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Figure 1.

Structures of active CDKs and imidazole inhibitors.

(A) CDK2/cyclinE complex, (B) CDK5/p25 complex, (C) cis-OH or cis-N-acetyl inhibitor, and (D) trans-OH inhibitor. In (A) and (B), CDKs are shown in green and the activators are shown in cyan. The functionally relevant regions of CDKs are highlighted: G-loop (red), PSTAIRE/PSAALRE helix (magenta), T-loop (blue), α-D helix (pink), 40s (yellow), 70s loop (orange), and CMGC conserved kinase domain (purple). The CDK2/CDK5 variant residues in substrate binding pocket are shown in licorice.

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Figure 1 Expand

Table 1.

Reported IC50 values of the selected inhibitors in nM.

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Table 1 Expand

Figure 2.

B-factors of CDKs bound with cis-OH (black) and trans-OH (red) inhibitors.

Results are shown for (A) CDK2 and (B) CDK5 complexes. Highly fluctuating regions are labelled: (a) G-loop, (b) 40s loop (c) PSTAIRE helix, (d) 70s loop, (e) α-D helix, (f) substrate binding pocket, (g) T-loop, and (h) CMGC domain.

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Figure 2 Expand

Figure 3.

Average structures of the cis/trans-OH bound CDK complexes.

For clarity, only the inhibitors and the adjacent protein residues are shown: (A) cis-OH bound CDK2, (B) trans-OH bound CDK2, (C) cis-OH bound CDK5, and (D) trans-OH bound CDK5. Possible modes of interactions are indicated by dotted lines with average distances shown. Color scheme: O: red; N: blue; protein C: cyan; inhibitor C: yellow. Hydrogens are omitted for clarity.

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Figure 3 Expand

Figure 4.

Interaction energies between CDKs and cis/trans-OH inhibitors.

(A) CDK2 bound with cis-OH (green) and trans-OH (red); and (B) similar CDK5 complexes. Residue-level decomposition of the total energy is also included, where the significantly contributing residues are noted.

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Figure 4 Expand

Table 2.

Free energy of binding of cis– and trans-OH inhibitors to CDKs from MMPBSA calculations.

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Table 2 Expand

Figure 5.

Average structures of the cis-N-acetyl bound CDK complexes.

For clarity, only the inhibitors and the adjacent protein residues are shown: (A) cis-N-acetyl bound CDK2, (B) cis-N-acetyl bound CDK5. Possible modes of interactions are indicated by dotted lines with average distances shown. Color scheme is similar to Fig. 3.

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Figure 5 Expand

Figure 6.

Interaction energies between CDKs and cis-OH/cis-N-acetyl inhibitors.

(A) CDK2 bound with cis-OH (green) and cis-N-acetyl (red); (B) similar CDK5 complexes. Residue-level decomposition of the total energy is also included.

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Figure 6 Expand

Figure 7.

Comparison of the interaction energies between CDK2-cis-N-acetyl (green) and CDK5-cis-N-acetyl (red) complexes.

Residue-level decomposition of the total energy is also included.

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Figure 7 Expand

Table 3.

Free energy of binding of cis-OH and cis-N-acetyl inhibitors to CDKs from MMPBSA calculations.

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Table 3 Expand

Figure 8.

Electrostatic potential maps the substrate binding pocket of CDKs.

Potential maps are generated for cis-N-acetyl bound (A) CDK2 (B) CDK5 (C) CDK2:L83C mutant, and (D) CDK2:H84D mutant. Red and blue represent electronegative and electropositive potentials, respectively. The inhibitor is also shown.

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Figure 8 Expand

Table 4.

Average solvent accessible surface area (SASA) of the substrate binding pocket of CDKs.

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Table 4 Expand

Figure 9.

Superimposed structures of cis-N-acetyl and roscovitine bound CDK complexes:

(A) CDK2 (B) CDK5. In roscovitine-CDK complexes, the drug and protein residues are shown in pink and grey, respectively. Remaining color scheme is similar to Fig. 3.

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Figure 9 Expand

Figure 10.

Interaction energy of CDK5 with cis-N-acetyl (red) and roscovitine (blue).

Residue-level decomposition of the total energy is also included.

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Figure 10 Expand

Table 5.

The contribution of electrostatic and van der Waals energy toward the total interactions in inhibitor-CDK5 complexes.

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Table 5 Expand