{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,26]],"date-time":"2026-09-26T07:44:43Z","timestamp":1790408683036,"version":"4.1.0"},"reference-count":68,"publisher":"Springer Science and Business Media LLC","issue":"1","license":[{"start":{"date-parts":[[2025,12,17]],"date-time":"2025-12-17T00:00:00Z","timestamp":1765929600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0"},{"start":{"date-parts":[[2025,12,17]],"date-time":"2025-12-17T00:00:00Z","timestamp":1765929600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0"}],"content-domain":{"domain":["link.springer.com"],"crossmark-restriction":false},"short-container-title":["Sci Rep"],"DOI":"10.1038\/s41598-025-27674-7","type":"journal-article","created":{"date-parts":[[2025,12,17]],"date-time":"2025-12-17T09:54:23Z","timestamp":1765965263000},"update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Comprehensive Theoretical, Spectroscopic, Solvent, Topological and Antimicrobial investigation of 5-Chloro-6-fluoro-2-(2-pyrazinyl)-1H-benzimidazole"],"prefix":"10.1038","volume":"15","author":[{"given":"Fasiuddin","family":"G. S","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"A. Aathif","family":"Basha","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Attar","family":"Kubaib","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Syed","family":"Khasim","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Gassoumi","family":"Bouzid","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Adnan","family":"Almasoudi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mohammad Rehan","family":"Ajmal","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"297","published-online":{"date-parts":[[2025,12,17]]},"reference":[{"issue":"4\u20135","key":"27674_CR1","doi-asserted-by":"publisher","first-page":"179","DOI":"10.1016\/j.ijmm.2005.12.015","volume":"296","author":"K Becker","year":"2006","unstructured":"Becker, K., Hu, Y. & Biller-Andorno, N. Infectious diseases\u2013a global challenge. Int. J. Med. Microbiol. 296(4\u20135), 179\u2013185 (2006).","journal-title":"Int. J. Med. Microbiol."},{"key":"27674_CR2","doi-asserted-by":"crossref","unstructured":"Chinedum, I. E. (2005). Microbial resistance to antibiotics. Afr. J. Biotechnol. 4(13).","DOI":"10.4314\/ajfand.v4i13.71776"},{"issue":"5","key":"27674_CR3","doi-asserted-by":"publisher","first-page":"275","DOI":"10.1016\/S1473-3099(05)70112-2","volume":"5","author":"N Zetola","year":"2005","unstructured":"Zetola, N., Francis, J. S., Nuermberger, E. L. & Bishai, W. R. Community-acquired meticillin-resistant Staphylococcus aureus: an emerging threat. Lancet. Infect. Dis 5(5), 275\u2013286 (2005).","journal-title":"Lancet. Infect. Dis"},{"issue":"18","key":"27674_CR4","doi-asserted-by":"publisher","first-page":"7458","DOI":"10.1073\/pnas.1222706110","volume":"110","author":"F Imperi","year":"2013","unstructured":"Imperi, F. et al. Repurposing the antimycotic drug flucytosine for suppression of Pseudomonas aeruginosa pathogenicity. Proc. Natl. Acad. Sci. 110(18), 7458\u20137463 (2013).","journal-title":"Proc. Natl. Acad. Sci."},{"issue":"5","key":"27674_CR5","doi-asserted-by":"publisher","first-page":"595","DOI":"10.1517\/13543776.2015.1015987","volume":"25","author":"M Wang","year":"2015","unstructured":"Wang, M., Han, X. & Zhou, Z. New substituted benzimidazole derivatives: A patent review (2013\u20132014). Expert Opin. Ther. Pat. 25(5), 595\u2013612 (2015).","journal-title":"Expert Opin. Ther. Pat."},{"issue":"9","key":"27674_CR6","first-page":"7376","volume":"22","author":"H K\u00fc\u00e7\u00fckbay","year":"2010","unstructured":"K\u00fc\u00e7\u00fckbay, H., G\u00fcnal, S., Orhan, E. & Durmaz, R. Synthesis and antimicrobial activities of some transition metal benzimidazole complexes. Asian J. Chem. 22(9), 7376 (2010).","journal-title":"Asian J. Chem."},{"key":"27674_CR7","doi-asserted-by":"publisher","first-page":"52","DOI":"10.1016\/j.jorganchem.2016.11.020","volume":"828","author":"E Apohan","year":"2017","unstructured":"Apohan, E. et al. Synthesis, cytotoxic and antimicrobial activities of novel cobalt and zinc complexes of benzimidazole derivatives. J. Organomet. Chem. 828, 52\u201358 (2017).","journal-title":"J. Organomet. Chem."},{"issue":"8","key":"27674_CR8","doi-asserted-by":"publisher","first-page":"1252","DOI":"10.1021\/jm970559i","volume":"41","author":"AR Porcari","year":"1998","unstructured":"Porcari, A. R., Devivar, R. V., Kucera, L. S., Drach, J. C. & Townsend, L. B. Design, synthesis, and antiviral evaluations of 1-(substituted benzyl)-2-substituted-5, 6-dichlorobenzimidazoles as nonnucleoside analogues of 2, 5, 6-trichloro-1-(\u03b2-D-ribofuranosyl) benzimidazole. J. Med. Chem. 41(8), 1252\u20131262 (1998).","journal-title":"J. Med. Chem."},{"issue":"1","key":"27674_CR9","first-page":"19","volume":"14","author":"KJ Soderlind","year":"1999","unstructured":"Soderlind, K. J. et al. Bis-benzimidazole anticancer agents: targeting human tumour helicases. Anticancer Drug Des. 14(1), 19\u201336 (1999).","journal-title":"Anticancer Drug Des."},{"key":"27674_CR10","unstructured":"Hadi, Z. F., Hosseinzadeh, H., MOTAMED, S. V., Seyfi, M., & Kazemi S. Synthesis and antidepressant activity of N-substituted imidazole-5-carboxamides in forced swimming test model. 29\u201333 (2008)."},{"issue":"9","key":"27674_CR11","doi-asserted-by":"publisher","first-page":"1757","DOI":"10.1021\/jm0109513","volume":"45","author":"NH Hauel","year":"2002","unstructured":"Hauel, N. H. et al. Structure-based design of novel potent nonpeptide thrombin inhibitors. J. Med. Chem. 45(9), 1757\u20131766 (2002).","journal-title":"J. Med. Chem."},{"key":"27674_CR12","doi-asserted-by":"publisher","first-page":"392","DOI":"10.1016\/j.ejmech.2017.03.090","volume":"134","author":"SA Galal","year":"2017","unstructured":"Galal, S. A. et al. Part I: design, synthesis and biological evaluation of novel pyrazole-benzimidazole conjugates as checkpoint kinase 2 (Chk2) in- hibitors with studying their activities alone and in combination with geno- toxic drugs. Eur. J. Med. Chem. 134, 392\u2013405 (2017).","journal-title":"Eur. J. Med. Chem."},{"key":"27674_CR13","doi-asserted-by":"publisher","first-page":"502","DOI":"10.1016\/j.bmc.2018.12.031","volume":"27","author":"YT Wang","year":"2019","unstructured":"Wang, Y. T., Shi, T. Q., Zhu, H. L. & Liu, C. H. Synthesis, biological evaluation and molecular docking of benzimidazole grafted benzsulfamide-containing pyra- zole ring derivatives as novel tubulin polymerization inhibitors. Bioorg. Med. Chem. 27, 502\u2013515 (2019).","journal-title":"Bioorg. Med. Chem."},{"issue":"1","key":"27674_CR14","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1016\/S0370-1573(97)00083-5","volume":"298","author":"A Nagy","year":"1998","unstructured":"Nagy, A. Density functional. Theory and application to atoms and molecules. Phys. Rep. 298(1), 1\u2013794 (1998).","journal-title":"Phys. Rep."},{"key":"27674_CR15","unstructured":"Frisch, M. J., Trucks, G. W., Schlegel, H. B., Scuseria, G. E., Robb, M. A., Cheeseman, J. R., Scalmani, G., Barone, V., Petersson, G. A., Nakatsuji, H., et al. Gaussian 16, Revision C.01. (Gaussian Inc., Wallingford CT, 2016)."},{"issue":"7","key":"27674_CR16","doi-asserted-by":"publisher","first-page":"5648","DOI":"10.1063\/1.464913","volume":"98","author":"AD Becke","year":"1993","unstructured":"Becke, A. D. Density-functional thermochemistry. III. The role of exact exchange. J. Chem. Phys. 98(7), 5648\u20135652 (1993).","journal-title":"J. Chem. Phys."},{"issue":"7","key":"27674_CR17","doi-asserted-by":"publisher","first-page":"3265","DOI":"10.1063\/1.447079","volume":"80","author":"MJ Frisch","year":"1984","unstructured":"Frisch, M. J., Pople, J. A. & Binkley, J. S. Self-consistent molecular orbital methods 25. Supplementary functions for Gaussian basis sets. J. Chem. Phys. 80(7), 3265\u20133269 (1984).","journal-title":"J. Chem. Phys."},{"key":"27674_CR18","unstructured":"Dennington, R. D. I. I., Keith, T. A., & Millam, J. M. GaussView, version 6.0. 16.\u00a0SemichemInc Shawnee Mission KS,\u00a013(1) (2016)."},{"issue":"45","key":"27674_CR19","doi-asserted-by":"publisher","first-page":"11683","DOI":"10.1021\/jp073974n","volume":"111","author":"JP Merrick","year":"2007","unstructured":"Merrick, J. P., Moran, D. & Radom, L. An evaluation of harmonic vibrational frequency scale factors. J. Phys. Chem. A 111(45), 11683\u201311700 (2007).","journal-title":"J. Phys. Chem. A"},{"issue":"5","key":"27674_CR20","doi-asserted-by":"publisher","first-page":"054103","DOI":"10.1063\/1.2222364","volume":"125","author":"R Improta","year":"2006","unstructured":"Improta, R., Barone, V., Scalmani, G. & Frisch, M. J. A state-specific polarizable continuum model time dependent density functional theory method for excited state calculations in solution. J. Chem. Phys. 125(5), 054103 (2006).","journal-title":"J. Chem. Phys."},{"issue":"9","key":"27674_CR21","doi-asserted-by":"publisher","first-page":"094107","DOI":"10.1063\/1.2173258","volume":"124","author":"G Scalmani","year":"2006","unstructured":"Scalmani, G. et al. Geometries and properties of excited states in the gas phase and in solution: Theory and application of a time-dependent density functional theory polarizable continuum model. J. Chem. Phys. 124(9), 094107 (2006).","journal-title":"J. Chem. Phys."},{"issue":"14","key":"27674_CR22","doi-asserted-by":"publisher","first-page":"1639","DOI":"10.1002\/(SICI)1096-987X(19981115)19:14<1639::AID-JCC10>3.0.CO;2-B","volume":"19","author":"GM Morris","year":"1998","unstructured":"Morris, G. M. et al. Automated docking using a Lamarckian genetic algorithm and an empirical binding free energy function. J. Comput. Chem. 19(14), 1639\u20131662 (1998).","journal-title":"J. Comput. Chem."},{"issue":"5","key":"27674_CR23","doi-asserted-by":"publisher","first-page":"580","DOI":"10.1002\/jcc.22885","volume":"33","author":"T Lu","year":"2012","unstructured":"Lu, T. & Chen, F. Multiwfn: A multifunctional wavefunctionanalyzer. J. Comput. Chem. 33(5), 580\u2013592 (2012).","journal-title":"J. Comput. Chem."},{"key":"27674_CR24","doi-asserted-by":"publisher","first-page":"19","DOI":"10.1016\/j.softx.2015.06.001","volume":"1","author":"MJ Abraham","year":"2015","unstructured":"Abraham, M. J. et al. GROMACS: High performance molecular simulations through multi-level parallelism from laptops to supercomputers. SoftwareX 1, 19\u201325 (2015).","journal-title":"SoftwareX"},{"issue":"8","key":"27674_CR25","doi-asserted-by":"publisher","first-page":"1180","DOI":"10.1107\/S2056989017010271","volume":"73","author":"MSH Faizi","year":"2017","unstructured":"Faizi, M. S. H., Dege, N. & Malinkin, S. Crystal structure and DFT study of 2-(pyren-1-yl)-1H-benzimidazole. Acta Crystallogr. Sect. E: Crystallogr. Commun. 73(8), 1180\u20131183 (2017).","journal-title":"Acta Crystallogr. Sect. E: Crystallogr. Commun."},{"key":"27674_CR26","doi-asserted-by":"publisher","first-page":"605","DOI":"10.1016\/j.saa.2011.11.024","volume":"86","author":"NTA Ghani","year":"2012","unstructured":"Ghani, N. T. A. & Mansour, A. M. Molecular structure of 2-chloromethyl-1H-benzimidazole hydrochloride: Single crystal, spectral, biological studies, and DFT calculations. Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 86, 605\u2013613 (2012).","journal-title":"Spectrochim. Acta Part A Mol. Biomol. Spectrosc."},{"key":"27674_CR27","doi-asserted-by":"publisher","first-page":"46","DOI":"10.1016\/j.molstruc.2016.10.013","volume":"1130","author":"H Saral","year":"2017","unstructured":"Saral, H., \u00d6zdamar, \u00d6. & U\u00e7ar, \u0130. Synthesis, structural and spectroscopic studies of two new benzimidazole derivatives: A comparative study. J. Mol. Struct. 1130, 46\u201354 (2017).","journal-title":"J. Mol. Struct."},{"key":"27674_CR28","doi-asserted-by":"crossref","unstructured":"Young, D. C. Computational Drug Design: A Guide for Computational and Medicinal Chemists. (Wiley, 2009).","DOI":"10.1002\/9780470451854"},{"key":"27674_CR29","unstructured":"Jomroz, M. H. Vibrational Energy distribution Analysis VEDA 4 (Warsaw). (2004)."},{"issue":"2","key":"27674_CR30","doi-asserted-by":"publisher","first-page":"476","DOI":"10.1021\/jo01025a502","volume":"29","author":"DJ Rabiger","year":"1964","unstructured":"Rabiger, D. J. & Joulli\u00e9, M. M. The ionization constants, ultraviolet, and infrared spectra of some substituted benzimidazoles. J. Org. Chem. 29(2), 476\u2013482 (1964).","journal-title":"J. Org. Chem."},{"key":"27674_CR31","volume-title":"A guide to the complete interpretation of infrared spectra of organic structures","author":"NP Roeges","year":"1994","unstructured":"Roeges, N. P. & Baas, J. M. A. A guide to the complete interpretation of infrared spectra of organic structures Vol. 122 (Wiley, 1994)."},{"key":"27674_CR32","unstructured":"Preston, P. N. (ed.). Benzimidazoles and Cogeneric Tricyclic Compounds, Vol. 40, Part 2. (Wiley, 2009)."},{"key":"27674_CR33","unstructured":"Silverstein, R. M., Bassler, G. C., & Morril, T. C. spectroscopic identification of organic compounds 4 (Wiley, New York, 1981)."},{"issue":"1","key":"27674_CR34","doi-asserted-by":"publisher","first-page":"13","DOI":"10.1080\/00268970903476688","volume":"108","author":"N \u00d6zdemir","year":"2010","unstructured":"\u00d6zdemir, N., Eren, B., Din\u00e7er, M. & Bekdemir, Y. Experimental and ab initio computational studies on 4-(1 H-benzo [d] imidazol-2-yl)-N, N-dimethylaniline. Mol. Phys. 108(1), 13\u201324 (2010).","journal-title":"Mol. Phys."},{"issue":"12","key":"27674_CR35","doi-asserted-by":"publisher","first-page":"3112","DOI":"10.1002\/qua.22697","volume":"111","author":"N \u00d6zdemi\u0307","year":"2011","unstructured":"\u00d6zdemi\u0307, N., Eren, B., Di\u0307n\u00e7er, M. & Bekdemi\u0307, Y. Quantum chemical, IR, NMR, and X-ray diffraction studies on 2-(4-chlorophenyl)-1-methyl-1H-benzo [d] imidazole. Int. J. Quantum Chem. 111(12), 3112\u20133124 (2011).","journal-title":"Int. J. Quantum Chem."},{"issue":"14","key":"27674_CR36","doi-asserted-by":"publisher","first-page":"2445","DOI":"10.1016\/S1386-1425(97)00154-6","volume":"53","author":"TD Klots","year":"1997","unstructured":"Klots, T. D., Devlin, P. & Collier, W. B. Heteroatom derivatives of indene: V. vibrational spectra of benzimidazole. Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 53(14), 2445\u20132456 (1997).","journal-title":"Spectrochim. Acta Part A Mol. Biomol. Spectrosc."},{"issue":"11","key":"27674_CR37","first-page":"2243","volume":"27","author":"HQ Liu","year":"2007","unstructured":"Liu, H. Q. & Jiang, F. C. Investigation on the change in CF stretching vibration of FTIR spectrum by 1H NMR method. GuangpuxueyuGuangpu fen xi=Guangpu 27(11), 2243\u20132245 (2007).","journal-title":"GuangpuxueyuGuangpu fen xi=Guangpu"},{"issue":"2\u20133","key":"27674_CR38","doi-asserted-by":"publisher","first-page":"148","DOI":"10.1016\/j.molstruc.2010.10.035","volume":"985","author":"S Sudha","year":"2011","unstructured":"Sudha, S., Sundaraganesan, N., Kurt, M., Cinar, M. & Karabacak, M. FT-IR and FT-Raman spectra, vibrational assignments, NBO analysis and DFT calculations of 2-amino-4 chlorobenzonitrile. J. Mol. Struct. 985(2\u20133), 148\u2013156 (2011).","journal-title":"J. Mol. Struct."},{"issue":"6","key":"27674_CR39","doi-asserted-by":"publisher","first-page":"899","DOI":"10.1021\/cr00088a005","volume":"88","author":"AE Reed","year":"1988","unstructured":"Reed, A. E., Curtiss, L. A. & Weinhold, F. Intermolecular interactions from a natural bond orbital, donor-acceptor viewpoint. Chem. Rev. 88(6), 899\u2013926 (1988).","journal-title":"Chem. Rev."},{"issue":"3","key":"27674_CR40","first-page":"343","volume":"103","author":"FJ Luque","year":"2000","unstructured":"Luque, F. J., L\u00f3pez, J. M. & Orozco, M. Perspective on \u201cElectrostatic interactions of a solute with a continuum. A direct utilization of ab initio molecular potentials for the prevision of solvent effects. Theoret. Chem. Acc. 103(3), 343\u2013345 (2000).","journal-title":"Theoret. Chem. Acc."},{"issue":"4","key":"27674_CR41","doi-asserted-by":"publisher","first-page":"862","DOI":"10.1071\/CH9620862","volume":"15","author":"PJ Black","year":"1962","unstructured":"Black, P. J. & Heffernan, M. L. Proton magnetic resonance spectra of A2B2 systems. Aust. J. Chem. 15(4), 862\u2013863 (1962).","journal-title":"Aust. J. Chem."},{"issue":"10","key":"27674_CR42","doi-asserted-by":"publisher","first-page":"2596","DOI":"10.1016\/j.heliyon.2019.e02596","volume":"5","author":"S Singhal","year":"2019","unstructured":"Singhal, S., Khanna, P. & Khanna, L. Synthesis, DFT studies, molecular docking, |antimicrobial screening and UV fluorescence studies on ct-DNA for novel Schiff bases of 2-(1-aminobenzyl) benzimidazole. Heliyon 5(10), 2596 (2019).","journal-title":"Heliyon"},{"issue":"5","key":"27674_CR43","doi-asserted-by":"publisher","first-page":"1646","DOI":"10.1021\/j100851a044","volume":"72","author":"RH Cox","year":"1968","unstructured":"Cox, R. H. & Bothner-By, A. A. Proton nuclear magnetic resonance spectra of monosubstitutedpyrazines. J. Phys. Chem. 72(5), 1646\u20131649 (1968).","journal-title":"J. Phys. Chem."},{"issue":"37","key":"27674_CR44","doi-asserted-by":"publisher","first-page":"33928","DOI":"10.1021\/acsomega.3c04710","volume":"8","author":"AA Basha","year":"2023","unstructured":"Basha, A. A., Ali Khan, F. L., Kubaib, A., Imran, P. M. & Nebbache, N. Ternary mixture of pentanamide in solvent analogy with halogenated phenol: experimental, theoretical, and in silico biological studies. ACS Omega 8(37), 33928\u201333942 (2023).","journal-title":"ACS Omega"},{"key":"27674_CR45","doi-asserted-by":"publisher","DOI":"10.1016\/j.comptc.2023.114412","volume":"1231","author":"AA Basha","year":"2024","unstructured":"Basha, A. A., Kubaib, A. & Azam, M. Exploring the antiviral potency of \u03b3-FP and PA compounds: Electronic characterization, non-covalent interaction analysis and docking profiling with emphasis on QTAIM aspects. Comput. Theor. Chem. 1231, 114412 (2024).","journal-title":"Comput. Theor. Chem."},{"issue":"11","key":"27674_CR46","doi-asserted-by":"publisher","first-page":"801","DOI":"10.1002\/anie.198208013","volume":"21","author":"K Fukui","year":"1982","unstructured":"Fukui, K. The role of frontier orbitals in chemical reactions (Nobel Lecture). AngewandteChemie Int. Ed. Eng. 21(11), 801\u2013809 (1982).","journal-title":"AngewandteChemie Int. Ed. Eng."},{"key":"27674_CR47","doi-asserted-by":"publisher","DOI":"10.1016\/j.molliq.2024.124315","volume":"398","author":"GS Fasiuddin","year":"2024","unstructured":"Fasiuddin, G. S. et al. Solvation model, vibrational analysis, electronic level, non-covalent interactions and molecular docking investigations of 6-Chloro-2-(4-Aminophenyl)-1H-Benzimidazole. J. Mol. Liq. 398, 124315 (2024).","journal-title":"J. Mol. Liq."},{"issue":"41","key":"27674_CR48","doi-asserted-by":"publisher","first-page":"29896","DOI":"10.1039\/D4RA04217D","volume":"14","author":"SY Begum","year":"2024","unstructured":"Begum, S. Y. et al. Unveiling multifunctional inhibitors: holistic spectral, electronic and molecular characterization, coupled with biological profiling of substituted pyridine derivatives against LD transpeptidase, hemeoxygenase and PPAR gamma. RSC Adv. 14(41), 29896\u201329909 (2024).","journal-title":"RSC Adv."},{"key":"27674_CR49","doi-asserted-by":"publisher","first-page":"9","DOI":"10.1016\/j.compbiolchem.2018.11.014","volume":"78","author":"JC Prasana","year":"2019","unstructured":"Prasana, J. C., Muthu, S. & Abraham, C. S. Molecular docking studies, charge transfer excitation and wave function analyses (ESP, ELF, LOL) on valacyclovir: a potential antiviral drug. Comput. Biol. Chem. 78, 9\u201317 (2019).","journal-title":"Comput. Biol. Chem."},{"issue":"1","key":"27674_CR50","doi-asserted-by":"publisher","first-page":"012027","DOI":"10.1088\/1742-6596\/3042\/1\/012027","volume":"3042","author":"R Al Abdallah","year":"2025","unstructured":"Al Abdallah, R. & Basha, A. A. New rovibronic line list for the A1\u03a0-X1\u03a3+ transition of the MgH-anion. J. Phys. Conf. Ser. 3042(1), 012027 (2025).","journal-title":"J. Phys. Conf. Ser."},{"issue":"3","key":"27674_CR51","first-page":"4","volume":"38","author":"BA Aathif","year":"2021","unstructured":"Aathif, B. A. & Liakath Ali, K. F. Dielectric relaxation studies of hydrogen bonded complexes of benzamide and acetamide with halogenated phenols using x-band microwave frequency. ASEAN J. Sci. Technol. Dev. 38(3), 4 (2021).","journal-title":"ASEAN J. Sci. Technol. Dev."},{"issue":"1","key":"27674_CR52","doi-asserted-by":"publisher","first-page":"1029","DOI":"10.1021\/acsomega.3c07257","volume":"9","author":"H Hadi","year":"2023","unstructured":"Hadi, H. et al. Design, transport\/molecular scale electronics, electric properties, and a conventional quantum study of a new potential molecular switch for nanoelectronic devices. ACS Omega 9(1), 1029\u20131041 (2023).","journal-title":"ACS Omega"},{"key":"27674_CR53","doi-asserted-by":"publisher","first-page":"2496","DOI":"10.1021\/jm00091a018","volume":"35","author":"H Yoshino","year":"1992","unstructured":"Yoshino, H. et al. Novel sulfonamides as potential, systemically active antitumor agents. J. Med. Chem. 35, 2496\u20132497 (1992).","journal-title":"J. Med. Chem."},{"key":"27674_CR54","doi-asserted-by":"publisher","DOI":"10.1016\/j.molliq.2024.123983","volume":"396","author":"M Selvakumaran","year":"2024","unstructured":"Selvakumaran, M. et al. Investigations into the anti-inflammatory and anti-diabetic activity of newly synthesized derivatives of 4AP2BOB utilizing DFT, molecular docking and spectroscopic characterization. J. Mol. Liq. 396, 123983 (2024).","journal-title":"J. Mol. Liq."},{"key":"27674_CR55","doi-asserted-by":"publisher","first-page":"747","DOI":"10.1093\/bioinformatics\/16.8.747","volume":"16","author":"A Lagunin","year":"2000","unstructured":"Lagunin, A., Stepanchikova, A., Filimonov, D. & Poroikov, V. PASS: prediction of activity Spectra for biologically active substances. Bioinformatics 16, 747\u2013748 (2000).","journal-title":"Bioinformatics"},{"key":"27674_CR56","doi-asserted-by":"publisher","first-page":"653","DOI":"10.1515\/chem-2018-0067","volume":"16","author":"MS Almutairi","year":"2018","unstructured":"Almutairi, M. S., Soumya, S., Al-Wabli, R. I., Joe, I. H. & Attia, M. I. Density functional theory Calculations, vibration spectral analysis and molecular docking of the antimicrobial agent 6-(1, 3-benzodioxol-5-ylmethyl)-5-ethyl-2-{[2-(morpholin-4-yl) ethyl] sulfanyl} pyrimidin-4 (3H)-One. Open Chem. 16, 653\u2013666 (2018).","journal-title":"Open Chem."},{"key":"27674_CR57","first-page":"1","volume":"2","author":"IM Khan","year":"2021","unstructured":"Khan, I. M. et al. Synthesis, spectroscopic characterization, antimicrobial activity, molecular docking and DFT studies of proton transfer (H-Bonded) complex of 8 aminoquinoline (donor) with chloranilic acid (acceptor). J. Biomol. Struct. Dyn. 2, 1\u201315 (2021).","journal-title":"J. Biomol. Struct. Dyn."},{"key":"27674_CR58","doi-asserted-by":"publisher","DOI":"10.1016\/j.comptc.2022.113934","volume":"1217","author":"A Kubaib","year":"2022","unstructured":"Kubaib, A., Imran, P. M. & Basha, A. A. Applications of the Vienna Ab initio simulation package, DFT and molecular interaction studies for investigating the electrochemical stability and solvation performance of non-aqueous NaMF6 electrolytes for sodium-ion batteries. Comput. Theor. Chem. 1217, 113934 (2022).","journal-title":"Comput. Theor. Chem."},{"key":"27674_CR59","doi-asserted-by":"publisher","DOI":"10.1016\/j.molliq.2022.119853","volume":"363","author":"AA Basha","year":"2022","unstructured":"Basha, A. A., Khan, F. L. A. & Hussain, B. K. Dielectric relaxation and thermodynamical parameters of hydrogen bonded complexes for Heptanamide and Pentanamide with halogenated phenols in benzene. J. Mol. Liq. 363, 119853 (2022).","journal-title":"J. Mol. Liq."},{"key":"27674_CR60","doi-asserted-by":"publisher","DOI":"10.1016\/j.synthmet.2024.117543","volume":"302","author":"H Hadi","year":"2024","unstructured":"Hadi, H. et al. Exploring high-performance functionalized corannulene dimers: A DFT-based investigation for novel photovoltaic applications. Synth. Met. 302, 117543 (2024).","journal-title":"Synth. Met."},{"key":"27674_CR61","doi-asserted-by":"publisher","DOI":"10.1016\/j.synthmet.2024.117748","volume":"309","author":"H Hadi","year":"2024","unstructured":"Hadi, H. et al. Influence of nitrogen exchange in the core-shell structure of naphthalenediimide molecules on the advancement of quantum electronic properties. Synth. Met. 309, 117748 (2024).","journal-title":"Synth. Met."},{"key":"27674_CR62","doi-asserted-by":"crossref","unstructured":"Tabassum, S., Basha, A. A., Govindaraju, S., &Kubaib, A. (2025). Green Synthesis, Characterization, and therapeutic potential of 2-(Thiophen-2-ylmethylene) malononitrile: insights into molecular interactions with cyclooxygenase-2 (COX-2).\u00a0J. Mol. Struct. 143186.","DOI":"10.1016\/j.molstruc.2025.143186"},{"issue":"3","key":"27674_CR63","doi-asserted-by":"publisher","first-page":"449","DOI":"10.1007\/s42485-024-00163-7","volume":"15","author":"S Rawat","year":"2024","unstructured":"Rawat, S. et al. Exploring the molecular mechanism of anti-inflammatory action of Coriandrumsativum using network pharmacology, molecular dynamic simulation, and density functional theory. J. Prot. Proteom. 15(3), 449\u2013472 (2024).","journal-title":"J. Prot. Proteom."},{"key":"27674_CR64","doi-asserted-by":"crossref","unstructured":"Lisha, K. P., Elangovan, N., Manoj, K. P., Abu Ali, O. A., & Mahmoud, S. F. (2025). Synthesis, fluorescence properties, in vitro anticancer activity, inter-intramolecular hydrogen bonding and molecular docking studies on (E)-2-((2-nitrobenzylidene) amino) phenol. J. Fluoresc. 1\u201325.","DOI":"10.1007\/s10895-025-04419-3"},{"key":"27674_CR65","doi-asserted-by":"crossref","unstructured":"Elangovan, N., Yogeswaran, R., Ajithkumar, G., Elagan, S. K., & Mahmoud, S. F. (2025). Synthesis, fluorescence properties and comparison studies on 2-aminophenol derivatives: insights from DFT, topology, non-covalent interactions and molecular docking studies. J. Fluoresc. 1\u201323.","DOI":"10.1007\/s10895-025-04380-1"},{"issue":"41","key":"27674_CR66","doi-asserted-by":"publisher","first-page":"18908","DOI":"10.1021\/jacs.2c06538","volume":"144","author":"K Liu","year":"2022","unstructured":"Liu, K., Jiang, Z., Lalancette, R. A., Tang, X. & J\u00e4kle, F. Near-infrared-absorbing B-N lewis pair-functionalized anthracenes: electronic structure tuning, conformational isomerism, and applications in photothermal cancer therapy. J. Am. Chem. Soc. 144(41), 18908\u201318917 (2022).","journal-title":"J. Am. Chem. Soc."},{"key":"27674_CR67","doi-asserted-by":"publisher","first-page":"163754","DOI":"10.1016\/j.apsusc.2025.163754","volume":"708","author":"P Guo","year":"2025","unstructured":"Guo, P. et al. Enhanced iodine capture by nano-copper particles modified benzimidazole-based molded porous carbon. Appl. Surf. Sci. 708, 163754 (2025).","journal-title":"Appl. Surf. Sci."},{"issue":"1","key":"27674_CR68","first-page":"24","volume":"7","author":"E Erturk","year":"2023","unstructured":"Erturk, E., Tuna, G., Coskun, D. & Ari, F. Investigation of anti-cancer activity of newly synthesized 2, 4-pentadien-1-one derivative containing benzofuran in human lung and colon cancer cells. Eurasian J. Med. Oncol. 7(1), 24 (2023).","journal-title":"Eurasian J. Med. Oncol."}],"container-title":["Scientific Reports"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.nature.com\/articles\/s41598-025-27674-7.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.nature.com\/articles\/s41598-025-27674-7","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.nature.com\/articles\/s41598-025-27674-7.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,12,17]],"date-time":"2025-12-17T11:03:07Z","timestamp":1765969387000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.nature.com\/articles\/s41598-025-27674-7"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,12,17]]},"references-count":68,"journal-issue":{"issue":"1","published-online":{"date-parts":[[2025,12]]}},"alternative-id":["27674"],"URL":"https:\/\/doi.org\/10.1038\/s41598-025-27674-7","relation":{},"ISSN":["2045-2322"],"issn-type":[{"value":"2045-2322","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,12,17]]},"assertion":[{"value":"19 August 2025","order":1,"name":"received","label":"Received","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"5 November 2025","order":2,"name":"accepted","label":"Accepted","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"17 December 2025","order":3,"name":"first_online","label":"First Online","group":{"name":"ArticleHistory","label":"Article History"}},{"order":1,"name":"Ethics","group":{"name":"EthicsHeading","label":"Declarations"}},{"value":"No potential conflict of interest was reported by the author(s).","order":2,"name":"Ethics","group":{"name":"EthicsHeading","label":"Competing interests"}}],"article-number":"44010"}}