Compound,SMILES,mGlu5 pIC50 (± SEM) ,mGlu5 IC50 (nM),% Glu Max (± SEM),rat plasma fu,human plasma fu,3A4 IC50 (uM),2D6 IC50 (uM),2C9 IC50 (uM),1A2 IC50 (uM)
10,O=C(NC1=NC(C)=CS1)C2=NC=CC(OC3=CN=CN=C3)=C2,6.70 ± 0.15,200,1.2 ± 0.1,,,,,,
11,O=C(NC1=NC(C)=CS1)C2=NC(C)=CC(OC3=CN=CN=C3)=C2,7.01 ± 0.09,98,1.3 ± 0.1,,,,,,
12,O=C(NC1=NC(C)=CS1)C2=NC=CC(OC3=CN=CC(F)=C3)=C2,7.22 ± 0.23,60,1.4 ± 0.1,,,,,,
13,O=C(NC1=NC(C)=CS1)C2=NC(C)=CC(OC3=CN=CC(F)=C3)=C2,8.01 ± 0.16,10,1.3 ± 0.1,,,,,,
21,CC1=CC(OC2=CN=CN=C2)=CC(C(NC3=CC=CC(C)=N3)=O)=N1,7.70 ± 0.04,20,1.4 ± 0.1,0.076,0.066,>30,>30,4.1,2.4
22,CC1=CC(OC2=CN=CC(F)=C2)=CC(C(NC3=CC=CC(C)=N3)=O)=N1,8.04 ± 0.12,9.1,1.4 ± 0.1,0.028,0.016,>30,>30,1.3,0.3
23,CC1=CC(OC2=CN=CN=C2)=CC(C(NC3=CC=CC(CC)=N3)=O)=N1,8.03 ± 0.07  ,9.3,1.5 ± 0.2,0.027,0.034,>30,>30,1.8,0.9
24,CC1=CC(OC2=CN=CC(F)=C2)=CC(C(NC3=CC=CC(CC)=N3)=O)=N1,7.49 ± 0.31,32,1.2 ± 0.1,0.01,0.005,,,,
25,CC1=CC(OC2=CN=CN=C2)=CC(C(NC3=CC=CC(F)=N3)=O)=N1,7.94 ± 0.21,11,1.3 ± 0.1,,0.132,>30,>30,1.8,0.6
26,CC1=CC(OC2=CN=CC(F)=C2)=CC(C(NC3=CC=CC(F)=N3)=O)=N1,8.45 ± 0.11,3.6,1.4 ± 0.1,,0.023,8,>30,1.8,0.1
27,CC1=CC(OC2=CN=CN=C2)=CC(C(NC3=CC=C(F)C=N3)=O)=N1,7.97 ± 0.05,11,1.6 ± 0.1,0.106,0.12,>30,>30,12.1,1
28,CC1=CC(OC2=CN=CC(F)=C2)=CC(C(NC3=CC=C(F)C=N3)=O)=N1,8.51 ± 0.04,3.1,1.2 ± 0.1,0.015,0.011,4.3,>30,5.4,0.2
29,CC1=CC(OC2=CN=CN=C2)=CC(C(NC3=CC=C(Cl)C=N3)=O)=N1,8.17 ± 0.14,6.8,1.3 ± 0.1,0.067,0.049,16.4,>30,11,0.9
30,CC1=CC(OC2=CN=CC(F)=C2)=CC(C(NC3=CC=C(Cl)C=N3)=O)=N1,8.02 ± 0.16,9.6,1.3 ± 0.1,,,2,>30,>30,<0.1
31,CC1=CC(OC2=CN=CN=C2)=CC(C(NC3=CC(F)=CC=N3)=O)=N1,7.27 ± 0.22 ,54,1.6 ± 0.3,,,>30,>30,>30,6
32,CC1=CC(OC2=CN=CC(F)=C2)=CC(C(NC3=CC(F)=CC=N3)=O)=N1,7.72 ± 0.13,19,1.3 ± 0.2,,,27.4,>30,5.7,0.4
33,CC1=CC(OC2=CN=C(C)N=C2)=CC(C(NC3=CC=C(F)C=N3)=O)=N1,7.48 ± 0.04,33,1.5 ± 0.2,0.081,0.074,>30,>30,>30,>30
34,CC1=CC(OC2=CN=C(C3CC3)N=C2)=CC(C(NC4=CC=C(F)C=N4)=O)=N1,6.60 ± 0.25,251,1.5 ± 0.1,,,,,,
35,O=C(NC1=CC=C(F)C=N1)C2=NC(C(F)F)=CC(OC3=CN=CN=C3)=C2,7.32 ± 0.02,48,1.3 ± 0.1,,,,,,
36,CC1=CC(OC2=CN=CC(Cl)=C2)=CC(C(NC3=CC=C(F)C=N3)=O)=N1,8.14 ± 0.27,7.2,1.0 ± 0.1,0.058,0.014,3.8,>30,21.5,0.2
37,CC1=CC(OC2=CN=C(C)C=C2)=CC(C(NC3=CC=C(F)C=N3)=O)=N1,6.80 ± 0.11,158,1.2 ± 0.1,,,,,,