European Journal of Chemistry

Crystal structure, in silico molecular docking, DFT analysis and ADMET studies of N-(2-methoxy-benzyl)-acetamide

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Published: Dec 31, 2022
DOI: https://doi.org/10.5155/eurjchem.13.4.440-450.2303
Keywords:
PARP protein, Crystal structure, Molecular docking, Density functional theory, Hirshfeld surface analysis, Molecular electrostatic potential
Section
Research Article
Issue
Vol. 13 No. 4 (2022): December 2022
Dates
Received 2022-07-08
Accepted 2022-09-09
Published 2022-12-31
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Suganya Murugan
Department of Chemistry, Faculty of Science, Mother Teresa Women’s University, Kodaikanal, 624101, India
https://orcid.org/0000-0001-9707-9998
Prasanth Gunasekaran
Centre of Advanced Study in Crystallography and Biophysics, Faculty of Science, University of Madras, Chennai, 600025, India
https://orcid.org/0000-0001-9996-2960
Jayasudha Nehru
Department of Chemistry, Faculty of Science, Mother Teresa Women’s University, Kodaikanal, 624101, India
https://orcid.org/0000-0003-4694-5328
Anaglit Catherine Paul
Department of Chemistry, Faculty of Science, Mother Teresa Women’s University, Kodaikanal, 624101, India
https://orcid.org/0000-0002-5217-1616
Necmi Dege
Department of Physics, Faculty of Science, Ondokuz Mayis University, Samsun, 55200, Turkey
https://orcid.org/0000-0003-0660-4721
Emine Berrin Cinar
Department of Physics, Faculty of Science, Ondokuz Mayis University, Samsun, 55200, Turkey
https://orcid.org/0000-0001-7617-3459
Savaridasson Jose Kavitha
Department of Chemistry, Faculty of Science, Mother Teresa Women’s University, Kodaikanal, 624101, India
https://orcid.org/0000-0002-6513-2210
Kasthuri Balasubramani
Department of Chemistry, Faculty of Science, Government Arts College (Autonomous), Thanthonrimalai, Karur, 639005, India
https://orcid.org/0000-0003-1724-9999
Kaliyaperumal Thanigaimani
Department of Chemistry, Faculty of Science, Government Arts College, Trichy, 620022, India
https://orcid.org/0000-0002-4384-7848
Venkatachalam Rajakannan
Centre of Advanced Study in Crystallography and Biophysics, Faculty of Science, University of Madras, Chennai, 600025, India
https://orcid.org/0000-0002-4129-9227
Madhukar Hemamalini
Department of Chemistry, Faculty of Science, Mother Teresa Women’s University, Kodaikanal, 624101, India
https://orcid.org/0000-0001-8233-9451

Abstract

In this work, N-(2-methoxy-benzyl)-acetamide (2MBA) was synthesized from an amide derivative and it was characterized by FT-IR and NMR spectroscopy techniques. The crystal structure of 2MBA was also validated via single-crystal X-ray diffraction analysis. Crystal data for C10H13NO2 for 2MBA: Monoclinic, space group P21/n (no. 14), a = 9.1264(6) Å, b = 9.3375(7) Å, c = 11.9385(8) Å, β = 95.745(5)°, V = 1012.26(12) Å3, Z = 4, μ(MoKα) = 0.082 mm-1, Dcalc = 1.176 g/cm3, 5632 reflections measured (5.368° ≤ 2Θ ≤ 51.992°), 1990 unique (Rint = 0.0377, Rsigma = 0.0314) which were used in all calculations. The final R1 was 0.0583 (I > 2σ(I)) and wR2 was 0.1444 (all data).  The intermolecular interactions in 2MBA were theoretically examined by Hirshfeld surface analysis and 2D fingerprint plots. Moreover, the HOMO and LUMO energy gaps of 2MBA was calculated by DFT calculation with the B3LYP/6-311G++(d,p) method. The electron-withdrawing and donating sites of the 2MBA were confirmed via molecular electrostatic potential surface analysis. The present study discusses the title compound not only highlighted the crystallographic data but also revealed good molecular interactions together with an anticancer drug target, which is a targeting PARP protein, which was an important drug target in the treatment of breast cancer.


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Murugan, S.; Gunasekaran, P.; Nehru, J.; Paul, A. C.; Dege, N.; Cinar, E. B.; Kavitha, S. J.; Balasubramani, K.; Thanigaimani, K.; Rajakannan, V. Crystal Structure, in Silico Molecular Docking, DFT Analysis and ADMET Studies of N-(2-Methoxy-Benzyl)-Acetamide. Eur. J. Chem. 2022, 13, 440-450.

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Supporting Agencies

The Science and Engineering Research Board Science, International Research Experience (SERB-IRE) (SIR/2022/000011) and Mother Teresa Women’s University, Tamil Nadu, India.
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