Table 1. Pharmacophoric Model of QSAR Building Datasets and Results.
title of the ligand | pharm set | QSAR Set | num sites matched | site score | vector score | volume score | fitness | experimental IC50 (μM) | experimental pIC50 (μM) | predicted activity pIC50 (μM) |
---|---|---|---|---|---|---|---|---|---|---|
1 | active | training | 5 | 0.956 | 0.576 | 0.591 | 2.124 | 8.32 | 5.08 | 5.721 |
4c | active | training | 5 | 0.956 | 0.576 | 0.582 | 2.115 | 4.43 | 5.354 | 5.747 |
5a | active | training | 5 | 0.935 | 0.577 | 0.585 | 2.097 | 1.47 | 5.833 | 5.781 |
5b | active | training | 5 | 0.935 | 0.577 | 0.576 | 2.088 | 3.38 | 5.471 | 5.806 |
9b | active | training | 5 | 0.954 | 0.892 | 0.89 | 2.736 | 6.42 | 5.192 | 5.889 |
9c | active | training | 5 | 0.954 | 0.892 | 0.878 | 2.724 | 1.71 | 5.767 | 5.904 |
10a | active | test | 5 | 0.934 | 0.893 | 0.866 | 2.693 | 4.61 | 5.336 | 5.958 |
10b | active | training | 5 | 0.934 | 0.893 | 0.842 | 2.67 | 2.11 | 5.676 | 5.941 |
14a | active | training | 5 | 0.926 | 0.792 | 0.595 | 2.313 | 3.55 | 5.45 | 5.718 |
17a | active | test | 5 | 1 | 1 | 1 | 3 | 3.87 | 5.412 | 5.839 |
17c | active | training | 5 | 1 | 0.881 | 0.973 | 2.854 | 4.17 | 5.38 | 5.865 |
18b | active | training | 5 | 0.958 | 0.882 | 0.952 | 2.791 | 9.35 | 5.029 | 5.927 |
10_ | active | training | 5 | 0.616 | 0.421 | 0.376 | 1.413 | 0.86 | 6.066 | 5.466 |
11_ | active | test | 5 | 0.387 | 0.791 | 0.436 | 1.614 | 2.82 | 5.55 | 5.527 |
6a | active | training | 5 | 0.145 | 0.622 | 0.386 | 1.153 | 0.12 | 6.921 | 5.866 |
6e | active | test | 5 | 0.039 | 0.85 | 0.409 | 1.298 | 0.59 | 6.229 | 6.064 |
6f | active | training | 5 | 0.039 | 0.85 | 0.409 | 1.298 | 0.11 | 6.959 | 6.058 |
6h | active | test | 5 | 0.273 | 0.798 | 0.295 | 1.366 | 0.51 | 6.292 | 5.415 |
6k | active | training | 5 | 0.137 | 0.623 | 0.382 | 1.142 | 0.12 | 6.921 | 5.888 |
6l | active | training | 5 | 0.039 | 0.85 | 0.406 | 1.295 | 0.51 | 6.292 | 6.083 |
6n | active | test | 5 | 0.039 | 0.85 | 0.401 | 1.29 | 0.14 | 6.854 | 6.075 |
3f | active | training | 5 | 0.221 | 0.763 | 0.265 | 1.248 | 2.53 | 5.597 | 5.609 |
3h | active | test | 5 | 0.322 | 0.823 | 0.382 | 1.527 | 9.27 | 5.033 | 5.69 |
3i | active | test | 5 | 0.219 | 0.762 | 0.264 | 1.244 | 5.83 | 5.234 | 5.6 |
4 | inactive | test | 4 | 0.309 | 0 | 0.465 | 0.773 | 2567 | 2.591 | 3.94 |
5 | inactive | training | 4 | –0.022 | 0 | 0.415 | 0.393 | 280.38 | 3.552 | 4.136 |
6 | inactive | test | 4 | 0.202 | 0 | 0.279 | 0.481 | 60.88 | 4.216 | 3.953 |
7 | inactive | test | 3 | 0.414 | 0 | 0.237 | 0.525 | 1000 | 3 | 3.86 |
8 | inactive | training | 4 | –0.022 | 0 | 0.471 | 0.449 | 69.6 | 4.157 | 4.252 |
9 | inactive | training | 4 | 0.309 | 0 | 0.515 | 0.823 | 118.29 | 3.927 | 4.065 |
10_ | inactive | training | 4 | –0.022 | 0 | 0.426 | 0.404 | 1000 | 3 | 4.152 |
11 | inactive | training | 4 | 0.309 | 0 | 0.48 | 0.789 | 16.39 | 4.785 | 3.983 |
13 | inactive | training | 4 | 0.309 | 0 | 0.461 | 0.77 | 13.46 | 4.871 | 3.956 |
14 | inactive | training | 4 | 0.202 | 0 | 0.293 | 0.495 | 212.72 | 3.672 | 3.943 |
15 | inactive | training | 4 | 0.309 | 0 | 0.465 | 0.774 | 29.05 | 4.537 | 3.919 |
18 | inactive | training | 4 | 0.309 | 0 | 0.479 | 0.788 | 86.91 | 4.061 | 3.953 |
19 | inactive | training | 4 | –0.022 | 0 | 0.438 | 0.416 | 1000 | 3 | 4.157 |
20 | inactive | training | 4 | 0.309 | 0 | 0.47 | 0.778 | 1000 | 3 | 4.041 |
22 | inactive | training | 4 | 0.202 | 0 | 0.304 | 0.506 | 1000 | 3 | 3.9 |
23 | inactive | training | 4 | 0.309 | 0 | 0.514 | 0.823 | 25.48 | 4.594 | 4.041 |
24 | inactive | test | 4 | 0.309 | 0 | 0.494 | 0.803 | 27.42 | 4.562 | 4.136 |
25 | inactive | training | 4 | 0.309 | 0 | 0.51 | 0.818 | 11.49 | 4.94 | 4.075 |
26 | inactive | training | 4 | 0.309 | 0 | 0.496 | 0.805 | 1000 | 3 | 3.94 |
27 | inactive | test | 4 | 0.257 | 0 | 0.219 | 0.477 | 70.26 | 4.153 | 3.962 |
29 | inactive | training | 4 | 0.551 | 0 | 0.248 | 0.799 | 29.89 | 4.524 | 3.941 |
30 | inactive | training | 4 | 0.309 | 0 | 0.48 | 0.789 | 19.04 | 4.72 | 3.949 |
31 | inactive | test | 4 | 0.309 | 0 | 0.475 | 0.784 | 19.08 | 4.719 | 3.965 |
32 | inactive | training | 4 | 0.309 | 0 | 0.48 | 0.789 | 1000 | 3 | 3.929 |
35 | inactive | test | 4 | 0.309 | 0 | 0.49 | 0.799 | 10.81 | 4.966 | 4.149 |
38 | inactive | training | 4 | 0.551 | 0 | 0.259 | 0.81 | 20.23 | 4.694 | 3.925 |
39 | inactive | test | 4 | 0.551 | 0 | 0.259 | 0.81 | 13.09 | 4.883 | 3.926 |
40 | inactive | test | 3 | 0.415 | 0 | 0.235 | 0.523 | 1000 | 3 | 3.842 |
41 | inactive | training | 4 | 0.202 | 0 | 0.275 | 0.477 | 13.43 | 4.872 | 4.166 |
42 | inactive | training | 4 | 0.551 | 0 | 0.254 | 0.804 | 39.08 | 4.408 | 3.922 |
44 | inactive | training | 4 | 0.309 | 0 | 0.484 | 0.793 | 1000 | 3 | 4 |
45 | inactive | training | 4 | –0.022 | 0 | 0.442 | 0.42 | 1000 | 3 | 4.209 |
46 | inactive | training | 4 | 0.309 | 0 | 0.48 | 0.789 | 1000 | 3 | 4.013 |
47 | inactive | test | 4 | 0.309 | 0 | 0.484 | 0.793 | 35.71 | 4.447 | 3.982 |
nodakenin | inactive | test | 4 | 0.097 | 0 | 0.163 | 0.26 | 250 | 3.602 | 3.825 |
nodakenetin | inactive | training | 4 | 0.055 | 0 | 0.287 | 0.342 | 720.29 | 3.142 | 3.906 |
umbelliferone | inactive | test | 4 | 0.309 | 0 | 0.331 | 0.639 | 629.87 | 3.201 | 3.855 |
3’R-O-acetyl-4’S-tigloylkhellactone | inactive | training | 4 | 0.549 | 0 | 0.363 | 0.912 | 93.39 | 4.03 | 4.016 |
isorutarine | inactive | training | 4 | 0.551 | 0 | 0.301 | 0.852 | 250 | 3.602 | 3.947 |
decursidin | inactive | training | 4 | 0.849 | 0 | 0.51 | 1.359 | 79.09 | 4.102 | 4.096 |
22’-isopropyl psoralene | inactive | training | 4 | 0.982 | 0 | 0.591 | 1.573 | 85.82 | 4.066 | 4.266 |
4a | inactive | training | 4 | 0.982 | 0 | 0.62 | 1.602 | 11.57 | 4.937 | 4.27 |
9a | inactive | training | 4 | 1 | 0 | 0.973 | 1.973 | 22.73 | 4.643 | 4.685 |
13a | inactive | training | 4 | 0.922 | 0 | 0.584 | 1.505 | 16.99 | 4.77 | 4.207 |
13b | inactive | training | 4 | 0.922 | 0 | 0.57 | 1.492 | 14.44 | 4.84 | 4.208 |
13c | inactive | test | 4 | 0.922 | 0 | 0.557 | 1.478 | 17.98 | 4.745 | 4.208 |
17b | inactive | training | 4 | 0.996 | 0 | 0.864 | 1.86 | 11.62 | 4.935 | 4.66 |
18a | inactive | training | 4 | 0.957 | 0 | 0.845 | 1.801 | 13.65 | 4.865 | 4.505 |
1_ | inactive | training | 4 | 0.309 | 0 | 0.348 | 0.657 | 52.7 | 4.278 | 3.853 |
2_ | inactive | training | 4 | 0.502 | 0 | 0.279 | 0.781 | 94.25 | 4.026 | 4.017 |
4’ | inactive | test | 4 | 0.308 | 0 | 0.365 | 0.673 | 96.1 | 4.017 | 3.828 |
5_ | inactive | training | 4 | 0.308 | 0 | 0.349 | 0.657 | 50.53 | 4.296 | 3.845 |
8_ | inactive | training | 3 | 0.537 | 0 | 0.314 | 0.673 | 35.3 | 4.452 | 4.137 |
6b | inactive | training | 4 | 0.473 | 0 | 0.186 | 0.659 | 100 | 4 | 4.055 |
6j | inactive | training | 4 | 0.473 | 0 | 0.184 | 0.656 | 100 | 4 | 4.045 |
6o | inactive | training | 4 | 0.473 | 0 | 0.184 | 0.657 | 100 | 4 | 4.047 |
3a | inactive | test | 4 | 0.364 | 0 | 0.393 | 0.757 | 12.71 | 4.896 | 4.237 |
3d | inactive | training | 4 | 0.364 | 0 | 0.386 | 0.75 | 46.42 | 4.333 | 4.23 |
3e | inactive | training | 4 | 0.364 | 0 | 0.408 | 0.771 | 44.76 | 4.349 | 4.241 |
9d | active | training | 5 | 0.954 | 0.772 | 0.865 | 2.591 | 3.1 | 5.509 | 5.887 |
6c | active | training | 5 | 0.039 | 0.85 | 0.41 | 1.299 | 0.92 | 6.036 | 6.054 |
6d | active | test | 5 | 0.137 | 0.623 | 0.389 | 1.149 | 1.62 | 5.79 | 5.877 |
6g | active | training | 5 | 0.501 | 0.807 | 0.311 | 1.618 | 0.09 | 7.046 | 5.46 |
6i | active | test | 5 | 0.039 | 0.85 | 0.4 | 1.289 | 0.42 | 6.377 | 6.051 |
6m | active | training | 5 | 0.039 | 0.85 | 0.401 | 1.29 | 0.13 | 6.886 | 6.067 |
3g | active | training | 5 | –0.086 | 0.608 | 0.246 | 0.768 | 5.64 | 5.249 | 5.225 |
3j | active | training | 5 | 0.218 | 0.762 | 0.265 | 1.245 | 5.21 | 5.283 | 5.609 |
12 | inactive | training | 4 | 0.309 | 0 | 0.48 | 0.788 | 19.39 | 4.712 | 3.97 |
16 | inactive | training | 4 | 0.309 | 0 | 0.474 | 0.783 | 10.16 | 4.993 | 3.94 |
17 | inactive | training | 4 | 0.202 | 0 | 0.273 | 0.474 | 11.54 | 4.938 | 3.953 |
21 | inactive | test | 4 | –0.022 | 0 | 0.411 | 0.389 | 1000 | 3 | 4.181 |
33 | inactive | training | 4 | 0.309 | 0 | 0.472 | 0.781 | 1000 | 3 | 3.976 |
34 | inactive | training | 4 | 0.309 | 0 | 0.494 | 0.803 | 18.8 | 4.726 | 4.116 |
36 | inactive | training | 4 | 0.551 | 0 | 0.242 | 0.793 | 247.34 | 3.607 | 3.942 |
43 | inactive | test | 4 | 0.551 | 0 | 0.253 | 0.804 | 1000 | 3 | 3.924 |
angeloylkhellactone | inactive | training | 4 | 0.549 | 0 | 0.362 | 0.911 | 264.26 | 3.578 | 4.011 |
4-hydroxy Pd-C-III | inactive | training | 4 | 0.568 | 0 | 0.376 | 0.944 | 77.3 | 4.112 | 4.057 |
4′-methoxy Pd-C I | inactive | test | 4 | 0.568 | 0 | 0.371 | 0.94 | 89.19 | 4.05 | 4.055 |
decursinol | inactive | training | 4 | 0.849 | 0 | 0.426 | 1.275 | 65.29 | 4.185 | 3.956 |
umbelliferon 6-carboxylic acid | inactive | test | 4 | 0.748 | 0 | 0.365 | 1.113 | 172.1 | 3.764 | 3.998 |
4b | inactive | test | 4 | 0.982 | 0 | 0.605 | 1.588 | 14.37 | 4.843 | 4.268 |
14b | inactive | training | 4 | 0.924 | 0 | 0.567 | 1.491 | 11.83 | 4.927 | 4.199 |
4_ | inactive | test | 4 | 0.308 | 0 | 0.347 | 0.655 | 38.85 | 4.411 | 3.861 |
7_ | inactive | test | 4 | 0.309 | 0 | 0.345 | 0.654 | 56.2 | 4.25 | 3.874 |
3b | inactive | training | 4 | 0.364 | 0 | 0.394 | 0.757 | 34.35 | 4.464 | 4.237 |
3c | inactive | test | 4 | 0.644 | 0 | 0.229 | 0.873 | 25.35 | 4.596 | 3.956 |