Detailed molecular structure (XRD), conformational search, spectroscopic characterization (IR, Raman, UV, fluorescence), quantum mechanical properties and bioactivity prediction of a pyrrole analogue

Abstract

Pyrroles are an exciting class of organic compounds with immense medicinal activities. This manuscript presents the structural and quantum mechanical studies of 1-(2-aminophenyl) pyrrole using X-Ray diffraction and various spectroscopic methods like Infra-Red, Raman, Ultra-violet and Fluorescence spectroscopy and its comparison with theoretical simulations. The single-crystal X-ray diffraction values and optimized geometry parameters also were within the agreeable range. A fully relaxed potential energy scan revealed the stability of the possible conformers of this molecule. We present the density functional theory results and assignment of the vibrational modes in the infrared spectrum. The experimental and scaled simulated vibrations matched when density functional theory simulations (B3LYP functional with 6-311þþG**). The electronic spectrum was simulated using time-dependent density functional theory with CAM-B3LYP functional in dimethylsulphoxide solvent. The fluorescence spectrum of the compound was studied at different excitation wavelengths in the dimethylsulphoxide solvent. The stability of the molecule by intramolecular electron transfer by hyperconjugation was studied with the natural bond orbital analysis. Frontier molecular orbitals and molecular electrostatic potentials of the compound gave an idea about the reactive behaviour of the compounds. Prediction of activity spectral studies followed by docking analysis indicated that the molecule is active against arylacetonitrilase inhibitor.

Structural and physico-chemical evaluation of melatonin and its solution-state excited properties, with emphasis on its binding with novel coronavirus proteins

“…Interaction of the melatonin with the biological target can be explained by the softness value. The softness value is high (7031.7032 kcal/mol), indicating that the molecule can positively interact with biological systems and show the desired effect [ 41 ].…”

Polydopamine-Assisted Rapid One-Step Immobilization of L-Arginine in Capillary as Immobilized Chiral Ligands for Enantioseparation of Dansyl Amino Acids by Chiral Ligand Exchange Capillary Electrochromatography

“…All three samples exhibited typical absorption of aromatic C=C at around 1650, 1542 cm −1 , catechol –OH at 3370 cm −1 , and amino groups at 3248 cm −1 [ 35 ]. On the other hand, the dopamine’s characteristic absorption peaks at 1326 cm −1 (C-H bending vibration), 1370 cm −1 (C-O-H deformation vibration), and 1239 cm −1 (C-N stretching vibration) were not discernible in the FTIR spectra of PDA and PDA/L-Arg composite, confirming that the PDA and PDA/L-Arg hybrid samples were free of dopamine and successfully synthesized [ 36 , 37 , 38 ]. In addition, the PDA/L-Arg hybrid sample not only retained the characteristic absorption features of PDA but also exhibited a new absorption peak at 1697 cm −1 , which could be ascribed to the vibration of C=O in L-Arg molecules [ 39 ].…”

Structural investigations, quantum mechanical studies on proton and metal affinity and biological activity predictions of selpercatinib

“…Analysis of the SARS-CoV proteins 6LZG, 6 W63, 6 M03 and 6 LU7 using PatchDock enabled the determination of score values of 6508, 5570, 5624 and 5894, respectively. Furthermore, the total interacting surface areas were established at 745.50, 688.10, 770.40 and 743.80 Å 2 , respectively, while the minimum atomic contact energies were −22.58, −331.05, −409.25 and 372.48 kcal mol −1 , correspondingly [ [90] , [91] , [92] ]. In addition, the molecule solvent accessibilities were found to be 3385.80, 3089.51, 2833.11 and 3009.17 Å 2 , respectively.…”