Table 1.

In Vitro Data for Quinolines, Benzothiazoles and MPEP or MTEP-like Alkynyl mGluR5 Antagonists^a

Compound ID	template	Y	R	mGluR5 binding affinity Ki±SEM(nM)	mGluR5 function(Ca+2 flux) IC50±SEM(nM)	clogPb
1, MPEP	A	CH	H, 3-Hc	13±1d	3.54±1.39d	3.8
2, MTEP	C	N	H, 3-Hc	16e	13.6±2.09d	2.1
3	B	CH	H	110±20f	29±5f	3.9
4	D		H	2100±580f	NT	3.9
6	A	CH	H	1.3±0.09d	0.415±0.10d	3.2
7	C	CH	3-CN-5-F	0.9±0.2d	0.813±0.11d	3.2
8a	A	CH	Ph	4.0±0.6d	3.08±0.61d	5.1
8b	A	CH	4 -F-Ph	3.0±0.5d	7.19±1.53d	5.3
8c	C	N	4-Ph	5.49±1.43d	1.21± 1.15d	4.2
8d	C	CH	3-F-4-3 -Py	11.4±3d	3.43±0.51d	3.0
10	B	CH	4-OH	>10,000	>10,000	3.9
13	D		OTf	862±200	7840±1250	5.4
14	D		4-F-Ph	4679±1185	>10,000	5.9
16	B	CH	4-OCH2OCH3	596±109	294+21	3.6
17	B	CH	4-OBz	1040±206	>10,000	5.9
18	D		OBz	7134±2026	>10,000	5.9
21	B	CH	3-Hc-2-CN-4-Cl	4720±913	9150±1540	4.6
22	B	CH	4-Ph	97±20	1250±261	5.7
23	B	CH	4-4 -F-Ph	64±16	692±64	5.9
24	B	CH	4-3 -Py	730±190	1340±41	4.3
25	D		Ph	483±98	6890±1250	5.8
26	D		3-Py	>10,000	>10,000	4.3
28	A	N	H	1.5±0.3	13±2.3	1.9
30g	B	N	H	100±21	68±5.3	2.5
31h	B	N	4-Cl	>10,000	3310±384	3.2
32	B	N	4-Ph	97±19	81±8.1	4.7

^aMethods for binding (http://pdsp.med.unc.edu/pdspw/binding.php) and functional assays¹⁹ have been previously published;

^bDetermined with ChemDraw Ultra 10.0;

^c3-H, no CN group on the 3-position of structure;

^dData reported previously in literature.¹⁹;

^eData reported previously in literature.²⁵;

^fData reported previously in literature.¹⁶;

^gCompound reported previously in literature¹⁴;

^hPartial antagonist; NT = not tested.