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. Author manuscript; available in PMC: 2020 Aug 30.
Published in final edited form as: ACS Infect Dis. 2020 Apr 20;6(5):922–929. doi: 10.1021/acsinfecdis.9b00524

Table 2.

Antiviral Activities and Stability Data of Compounds Featuring a Halogen on the Benzimidazole

graphic file with name nihms-1614500-t0009.jpg
compd R X Y EC50 (nM) EC90 (nM) CC50 (nM) therapeutic index HLM (t1/2) (min)
2 CN H O 5 470 >300 000 >60 000 84.4
44 CN Br O 0.5 2.0 >20 000 >40 000 15
45 CN Cl O 0.7 1.3 >20 000 >28 571 16.8
46 CN F O >250 >250 15 710 >62 37.9
47 CN Br SO2 3.1 10.4 >20 000 >6451 150.7
48 SO2Me Br O 8.3 18.2 >20 000 >2409 22.4
49 CF3 Br O 2.5 15.3 >20 000 >8000 3.6
51 CH2OH Br O 1.3 52.2 >20 000 >15 385 19.2
BMS-433771 34.5 >2000 >300 000 >8695 64.2
JNJ-53718678 0.9 1.1 16 056 17 840 52.9