Table 3.

BRD4 and CK2 Inhibition Rates and In Vitro Antiproliferative Activity of Compounds 3, 14, 42a–j, 43a–q, and 44a–n

NO.	R1	R2	R3	Kinase inhibitory activity (1 μM, %)[a]		Anti-proliferative active (IC50, μM)[b]
				BRIM	CK2	MDA-MB-231	MDA-MB-468
42a	H	-		45.29 ± 1.42	42.20 ± 1.25	14.71 ± 1.55	12.54 ± 0.87
42b	3,5-diCH3	-		42.58 ± 0.82	40.31 ± 1.76	20.57 ± 0.62	18.50 ± 1.23
42c	H	-		43.19 ± 3.47	43.43 ± 2.59	21.21 ± 2.80	26.61 ± 0.85
42d	3,5-diCH3	-		37.47 ± 1.42	33.70 ± 3.64	23.61 ± 0.58	25.56 ± 1.57
42e	3,5-diBr	-		51.11 ± 3.47	47.43 ± 2.19	16.93 ± 0.87	14.81 ± 1.66
42f	3,5-diCH3	-		52.38 ± 1.15	49.23 ± 2.59	17.21 ± 2.80	15.55 ± 2.21
42g	H	-		55.71 ± 2.02	53.64 ± 1.79	12.82 ± 1.72	13.65 ± 0.23
42h	H			54.19 ± 1.28	47.43 ± 1.09	23.37 ±1.35	15.03 ± 0.26
42i	3,5-diCH3			53.50 ± 3.47	42.14 ± 0.33	24.41 ± 2.81	16.55 ± 1.80
42j	3,5-diCH3	-		56.14 ± 3.09	25.61 ± 6.57	>50	30.31 ± 1.56
43a	H	-		62.10 ± 0.52	55.68 ± 2.07	13.12 ± 1.67	16.62 ± 2.21
43b	3,5-diCH3	-		57.39 ± 2.06	51.38 ± 1.69	22.37 ± 2.30	17.24 ± 1.63
43c	3,5-diCH3	-		78.36 ± 4.07	69.31 ± 2.19	10.81 ± 1.85	12.59 ± 1.24
43d	3,5-diCH3	-		72.44 ± 2.87	57.08 ± 1.27	14.57 ± 1.64	15.74 ± 2.66
43e	3,5-diBr	-		62.58 ± 0.52	58.47 ± 1.23	13.64 ± 2.17	15.83 ± 1.11
43f	H	-		82.30 ± 2.73	80.02 ± 4.22	6.46 ± 0.62	8.80 ± 1.15
43g	H	-		74.33 ± 1.28	56.02 ± 1.90	13.22 ± 0.54	8.07 ± 1.68
43h	H	-		69.01 ± 2.30	51.44 ± 0.65	17.32 ± 0.79	11.50 ± 0.54
43i	3,5-diCH3	-		81.44 ± 1.15	63.61 ± 0.34	8.23 ± 1.39	9.49 ± 1.18
43j	3,5-diCH3	-		73.71 ± 0.83	55.73 ± 1.86	11.26 ± 0.93	13.44 ± 0.77
43k	3,5-diBr	-		67.20 ± 1.52	58.29 ± 3.62	13.21 ± 2.21	15.11 ± 1.75
43l	H	-		80.65 ± 3.98	75.39 ± 2.52	7.67 ± 1.03	9.54 ± 0.74
43m	H	-		61.74 ± 2.03	60.02 ± 1.38	15.53 ± 0.91	17.80 ± 1.22
43n	3,5-diCH3	-		69.24 ± 3.67	70.51 ± 0.54	13.43 ± 2.53	9.43 ± 1.09
43o	3,5-diBr	-		56.39 ± 0.46	62.47 ± 1.23	16.35 ± 2.02	15.63 ± 1.26
43p	H	-		71.06 ± 2.96	75.20 ± 1.38	10.27 ± 2.03	11.63 ± 0.46
43q	H	-		68.51 ± 1.72	67.52 ± 0.71	19.56 ± 1.63	7.82 ± 4.02
44a	3,5-diCH3	-		83.29 ± 3.45	76.21 ± 2.53	10.30 ± 1.23	9.16 ± 0.93
44b	H	-		85.43 ± 2.65	79.61 ± 3.65	7.09 ± 0.25	8.58 ± 1.51
44c	H			85.37 ± 1.58	82.46 ± 0.13	6.30 ± 2.37	7.55 ± 1.73
44d	3,5-diCH3			87.61 ± 2.73	80.23 ± 0.42	5.72 ± 1.45	8.33 ± 1.17
44e	H	-		92.28 ± 0.66	90.65 ± 1.39	2.66 ± 0.81	3.52 ± 0.58
44f	3,5-diCH3	-		89.27 ± 1.47	85.40 ± 0.38	3.49 ± 1.23	4.58 ± 0.52
44g	3,5-diBr	-		79.30 ± 2.50	86.29 ± 1.47	4.02 ± 1.92	5.53 ± 0.28
44h	H	-		83.52 ± 1.54	75.19 ± 0.73	4.52 ± 0.56	8.29 ± 1.92
44i	3,5-diCH3	-		85.47 ± 0.28	70.13 ± 2.94	10.23 ± 0.95	6.31 ± 1.94
44j	-	4-F	-	45.26 ± 0.57	68.27 ± 1.39	6.94 ± 0.68	7.51 ± 1.13
44k	-	4-OCH3	-	55.60 ± 1.62	72.03 ± 2.82	14.59 ± 0.77	16.36 ± 0.85
44l	-	4-Cl	-	51.49 ± 3.02	75.61 ± 1.12	14.40 ± 0.58	15.27 ± 0.72
44m	-	5-Cl	-	47.29 ± 1.16	65.93 ± 1.80	5.21 ± 0.82	6.23 ± 0.55
44n	-	5-CH3	-	48.20 ± 0.47	74.70 ± 2.11	17.36 ± 0.56	16.22 ± 1.83
1	-	-	-	97.03 ± 1.32	6.60 ± 0.41	29.51 ± 1.70	30.19 ± 0.69
18	-	-	-	7.14 ± 1.51	98.53 ± 1.87	14.25 ± 0.62	20.92 ± 1.04
1 +	-	-	-	-	-	7.37 ± 0.39 (CI = 0.78)d	9.10 ± 0.14 (CI = 0.61d
18 c

^aReported compounds were tested in triplicate. Data are presented as mean ± SD.

^bIC₅₀ values were determined from cell viability assay for 24 h.

^cCombined at a mole ratio of 1:1.

^dUsing the Chou–Talalay method.