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Literature summary extracted from

  • Gising, J.; Nilsson, M.T.; Odell, L.R.; Yahiaoui, S.; Lindh, M.; Iyer, H.; Sinha, A.M.; Srinivasa, B.R.; Larhed, M.; Mowbray, S.L.; Karlen, A.
    Trisubstituted imidazoles as Mycobacterium tuberculosis glutamine synthetase inhibitors (2012), J. Med. Chem., 55, 2894-2898.
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
6.3.1.2 (2S)-2-amino-4-(S-methyl-N-phosphonosulfonimidoyl)butanoic acid
-
 Mycobacterium tuberculosis
6.3.1.2 (2S)-2-amino-4-(S-methylsulfonimidoyl)butanoic acid
-
 Mycobacterium tuberculosis
6.3.1.2 2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-5-phenyl-1H-imidazole
-
 Mycobacterium tuberculosis
6.3.1.2 2-[2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]pyrimidine
-
 Mycobacterium tuberculosis
6.3.1.2 3-[2-tert-butyl-5-(pyridin-4-yl)-1H-imidazol-4-yl]quinoline
-
 Mycobacterium tuberculosis
6.3.1.2 3-[4-(6-methoxynaphthalen-2-yl)-5-(pyridin-4-yl)-1H-imidazol-2-yl]phenol
-
 Mycobacterium tuberculosis
6.3.1.2 4-(2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl)pyridin-2-amine
-
 Mycobacterium tuberculosis
6.3.1.2 4-[2-ethyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]pyridine
-
 Mycobacterium tuberculosis
6.3.1.2 4-[2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]-2-fluoropyridine
-
 Mycobacterium tuberculosis
6.3.1.2 4-[2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]-N,N-dimethylpyridin-2-amine
-
 Mycobacterium tuberculosis
6.3.1.2 4-[2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]-N-methylpyridin-2-amine
-
 Mycobacterium tuberculosis
6.3.1.2 4-[2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]pyridin-2(1H)-one
-
 Mycobacterium tuberculosis
6.3.1.2 4-[2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]pyridine
-
 Mycobacterium tuberculosis
6.3.1.2 4-[4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]pyridine
-
 Mycobacterium tuberculosis
6.3.1.2 4-[4-(6-methoxynaphthalen-2-yl)-2-(1H-pyrrol-2-yl)-1H-imidazol-5-yl]pyridine
-
 Mycobacterium tuberculosis
6.3.1.2 4-[4-(6-methoxynaphthalen-2-yl)-2-(2-phenylpropan-2-yl)-1H-imidazol-5-yl]pyridine
-
 Mycobacterium tuberculosis
6.3.1.2 4-[4-(6-methoxynaphthalen-2-yl)-2-(phenoxymethyl)-1H-imidazol-5-yl]pyridine
-
 Mycobacterium tuberculosis
6.3.1.2 4-[4-(6-methoxynaphthalen-2-yl)-2-methyl-1H-imidazol-5-yl]pyridine
-
 Mycobacterium tuberculosis
6.3.1.2 4-[4-(6-methoxynaphthalen-2-yl)-2-phenyl-1H-imidazol-5-yl]pyridine
-
 Mycobacterium tuberculosis
6.3.1.2 5-[2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]pyrimidine
-
 Mycobacterium tuberculosis
6.3.1.2 additional information synthesis and inhibitory potency of 2-tert-butyl-4,5-diarylimidazoles inhibitors, overview. No inhibition by 4-[4-(6-methoxynaphthalen-2-yl)-2-(phenoxymethyl)-1H-imidazol-5-yl]pyridine and [4-(6-methoxynaphthalen-2-yl)-5-(pyridin-4-yl)-1H-imidazol-2-yl]methanol Mycobacterium tuberculosis
6.3.1.2 [4-(6-methoxynaphthalen-2-yl)-5-(pyridin-4-yl)-1H-imidazol-2-yl]methanol
-
 Mycobacterium tuberculosis

Organism

EC Number Organism UniProt Comment Textmining
6.3.1.2 Mycobacterium tuberculosis
-
-
-

Synonyms

EC Number Synonyms Comment Organism
6.3.1.2 Glutamine synthetase
-
 Mycobacterium tuberculosis

Cofactor

EC Number Cofactor Comment Organism Structure
6.3.1.2 ATP
-
 Mycobacterium tuberculosis

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
6.3.1.2 0.00002
-
 pH and temperature not specified in the publication Mycobacterium tuberculosis 3-[2-tert-butyl-5-(pyridin-4-yl)-1H-imidazol-4-yl]quinoline
6.3.1.2 0.0012
-
 pH and temperature not specified in the publication Mycobacterium tuberculosis 4-[2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]-2-fluoropyridine
6.3.1.2 0.0022
-
 pH and temperature not specified in the publication Mycobacterium tuberculosis 4-[2-ethyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]pyridine
6.3.1.2 0.0031
-
 pH and temperature not specified in the publication Mycobacterium tuberculosis 4-[2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]pyridine
6.3.1.2 0.025
-
 above, pH and temperature not specified in the publication Mycobacterium tuberculosis 2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-5-phenyl-1H-imidazole
6.3.1.2 0.025
-
 above, pH and temperature not specified in the publication Mycobacterium tuberculosis 2-[2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]pyrimidine
6.3.1.2 0.025
-
 above, pH and temperature not specified in the publication Mycobacterium tuberculosis 3-[4-(6-methoxynaphthalen-2-yl)-5-(pyridin-4-yl)-1H-imidazol-2-yl]phenol
6.3.1.2 0.025
-
 above, pH and temperature not specified in the publication Mycobacterium tuberculosis 4-[4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]pyridine
6.3.1.2 0.025
-
 above, pH and temperature not specified in the publication Mycobacterium tuberculosis 4-[4-(6-methoxynaphthalen-2-yl)-2-(1H-pyrrol-2-yl)-1H-imidazol-5-yl]pyridine
6.3.1.2 0.025
-
 above, pH and temperature not specified in the publication Mycobacterium tuberculosis 4-[4-(6-methoxynaphthalen-2-yl)-2-(2-phenylpropan-2-yl)-1H-imidazol-5-yl]pyridine
6.3.1.2 0.025
-
 above, pH and temperature not specified in the publication Mycobacterium tuberculosis 4-[4-(6-methoxynaphthalen-2-yl)-2-methyl-1H-imidazol-5-yl]pyridine
6.3.1.2 0.025
-
 above, pH and temperature not specified in the publication Mycobacterium tuberculosis 4-[4-(6-methoxynaphthalen-2-yl)-2-phenyl-1H-imidazol-5-yl]pyridine
6.3.1.2 0.025
-
 above, pH and temperature not specified in the publication Mycobacterium tuberculosis 5-[2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl]pyrimidine