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Literature summary extracted from

  • Rawls, K.A.; Lang, P.T.; Takeuchi, J.; Imamura, S.; Baguley, T.D.; Grundner, C.; Alber, T.; Ellman, J.A.
    Fragment-based discovery of selective inhibitors of the Mycobacterium tuberculosis protein tyrosine phosphatase PtpA (2009), Bioorg. Med. Chem. Lett., 19, 6851-6854.
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.1.3.48 (difluoro[4-[(2,2,2-trifluoroethyl)carbamoyl]phenyl]methyl)phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 (difluoro[4-[(2-fluorophenyl)carbamoyl]phenyl]methyl)phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 (difluoro[4-[(2-phenylethyl)carbamoyl]phenyl]methyl)phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 (difluoro[4-[(3-fluorophenyl)carbamoyl]phenyl]methyl)phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 (difluoro[4-[(4-fluorophenyl)carbamoyl]phenyl]methyl)phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 (difluoro[4-[(phenylamino)methyl]phenyl]methyl)phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 (difluoro[4-[2-oxo-2-(phenylamino)ethyl]phenyl]methyl)phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 (difluoro[4-[methyl(phenyl)carbamoyl]phenyl]methyl)phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 4-[difluoro(phosphono)methyl]benzoic acid
-
 Mycobacterium tuberculosis
3.1.3.48 additional information inhibitor synthesis, structure-activity relationships, overview Mycobacterium tuberculosis
3.1.3.48 [(1-benzyl-1H-indazol-5-yl)(difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [(2-benzyl-2H-indazol-5-yl)(difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [(4-bromophenyl)(difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [(4-[[3,5-bis(trifluoromethyl)phenyl]carbamoyl]phenyl)(difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [(4-[[4-bromo-3,5-bis(trifluoromethyl)phenyl]carbamoyl]phenyl)(difluoro)methyl]phosphonic acid selectivity with different PTPs, overview Mycobacterium tuberculosis
3.1.3.48 [(4-[[4-bromo-3-(trifluoromethyl)phenyl]carbamoyl]phenyl)(difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [(4-[[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl]phenyl)(difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [biphenyl-4-yl(difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [difluoro(4-nitrophenyl)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [difluoro(4-[[2-(trifluoromethyl)phenyl]carbamoyl]phenyl)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [difluoro(4-[[3-(trifluoromethyl)phenyl]carbamoyl]phenyl)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [difluoro(4-[[4-(trifluoromethyl)phenyl]carbamoyl]phenyl)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [difluoro(4-[[4-fluoro-3-(trifluoromethyl)phenyl]carbamoyl]phenyl)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [difluoro[3-(phenylcarbamoyl)phenyl]methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [difluoro[4-(1,3-thiazol-2-ylcarbamoyl)phenyl]methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [difluoro[4-(1-methyl-1H-pyrazol-4-yl)phenyl]methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [difluoro[4-(methylcarbamoyl)phenyl]methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [difluoro[4-(phenoxymethyl)phenyl]methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [difluoro[4-(phenylcarbamoyl)phenyl]methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [difluoro[4-(phenylsulfamoyl)phenyl]methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [difluoro[4-(propan-2-ylcarbamoyl)phenyl]methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [[4-(1H-benzimidazol-2-ylcarbamoyl)phenyl](difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [[4-(benzoylamino)phenyl](difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [[4-(benzylcarbamoyl)phenyl](difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [[4-([[3,5-bis(trifluoromethyl)phenyl]carbamoyl]amino)phenyl](difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [[4-[(1-ethylpiperidin-4-yl)carbamoyl]phenyl](difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [[4-[(2-bromophenyl)carbamoyl]phenyl](difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [[4-[(2-chlorophenyl)carbamoyl]phenyl](difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [[4-[(3-bromophenyl)carbamoyl]phenyl](difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [[4-[(3-chlorophenyl)carbamoyl]phenyl](difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [[4-[(4-bromophenyl)carbamoyl]phenyl](difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis
3.1.3.48 [[4-[(4-chlorophenyl)carbamoyl]phenyl](difluoro)methyl]phosphonic acid
-
 Mycobacterium tuberculosis

Organism

EC Number Organism UniProt Comment Textmining
3.1.3.48 Mycobacterium tuberculosis P9WIA1
-
-
3.1.3.48 Mycobacterium tuberculosis H37Rv P9WIA1
-
-

Synonyms

EC Number Synonyms Comment Organism
3.1.3.48 protein tyrosine phosphatase
-
 Mycobacterium tuberculosis
3.1.3.48 PtpA
-
 Mycobacterium tuberculosis

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
3.1.3.48 0.0014
-
 [(4-[[4-bromo-3,5-bis(trifluoromethyl)phenyl]carbamoyl]phenyl)(difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0031
-
 [[4-([[3,5-bis(trifluoromethyl)phenyl]carbamoyl]amino)phenyl](difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0033
-
 [(4-[[3,5-bis(trifluoromethyl)phenyl]carbamoyl]phenyl)(difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0049
-
 [(4-[[4-bromo-3-(trifluoromethyl)phenyl]carbamoyl]phenyl)(difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.006
-
 [(4-[[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl]phenyl)(difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0103
-
 [[4-[(4-bromophenyl)carbamoyl]phenyl](difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0107
-
 [difluoro(4-[[3-(trifluoromethyl)phenyl]carbamoyl]phenyl)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0114
-
 [difluoro(4-[[4-fluoro-3-(trifluoromethyl)phenyl]carbamoyl]phenyl)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0168
-
 [[4-[(4-chlorophenyl)carbamoyl]phenyl](difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0182
-
 [[4-[(3-bromophenyl)carbamoyl]phenyl](difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0185
-
 [difluoro(4-[[4-(trifluoromethyl)phenyl]carbamoyl]phenyl)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0227
-
 (difluoro[4-[(4-fluorophenyl)carbamoyl]phenyl]methyl)phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.024
-
 [difluoro[4-(phenylcarbamoyl)phenyl]methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.033
-
 [difluoro[4-(1,3-thiazol-2-ylcarbamoyl)phenyl]methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0349
-
 [[4-[(3-chlorophenyl)carbamoyl]phenyl](difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0418
-
 (difluoro[4-[(3-fluorophenyl)carbamoyl]phenyl]methyl)phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0431
-
 [[4-(benzylcarbamoyl)phenyl](difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0446
-
 [[4-[(2-bromophenyl)carbamoyl]phenyl](difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0497
-
 (difluoro[4-[(2,2,2-trifluoroethyl)carbamoyl]phenyl]methyl)phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0548
-
 [difluoro(4-[[2-(trifluoromethyl)phenyl]carbamoyl]phenyl)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0616
-
 (difluoro[4-[(2-phenylethyl)carbamoyl]phenyl]methyl)phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0655
-
 [[4-(benzoylamino)phenyl](difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.068
-
 [[4-[(2-chlorophenyl)carbamoyl]phenyl](difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0754
-
 [difluoro(4-nitrophenyl)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0844
-
 [(2-benzyl-2H-indazol-5-yl)(difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.0923
-
 [(4-bromophenyl)(difluoro)methyl]phosphonic acid pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.1
-
 [difluoro[3-(phenylcarbamoyl)phenyl]methyl]phosphonic acid above, pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.1
-
 (difluoro[4-[2-oxo-2-(phenylamino)ethyl]phenyl]methyl)phosphonic acid above, pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.1
-
 4-[difluoro(phosphono)methyl]benzoic acid above, pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.1
-
 [difluoro[4-(methylcarbamoyl)phenyl]methyl]phosphonic acid above, pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.1
-
 [difluoro[4-(phenoxymethyl)phenyl]methyl]phosphonic acid above, pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.1
-
 [(1-benzyl-1H-indazol-5-yl)(difluoro)methyl]phosphonic acid above, pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.1
-
 [[4-[(1-ethylpiperidin-4-yl)carbamoyl]phenyl](difluoro)methyl]phosphonic acid above, pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.1
-
 (difluoro[4-[(2-fluorophenyl)carbamoyl]phenyl]methyl)phosphonic acid above, pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.1
-
 (difluoro[4-[methyl(phenyl)carbamoyl]phenyl]methyl)phosphonic acid above, pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.1
-
 (difluoro[4-[(phenylamino)methyl]phenyl]methyl)phosphonic acid above, pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.1
-
 [difluoro[4-(1-methyl-1H-pyrazol-4-yl)phenyl]methyl]phosphonic acid above, pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.1
-
 [biphenyl-4-yl(difluoro)methyl]phosphonic acid above, pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.1
-
 [difluoro[4-(propan-2-ylcarbamoyl)phenyl]methyl]phosphonic acid above, pH 6.2, 37°C Mycobacterium tuberculosis
3.1.3.48 0.1
-
 [difluoro[4-(phenylsulfamoyl)phenyl]methyl]phosphonic acid above, pH 6.2, 37°C Mycobacterium tuberculosis