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Literature summary for 3.1.3.48 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

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

Organism

Organism UniProt Comment Textmining
Mycobacterium tuberculosis P9WIA1
-
-
Mycobacterium tuberculosis H37Rv P9WIA1
-
-

Synonyms

Synonyms Comment Organism
protein tyrosine phosphatase
-
Mycobacterium tuberculosis
PtpA
-
Mycobacterium tuberculosis

Ki Value [mM]

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