Table 5.
Structures and biological activities of final library members.
| Cmpd ID | Nitro position | R | NADs IC50(µM) | NaMNAT50(µM) | LB MIC (µM [µg/mL]) | MH MIC (µM [µg/mL]) |
|---|---|---|---|---|---|---|
| 5824 | 10 | 2 | 1.9 [0.9] | 2.8 [1.3] | ||
| 5{1} | 4 | 3,4,-Cl2 | 32.7 | 7.3 | 2.8 [1.3] | 3.8 [1.8] |
| 5{2} | 3 | 3,4,-Cl2 | 95.5 | 382 | > 240 [>115] | –a |
| 5{3} | 2 | 3,4,-Cl2 | 443 | > 600 | > 240 [>115] | – |
| 7{1,1} | 4 | 2-Me | 600 | 16.3 | 15 [6.4] | 7.5 [3.2] |
| 7{2,1} | 3 | 2-Me | 513 | >150 | > 240 [>102] | – |
| 7{3,1} | 2 | 2-Me | 538 | >150 | > 240 [>102] | – |
| 7{1,2 } | 4 | 3-Me | 321 | 19.9 | 15 [6.4] | 7.5 [3.2] |
| 7{2,2} | 3 | 3-Me | >600 | >150 | > 240 [>102] | – |
| 7{3,2} | 2 | 3-Me | 569 | >150 | > 240 [>102] | – |
| 7{1,3} | 4 | 4-Et | 492 | >150 | > 240 [>106] | – |
| 7{2,3} | 3 | 4-Et | 330 | 12 | 7.5 [3.3] | < 3.8[<1.7] |
| 7{3,3} | 2 | 4-Et | >600 | >150 | > 240 [>106] | – |
| 7{1,4} | 4 | 4-Ph | 427 | >150 | > 240 [>117] | – |
| 7{2,4} | 3 | 4-Ph | 480 | >150 | > 240 [>117] | – |
| 7{3,4} | 2 | 4-Ph | >600 | >150 | > 240 [>117] | – |
| 7{1,5} | 4 | 2-F | 422 | 22.2 | 30 [12.9] | 15 [6.5] |
| 7{2,5} | 3 | 2-F | 494 | >150 | > 240 [>103] | – |
| 7{3,5} | 2 | 2-F | >600 | >150 | 240 [103] | 30 [12.9] |
| 7{1,6} | 4 | 3-F | >600 | 35.8 | 15 [6.5] | 7.5 [3.2] |
| 7{2,6} | 3 | 3-F | 535 | >150 | 30 [12.9] | 15 [6.5] |
| 7{3,6} | 2 | 3-F | >600 | 36.1 | 30 [12.9] | 15 [6.5] |
| 7{1,7} | 4 | 4-F | 353 | 370 | 15 [6.5] | 15 [6.5] |
| 7{2,7} | 3 | 4-F | 463 | >150 | > 240 [>103] | – |
| 7{3,7} | 2 | 4-F | >600 | >150 | > 240 [>103] | – |
| 7{1,8} | 4 | 2-Cl | 423 | 17.3 | 30 [13.4] | 7.5 [3.3] |
| 7{2,8} | 3 | 2-Cl | >600 | 20.4 | 30 [13.4] | 7.5 [3.3] |
| 7{3,8} | 2 | 2-Cl | >600 | >150 | > 240 [>107] | – |
| 7{1,9} | 4 | 3-Cl | >600 | 19.3 | 7.5 [3.3] | 7.5 [3.3] |
| 7{2,9 } | 3 | 3-Cl | 414 | 17.5 | 7.5 [3.3] | 7.5 [3.3] |
| 7{3,9} | 2 | 3-Cl | >600 | >150 | > 240 [>107] | – |
| 7{1,10 } | 4 | 4-Cl | 336 | >150 | > 240 [>107] | – |
| 7{2,10 } | 3 | 4-Cl | 287 | >150 | > 240 [>107] | – |
| 7{3,10 } | 2 | 4-Cl | >600 | >150 | > 240 [>107] | – |
| 7{1,11 } | 4 | 2-CF3 | 505 | 13.3 | 15 [7.2] | 15 [7.2] |
| 7{2,11 } | 3 | 2-CF3 | >600 | >150 | > 240 [>115] | – |
| 7{3,11 } | 2 | 2-CF3 | >600 | >150 | > 240 [>115] | – |
| 7{1,12 } | 4 | 3-CF3 | >600 | 26.7 | 7.5 [3.6] | 7.5 [3.6] |
| 7{2,12 } | 3 | 3-CF3 | 293 | >150 | > 240 [>115] | – |
| 7{3,12} | 2 | 3-CF3 | 298 | >150 | > 240 [>115] | – |
| 7{1,13} | 4 | 4-CF3 | 168 | >150 | > 240 [>115] | – |
| 7{2,13} | 3 | 4-CF3 | 143 | >150 | > 240 [>115] | – |
| 7{3,13} | 2 | 4-CF3 | 560 | 150 | > 240 [>115] | – |
| 7{1,14} | 4 | 4-OPh | 327 | >150 | > 240 [>121] | – |
| 7{2,14} | 3 | 4-OPh | 362 | 225 | 30 [15] | > 60 [30] |
| 7{3,14 } | 2 | 4-OPh | >600 | >150 | > 240 [>121] | – |
| 7{3,15} | 2 | 4-NHAc | >600 | >150 | > 240 [>113] | – |
| 7{1,16} | 4 | 3-OMe | 370 | >150 | 15 [6.6] | 15 [6.6] |
| 7{2,16} | 3 | 3-OMe | 600 | 25.0 | 60 [26] | 15 [6.6] |
| 7{3,16} | 2 | 3-OMe | >600 | >150 | > 240 [>106] | – |
| 7{1,17} | 4 | 4-OMe | >600 | >150 | 30 [13] | 7.5 [3.3] |
| 7{2,17} | 3 | 4-OMe | >600 | 10.1 | > 240 [>106] | – |
| 7{3,17} | 2 | 4-OMe | >600 | >150 | > 240 [>106] | – |
| 7{1,18} | 4 | 2-CN | 526 | >150 | > 240 [>105] | – |
| 7{2,18} | 3 | 2-CN | >600 | >150 | > 240 [>105] | – |
| 7{3,18} | 2 | 2-CN | 590 | >150 | > 240 [>105] | – |
| 7{1,19} | 4 | 3-CN | 546 | >150 | > 240 [>105] | – |
| 7{2,19} | 3 | 3-CN | >600 | >150 | > 240 [>105] | – |
| 7{3,19} | 2 | 3-CN | >600 | >150 | > 240 [>105] | – |
| 7{1,20} | 4 | 4-CN | >600 | >150 | 60 [26] | 15 [6.6] |
| 7{2,20} | 3 | 4-CN | >600 | >150 | > 240 [>105] | – |
| 7{3,20} | 2 | 4-CN | >600 | >150 | > 240 [>105] | – |
| 7{1,21} | 4 | 3-CO2H | 537 | >150 | > 240 [>109] | – |
| 7{2,21} | 3 | 3-CO2H | 274 | >150 | > 240 [>109] | – |
| 7{3,21} | 2 | 3-CO2H | 456 | 150 | > 240 [>109] | – |
| 7{1,22} | 4 | 4-CO2H | 498 | >150 | > 240 [>109] | – |
| 7{2,22 } | 3 | 4-CO2H | >600 | >150 | > 240 [>109] | – |
| 7{3,22} | 2 | 4-CO2H | 432 | 150 | > 240 [>109] | – |
| 8{2,18} | 3 | 2-CH2NH2 | >600 | >150 | > 240 [>106] | – |
| 8{3,18} | 2 | 2-CH2NH2 | >600 | >150 | > 240 [>106] | – |
| 8{1,19} | 4 | 3-CH2NH2 | 33.2 | 74.6 | 60 [26] | – |
| 8{2,19} | 3 | 3-CH2NH2 | 30 | >200 | 120 [53] | – |
| 8{3,19} | 2 | 3-CH2NH2 | 245 | >150 | > 240 [>106] | – |
| 8{1–20} | 4 | 4-CH2NH2 | 26 | 12.1 | > 240 [>106] | – |
| 8{2,20} | 3 | 4-CH2NH2 | 15.3 | 51.2 | > 240 [>106] | – |
| 8{3,20} | 2 | 4-CH2NH2 | 24.5 | >150 | > 240 [>106] | – |
| 9 | 2 | 4-NH2 | 17.1 | >150 | 120 [53] | – |
a
Data not obtained due to poor LB MIC