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. 2018 Dec 5;8(71):40529–40543. doi: 10.1039/c8ra06475j

Chemical structures, experimental and predicted pEC50 values of diarylpyridine derivatives acting as HIV-1 NNRTIs.

graphic file with name c8ra06475j-u1.jpg
No. R1 R2 EC50 (μM) Actual pEC50 CoMFA CoMSIA
Predicted pEC50 Residual Predicted pEC50 Residual
1 CN CH3 4.12 5.385 5.374 0.011 5.418 −0.033
2a CH3 CH3 0.29 6.538 6.652 −0.114 6.607 −0.069
3b CH3 Br 0.05 7.301 7.174 0.127 7.098 0.203
4 H CH3 2.03 5.693 5.680 0.013 5.707 −0.014
5 Cl CH3 1.41 5.851 5.788 0.063 5.717 0.134
6 Br CH3 4.41 5.356 5.377 −0.021 5.385 −0.029
7 Cl Cl 0.31 6.509 6.528 −0.019 6.490 0.019
8 Br Br 0.79 6.102 6.321 −0.219 6.334 −0.232
9 F F 1.01 5.996 5.858 0.138 6.020 −0.024
10 H CH3 1.06 5.975 6.061 −0.086 6.000 −0.025
11a,b CH3 CH3 0.04 7.398 7.409 −0.011 6.831 0.567
12b CN CH3 0.07 7.155 7.088 0.067 7.176 −0.021
13a CH3 CH3 0.14 6.854 6.978 −0.124 6.950 −0.096
14b CH3 Br 0.07 7.155 7.249 −0.094 7.191 −0.036
15 H CH3 0.60 6.222 6.231 −0.009 6.218 0.004
16 H OCH3 35.73 4.447 4.444 0.003 4.479 −0.032
17 Cl CH3 0.37 6.432 6.310 0.122 6.336 0.096
18 Br CH3 0.84 6.076 6.206 −0.130 6.153 −0.077
19a Cl Cl 0.26 6.585 6.522 0.063 6.362 0.223
20 Br Br 0.50 6.301 6.245 0.056 6.228 0.073
21b CH3 Cl 0.37 6.432 6.410 0.022 6.419 0.013
22b CN Cl 0.84 6.076 6.125 −0.049 6.108 −0.032
23 CH3 graphic file with name c8ra06475j-u2.jpg 0.043 7.367 7.340 0.027 7.471 −0.104
24 CH3 graphic file with name c8ra06475j-u3.jpg 0.072 7.143 7.149 −0.006 7.070 0.073
25 CH3 graphic file with name c8ra06475j-u4.jpg 1.99 5.701 5.648 0.053 5.689 0.012
26a CH3 graphic file with name c8ra06475j-u5.jpg 0.87 6.060 5.962 0.098 5.855 0.205
27 CH3 graphic file with name c8ra06475j-u6.jpg 0.70 6.155 6.117 0.038 6.229 −0.074
28b CH3 graphic file with name c8ra06475j-u7.jpg 0.035 7.456 7.489 −0.033 7.486 −0.030
29 CH3 graphic file with name c8ra06475j-u8.jpg 1.79 5.747 5.793 −0.046 5.702 0.045
30a CH3 graphic file with name c8ra06475j-u9.jpg 0.24 6.620 6.780 −0.160 6.572 0.048
31 CH3 graphic file with name c8ra06475j-u10.jpg 0.71 6.149 6.125 0.024 6.136 0.013
32 CH3 graphic file with name c8ra06475j-u11.jpg 1.63 5.788 5.793 −0.005 5.789 −0.001
33b CN graphic file with name c8ra06475j-u12.jpg 0.041 7.387 7.321 0.066 7.390 −0.003
34b CN graphic file with name c8ra06475j-u13.jpg 0.082 7.086 7.121 −0.035 7.138 −0.052
35 CN graphic file with name c8ra06475j-u14.jpg 1.52 5.818 5.870 −0.052 5.800 0.018
36a CN graphic file with name c8ra06475j-u15.jpg 0.25 6.602 6.665 −0.063 6.658 −0.056
37 CN graphic file with name c8ra06475j-u16.jpg 0.40 6.398 6.386 0.012 6.262 0.136
38 CN graphic file with name c8ra06475j-u17.jpg 0.22 6.658 6.675 −0.017 6.640 0.018
39 CN graphic file with name c8ra06475j-u18.jpg 1.32 5.879 5.845 0.034 5.893 −0.014
40b CN graphic file with name c8ra06475j-u19.jpg 0.10 7.000 7.031 −0.031 7.002 −0.002
41 CN graphic file with name c8ra06475j-u20.jpg 0.43 6.367 6.357 0.010 6.383 −0.016
42 CN graphic file with name c8ra06475j-u21.jpg 0.84 6.076 6.109 −0.033 6.079 −0.003
a

Test set compounds of 3D-QSAR models.

b

Compounds used for pharmacophore models.