Table 1.
Summary of experimental data and molecular docking and pharmacokinetic data derived from the Schrödinger software.
| Chemical structure | Name | Molecular weight | Measured KD (µM) | Corrected KD (µM) | Cell based IC50 (µM) | Docking Score | LogP (o/w) | Membrane permeability: caco-2 (nm/sec) | Membrane permeability: MDCK (nm/sec) | Rotatable bonds | Hydrogen bond acceptors | Hydrogen bond donors |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Group 1 | ||||||||||||
 |
(E)-2-hydroxy-N'-(2-oxoindolin-3-ylidene)benzohydrazide | 281.08 | 14.97 ± 1.8 | 6.2 ± 0.77 | >10 | −6.055 | 2.556 | 191 | 82 | 4 | 3.25 | 1 |
 |
(E)-2-hydroxy-N'-((4-hydroxy-[1,1'-biphenyl]-3-yl)methylene)benzohydrazide | 332.12 | 36.02 ± 3.4 | 8.7 ± 2.4 | 2.400 | −6.294 | 4.163 | 358 | 163 | 7 | 3 | 2 |
 |
(E)-2-hydroxy-N'-(2-hydroxy-5-(thiophen-3-yl)benzylidene)benzohydrazide | 338.07 | 53.81 ± 8.0 | 5.3 ± 1.42 | 2.316 | −6.613 | 4.04 | 358 | 330 | 6 | 3 | 2 |
 |
(E)-N'-(6-(furan-3-yl)-2-hydroxy-3-methoxybenzylidene)-2-hydroxybenzohydrazide | 352.11 | 31.48 ± 1.7 | 9.3 ± 0.56 | 0.765 | −6.025 | 3.534 | 458 | 213 | 7 | 4.25 | 2 |
 |
(E)-2-hydroxy-N'-((3-hydroxy-4-methoxy-[1,1'-biphenyl]-2-yl)methylene)benzohydrazide | 362.13 | 35.44 ± 1.9 | 4.8 ± 0.33 | 1.461 | −6.451 | 4.33 | 442 | 205 | 8 | 3.75 | 2 |
 |
(E)-2-hydroxy-N'-(2-hydroxy-3-methoxy-6-(thiophen-3-yl)benzylidene)benzohydrazide | 368.08 | 30.0 ± 5.0 | 9.4 ± 1.6 | 0.393 | −6.461 | 4.29 | 437 | 406 | 7 | 3.75 | 2 |
 |
(E)-N'-(4-(6-amino-9H-purin-9-yl)benzylidene)-2-hydroxybenzohydrazide | 373.13 | 19.30 ± 1.96 | 4.0 ± 1.06 | >10 | −7.816 | 2.404 | 65 | 26 | 6 | 6.25 | 3 |
 |
(E)-2-hydroxy-N'-((2-hydroxynaphthalen-1-yl)methylene)benzohydrazide | 306.32 | 31.29 ± 2.8 | 22.0 ± 5.67 | 1.075 | −6.293 (cis) | 3.505 | 471 | 219 | 6 | 3 | 2 |
| Group 2 | ||||||||||||
 |
2-(5-(4-methoxyphenyl)thiazol-2-yl)phenol | 283.34 | 70.16 ± 8.8 | 9.9 ± 2.07 | >20 | −6.764 | 3.799 | 3064 | 2325 | 2 | 3 | 1 |
 |
(E)-N'-((2-hydroxynaphthalen-1-yl)methylene)-4-(2-oxopyridin-1(2H)-yl)benzohydrazide | 383.13 | 36.76 ± 2.0 | 9.7 ± 1.36 | 2.920 | −5.907 | 3.707 | 351 | 160 | 5 | 6.25 | 2 |
 |
N'-(2-hydroxy-1-naphthoyl)nicotinohydrazide | 307.31 | 89.65 ± 4.9 | 4.1 ± 0.24 | >10 | −5.969 | 2.73 | 277 | 124 | 4 | 4.75 | 0.5 |
 |
(E)-2-hydroxy-N'-(pyridin-3-ylmethylene)-1-naphthohydrazide | 291.30 | 27.44 ± 2.0 | 16.3 ± 1.3 | >10 | −5.230 | 3.362 | 620 | 295 | 5 | 3.75 | 1 |
 |
N'-(2-hydroxybenzoyl)nicotinohydrazide | 257.25 | 60.62 ± 3.1 | 2.9 ± 0.39 | >10 | −5.335 | 1.75 | 218 | 95 | 4 | 4.75 | 0.5 |