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Literature summary for 6.3.2.1 extracted from

  • Samala, G.; Nallangi, R.; Devi, P.B.; Saxena, S.; Yadav, R.; Sridevi, J.P.; Yogeeswari, P.; Sriram, D.
    Identification and development of 2-methylimidazo[1,2-a]pyridine-3-carboxamides as Mycobacterium tuberculosis pantothenate synthetase inhibitors (2014), Bioorg. Med. Chem., 22, 4223-4232 .
    View publication on PubMed
Search for more literature for 6.3.2.1

Inhibitors

Inhibitors Comment Organism Structure
2,6-dimethyl-N-(thiophen-2-ylmethyl)-2H,3H-imidazo[1,2-a]pyridine-3-carboxamide GSK358607A, MIC value is 190 nM Mycobacterium tuberculosis
2-methyl-N'-(3,4,5-trimethoxybenzylidene)imidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
2-methyl-N'-(3-nitrobenzoyl)imidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
2-methyl-N'-(4-(trifluoromethyl)benzylidene)imidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
2-methyl-N'-(4-methylbenzoyl)imidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
2-methyl-N'-(4-methylbenzylidene)imidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
2-methyl-N'-(4-nitrobenzylidene)imidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
2-methyl-N'-(4-phenoxybenzoyl)imidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
2-methyl-N-(3-(trifluoromethyl)phenyl)imidazo[1,2-a]pyridine-3-carboxamide
-
 Mycobacterium tuberculosis
2-methyl-N-(pyridin-2-yl)imidazo[1,2-a]pyridine-3-carboxamide
-
 Mycobacterium tuberculosis
2-methyl-N-phenethylimidazo[1,2-a]pyridine-3-carboxamide
-
 Mycobacterium tuberculosis
2-methyl-N-phenylimidazo[1,2-a]pyridine-3-carboxamide
-
 Mycobacterium tuberculosis
6-acetyl-2-(thiophene-2-carboxamido)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxamide SID 92097880, MIC values is 0.0032 mM Mycobacterium tuberculosis
ethambutol
-
 Mycobacterium tuberculosis
isoniazid
-
 Mycobacterium tuberculosis
additional information usage of the crystal structure of mycobacterial pantothenate synthetase bound with 2-(2-(benzofuran-2-ylsulfonylcarbamoyl)-5-methoxy-1H-indol-1-yl) acetic acid inhibitor for virtual screening of an antitubercular compound database, identification and development of 2-methylimidazo[1,2-a]pyridine-3-carboxamides as inhibitors of Mycobacterium tuberculosis pantothenate synthetase, synthesis of 30 derivatives and evaluation as inhibitors, inhibition study of in vitro anti-TB activities against replicative and non-replicative MTB, in vivo activity using Mycobacterium marinum infected Zebra fish, and cytotoxicity against RAW 264.7 cell line, overview Mycobacterium tuberculosis
N'-(1-naphthoyl)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
N'-(2,4-dichlorobenzoyl)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
N'-(2-methoxybenzoyl)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
N'-(3,5-dinitrobenzoyl)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
N'-(4-(benzyloxy)benzylidene)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
N'-(4-bromobenzylidene)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
N'-(4-fluorobenzylidene)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
N'-(4-hydroxybenzylidene)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
N'-(4-methoxybenzylidene)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
N'-(cyclohexanecarbonyl)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
N'-(furan-2-carbonyl)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
N'-benzoyl-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
N'-benzylidene-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
-
 Mycobacterium tuberculosis
N-(4-bromophenyl)-2-methylimidazo[1,2-a]pyridine-3-carboxamide
-
 Mycobacterium tuberculosis
N-(4-chlorophenyl)-2-methylimidazo[1,2-a]pyridine-3-carboxamide
-
 Mycobacterium tuberculosis
N-(4-ethoxyphenyl)-2-methylimidazo[1,2-a]pyridine-3-carboxamide
-
 Mycobacterium tuberculosis
N-(furan-2-ylmethyl)-2-methylimidazo[1,2-a]pyridine-3-carboxamide
-
 Mycobacterium tuberculosis
N-benzyl-2-methylimidazo[1,2-a]pyridine-3-carboxamide
-
 Mycobacterium tuberculosis
N-cyclohexyl-2-methylimidazo[1,2-a]pyridine-3-carboxamide
-
 Mycobacterium tuberculosis

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ required Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
ATP + (R)-pantoate + beta-alanine Mycobacterium tuberculosis
-
 AMP + diphosphate + (R)-pantothenate
-
 ?
ATP + (R)-pantoate + beta-alanine Mycobacterium tuberculosis ATCC 27294 / ATCC 25618 / H37Rv
-
 AMP + diphosphate + (R)-pantothenate
-
 ?

Organism

Organism UniProt Comment Textmining
Mycobacterium tuberculosis P9WIL5
-
-
Mycobacterium tuberculosis ATCC 27294 / ATCC 25618 / H37Rv P9WIL5
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + (R)-pantoate + beta-alanine
-
 Mycobacterium tuberculosis AMP + diphosphate + (R)-pantothenate
-
 ?
ATP + (R)-pantoate + beta-alanine
-
 Mycobacterium tuberculosis ATCC 27294 / ATCC 25618 / H37Rv AMP + diphosphate + (R)-pantothenate
-
 ?

Synonyms

Synonyms Comment Organism
PanC
-
 Mycobacterium tuberculosis
Pantothenate synthetase
-
 Mycobacterium tuberculosis
Rv3602c
-
 Mycobacterium tuberculosis

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Mycobacterium tuberculosis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.8
-
 assay at Mycobacterium tuberculosis

Cofactor

Cofactor Comment Organism Structure
ATP
-
 Mycobacterium tuberculosis

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0019
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N'-(1-naphthoyl)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
0.00199
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N-cyclohexyl-2-methylimidazo[1,2-a]pyridine-3-carboxamide
0.0026
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N-(4-chlorophenyl)-2-methylimidazo[1,2-a]pyridine-3-carboxamide
0.00274
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N-benzyl-2-methylimidazo[1,2-a]pyridine-3-carboxamide
0.00281
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N-(furan-2-ylmethyl)-2-methylimidazo[1,2-a]pyridine-3-carboxamide
0.00335
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis 2-methyl-N'-(4-methylbenzoyl)imidazo[1,2-a]pyridine-3-carbohydrazide
0.00354
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N'-benzoyl-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
0.00377
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N'-(4-fluorobenzylidene)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
0.00443
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N'-(4-bromobenzylidene)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
0.00486
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N'-benzylidene-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
0.00513
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N'-(2,4-dichlorobenzoyl)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
0.00537
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N'-(4-(benzyloxy)benzylidene)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
0.00577
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis 2-methyl-N-phenethylimidazo[1,2-a]pyridine-3-carboxamide
0.00637
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N'-(4-methoxybenzylidene)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
0.00648
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N'-(3,5-dinitrobenzoyl)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
0.00695
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N-(4-bromophenyl)-2-methylimidazo[1,2-a]pyridine-3-carboxamide
0.00701
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis 2-methyl-N-(3-(trifluoromethyl)phenyl)imidazo[1,2-a]pyridine-3-carboxamide
0.00705
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis 2-methyl-N'-(3,4,5-trimethoxybenzylidene)imidazo[1,2-a]pyridine-3-carbohydrazide
0.00722
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis 2-methyl-N'-(4-phenoxybenzoyl)imidazo[1,2-a]pyridine-3-carbohydrazide
0.00746
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis 2-methyl-N'-(4-methylbenzylidene)imidazo[1,2-a]pyridine-3-carbohydrazide
0.00749
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N'-(4-hydroxybenzylidene)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
0.0077
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N'-(cyclohexanecarbonyl)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
0.00818
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis 2-methyl-N'-(4-(trifluoromethyl)benzylidene)imidazo[1,2-a]pyridine-3-carbohydrazide
0.00821
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N'-(2-methoxybenzoyl)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
0.00893
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N'-(furan-2-carbonyl)-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide
0.0092
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis 2-methyl-N'-(3-nitrobenzoyl)imidazo[1,2-a]pyridine-3-carbohydrazide
0.01283
-
 pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis 2-methyl-N-phenylimidazo[1,2-a]pyridine-3-carboxamide
0.025
-
 above, pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis isoniazid
0.025
-
 above, pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis ethambutol
0.025
-
 above, pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis 2-methyl-N'-(4-nitrobenzylidene)imidazo[1,2-a]pyridine-3-carbohydrazide
0.025
-
 above, pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis 2-methyl-N-(pyridin-2-yl)imidazo[1,2-a]pyridine-3-carboxamide
0.025
-
 above, pH 7.8, 37°C, recombinant enzyme Mycobacterium tuberculosis N-(4-ethoxyphenyl)-2-methylimidazo[1,2-a]pyridine-3-carboxamide