Inhibitors | Comment | Organism | Structure |
---|---|---|---|
(2-nitrophenyl)(phenyl)methanol | 0.05 mM, 99% inhibition | Pseudomonas aeruginosa | |
(2R)-2,4-dihydroxy-3,3-dimethyl-N-(3-[[4-(2-nitrophenyl)-4-oxobutyl]amino]-3-oxopropyl)butanamide | 0.05 mM, 18% inhibition | Pseudomonas aeruginosa | |
(2R)-2,4-dihydroxy-N-(3-[[4-hydroxy-4-(2-nitrophenyl)butyl]amino]-3-oxopropyl)-3,3-dimethylbutanamide | 0.05 mM, 95% inhibition | Pseudomonas aeruginosa | |
1-benzyl-2-nitrobenzene | 0.025 mM, 24% inhibition | Pseudomonas aeruginosa | |
1-[methoxy(phenyl)methyl]-2-nitrobenzene | 0.05 mM, 97% inhibition | Pseudomonas aeruginosa | |
2-nitrophenyl phenyl sulfone | 0.05 mM, 87% inhibition | Pseudomonas aeruginosa | |
additional information | identification of a class of PqsD inhibitors using a ligand-based approach. Simplification and rigidization leads to fragments with high ligand efficiencies. These small molecules repress HHQ and PQS production and biofilm formation in Pseudomonas aeruginosa. This validates PqsD as a target for the development of anti-infectives. No inhibition by 0.05 mM (3-[[4-(2-aminophenyl)-4-oxobutyl]amino]-3-oxopropyl)-2,4-dihydroxy-3,3-dimethylbutanamide, (2R)-N-(3-[[4-(2-aminophenyl)-4-hydroxybutyl]amino]-3-oxopropyl)-2,4-dihydroxy-3,3-dimethylbutanamide, (2-nitrophenyl)(phenyl)methanone, 1-(2-nitrophenyl)-1-phenylethanol and 2,2,2-trifluoro-1-(2-nitrophenyl)-1-phenylethanol | Pseudomonas aeruginosa | |
N-[2-[hydroxy(2-nitrophenyl)methyl]phenyl]acetamide | 0.05 mM, 93% inhibition | Pseudomonas aeruginosa | |
N-[3-[hydroxy(2-nitrophenyl)methyl]phenyl]acetamide | 0.05 mM, 99% inhibition | Pseudomonas aeruginosa | |
N-[4-(2-nitrophenyl)-4-oxobutyl]acetamide | 0.05 mM, 98% inhibition | Pseudomonas aeruginosa | |
N-[4-hydroxy-4-(2-nitrophenyl)butyl]acetamide | 0.05 mM, 99% inhibition | Pseudomonas aeruginosa | |
N-[4-[hydroxy(2-nitrophenyl)methyl]phenyl]acetamide | 0.05 mM, 98% inhibition | Pseudomonas aeruginosa |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
malonyl-CoA + 2-aminobenzoyl-CoA | Pseudomonas aeruginosa | 2-aminobenzoyl-CoA i.e. anthraniloyl-CoA. PqsD is a key enzyme in the biosynthesis of the signal molecules 2-heptyl-4-hydroxyquinoline and 4-hydroxy-2(1H)-quinolone, that are involved in regulation of virulence factor production and biofilm formation | 2 CoA + 4-hydroxy-2(1H)-quinolone + CO2 | i.e. 2,4-dihydroxyquinoline | ? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Pseudomonas aeruginosa | - |
- |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
malonyl-CoA + 2-aminobenzoyl-CoA | 2-aminobenzoyl-CoA i.e. anthraniloyl-CoA | Pseudomonas aeruginosa | 2 CoA + 4-hydroxy-2(1H)-quinolone + CO2 | i.e. 2,4-dihydroxyquinoline | ? | |
malonyl-CoA + 2-aminobenzoyl-CoA | 2-aminobenzoyl-CoA i.e. anthraniloyl-CoA. PqsD is a key enzyme in the biosynthesis of the signal molecules 2-heptyl-4-hydroxyquinoline and 4-hydroxy-2(1H)-quinolone, that are involved in regulation of virulence factor production and biofilm formation | Pseudomonas aeruginosa | 2 CoA + 4-hydroxy-2(1H)-quinolone + CO2 | i.e. 2,4-dihydroxyquinoline | ? |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
3.2 | - |
pH and temperature not specified in the publication | Pseudomonas aeruginosa | (2-nitrophenyl)(phenyl)methanol | |
4.3 | - |
pH and temperature not specified in the publication | Pseudomonas aeruginosa | N-[4-hydroxy-4-(2-nitrophenyl)butyl]acetamide | |
4.3 | - |
pH and temperature not specified in the publication | Pseudomonas aeruginosa | 1-[methoxy(phenyl)methyl]-2-nitrobenzene | |
6.2 | - |
pH and temperature not specified in the publication | Pseudomonas aeruginosa | N-[2-[hydroxy(2-nitrophenyl)methyl]phenyl]acetamide | |
6.4 | - |
pH and temperature not specified in the publication | Pseudomonas aeruginosa | N-[4-[hydroxy(2-nitrophenyl)methyl]phenyl]acetamide | |
7.8 | - |
pH and temperature not specified in the publication | Pseudomonas aeruginosa | N-[4-(2-nitrophenyl)-4-oxobutyl]acetamide | |
7.9 | - |
pH and temperature not specified in the publication | Pseudomonas aeruginosa | (2R)-2,4-dihydroxy-N-(3-[[4-hydroxy-4-(2-nitrophenyl)butyl]amino]-3-oxopropyl)-3,3-dimethylbutanamide | |
9 | - |
pH and temperature not specified in the publication | Pseudomonas aeruginosa | N-[3-[hydroxy(2-nitrophenyl)methyl]phenyl]acetamide | |
14.8 | - |
pH and temperature not specified in the publication | Pseudomonas aeruginosa | 2-nitrophenyl phenyl sulfone |