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Fig 1.

PDB crystallographic structures and reference ligands of the selected target protein complexes.

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Fig 1 Expand

Fig 2.

Calculation formulas for the main molecular descriptors used in the DFT analysis.

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Fig 2 Expand

Fig 3.

Superimposed poses of the original (gray) and redocked (green) ligands within the protein receptor pockets.

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Table 1.

Binding affinity of the best complexes formed between docked ligands and target proteins (AChE, BuChE, and MAO-B).

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Table 1 Expand

Table 2.

Assessment of drug likeness for selected molecules based on Lipinski’s criteria.

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Table 2 Expand

Table 3.

ADMET profiles of selected molecules.

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Table 3 Expand

Fig 4.

2D structures of the selected molecules 14c and 17c.

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Fig 4 Expand

Fig 5.

2D and 3D representations of the docking poses for the molecules 14c (A), 17c (B), and the reference (C) in the active site of AChE (PDB ID: 4EY7).

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Fig 6.

2D and 3D representations of the docking poses for the molecules 14c (A), 17c (B), and the reference (C) in the active site of BuChE (PDB ID: 4BDS).

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Fig 7.

2D and 3D representations of the docking poses for the molecules 14c (A), 17c (B), and the reference (C) in the active site of MAO-B (PDB ID: 2V5Z).

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Fig 7 Expand

Fig 8.

Molecular orbital distribution plots of HOMO and LUMO of the selected molecules.

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Fig 8 Expand

Table 4.

Quantum parameters for selected molecules 14c and 17c.

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Table 4 Expand

Fig 9.

The RMSD protein, RMSD ligand and RMSF protein plots of both complexes AChE-14c and AChE-17c.

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Fig 9 Expand

Fig 10.

Protein–ligand interactions of both complexes AChE-14c and AChE-17c.

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Fig 10 Expand

Fig 11.

The RMSD protein, RMSD ligand and RMSF protein plots of both complexes BuChE-14c and BuChE-17c.

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Fig 11 Expand

Fig 12.

Protein–ligand interactions of both complexes BuChE-14c and BuChE-17c.

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Fig 12 Expand

Fig 13.

The RMSD protein, RMSD ligand and RMSF protein plots of both complexes MAO-B-14c and MAO-B-17c.

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Fig 14.

Protein–ligand interactions of both complexes MAO-B-14c and MAO-B-17c.

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Table 5.

MM-GBSA binding affinity results for the selected compounds.

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Table 5 Expand