3390\/ph18030309"},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"5321","DOI":"10.1016\/j.bmcl.2007.08.021","article-title":"Synthesis and antimicrobial evaluation of new chalcones containing piperazine or 2,5-dichlorothiophene moiety","volume":"17","author":"Tomar","year":"2007","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"110","DOI":"10.1016\/j.jtbi.2016.05.019","article-title":"Comparative molecular field analysis and molecular docking studies on novel aryl chalcone derivatives against an important drug target cysteine protease in Plasmodium falciparum","volume":"403","author":"Thillainayagam","year":"2016","journal-title":"J. Theor. Biol."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"1681","DOI":"10.1016\/j.ejmech.2007.10.007","article-title":"Functionalized chalcones with basic functionalities have antibacterial activity against drug sensitive Staphylococcus aureus","volume":"43","author":"Liu","year":"2008","journal-title":"Eur. J. Med. Chem."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"407","DOI":"10.1007\/s00044-008-9137-9","article-title":"Potent antimalarial activity of newly synthesized substituted chalcone analogs in vitro","volume":"18","author":"Awasthi","year":"2009","journal-title":"Med. Chem. Res."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"602","DOI":"10.1016\/j.bmcl.2016.12.008","article-title":"Design, synthesis, biological evaluation, and molecular docking of chalcone derivatives as anti-inflammatory agents","volume":"27","author":"Li","year":"2017","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"129825","DOI":"10.1016\/j.bmcl.2024.129825","article-title":"Novel 4-[4-(4-methylpiperazin-1-yl)phenyl]-6-arylpyrimidine derivatives and their antitrypanosomal activities against T.brucei","volume":"109","author":"Taylor","year":"2024","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_31","doi-asserted-by":"crossref","unstructured":"Osmaniye, D., Kaya Cavusoglu, B., Saglik, B.N., Levent, S., Acar Cevik, U., Atli, O., Ozkay, Y., and Kaplancikli, Z.A. (2018). Synthesis and Anticandidal Activity of New Imidazole-Chalcones. Molecules, 23.","DOI":"10.3390\/molecules23040831"},{"key":"ref_32","doi-asserted-by":"crossref","unstructured":"Ceyhun, \u0130., Karaca, \u015e., Osmaniye, D., Sa\u011fl\u0131k, B.N., Levent, S., \u00d6zkay, Y., and Kaplanc\u0131kl\u0131, Z.A. (2022). Design and synthesis of novel chalcone derivatives and evaluation of their inhibitory activities against acetylcholinesterase. Arch. Pharm., 355.","DOI":"10.1002\/ardp.202100372"},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"459","DOI":"10.2174\/1570193X15666171211170100","article-title":"Imidazole and Pyrazole: Privileged Scaffolds for Anti-Infective Activity","volume":"15","author":"Tabassum","year":"2018","journal-title":"Mini-Rev. Org. Chem."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"105700","DOI":"10.1016\/j.bioorg.2022.105700","article-title":"Pharmacophore optimization of imidazole chalcones to modulate microtubule dynamics","volume":"122","author":"Karaj","year":"2022","journal-title":"Bioorg. Chem."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"199","DOI":"10.3184\/174751916X14569208466251","article-title":"1-[4-(1H-Imidazol-1-yl)Phenyl]-3-Phenylprop-2-En-1-Ones\u2014A Potential Pharmacophore Bearing Anti-Leishmanial Activity","volume":"40","author":"Hussain","year":"2016","journal-title":"J. Chem. Res."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"27769","DOI":"10.1021\/acsomega.2c01779","article-title":"Synthesis of Chalcones Derivatives and Their Biological Activities: A Review","volume":"7","author":"Elkanzi","year":"2022","journal-title":"ACS Omega"},{"key":"ref_37","doi-asserted-by":"crossref","unstructured":"Mulani, M.S., Kamble, E.E., Kumkar, S.N., Tawre, M.S., and Pardesi, K.R. (2019). Emerging Strategies to Combat ESKAPE Pathogens in the Era of Antimicrobial Resistance: A Review. Front. Microbiol., 10.","DOI":"10.3389\/fmicb.2019.00539"},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"238","DOI":"10.1093\/jac\/dkac380","article-title":"In vitro activity of fosfomycin alone and in combination against Staphylococcus aureus with reduced susceptibility or resistance to methicillin, vancomycin, daptomycin or linezolid","volume":"78","author":"Saravolatz","year":"2022","journal-title":"J. Antimicrob. Chemother."},{"key":"ref_39","doi-asserted-by":"crossref","unstructured":"Peris, M.C., Mart\u00ednez, A., Ort\u00edz, M.P., Sheth, C.C., and Veses, V. (2022). Icariin in Combination with Amoxycillin-Clavulanate and Ampicillin, but Not Vancomycin, Increases Antibiotic Sensitivity and Growth Inhibition against Methicillin-Resistant Staphylococcus aureus. Antibiotics, 11.","DOI":"10.3390\/antibiotics11020233"},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"001136","DOI":"10.1099\/mic.0.001136","article-title":"Polymyxin and lipopeptide antibiotics: Membrane-targeting drugs of last resort","volume":"168","author":"Ledger","year":"2022","journal-title":"Microbiology"},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"540","DOI":"10.1038\/s41586-022-05260-5","article-title":"Antibiotic combinations reduce Staphylococcus aureus clearance","volume":"610","author":"Snitser","year":"2022","journal-title":"Nature"},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"522","DOI":"10.1080\/21505594.2017.1313372","article-title":"Strategies for combating bacterial biofilms: A focus on anti-biofilm agents and their mechanisms of action","volume":"9","author":"Roy","year":"2018","journal-title":"Virulence"},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"917","DOI":"10.2217\/fmb.10.56","article-title":"Current concepts in biofilm formation of Staphylococcus epidermidis","volume":"5","author":"Fey","year":"2010","journal-title":"Future Microbiol."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"397","DOI":"10.1038\/s41579-018-0019-y","article-title":"Implant infections: Adhesion, biofilm formation and immune evasion","volume":"16","author":"Arciola","year":"2018","journal-title":"Nat. Rev. Microbiol."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"582","DOI":"10.1038\/nsmb.1819","article-title":"Structure of the bacterial teichoic acid polymerase TagF provides insights into membrane association and catalysis","volume":"17","author":"Lovering","year":"2010","journal-title":"Nat. Struct. Mol. Biol."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"8617","DOI":"10.1073\/pnas.0913302107","article-title":"Structural study of TcaR and its complexes with multiple antibiotics from Staphylococcus epidermidis","volume":"107","author":"Chang","year":"2010","journal-title":"Proc. Natl. Acad. Sci. USA"},{"key":"ref_47","doi-asserted-by":"crossref","unstructured":"Vuppala, S., Kim, J., Joo, B.S., Choi, J.M., and Jang, J. (2022). A Combination of Pharmacophore-Based Virtual Screening, Structure-Based Lead Optimization, and DFT Study for the Identification of S. epidermidis TcaR Inhibitors. Pharmaceuticals, 15.","DOI":"10.3390\/ph15050635"},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"603","DOI":"10.1128\/CMR.00134-14","article-title":"Staphylococcus aureus Infections: Epidemiology, Pathophysiology, Clinical Manifestations, and Management","volume":"28","author":"Tong","year":"2015","journal-title":"Clin. Microbiol. Rev."},{"key":"ref_49","doi-asserted-by":"crossref","unstructured":"Nandhini, P., Kumar, P., Mickymaray, S., Alothaim, A.S., Somasundaram, J., and Rajan, M. (2022). Recent Developments in Methicillin-Resistant Staphylococcus aureus (MRSA) Treatment: A Review. Antibiotics, 11.","DOI":"10.3390\/antibiotics11050606"},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"3903","DOI":"10.2147\/IDR.S234610","article-title":"Antimicrobial Resistance: Implications and Costs","volume":"12","author":"Dadgostar","year":"2019","journal-title":"Infect. Drug Resist."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"340","DOI":"10.1111\/j.1747-0285.2012.01383.x","article-title":"Antimalarial activity of newly synthesized chalcone derivatives in vitro","volume":"80","author":"Yadav","year":"2012","journal-title":"Chem. Biol. Drug Des."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"S84","DOI":"10.1134\/S1070428023130080","article-title":"Synthesis of N-Acetyl-3,5-Diaryl-2-pyrazolines from Natural Precursor 2,4,5-Trimethoxy Benzaldehyde (Asaronaldehyde): An Anticancer Studies","volume":"59","author":"Ravindra","year":"2023","journal-title":"Russ. J. Org. Chem."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"539","DOI":"10.1007\/s11094-019-02034-8","article-title":"Antiproliferative Evaluation In Vitro of a New Chalcone Inducing Apoptosis by ROS Generation Against MGC-803 Cells","volume":"53","author":"Fu","year":"2019","journal-title":"Pharm. Chem. J."},{"key":"ref_54","unstructured":"(2025). Performance Standards for Antimicrobial Susceptibility Testing (Standard No. M100-ED35)."},{"key":"ref_55","unstructured":"(2022). Reference Method for Broth Dilution Antifungal Susceptibility Testing of Yeasts (Standard No. CLSI M27)."},{"key":"ref_56","unstructured":"(1999). Methods for Determining Bactericidal Activity of Antimicrobial Agents (Standard No. CLSI M26)."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"785","DOI":"10.1007\/s12223-020-00783-8","article-title":"Chlorinated plastoquinone analogs that inhibit Staphylococcus epidermidis and Candida albicansgrowth","volume":"65","author":"Kara","year":"2020","journal-title":"Folia Microbiol."},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"6366","DOI":"10.1128\/AAC.01180-12","article-title":"In Vitro Activities of Antibiotics and Antimicrobial Cationic Peptides Alone and in Combination against Methicillin-Resistant Staphylococcus aureus Biofilms","volume":"56","author":"Mataraci","year":"2012","journal-title":"Antimicrob. Agents Chemother."},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"3891","DOI":"10.1021\/acs.jcim.1c00203","article-title":"AutoDock Vina 1.2.0: New Docking Methods, Expanded Force Field, and Python Bindings","volume":"61","author":"Eberhardt","year":"2021","journal-title":"J. Chem. Inf. Model."},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"455","DOI":"10.1002\/jcc.21334","article-title":"AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading","volume":"31","author":"Trott","year":"2010","journal-title":"J. Comput. Chem."},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"17","DOI":"10.1186\/1758-2946-4-17","article-title":"Avogadro: An advanced semantic chemical editor, visualization, and analysis platform","volume":"4","author":"Hanwell","year":"2012","journal-title":"J. Cheminform."},{"key":"ref_62","unstructured":"Dassault Syst\u00e8mes (2017). BIOVIA Discovery Studio Visualizer v.21.1.0, Dassault Syst\u00e8mes."},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"42717","DOI":"10.1038\/srep42717","article-title":"SwissADME: A free web tool to evaluate pharmacokinetics, drug-likeness and medicinal chemistry friendliness of small molecules","volume":"7","author":"Daina","year":"2017","journal-title":"Sci. Rep."}],"container-title":["Antibiotics"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2079-6382\/15\/3\/310\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,3,18]],"date-time":"2026-03-18T17:25:42Z","timestamp":1773854742000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2079-6382\/15\/3\/310"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,3,18]]},"references-count":63,"journal-issue":{"issue":"3","published-online":{"date-parts":[[2026,3]]}},"alternative-id":["antibiotics15030310"],"URL":"https:\/\/doi.org\/10.3390\/antibiotics15030310","relation":{},"ISSN":["2079-6382"],"issn-type":[{"value":"2079-6382","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,3,18]]}}}