CAMBRIDGE CRYSTALLOGRAPHIC DATABASE ANALYSIS OF SOME MEDICINALLY IMPORTANT HALOGENATED AMINOPYRIDINES: CSD ANALYSIS OF SOME MEDICINALLY IMPORTANT HALOGENATED AMINOPYRIDINES

Ruchika Sharma; Saminathan Murugavel; Rajni Kant

doi:10.4314/jfas.1368

Authors

Ruchika Sharma Department of Physics, University of Jammu, Jammu Tawi, 180006, Jammu & Kashmir, India
Saminathan Murugavel Department of Physics, Thanthai Periyar Government Institute of Technology, Vellore, 632002, Tamil Nadu, India
Rajni Kant Vice-Chancellor, Rabindranath Tagore University, Post-Bhojpur, Bhopal-Chiklod Road, Raisen, 464993, Madhya Pradesh, India

DOI:

https://doi.org/10.4314/jfas.1368

Keywords:

X-ray structure, Optimization, HOMO-LUMO, Hirshfeld surfaces, Molecular docking.

Abstract

A database comparison of the crystal structure of some halogenated aminopyridine derivatives has been performed for their structural optimization and quantum chemical analysis. The investigation explores the optimum structural geometry of the identified molecules, including the frontier orbital energy gap, Mulliken atomic charge distribution and molecular electrostatic potential (MEP). The two-dimensional fingerprint plots and Hirshfeld surface analysis reveals diverse intermolecular interactions existing between the molecules. The void volume percentage has been computed to infer about the physical strength of these molecules. Molecular docking has been performed to reveal that all the molecules could be potential candidates for an efficient potent inhibitor for MET receptor.

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Author Biography

Ruchika Sharma, Department of Physics, University of Jammu, Jammu Tawi, 180006, Jammu & Kashmir, India

Ruchika Sharma is a doctoral student in Physics at the department of Physics, University of Jammu, India

References

Beer R H, Jimenez J, Drago R S. J. Org. Chem., 58, 1993, 1746–1747,

doi : https://doi.org/10.1021/jo00059a024

Nussbaumer S, Bonnabry P, Veuthey J L, Fleury-Souverain S. Talanta, 85, 2011, 2265–2289, doi : https://doi.org/10.1016/j.talanta.2011.08.034

De Clercq E. Biochem. Pharmacol., 85, 2013, 727–744,

doi : https://doi.org/10.1016/j.bcp. 2012.12.011

Beena and Rawat D S, Med. Res. Rev., 33, 2013, 693–764,

doi : https://doi.org/10.1002/med. 21262

Biamonte M A, Wanner J, Le Roch K G. Bioorg. Med. Chem. Lett., 23, 2013, 2829–2843, doi : https://doi.org/10.1016/j.bmcl.2013.03.067

Hector R F. Clin. Tech. Small Anim. Pract., 20, 2005, 240–249,

doi : https://doi.org/10.105 3/j.ctsap.2005.07.005

Sung H, Ferlay J, Siegel R L, Laversanne M, Soerjomataram I, Jemal A, Bray F. CA: Cancer J. Clin., 71, 2021, 209–249,

doi : https://doi.org/10.3322/caac.21660

Moosavi F, Giovannetti E, Saso L, Firuzi O. Crit. Rev. Clin. Lab. Sci., 56, 2019, 533–566, doi : https://doi.org/10.1080/10408363.2019.1653821

Mathieu L N, Larkins E, Akinboro O, Roy P, Amatya A K, Fiero M H, Mishra-Kalyani P S, Helms W S, Myers C E, Skinner A M, Aungst S, Jin R, Zhao H, Xia H, Zirkelbach J F, Bi Y, Li Y, Liu J, Grimstein M, Zhang X, Woods S, Reece K, Abukhdeir A M, Ghosh S, Philip R, Tang S, Goldberg K B, Pazdur R, Beaver J A, Singh H. Clin. Cancer Investig. J., 28, 2022, 249–254, doi : https://doi.org/10.1158/1078-0432.CCR-21-1566

Goubitz K, Sonneveld E J, Schenk H. Z. Kristallogr., 216, 2001, 176–181,

doi : https://doi.org/10.1524/zkri.216.3.176.20326

Pourayoubi M, Ghadimi S, Valmoozi A A E. Acta Cryst., E63, 2007, o4631,

doi : https://doi.org/10.1107/S1600536807055328

Adam M S S, Kindermann M K, Köckerling M, Heinicke J W. Eur. J. Org. Chem., 2009, 4655–4665,

doi : https://doi.org/10.1002/ejoc.200900698

Murthy P K, Rao R S, Suneetha V, Giri L, Suchetan P A. IUCrData., 2, 2017, x170728,

doi : https://doi.org/10.1107/S2414314617007283

Fun H K, Kia R, Maity A C, Maity S, Goswami, S. Acta Cryst., E65, 2009, o97,

doi : https://doi.org/10.1107/S1600536808041366

Frisch A. “Gaussian 09W Reference”. Wallingford, USA, 2009, p. 25.

Mouada H., Lanez T., Zafar I. ROS scavenging, DNA binding and NADPH oxidase inhibition potential of N’-Ferrocenylmethyl-N’- phenylpropionohydrazide using cyclic voltammetry and molecular docking, Journal of Organometallic Chemistry. 2024, https://doi.org/10.1016/j.jorganchem.2024.123026

Yahiaoui A., Benyza N., Messai A., Lanez T., Lanez E. Voltametric and molecular docking investigations of ferrocenylmethylaniline and its N-acetylated derivative interacting with DNA, Journal of Electrochemical Science and Engineering. 2023. https://doi.org/10.5599/jese.2061

Mouada H., Lanez T., Zafar I, M.S. Afghan, N. Zegheb. N’-Ferrocenylmethyl-N’-phenylbenzohydrazide as a potential DNA binding compound: a combined experimental and computational study, Journal of Coordination Chemistry, 2023. https://doi.org/10.1080/00958972.2023.2275247

McKinnon J J, Spackman M A, Mitchell A S. Acta Cryst., B60, 2004, 627-668,

doi : https://doi.org/10.1107/S0108768104020300

Spackman M A, Jayatilaka D. CrystEngComm., 11, 2009, 19-32,

doi : https://doi.org /10.1039/B818330A

Spackman P R, Turner M J, McKinnon J J, Wolff S K, Grimwood D J, Jayatilaka D, Spackman M A. J. Appl. Crystallogr., 54, 2021, 1006-1011,

doi : https://doi.org/10.1107/S160 0576721002910

Wolff S K, Grimwood D J, McKinnon J J, Jayatilaka D, Spackamn M A. “Crystal Explorer 3.0”. University of Western Australia, Perth, 2007.

Spackman M A, McKinnon J J. CrystEngComm., 4(66), 2021, 378–392,

doi : https://doi.org/10.1039/b203191b

McKinnon J J, Mitchell A S, Spackman M A. Chem. Eur. J., 1998, 2136-2141,

doi : https://doi.org/10.1002/(SICI)1521-3765(19981102)4:11<2136::AID-CHEM2136>3.0.CO; 2-G

Turner M J, McKinnon J J, Jayatilaka D, Spackman M A. CrystEngComm., 13(6), 2011, 1804-1813,

doi : https://doi.org/10.1039/C0CE00683A

Kargar H, Fallah-Mehrjardi M, Behjatmanesh-Ardakani R, Munawar K S, Ashfaq M, Tahir M N. J. Mol. Struct., 1241, 2021, 130653,

doi : https://doi.org/10.1016/j.molstruc.2021.130653

Kargar H, Fallah-Mehrjardi M, Behjatmanesh-Ardakani R, Tahir M N, Ashfaq M, Munawar K S. J. Coord. Chem., 74, 2021, 2682,

doi : https://doi.org/10.1080/00958 972.2021.1972984

Kargar H, Fallah-Mehrjardi M, Behjatmanesh-Ardakani R, Munawar K. S, Ashfaq M, Tahir M N. J. Mol. Struct., 1250, 2022, 131691,

doi : https://doi.org/10.1016/j.molstruc. 2021.131691

Morris G M, Huey R, Lindstrom W, Sanner M F, Belew R K, Goodsell D S, Olson A J. J. Comput. Chem., 30, 2009, 2785-2791,

doi : http://doi.org/10.1002/jcc.21256.

www.rcsb.org/pdb

Dassault Systemes BIOVIA, [Discovery Studio 4.1 Visualizer], San Diego: Dassault Systemes, 2014.

Fukui K, Yonezawa T, Shingu H. J. Chem. Phys., 20, 1952, 722-725,

doi : https://doi.org/10.1063/1.1700523

Lanez E., Bechki L., Lanez T. Ferrocenylmethylnucleobases: Synthesis, DFT calculations, electrochemical and spectroscopic characterization, Chemistry & Chemical Technology, 2020 14(2), 146-153, https://doi.org/10.23939/chcht14.02.146

Ruiz-Morales Y. J. Phys. Chem. A., 106, 2002, 11283-11308,

doi : https://doi.org/10.1021/jp021 152e

Seth S K. Acta Cryst., E74, 2018, 600-606,

doi : https://doi.org/10.1107/S2056989018003857