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Literature summary for 3.5.1.98 extracted from

  • Ontoria, J.M.; Altamura, S.; Di Marco, A.; Ferrigno, F.; Laufer, R.; Muraglia, E.; Palumbi, M.C.; Rowley, M.; Scarpelli, R.; Schultz-Fademrecht, C.; Serafini, S.; Steinkuehler, C.; Jones, P.
    Identification of novel, selective, and stable inhibitors of class II histone deacetylases. Validation studies of the inhibition of the enzymatic activity of HDAC4 by small molecules as a novel approach for cancer therapy (2009), J. Med. Chem., 52, 6782-6789.
    View publication on PubMed
Search for more literature for 3.5.1.98

Inhibitors

Inhibitors Comment Organism Structure
1-[5-(2,3-dihydro-1,4-benzodioxin-6-yl)thiophen-2-yl]-2,2,2-trifluoroethanone
-
 Homo sapiens
1-[5-(4-acetylphenyl)thiophen-2-yl]-2,2,2-trifluoroethanone
-
 Homo sapiens
2,2,2-trifluoro-1-(2-phenyl-1,3-thiazol-5-yl)ethanone
-
 Homo sapiens
2,2,2-trifluoro-1-(4-phenylthiophen-2-yl)ethanone
-
 Homo sapiens
2,2,2-trifluoro-1-(5-phenylthiophen-2-yl)ethanone
-
 Homo sapiens
2,2,2-trifluoro-1-(5-[3-[(methylsulfonyl)methyl]-1,2,4-oxadiazol-5-yl]thiophen-2-yl)ethanone potent inhibitor of HDAC4 and shows more than 100fold selectivity overHDAC1 Homo sapiens
2,2,2-trifluoro-1-(5-[3-[(propylsulfonyl)methyl]-1,2,4-oxadiazol-5-yl]thiophen-2-yl)ethanone
-
 Homo sapiens
2,2,2-trifluoro-1-(5-[3-[(thiophen-2-ylsulfonyl)methyl]-1,2,4-oxadiazol-5-yl]thiophen-2-yl)ethanone
-
 Homo sapiens
2,2,2-trifluoro-1-[5-(1H-indol-5-yl)thiophen-2-yl]ethanone
-
 Homo sapiens
2,2,2-trifluoro-1-[5-(2-methoxyphenyl)thiophen-2-yl]ethanone
-
 Homo sapiens
2,2,2-trifluoro-1-[5-(3-methoxyphenyl)thiophen-2-yl]ethanone
-
 Homo sapiens
2,2,2-trifluoro-1-[5-(3-[[(4-fluorobenzyl)sulfonyl]methyl]-1,2,4-oxadiazol-5-yl)thiophen-2-yl]ethanone
-
 Homo sapiens
2,2,2-trifluoro-1-[5-(4-methoxyphenyl)thiophen-2-yl]ethanone
-
 Homo sapiens
2,2,2-trifluoro-1-[5-(pyridin-2-yl)thiophen-2-yl]ethanone
-
 Homo sapiens
2,2,2-trifluoro-1-[5-(quinoxalin-6-yl)thiophen-2-yl]ethanone
-
 Homo sapiens
3-[5-(trifluoroacetyl)thiophen-2-yl]benzoic acid the inhibitor shows 40fold selectivity for HDAC4 and 180fold for HDAC6 against HDAC1 Homo sapiens
4-[5-(trifluoroacetyl)thiophen-2-yl]benzoic acid
-
 Homo sapiens
4-[5-(trifluoroacetyl)thiophen-2-yl]benzonitrile
-
 Homo sapiens
additional information 3-[5-(trifluoroacetyl)thiophen-2-yl]benzoic acid shows no inhibition of HDAC1 at 0.01 mM, 2,2,2-trifluoro-1-[5-(pyridin-2-yl)thiophen-2-yl]ethanone is inactive against HDAC6, 2,2,2-trifluoro-1-[5-(1H-indol-5-yl)thiophen-2-yl]ethanone is essentially inactive against HDAC1 and 4 Homo sapiens
N-methyl-N-(quinoxalin-6-ylmethyl)-5-(trifluoroacetyl)thiophene-2-carboxamide
-
 Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
N-acetyl-lysine-histone H3 + H2O Homo sapiens
-
 acetate + histone H3
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
HCT-116 cell
-
 Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
alpha-tubulin + H2O
-
 Homo sapiens acetate + ?
-
 ?
N-acetyl-lysine-histone H3 + H2O
-
 Homo sapiens acetate + histone H3
-
 ?

Synonyms

Synonyms Comment Organism
HDAC1 class I histone deacetylase Homo sapiens
HDAC4 class II histone deacetylase Homo sapiens
HDAC6 class II histone deacetylase Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000015
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(quinoxalin-6-yl)thiophen-2-yl]ethanone
0.000024
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(5-[3-[(methylsulfonyl)methyl]-1,2,4-oxadiazol-5-yl]thiophen-2-yl)ethanone
0.000027
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens 4-[5-(trifluoroacetyl)thiophen-2-yl]benzoic acid
0.000029
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens 1-[5-(4-acetylphenyl)thiophen-2-yl]-2,2,2-trifluoroethanone
0.00003
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(5-[3-[(propylsulfonyl)methyl]-1,2,4-oxadiazol-5-yl]thiophen-2-yl)ethanone
0.000035
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(5-[3-[(thiophen-2-ylsulfonyl)methyl]-1,2,4-oxadiazol-5-yl]thiophen-2-yl)ethanone
0.000037
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens 1-[5-(2,3-dihydro-1,4-benzodioxin-6-yl)thiophen-2-yl]-2,2,2-trifluoroethanone
0.000041
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens 4-[5-(trifluoroacetyl)thiophen-2-yl]benzonitrile
0.00006
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(3-[[(4-fluorobenzyl)sulfonyl]methyl]-1,2,4-oxadiazol-5-yl)thiophen-2-yl]ethanone
0.00007
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens 3-[5-(trifluoroacetyl)thiophen-2-yl]benzoic acid
0.000089
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens N-methyl-N-(quinoxalin-6-ylmethyl)-5-(trifluoroacetyl)thiophene-2-carboxamide
0.000098
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens N-methyl-N-(quinoxalin-6-ylmethyl)-5-(trifluoroacetyl)thiophene-2-carboxamide
0.00011
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(4-methoxyphenyl)thiophen-2-yl]ethanone
0.00013
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(2-phenyl-1,3-thiazol-5-yl)ethanone
0.00016
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 4-[5-(trifluoroacetyl)thiophen-2-yl]benzonitrile
0.00016
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(quinoxalin-6-yl)thiophen-2-yl]ethanone
0.00017
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(5-phenylthiophen-2-yl)ethanone
0.00021
-
 HDAC6 pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(2-phenyl-1,3-thiazol-5-yl)ethanone
0.00023
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(5-[3-[(methylsulfonyl)methyl]-1,2,4-oxadiazol-5-yl]thiophen-2-yl)ethanone
0.00024
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(5-[3-[(propylsulfonyl)methyl]-1,2,4-oxadiazol-5-yl]thiophen-2-yl)ethanone
0.00031
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 3-[5-(trifluoroacetyl)thiophen-2-yl]benzoic acid
0.00052
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(5-[3-[(thiophen-2-ylsulfonyl)methyl]-1,2,4-oxadiazol-5-yl]thiophen-2-yl)ethanone
0.00054
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(pyridin-2-yl)thiophen-2-yl]ethanone
0.00058
-
 HDAC1, pH and temperature not specified in the publication Homo sapiens N-methyl-N-(quinoxalin-6-ylmethyl)-5-(trifluoroacetyl)thiophene-2-carboxamide
0.0007
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(3-[[(4-fluorobenzyl)sulfonyl]methyl]-1,2,4-oxadiazol-5-yl)thiophen-2-yl]ethanone
0.00091
-
 HDAC1, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(quinoxalin-6-yl)thiophen-2-yl]ethanone
0.001
-
 IC50 above 0.001 mM, HDAC1, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(4-methoxyphenyl)thiophen-2-yl]ethanone
0.001
-
 IC50 above 0.001 mM, HDAC1, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(pyridin-2-yl)thiophen-2-yl]ethanone
0.001
-
 IC50 above 0.001 mM, HDAC6, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(4-methoxyphenyl)thiophen-2-yl]ethanone
0.001
-
 IC50 above 0.001 mM, HDAC6, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(pyridin-2-yl)thiophen-2-yl]ethanone
0.0019
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(4-phenylthiophen-2-yl)ethanone
0.0022
-
 HDAC1, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(5-[3-[(propylsulfonyl)methyl]-1,2,4-oxadiazol-5-yl]thiophen-2-yl)ethanone
0.0025
-
 HDAC1, pH and temperature not specified in the publication Homo sapiens 4-[5-(trifluoroacetyl)thiophen-2-yl]benzoic acid
0.0027
-
 HDAC1, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(5-[3-[(methylsulfonyl)methyl]-1,2,4-oxadiazol-5-yl]thiophen-2-yl)ethanone
0.0027
-
 HDAC1, pH and temperature not specified in the publication Homo sapiens 4-[5-(trifluoroacetyl)thiophen-2-yl]benzonitrile
0.0028
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(5-phenylthiophen-2-yl)ethanone
0.0031
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(3-methoxyphenyl)thiophen-2-yl]ethanone
0.0032
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(4-phenylthiophen-2-yl)ethanone
0.0037
-
 HDAC1, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(2-phenyl-1,3-thiazol-5-yl)ethanone
0.0038
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(3-methoxyphenyl)thiophen-2-yl]ethanone
0.0039
-
 HDAC1, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(5-[3-[(thiophen-2-ylsulfonyl)methyl]-1,2,4-oxadiazol-5-yl]thiophen-2-yl)ethanone
0.005
-
 IC50 above 0.005 mM, HDAC6, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(1H-indol-5-yl)thiophen-2-yl]ethanone
0.0063
-
 HDAC6, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(2-methoxyphenyl)thiophen-2-yl]ethanone
0.0066
-
 HDAC1, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(3-[[(4-fluorobenzyl)sulfonyl]methyl]-1,2,4-oxadiazol-5-yl)thiophen-2-yl]ethanone
0.01
-
 IC50 above 0.01 mM, HDAC1, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(4-phenylthiophen-2-yl)ethanone
0.01
-
 IC50 above 0.01 mM, HDAC1, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(3-methoxyphenyl)thiophen-2-yl]ethanone
0.01
-
 IC50 above 0.01 mM, HDAC1, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(2-methoxyphenyl)thiophen-2-yl]ethanone
0.01
-
 IC50 above 0.01 mM, HDAC1, pH and temperature not specified in the publication Homo sapiens 1-[5-(4-acetylphenyl)thiophen-2-yl]-2,2,2-trifluoroethanone
0.01
-
 IC50 above 0.01 mM, HDAC1, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(1H-indol-5-yl)thiophen-2-yl]ethanone
0.01
-
 IC50 above 0.01 mM, HDAC1, pH and temperature not specified in the publication Homo sapiens 1-[5-(2,3-dihydro-1,4-benzodioxin-6-yl)thiophen-2-yl]-2,2,2-trifluoroethanone
0.01
-
 IC50 above 0.01 mM, HDAC4, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(2-methoxyphenyl)thiophen-2-yl]ethanone
0.01
-
 IC50 above 0.01 mM, HDAC4, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-[5-(1H-indol-5-yl)thiophen-2-yl]ethanone
0.01
-
 IC50 above 0.01 mM, HDAC4, pH and temperature not specified in the publication Homo sapiens 1-[5-(2,3-dihydro-1,4-benzodioxin-6-yl)thiophen-2-yl]-2,2,2-trifluoroethanone
0.0128
-
 HDAC1, pH and temperature not specified in the publication Homo sapiens 3-[5-(trifluoroacetyl)thiophen-2-yl]benzoic acid
0.02
-
 IC50 above 0.02 mM, HDAC1, pH and temperature not specified in the publication Homo sapiens 2,2,2-trifluoro-1-(5-phenylthiophen-2-yl)ethanone
0.072
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 1-[5-(4-acetylphenyl)thiophen-2-yl]-2,2,2-trifluoroethanone
0.074
-
 HDAC4, pH and temperature not specified in the publication Homo sapiens 4-[5-(trifluoroacetyl)thiophen-2-yl]benzoic acid