Table 1. SAR of A and B Rings^a.

			IC50 (nM)b
Compd	R1	R2	VEGFR-2	c-Met
3a	H	H	16.0 ± 4.0	8.8 ± 1.4
3b	H	p-F	14.0 ± 2.0	7.9 ± 0.4
3c	H	p-Cl	30.3 ± 4.2	32.5 ± 2.1
3d	H	p-Br	61.5 ± 8.9	66.4 ± 11.2
3e	H	p-CH3	54.0 ± 15.5	18.6 ± 4.6
3f	H	p-CF3	219.9 ± 70.3	184.0 ± 34.8
3g	2-F	p-F	4.0 ± 0.5	13.1 ± 1.6
3h	3-F	p-F	6.0 ± 1.0	6.7 ± 0.7
3i	3-F	p-Br	46.6 ± 5.9	70.6 ± 0.9
3j	3-F	p-OCH3	6.1 ± 1.6	337.6 ± 4.1
3k	3-F	m-OCH3	5.6 ± 0.1	683.1 ± 58.0
3l	3-F	m-CH3	42.7% @ 10 μM	81.9 ± 16.9
3m	3-F	H	12.7 ± 2.8	25.8 ± 7.7
3n	3-F	m-F	43.0 ± 7.0	155.1 ± 19.4
3o	3-F	m-Cl	9.8 ± 0.3	212.7 ± 9.7
3p	3-F	m-CF3	48.0 ± 8.0	234.3 ± 22.2
3q	3-F	m-CF3, p-Cl	83.6 ± 0.9	791.9 ± 169.2
3r	3-F	m-CF3, p-CN	44.5 ± 7.5	17.7% @ 10 μM

^aSee Supporting Information for a description of the assay conditions.

^bc-Met IC₅₀ of PF2341066 = 1.5 ± 0.3 nM; VEGFR-2 IC₅₀ of AP24534 = 4.3 ± 0.4 nM.