European Journal of Chemistry 2021, 12(4), 401-411 | doi: https://doi.org/10.5155/eurjchem.12.4.401-411.2165 | Get rights and content

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Investigations on spectroscopic characterizations, molecular docking, NBO, drug-Likeness, and ADME properties of 4H-1,2,4-triazol-4-amine by combined computational approach


Sibel Celik (1,*) orcid , Senay Yurdakul (2) orcid

(1) Department of Health Care Services, Ahi Evran University, Kırşehir, 40100, Turkey
(2) Department of Physics, Faculty of Science, Gazi University, Ankara, 06500, Turkey
(*) Corresponding Author

Received: 29 Jul 2021 | Revised: 13 Sep 2021 | Accepted: 14 Sep 2021 | Published: 31 Dec 2021 | Issue Date: December 2021

Abstract


In this study, the spectroscopic characterization, frontier molecular orbital analysis, and natural bond orbital analysis (NBO) analysis were executed to determine the movement of electrons within the molecule and the stability, and charge delocalization of the 4H-1,2,4-triazol-4-amine (4-AHT) through density functional theory (DFT) approach and B3LYP/6-311++G(d,p) level of theory. Surface plots of the hybrids’ Molecular Electrostatic Potential (MEP) revealed probable electrophilic and nucleophilic attacking sites. The discussed ligand were observed to be characterized by various spectral studies (FT-IR, UV-Vis). The calculated IR was found to be correlated with experimental values. The UV-Vis data of the molecule was used to analyze the visible absorption maximum (λmax) using the time-dependent DFT method. Since the principle of drug-likeness is usually used in combinatorial chemistry to minimize depletion in pharmacological investigations and growth, drug-likeness and ADME properties were calculated in this research to establish 4-AHT molecule bioavailability. Furthermore, molecular docking studies were carried out. Molecular docking analysis was performed for the title ligand inside the active site of the Epidermal Growth Factor Receptor (EGFR). The title compound’s anti-tumor activity against the cancer cell, in which EGFR is strongly expressed, prompted us to conduct molecular docking into the ATP binding site of EGFR to predict whether this molecule has an analogous binding mode to the EGFR inhibitors (PDB: ID: 1M17).


Keywords


DFT; ADME; Drug-Likeness; Molecular docking; Vibrational spectra; 4H-1,2,4-Triazol-4-amine

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DOI: 10.5155/eurjchem.12.4.401-411.2165

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[1]. M. Ayaz, Ö. Gündoğdu, S. Aytaç, B. Erdem, H. Çiftçi, Y. Erdogdu
Microwave-assisted synthesis, characterizations, antimicrobial activities, and DFT studies on some pyridine derived Schiff bases
Journal of Molecular Structure  1269, 133791, 2022
DOI: 10.1016/j.molstruc.2022.133791
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How to cite


Celik, S.; Yurdakul, S. Eur. J. Chem. 2021, 12(4), 401-411. doi:10.5155/eurjchem.12.4.401-411.2165
Celik, S.; Yurdakul, S. Investigations on spectroscopic characterizations, molecular docking, NBO, drug-Likeness, and ADME properties of 4H-1,2,4-triazol-4-amine by combined computational approach. Eur. J. Chem. 2021, 12(4), 401-411. doi:10.5155/eurjchem.12.4.401-411.2165
Celik, S., & Yurdakul, S. (2021). Investigations on spectroscopic characterizations, molecular docking, NBO, drug-Likeness, and ADME properties of 4H-1,2,4-triazol-4-amine by combined computational approach. European Journal of Chemistry, 12(4), 401-411. doi:10.5155/eurjchem.12.4.401-411.2165
Celik, Sibel, & Senay Yurdakul. "Investigations on spectroscopic characterizations, molecular docking, NBO, drug-Likeness, and ADME properties of 4H-1,2,4-triazol-4-amine by combined computational approach." European Journal of Chemistry [Online], 12.4 (2021): 401-411. Web. 22 Mar. 2023
Celik, Sibel, AND Yurdakul, Senay. "Investigations on spectroscopic characterizations, molecular docking, NBO, drug-Likeness, and ADME properties of 4H-1,2,4-triazol-4-amine by combined computational approach" European Journal of Chemistry [Online], Volume 12 Number 4 (31 December 2021)

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