Table 1.
Scoring results for the docking calculations providing the best agreement between the experimental data for the lignan inhibitors and the respective docking a.
| Biological Activity b | AutoDock Vina | SMINA | NNScore | RF-Score-VS | |
|---|---|---|---|---|---|
| Compound | (% Accumulation) | ΔGbind (kcal/mol) | ΔGbind (kcal/mol) | Kd (nM) | Kd (nM) |
| Lig-1 | 283 | −7.6 | −7.60 | 28.3 | 702.6 |
| Lig-(-)-2 | 277 | −7.6 | −7.57 | 71.4 | 567.8 |
| Lig-(+)-2 | 264 | −7.3 | −7.30 | 144.1 | 631.9 |
| Lig-3 | 234 | −7.3 | −8.32 | 48.3 | 678.0 |
| Lig-(+)-4 | 232 | −7.8 | −7.81 | 17.5 | 626.9 |
| Lig-(-)-4 | 152 | −7.8 | −7.90 | 50.7 | 723.8 |
| Lig-5 | 202 | −7.2 | −7.41 | 46.7 | 737.1 |
| Lig-6 | 201 | −8.9 | −9.08 | 67.1 | 583.8 |
| Lig-7 | 199 | −8.0 | −9.02 | 17.9 | 637.3 |
| Lig-(-)-8 | 191 | −7.2 | −7.61 | 283.2 | 704.3 |
| Lig-(+)-8 | 156 | −7.2 | −7.55 | 181.0 | 814.2 |
| Lig-9 | 187 | −8.4 | −8.45 | 41.2 | 742.7 |
| Lig-10 | 162 | −7.3 | −7.85 | 257.0 | 554.0 |
| Lig-11 | 125 | −7.3 | −7.40 | 359.8 | 609.8 |
| Pearson RP b | −0.0308 | 0.0808 | −0.5448 | −0.2009 | |
| Spearman RS c | −0.0850 | 0.1033 | −0.4505 | −0.2088 | |
| (R)-vera | 239 | −7.9 | −8.06 | 0.74 | 834.5 |
| (S)-vera | 239 | −7.3 | −8.15 | 0.46 | 845.8 |
a Obtained for cluster 5 from MD; stronger inhibition corresponds to higher % accumulation, more negative binding energy, ΔGbind, and lower dissociation constant, Kd; b intracellular doxorubicin accumulation (in %) in HL60/MDR cells after pretreatment with 25 µM of inhibitor; b Pearson correlation coefficient (RP) between the biological activities and the docking scores; c Spearman’s rank correlation coefficient (RS), which describes the relationship between the biological activities and the docking score using a monotonic function, to assess their consistency in terms of the trends; in all cases, more negative R values correspond to better correlations.