Table 3.

Ba ENR inhibition and antibacterial activity for modification of ring B, where ring A is a 2-hydroxy-4-propylphenyl group.

Compound	ortho	meta	para	IC50 (μM) or % inhibition at 1μM	MIC[c] (μg/mL)
Triclosan				0.6 ± 0.0	3.1
27	---	---	---	>0.8[a]	22.8
8	---	---	NO2	1.1 ± 0.1	3.4
9	---	NO2	---	>0.8[a]	1.7
10	NO2	---	NO2	3.6 ± 0.8	4
11	Cl	---	NO2	0.5 ± 0.0	1.9–3.1
12	Cl	---	CN	>0.8[a]	1.8
15	Cl	---	–C(=O)NH2	1.1 ± 0.1	30.6
40	---	---	–C(=O)Me	0.8 ± 0.1	13.5
43	---	---	–S(=O)Me	3.6 ± 0.3	116
44	---	---	–SO2Me	2.2 ± 0.3	61.3
42	---	---	CH(OH)Me	17.1%	54.5
21	---	---	NH2	8.8 ± 1.0	>97
41	---	---	SMe	0.6 ± 0.0	13.5
45	---	N(Me)2	---	12.6%	13.6
46	---	CF3	---	1.24	7.4
37	---	CO2Me	---	2.0 ± 0.3	3.6
39	---	CO2H	---	9.2%	6.8
38	---	CH2OH	---	20.3 ± 1.3	12.9
36	---	Ph	---	0.5 ± 0.1[b]	1.9
34	---		---	20.6%	1.2
35	---	---		10.0%	>151
48	---		---	>6.25	2
49	---	CH2CH2CO2Me	---	7.5 ± 1.9	7.9
50	---	CH=CHCO2H	---	17.9%	14.9
51	---	CH2CH2CO2H	---	17.6%	60.1
13	---	CH2CH2Br	---	6.0 ± 1.5	1.7

^[a]Saturation with inhibitor was not obtained over the concentration range tested. The percent inhibition of BaENR showed a linear response to increasing inhibitor concentrations.

^[b]100% inhibition was not observed. The response of the enzyme to inhibitor showed maximum saturation at ~50% inhibition.

^[c]MIC values are against ΔANR B. anthracis.