Harish Kumar, M. and Harishkumar, S. and Anil Kumar, H. and Chikkegowda, D. H. and Palakshamurthy, B. S. (2024) Crystal structure, Hirshfeld surface analysis, DFT and molecular docking studies of ethyl 5-amino-2-bromoisonicotinate. Acta Crystallographica Section E: Crystallographic Communications, 80. 1274 -1279. ISSN 20569890
![[img]](http://eprints.uni-mysore.ac.in/style/images/fileicons/text.png) |
Text (full text)
c21.pdf - Published Version Download (12MB) |
Abstract
In the title compound, C8H9BrN2O2, the C—O—C—C torsion angle between isonicotine and the ethyl group is 180.0 (2)°. Intramolecular N—H⋯O and C—H⋯O interactions consolidate the molecular structure. In the crystal, N—H⋯N interaction form S(5) zigzag chains along [010]. The most significant contributions to the Hirshfeld surface arise from H⋯H (33.2%), Br⋯H/H⋯Br (20.9%), O⋯H/H⋯O (11.2%), C⋯H/H⋯C (11.1%) and N⋯H/H⋯N (10%) contacts. The topology of the three-dimensional energy frameworks was generated using the B3LYP/6–31 G(d,p) model to calculate the total interaction energy. The net interaction energies for the title compound are Eele = 59.2 kJ mol−1, Epol = 15.5 kJ mol−1, Edis = 140.3 kJ mol−1 and Erep = 107.2 kJ mol−1 with a total interaction energy Etot of 128.8 kJ mol−1. The molecular structure was optimized by density functional theory (DFT) at the B3LYP/6–311+G(d,p) level and the theoretical and experimentally obtained parameters were compared. The frontier molecular orbitals HOMO and LUMO were generated, giving an energy gap ΔE of 4.0931 eV. The MEP was generated to identify active sites in the molecule and molecular docking studies carried out with the title compound (ligand) and the covid-19 main protease PDB ID: 6LU7, revealing a moderate binding affinity of −5.4 kcal mol−1.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | crystal structure; DFT studies; Hirshfeld surface; isonicotinate; molecular docking |
| Subjects: | C Chemical Science > Chemistry |
| Divisions: | Department of > Chemistry |
| Depositing User: | Mr Eranna Library |
| Date Deposited: | 04 Dec 2025 10:23 |
| Last Modified: | 10 Mar 2026 05:15 |
| URI: | http://eprints.uni-mysore.ac.in/id/eprint/18200 |
Actions (login required)
 |
View Item |
