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. Author manuscript; available in PMC: 2010 Oct 15.
Published in final edited form as: J Mol Model. 2009 May 14;15(12):1463–1479. doi: 10.1007/s00894-009-0498-x

Table 6.

Inhibitory potency of 51 GSK-3β inhibitors included in this study.

graphic file with name nihms144740t2.jpg
pIC50
IC50 CoMFA (BM1)
 CoMSIA (BM1)
X Y R (nM) Obs Cala Deva Calb Devb
1 7-CH2OMe H CH3 0.12 9.921 9.076 0.845 8.663 1.258
2 5-F 6-CH2OH CH3 0.35 9.456 9.114 0.342 8.960 0.496
3 5-Br 6-CH2OH CH3 0.51 9.292 9.196 0.096 8.958 0.334
4 5-F, 6-Cl 6-CH2OH CH3 0.95 9.022 8.409 0.613 8.588 0.434
5 5-Br H (CH2)3OH 1.60 8.796 8.305 0.491 8.221 0.575
6 5-F 6-OH CH3 3.50 8.456 8.598 −0.142 7.740 0.716
7 7-CH2OH 6-CH2OH CH3 5.10 8.292 9.305 −1.013 9.475 −1.183
8 7-CH2OH H CH3 5.40 8.268 8.371 −0.103 8.442 −0.174
9 5-Br H CH3 7.00 8.155 7.578 0.577 7.602 0.553
10 5-Br 7-OCH3 CH3 7.50 8.125 7.182 0.943 7.086 1.039
11 5-CN 6-CH2OH CH3 13.20 7.879 8.495 −0.616 8.188 −0.309
12 6-OH 5-F CH3 14.00 7.854 6.916 0.938 6.739 1.115
13 6-OH H CH3 15.00 7.824 7.601 0.223 7.581 0.243
14 graphic file with name nihms144740t3.jpg 5-F CH3 22.60 7.646 6.970 0.676 6.733 0.913
15 5-F 6-CH2OCH3 CH3 23.80 7.623 7.848 −0.225 8.190 −0.567
16 5-Br graphic file with name nihms144740t4.jpg CH3 25.30 7.597 7.913 −0.316 7.647 −0.050
17 5-F H CH3 26.00 7.585 7.209 0.376 7.527 0.058
18 5-I H CH3 34.50 7.462 7.410 0.052 7.658 −0.196
19 H H CH3 35.00 7.456 6.911 0.545 7.038 0.418
20 5-Cl 5-F CH3 42.00 7.377 7.099 0.278 7.069 0.308
21 5-Br graphic file with name nihms144740t5.jpg CH3 48.30 7.316 7.350 −0.034 7.469 −0.153
22 7-OH H CH3 55.00 7.260 7.326 −0.066 7.764 −0.504
23 5-,7-di-Br 7-OCH3 CH3 88.70 7.052 7.226 −0.174 7.205 −0.153
24 5-F, 6-Cl 7-OCH3 CH3 114.00 6.943 6.424 0.519 6.706 0.237
25 5-OCH3 H CH3 125.00 6.903 7.148 −0.245 6.862 0.041
26 5-CN 5,6-di-F graphic file with name nihms144740t6.jpg 131.00 6.883 7.196 −0.313 6.825 0.058
27 6-OBn 5-F CH3 160.00 6.796 6.880 −0.084 6.026 0.770
28 H 7-OCH3 CH3 180.00 6.745 6.381 0.364 6.696 0.049
29 5-I 5-F CH3 180.00 6.745 7.505 −0.760 7.290 −0.545
30 5-F, 6-Cl H CH3 184.00 6.735 6.661 0.074 7.244 −0.509
31 5-OBn H (CH2)3OH 220.00 6.658 7.175 −0.517 7.113 −0.455
32 7-OBn H CH3 220.00 6.658 6.918 −0.260 7.071 −0.413
33 5-OCH3, 6-I H CH3 223.00 6.652 6.703 −0.051 6.948 −0.296
34 5-cyclopropyl H CH3 235.00 6.629 6.495 0.134 6.719 −0.090
35 5-F, 6-I 7-OCH3 CH3 247.00 6.607 6.533 0.074 6.736 −0.129
36 benzo[g] 5-,6-di-F CH3 314.00 6.503 6.134 0.369 6.354 0.149
37 5-Br 6-O-(p-CH3O)-Bn CH3 335.00 6.475 6.160 0.315 5.952 0.523
38 5-F H H 360.00 6.444 6.570 −0.126 6.873 −0.429
39 5-OCH3, 6-Cl H CH3 440.00 6.357 6.536 −0.179 6.513 −0.156
40 H 5-Br CH3 550.00 6.260 6.811 −0.551 7.020 −0.760
41 H 5-F H 670.00 6.174 7.120 −0.946 7.187 −1.013
42 5-OH H CH3 690.00 6.161 7.112 −0.951 7.085 −0.924
43 5,6-Methylenedioxy 5-F CH3 708.00 6.150 6.359 −0.209 6.228 −0.078
44 6-CF3 7-OCH3 CH3 831.00 6.080 5.933 0.147 6.486 −0.406
45 5-F, 6-Cl 6-OCH3 CH3 866.00 6.062 6.304 −0.242 6.384 −0.322
46 6-OBn H CH3 900.00 6.046 6.195 −0.149 5.968 0.078
47 5-F, 6-Cl- graphic file with name nihms144740t7.jpg CH3 1040.00 5.983 6.011 −0.028 6.034 −0.051
48 5-Morpholine-4-yl H CH3 1304.00 5.885 5.670 0.215 5.771 0.114
49 5-OBn H H 1650.00 5.783 6.074 −0.291 5.878 −0.095
50 5-F, 6-Cl- graphic file with name nihms144740t8.jpg CH3 4092.00 5.388 5.800 −0.412 5.366 0.022
51 5-F, 6-p-Cl-Ph 7-OCH3 CH3 7000.00 5.155 5.359 −0.204 5.694 −0.539
a

Calculated using the three-component CoMFA model (eq 1) derived from 51 compounds using the binding mode 1.

b

Calculated using the three-component CoMSIA model (eq 3) derived from 51 compounds using binding mode 1.