Analysis of supramolecular self-assembly of two chromene derivatives: Synthesis, crystal structure, Hirshfeld surface, quantum computational and molecular docking studies

Patil, Mallikarjunagouda B.; Raveesha, T.C.; Hema, M.K.; Pampa, K.J.; Chandrashekara, P. G.; Mantelingu, Kempegowda; Demappa, T.; Lokanath, N.K.

doi:10.1016/j.molstruc.2020.129104

Cited by 9 publications

(2 citation statements)

References 45 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Binding affinity is a key index to understand the strength of the interaction between the ligand (inhibitor) and biomolecule. It is majorly affected by strong hydrogen bonding, electrostatic interactions and, hydrophobic and van der Waals forces [55] . The non-covalent interactions involved in constructing the supramolecular solid architecture of DZ1 and DZ2 in the crystalline state significantly contribute to the ligand-protein interaction.…”

Section: Resultsmentioning

confidence: 99%

Structure-property relationship in thioxotriaza-spiro derivative: Crystal structure and molecular docking analysis against SARS-CoV-2 main protease

Patil

Kumar

Vindya

et al. 2022

Journal of Molecular Structure

Self Cite

View full text Add to dashboard Cite

Detailed structural and non-covalent interactions in thioxotriaza-spiro derivative (DZ2) are investigated by single crystal structure anslysis and computational approaches. Its results were compared with the previously reported spiro derivative (DZ1). The crystal structure analysis revealed various C–H…O, N–H…O, C–H…N and N–H…S hydrogen bonds involved in constructing several dimeric motifs to stabilize the crystal packing. The differences and similarities in the relative contribution of non-covalent interactions in DZ1 and DZ2 compounds are compared using the Hirshfeld surface analysis and 2D fingerprint plots. The binding energies of specific molecular pairs and homodimers have been obtained using molecule–molecule interaction energy calculation. The hierarchy and topology of pair-wise intermolecular interactions are visualized through energy frameworks. The nature and strength of intra and intermolecular interactions were characterized using non-covalent interaction index analysis and the quantum theory of atoms in molecule approach. Further, molecular docking of compounds (DZ1 and DZ2) with SARS-CoV-2 main protease for COVID-19 is performed. And the superposition of these ligands and inhibitor N3, which is docked into the binding pocket of 7BQY, is presented. The binding affinity of -6.7 kcal/mol is observed, attributed to hydrogen bonding and hydrophobic interactions between the ligand and the amino acid residues of the receptor.

show abstract

Section: Resultsmentioning

confidence: 99%

Structure-property relationship in thioxotriaza-spiro derivative: Crystal structure and molecular docking analysis against SARS-CoV-2 main protease

Patil

Kumar

Vindya

et al. 2022

Journal of Molecular Structure

Self Cite

View full text Add to dashboard Cite

show abstract

“…The surface properties were analysed using 3D dnorm surfaces. [40] This research discusses the HOMO-LUMO energy gap, as well as crystal structure aspects such as 3D energy framework calculations and molecular lattice energy estimates, [41] and density functional theory (DFT) calculations. [42] Finally, the chemically active areas of the molecule are determined by studying the molecular electrostatic potential map.…”

Section: Introductionmentioning

confidence: 99%

Microwave‐Assisted Synthesis and Characterization of Some Aldehyde Derivatives of Imidazo[2,1‐b][1,3,4]thiadiazole: Crystal Structure Insights, In‐Silico and Biological Studies

Sagar,

Kumara,

et al. 2023

ChemistrySelect

View full text Add to dashboard Cite

The microwave‐assisted synthesis, crystallographic studies, in‐silico docking and the evaluation of in‐vitro biological activities of 2‐(3,4‐dimethoxy)‐6‐(substituted phenyl)‐ imidazo[2,1‐b][1,3,4]thiadiazole‐5‐carbaldehydes is represented here. Single‐crystal X‐ray diffraction experiments were used to identify the crystal structure of the 6‐(4‐chlorophenyl)‐2‐(3,4‐dimethoxybenzyl)imidazo[2,1‐b][1,3,4]thiadiazole‐5‐carbaldehyde. Using fingerprint plots, Hirshfeld surface analysis was used to confirm the contributions of distinct intermolecular interactions in the development of the crystal packing. Further, density functional theory calculations were employed to calculate the molecule's electronic properties. The chemically active regions on the molecule are identified by analysing the molecular electrostatic potential map. in‐silico studies revealed that the molecules can be effectively used as antibacterial agents by taking the 3q82 receptor with chloramphenicol as a standard. As compared to the chloramphenicol standard, in‐vitro tests showed that molecules 4 a, 4 b, 4 c, and 4 f had a zone of inhibition that ranged from 9 to 11 mm against both Gram‐positive (Bacillus subtilis) and Gram‐negative (Escherichia coli) bacteria. The minimum inhibitory concentration was between 40 to 70 μg/ml. These compounds′ Hydroxyl free radical scavenging activity was between 40 to 85 %. Whereas, DPPH radical scavenging activity was between 40 and 70 %. Percentage hemolysis or cell protective activity of the compounds was ineffective at 20–40 %.

show abstract

Structural, conformational and therapeutic studies on new thiazole complexes: drug-likeness and MOE-simulation assessments

et al. 2021

View full text Add to dashboard Cite

Analysis of supramolecular self-assembly of two chromene derivatives: Synthesis, crystal structure, Hirshfeld surface, quantum computational and molecular docking studies

Cited by 9 publications

References 45 publications

Structure-property relationship in thioxotriaza-spiro derivative: Crystal structure and molecular docking analysis against SARS-CoV-2 main protease

Structure-property relationship in thioxotriaza-spiro derivative: Crystal structure and molecular docking analysis against SARS-CoV-2 main protease

Microwave‐Assisted Synthesis and Characterization of Some Aldehyde Derivatives of Imidazo[2,1‐b][1,3,4]thiadiazole: Crystal Structure Insights, In‐Silico and Biological Studies

Structural, conformational and therapeutic studies on new thiazole complexes: drug-likeness and MOE-simulation assessments

Contact Info

Product

Resources

About