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Fig 1.

Pathology of COVID-19 displaying the development of neurological disorder.

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Fig 1 Expand

Fig 2.

Portrayal of representative examples from the selected data set (five most active 1–5 and five 102–106 least active molecules).

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Fig 3.

Presentation of the QSAR work flow chart for implemented in the present investigation.

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Fig 4.

Presentation of Ramachandran Plot for pdbL6lu7, before and after optimization.

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Fig 5.

Presentation of the Scattered plot (a) Graph of experimental vs. predicted pIC50 values for a model (b) Graph of residual vs. Predicted pIC50 values for a model (c) William’s plot for applicability domain of the developed QSAR model 1 (d) Insubria Plot for a QSAR model 1.

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Fig 6.

Representation of the Scattered plot (a) Graph of experimental vs. Predicted pIC50 values for a model (b) Graph of Residual vs. Predicted pIC50 values for a model (c) Williams plot for the applicability domain of the model 2 (d) Insubria Plot for a QSAR model 2.

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Table 1.

Presentation of the statistical parameters associated with fitting, double validation and Y-scrambling for QSAR model 1 and model 2.

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Table 1 Expand

Fig 7.

Skematic representation of the molecular descriptor fNH5B in molecules 3 and 9 only.

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Fig 8.

Presentation of (A) 2D interaction of the Michael acceptor inhibitor N3 with Mpro, (B) Illustration of the molecular descriptor fNH5B in Michael acceptor inhibitor N3 (PDB ID: 2Q6F).

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Fig 9.

Presentation and Mechanistic interpretation display of the molecular descriptor faroCC5B for the molecule 1 & 15 and 3 & 24.

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Fig 10.

Presentation of Illustration of synchronous effect of molecular descriptors faroCC5B and fnotringOsp3C5B.

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Fig 11.

Presentation of the molecular descriptor com_ringC_2A for the molecules 103 and 95(pink star in the molecule 103 and 95 indicate center of mass of the molecule).

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Fig 12.

Presentation of (a) 2D interactions of compound 4 (ZINC ID: 32719065) with SARS-CoV-2 Mpro, (b) Comparison of docked conformation of pdb-6lu7 ligand (cyan colored) of SARS CoV2 Mpro and Hit compound-47 (zinc id-32719065) (orange colored).

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Fig 13.

Presentation of Binding of the ligand, compound 4 (ZINC ID: 32719065) at the active pocket of SARS-CoV-2 Mpro showing extended conformation.

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Table 2.

Presentation of Docking score (SARS Mpro) for the five most active hits identified in QSAR based virtual screening.

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Fig 14.

Presentation of (A) 2D interactions of compound 4 (ZINC ID: 32719065) with MAO-B receptor, and (B) Comparison of docked conformation of pdb-2v61 ligand (Red colored) of MAO-B receptor and hit compound 4 (zinc id-32719065) (Ash colored).

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Fig 15.

Depiction of i. MD simulation trajectory analysis of Root Mean Square Divisions (RMSD) of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) at 150 ns time frame in triplicate displayed: R1 (replicate 1) Root Mean Square Divisions (RMSD) plot of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) (red); R2 (replicate 2) Root Mean Square Divisions (RMSD) plot of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) (blue); R3 (replicate 3) Root Mean Square Divisions (RMSD) plot of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) (light green); ii. Portrayal of MD simulation trajectory analysis of Radius of gyration (Rg) of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) at 150 ns time frame in triplicate displayed: R1 (replicate 1) Radius of gyration (Rg) plot of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) (red); R2 (replicate 2) Radius of gyration (Rg) plot compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) (blue); R3 (replicate 3) Radius of gyration (Rg) plot of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) (light green); iii. Representation of MD simulation trajectory analysis of Root Mean Square Fluctuations (RMSF) of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) at 150 ns time frame in triplicate displayed: R1 (replicate 1) Root Mean Square Fluctuations (RMSF) plot of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) (red); R2 (replicate 2) Root Mean Square Fluctuations (RMSF) plot of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) (blue); R3 (replicate 3) Root Mean Square Fluctuations (RMSF) plot of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) (light green); iv. Display of MD simulation trajectory analysis of Hydrogen Bonding (H-Bonds) of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) at 150 ns time frame in triplicate displayed: R1 (replicate 1) H-Bond plot of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) (red); R2 (replicate 2) H-Bond plot of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) (blue); R3 (replicate 3) H-Bond plot of compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro (PDB ID: 6LU7) (light green).

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Table 3.

Depiction of Average values from the triplicates (R1, R2, and R3).

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Fig 16.

Portrayal of [i] Potein-ligand contact histogram (H-bonds, Hydrophobic, Ionic, Water bridges) of the ligand, compound 4 (ZINC ID: 32719065) bound with SARS-CoV-2 Mpro recorded in a 150 ns simulation interval; [ii] Ligand atom interactions with the protein residues of 6LU7 bound with compound 47; [iii] Ligand torsion profile.

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Fig 17.

Presentation of [i] Secondary Structure element distribution by residue index throughout the protein structure. Red indicates alpha helices, and blue indicate beta-strands of SARS-CoV-2 Mpro bound with compound 47; [ii] Protein-Ligand contraction with amino acid residues.

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Fig 18.

Depiction of Stepwise trajectory analysis for every 25 ns displaying the protein and ligand conformation during 150 ns of simulation time scale.

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Fig 19.

Presentation of Free Energy Landscape displaying the achievement of global minima (ΔG, kJ/mol) of Mpro in presence of compound 4 (ZINC ID: 32719065) with respect to their RMSD (nm) and Radius of gyration (Rg, nm).

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Table 4.

Binding energy calculation of compound 4 (ZINC ID: 32719065) with SARS-CoV-2 Mpro and non-bonded interaction energies from MMGBSA trajectories.

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Fig 20.

Portrayal of MMGBSA trajectory (0 ns, before simulation and 150 ns, after simulation) exhibited conformational changes of compound 4 (ZINC ID: 32719065) upon binding with the protein SARS-CoV-2 Mpro.

The arrows indicating the overall positional variation (movement and pose) of compound 4 (ZINC ID: 32719065) at the binding site cavity. Therefore, it can be suggested that the compound 4 (ZINC ID: 32719065) has good affinity for the major target SARS-CoV-2 Mpro.

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Fig 21.

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