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Literature summary extracted from

  • Jeankumar, V.U.; Kotagiri, S.; Janupally, R.; Suryadevara, P.; Sridevi, J.P.; Medishetti, R.; Kulkarni, P.; Yogeeswari, P.; Sriram, D.
    Exploring the gyrase ATPase domain for tailoring newer anti-tubercular drugs hit to lead optimization of a novel class of thiazole inhibitors (2015), Bioorg. Med. Chem., 23, 588-601 .
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
5.6.2.2 expressed in Escherichia coli BL21 (DE3) pLysS cells Mycobacterium tuberculosis

Inhibitors

EC Number Inhibitors Comment Organism Structure
5.6.2.2 1-(-(5-nitrothiazol-2-yl)piperidin-4-yl)-3-phenylthiourea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)-3-phenylurea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-acetylphenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-acetylphenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-chlorobenzyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-chlorobenzyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-chlorophenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-chlorophenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-fluorobenzyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-fluorobenzyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-fluorophenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-fluorophenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-methoxybenzyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-methoxybenzyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-methoxyphenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-methoxyphenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-nitrophenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-nitrophenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-tolyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(4-tolyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
-
 Mycobacterium tuberculosis
5.6.2.2 1-(5-nitrothiazol-2-yl)-N-phenylpiperidin-4-amine
-
 Mycobacterium tuberculosis
5.6.2.2 1-benzyl-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
-
 Mycobacterium tuberculosis
5.6.2.2 1-benzyl-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
-
 Mycobacterium tuberculosis
5.6.2.2 4-chloro-N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzamide
-
 Mycobacterium tuberculosis
5.6.2.2 4-chloro-N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzenesulfonamide
-
 Mycobacterium tuberculosis
5.6.2.2 4-fluoro-N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzamide
-
 Mycobacterium tuberculosis
5.6.2.2 4-fluoro-N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzenesulfonamide
-
 Mycobacterium tuberculosis
5.6.2.2 4-methoxy-N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzamide
-
 Mycobacterium tuberculosis
5.6.2.2 4-methoxy-N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzenesulfonamide
-
 Mycobacterium tuberculosis
5.6.2.2 6-(3,4-dimethylphenyl)-3-[[4-[3-(4-methylpiperazin-1-yl)propoxy]phenyl]amino]pyrazine-2-carboxamide
-
 Mycobacterium tuberculosis
5.6.2.2 additional information not inhibited by Isoniazid, rifampicin, and afloxacin Mycobacterium tuberculosis
5.6.2.2 N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)-1-phenylmethanesulfonamide
-
 Mycobacterium tuberculosis
5.6.2.2 N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)-2-phenylacetamide
-
 Mycobacterium tuberculosis
5.6.2.2 N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzamide
-
 Mycobacterium tuberculosis
5.6.2.2 N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzenesulfonamide
-
 Mycobacterium tuberculosis
5.6.2.2 N-(4-chlorobenzyl)-1-(5-nitrothiazol-2-yl)piperidin-4-amine
-
 Mycobacterium tuberculosis
5.6.2.2 N-(4-fluorobenzyl)-1-(5-nitrothiazol-2-yl)piperidin-4-amine
-
 Mycobacterium tuberculosis
5.6.2.2 N-(4-methoxybenzyl)-1-(5-nitrothiazol-2-yl)piperidin-4-amine
-
 Mycobacterium tuberculosis
5.6.2.2 N-benzyl-1-(5-nitrothiazol-2-yl)piperidin-4-amine
-
 Mycobacterium tuberculosis
5.6.2.2 novobiocin potent inhibitor Mycobacterium tuberculosis

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
5.6.2.2 Mg2+ 0.016 mM used in assay conditions Mycobacterium tuberculosis

Organism

EC Number Organism UniProt Comment Textmining
5.6.2.2 Mycobacterium tuberculosis
-
-
-
5.6.2.2 Mycobacterium tuberculosis H37Rv
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
5.6.2.2 Ni-NTA column chromatography Mycobacterium tuberculosis

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5.6.2.2 ATP + relaxed pBR322 DNA
-
 Mycobacterium tuberculosis ADP + phosphate + supercoiled pBR322 DNA
-
 ?
5.6.2.2 ATP + relaxed pBR322 DNA
-
 Mycobacterium tuberculosis H37Rv ADP + phosphate + supercoiled pBR322 DNA
-
 ?

Synonyms

EC Number Synonyms Comment Organism
5.6.2.2 DNA gyrase B
-
 Mycobacterium tuberculosis
5.6.2.2 DNA gyrB
-
 Mycobacterium tuberculosis
5.6.2.2 GyrB
-
 Mycobacterium tuberculosis
5.6.2.2 gyrB ATPase
-
 Mycobacterium tuberculosis
5.6.2.2 type II topoisomerase
-
 Mycobacterium tuberculosis

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
5.6.2.2 0.0001496
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis N-(4-fluorobenzyl)-1-(5-nitrothiazol-2-yl)piperidin-4-amine
5.6.2.2 0.00018
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis novobiocin
5.6.2.2 0.00023
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzamide
5.6.2.2 0.00105
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzenesulfonamide
5.6.2.2 0.0015
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-fluorobenzyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
5.6.2.2 0.0015
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-methoxybenzyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
5.6.2.2 0.00173
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)-2-phenylacetamide
5.6.2.2 0.00175
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)-3-phenylurea
5.6.2.2 0.002136
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-benzyl-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
5.6.2.2 0.0026
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-fluorophenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
5.6.2.2 0.0026
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 4-chloro-N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzenesulfonamide
5.6.2.2 0.0035
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 4-chloro-N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzamide
5.6.2.2 0.00356
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-methoxyphenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
5.6.2.2 0.0036
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-fluorobenzyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
5.6.2.2 0.004538
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-methoxyphenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
5.6.2.2 0.00531
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 4-methoxy-N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzenesulfonamide
5.6.2.2 0.0054
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 4-fluoro-N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzamide
5.6.2.2 0.00585
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-tolyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
5.6.2.2 0.0064
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-chlorobenzyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
5.6.2.2 0.0065
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 4-methoxy-N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzamide
5.6.2.2 0.00733
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(5-nitrothiazol-2-yl)-N-phenylpiperidin-4-amine
5.6.2.2 0.0075
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-benzyl-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
5.6.2.2 0.0076
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-methoxybenzyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
5.6.2.2 0.00807
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-fluorophenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
5.6.2.2 0.008707
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-chlorophenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
5.6.2.2 0.00925
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis N-benzyl-1-(5-nitrothiazol-2-yl)piperidin-4-amine
5.6.2.2 0.0098
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(-(5-nitrothiazol-2-yl)piperidin-4-yl)-3-phenylthiourea
5.6.2.2 0.0098
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-chlorophenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
5.6.2.2 0.0117
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 4-fluoro-N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)benzenesulfonamide
5.6.2.2 0.01305
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-chlorobenzyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
5.6.2.2 0.0157
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-acetylphenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
5.6.2.2 0.01742
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis N-(4-methoxybenzyl)-1-(5-nitrothiazol-2-yl)piperidin-4-amine
5.6.2.2 0.01785
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-tolyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
5.6.2.2 0.0199
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis N-(4-chlorobenzyl)-1-(5-nitrothiazol-2-yl)piperidin-4-amine
5.6.2.2 0.02151
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-nitrophenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
5.6.2.2 0.02331
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-acetylphenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)thiourea
5.6.2.2 0.0239
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis 1-(4-nitrophenyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea
5.6.2.2 0.0529
-
 at pH 7.9 and 37°C Mycobacterium tuberculosis N-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)-1-phenylmethanesulfonamide