Target Validation Information | |||||
---|---|---|---|---|---|
TTD ID | T65755 | ||||
Target Name | Histone deacetylase (HDAC) | ||||
Type of Target |
Successful |
||||
Drug Potency against Target | Valproate | Drug Info | IC50 = 1mM | [22] | |
AN-9 | Drug Info | IC50 = 1000 nM | [22] | ||
ITF2357 | Drug Info | IC50 = 7.5~16 nM | [30] | ||
MGCD-0103 | Drug Info | IC50 = 100 nM | [29] | ||
NVP-LAQ824 | Drug Info | IC50 = 32 nM | [21] | ||
NVP-LAQ824 | Drug Info | IC50 = 1 nM | [22] | ||
Panobinostat | Drug Info | IC50 = 1 nM | [22] | ||
PDX-101 | Drug Info | IC50 = 27 nM | [22] | ||
PDX-101 | Drug Info | Pki = 8.5 | [34] | ||
Phenylbutyrate | Drug Info | IC50 = 44 nM | [10] | ||
Pyroxamide | Drug Info | IC50 = 1 uM | [22] | ||
Romidepsin | Drug Info | IC50 = 36~47 nM | [23] | ||
SNDX-275 | Drug Info | IC50 = 300 nM | [22] | ||
Sodium butyrate | Drug Info | IC50 = 1000 nM | [32] | ||
Tacedinaline | Drug Info | IC50 = 1000 nM | [22] | ||
AR-42 | Drug Info | IC50 = 16 nM | [28] | ||
Chlamydocin | Drug Info | IC50 = 1.3 nM | [25] | ||
Depudecin | Drug Info | IC50 = 1000 nM | [22] | ||
HC-Toxin | Drug Info | IC50 = 30 nM | [26] | ||
M-carboxycinnamic acid bishydroxamide | Drug Info | IC50 = 1000 nM | [22] | ||
Oxamflatin | Drug Info | IC50 = 1000 nM | [22] | ||
SB-623 | Drug Info | IC50 < 10 nM | [22] | ||
SB-639 | Drug Info | IC50 < 10 nM | [27] | ||
Scriptaid | Drug Info | pKi = 6.65 | [31] | ||
SK-7041 | Drug Info | IC50 = 1 nM | [22] | ||
SK-7068 | Drug Info | IC50 = 1 nM | [22] | ||
(E)-8-Biphenyl-4-yl-1-oxazol-2-yl-oct-7-en-1-one | Drug Info | IC50 = 990 nM | [3] | ||
2,2-bis(3-fluorophenyl)-N-hydroxyacetamide | Drug Info | IC50 = 90 nM | [18] | ||
2,2-bis(4-chlorophenyl)-N-hydroxyacetamide | Drug Info | IC50 = 1400 nM | [18] | ||
2,2-bis(4-fluorophenyl)-N-hydroxyacetamide | Drug Info | IC50 = 280 nM | [18] | ||
2-(methylsulfonylthio)ethyl 2-propylpentanoate | Drug Info | IC50 = 9600 nM | [13] | ||
4-Benzoylamino-N-hydroxy-benzamide | Drug Info | IC50 = 210 nM | [10] | ||
4-Butyrylamino-N-hydroxy-benzamide | Drug Info | IC50 = 1500 nM | [5] | ||
4-Chloro-N-(5-hydroxycarbamoyl-pentyl)-benzamide | Drug Info | IC50 = 369 nM | [2] | ||
4-Dimethylamino-N-(6-mercapto-hexyl)-benzamide | Drug Info | IC50 = 610 nM | [8] | ||
4-Hydroxy-N-(5-hydroxycarbamoyl-pentyl)-benzamide | Drug Info | IC50 = 149 nM | [2] | ||
4-Phenylbutyrohydroxamic acid | Drug Info | Ki = 16000 nM | [19] | ||
5-(4-Chloro-phenyl)-pentanoic acid hydroxyamide | Drug Info | IC50 = 2580 nM | [6] | ||
5-(4-hydroxyphenyl)-3H-1,2-dithiole-3-thione | Drug Info | IC50 = 450 nM | [13] | ||
5-Mercapto-pentanoic acid phenylamide | Drug Info | IC50 = 6200 nM | [8] | ||
6-benzenesulfinylhexanoic acid hydroxamide | Drug Info | IC50 = 7700 nM | [11] | ||
6-benzenesulfonylhexanoic acid hydroxamide | Drug Info | IC50 = 15500 nM | [11] | ||
6-Mercapto-hexanoic acid phenylamide | Drug Info | IC50 = 370 nM | [8] | ||
6-Phenoxy-hexane-1-thiol | Drug Info | IC50 = 11000 nM | [8] | ||
6-phenylsulfanylhexanoic acid hydroxamide | Drug Info | IC50 = 9400 nM | [11] | ||
7-(Biphenyl-3-yloxy)-1-oxazol-2-yl-heptan-1-one | Drug Info | IC50 = 620 nM | [3] | ||
7-(Biphenyl-4-yloxy)-1,1,1-trifluoro-heptan-2-one | Drug Info | IC50 = 2600 nM | [4] | ||
7-(Biphenyl-4-yloxy)-1-oxazol-2-yl-heptan-1-one | Drug Info | IC50 = 1100 nM | [3] | ||
7-(Naphthalen-2-yloxy)-1-oxazol-2-yl-heptan-1-one | Drug Info | IC50 = 520 nM | [3] | ||
7-Mercapto-heptanoic acid benzothiazol-2-ylamide | Drug Info | IC50 = 340 nM | [8] | ||
7-Mercapto-heptanoic acid biphenyl-3-ylamide | Drug Info | IC50 = 75 nM | [8] | ||
7-Mercapto-heptanoic acid biphenyl-4-ylamide | Drug Info | IC50 = 1100 nM | [8] | ||
7-Mercapto-heptanoic acid pyridin-3-ylamide | Drug Info | IC50 = 110 nM | [8] | ||
7-Mercapto-heptanoic acid quinolin-3-ylamide | Drug Info | IC50 = 72 nM | [8] | ||
8-(Biphenyl-4-yloxy)-1,1,1-trifluoro-octan-2-one | Drug Info | IC50 = 2900 nM | [3] | ||
8-Mercapto-octanoic acid phenylamide | Drug Info | IC50 = 1500 nM | [8] | ||
8-Oxo-8-phenyl-octanoic acid | Drug Info | IC50 = 270 nM | [2] | ||
9,9,9-Trifluoro-8-oxo-nonanoic acid phenylamide | Drug Info | IC50 = 6700 nM | [4] | ||
Cyclostellettamine derivative | Drug Info | IC50 = 17000 nM | [7] | ||
N-(2,3-Dimethylphenyl)-N'-hydroxyoctanediamide | Drug Info | IC50 = 1750 nM | [20] | ||
N-(2,4-Dimethylphenyl)-N'-hydroxyoctanediamide | Drug Info | IC50 = 1100 nM | [20] | ||
N-(2,5-Dimethylphenyl)-N'-hydroxyoctanediamide | Drug Info | IC50 = 1346 nM | [20] | ||
N-(2,6-Dimethylphenyl)-N'-hydroxyoctanediamide | Drug Info | IC50 = 4989 nM | [20] | ||
N-(2-amino-5-(thiophen-2-yl)phenyl)nicotinamide | Drug Info | IC50 = 7300 nM | [14] | ||
N-(2-aminophenyl)-4-methoxybenzamide | Drug Info | IC50 = 1400 nM | [12] | ||
N-(2-aminophenyl)nicotinamide | Drug Info | IC50 = 3640 nM | [14] | ||
N-(2-Ethylphenyl)-N'-hydroxyoctanediamide | Drug Info | IC50 = 2263 nM | [20] | ||
N-(2-Mercapto-ethyl)-N'-phenyl-oxalamide | Drug Info | IC50 = 2800 nM | [9] | ||
N-(2-Mercapto-ethyl)-N'-phenyl-succinamide | Drug Info | IC50 = 12500 nM | [9] | ||
N-(3,4-Dimethylphenyl)-N'-hydroxyoctanediamide | Drug Info | IC50 = 56 nM | [20] | ||
N-(3,5-Dimethylphenyl)-N'-hydroxyoctanediamide | Drug Info | IC50 = 30 nM | [20] | ||
N-(3-Ethylphenyl)-N'-hydroxyoctanediamide | Drug Info | IC50 = 35 nM | [20] | ||
N-(4-aminobiphenyl-3-yl)nicotinamide | Drug Info | IC50 = 11350 nM | [14] | ||
N-(4-Ethylphenyl)-N'-hydroxyoctanediamide | Drug Info | IC50 = 240 nM | [20] | ||
N-(5-Hydroxycarbamoyl-pentyl)-4-methoxy-benzamide | Drug Info | IC50 = 140 nM | [1] | ||
N-(5-Hydroxycarbamoyl-pentyl)-4-nitro-benzamide | Drug Info | IC50 = 1556 nM | [2] | ||
N-(5-Hydroxycarbamoyl-pentyl)-benzamide | Drug Info | IC50 = 900 nM | [1] | ||
N-(6-Hydroxycarbamoyl-hexyl)-benzamide | Drug Info | IC50 = 568 nM | [2] | ||
N-(6-Mercapto-hexyl)-benzamide | Drug Info | IC50 = 360 nM | [8] | ||
N-hydroxy-2,2-diphenylacetamide | Drug Info | IC50 = 140 nM | [18] | ||
N-hydroxy-2,2-diphenylpropanamide | Drug Info | IC50 = 1200 nM | [18] | ||
N-Hydroxy-4-((R)-2-phenyl-butyrylamino)-benzamide | Drug Info | IC50 = 68 nM | [10] | ||
N-Hydroxy-4-((S)-2-phenyl-butyrylamino)-benzamide | Drug Info | IC50 = 34 nM | [10] | ||
N-Hydroxy-4-(2-phenyl-butyrylamino)-benzamide | Drug Info | IC50 = 54 nM | [10] | ||
N-Hydroxy-4-(3-phenyl-propionylamino)-benzamide | Drug Info | IC50 = 110 nM | [10] | ||
N-Hydroxy-4-(4-phenyl-butyrylamino)-benzamide | Drug Info | IC50 = 44 nM | [10] | ||
N-Hydroxy-4-(5-phenyl-pentanoylamino)-benzamide | Drug Info | IC50 = 250 nM | [10] | ||
N-Hydroxy-4-(pentanoylamino-methyl)-benzamide | Drug Info | IC50 = 3600 nM | [5] | ||
N-Hydroxy-4-(phenylacetylamino-methyl)-benzamide | Drug Info | IC50 = 2500 nM | [5] | ||
N-Hydroxy-4-phenylacetylamino-benzamide | Drug Info | IC50 = 157 nM | [10] | ||
N-hydroxy-9,10-dihydroanthracene-9-carboxamide | Drug Info | IC50 = 1460 nM | [18] | ||
N-hydroxy-9H-xanthene-9-carboxamide | Drug Info | IC50 = 110 nM | [18] | ||
N-Hydroxy-N'-(2-methylphenyl)octanediamide | Drug Info | IC50 = 1348 nM | [20] | ||
N-Hydroxy-N'-(3-methylphenyl)octanediamide | Drug Info | IC50 = 58 nM | [20] | ||
N-Hydroxy-N'-(4-methoxyphenyl)octanediamide | Drug Info | IC50 = 137 nM | [20] | ||
N-Hydroxy-N'-(4-methylphenyl)octanediamide | Drug Info | IC50 = 114 nM | [20] | ||
N1-(biphenyl-4-yl)-N8-hydroxyoctanediamide | Drug Info | IC50 = 7 nM | [17] | ||
Octanedioic acid bis-hydroxyamide | Drug Info | Ki = 9500 nM | [19] | ||
Octanedioic acid hydroxyamide pyridin-2-ylamide | Drug Info | IC50 = 248 nM | [2] | ||
Octanedioic acid hydroxyamide pyridin-4-ylamide | Drug Info | IC50 = 306 nM | [2] | ||
PSAMMAPLIN A | Drug Info | IC50 = 4 nM | [4] | ||
ST-2986 | Drug Info | IC50 = 5480 nM | [15] | ||
ST-2987 | Drug Info | IC50 = 790 nM | [15] | ||
ST-3050 | Drug Info | IC50 = 3060 nM | [15] | ||
ST-5732 | Drug Info | IC50 = 18000 nM | [16] | ||
Tacedinaline | Drug Info | Ki = 550 nM | [19] | ||
Action against Disease Model | Valproate | Drug Info | Valproic acid is widely used to treat epilepsy and bipolar disorder and is also a potent teratogen, but its mechanisms of action in any of these settings are unknown. We report that valproic acid activates Wntdependent gene expression, similar to lithi uM, the mainstay of therapy for bipolar disorder. Valproic acid, however, acts through a distinct pathway that involves direct inhibition of histone deacetylase (IC(50) for HDAC1 = 0.4 mm). At therapeutic levels, valproic acid mimics the histone deacetylase inhibitor trichostatin A, causing hyperacetylation of histones in cultured cells. Valproic acid, like trichostatin A, also activates transcription from diverse exogenous and endogenous promoters. Furthermore, valproic acid and trichostatin A have remarkably similar teratogenic effects in vertebrate embryos, while non-teratogenic analogues of valproic acid do not inhibit histone deacetylase and do not activate transcription. Based on these observations, we propose that inhibition of histone deacetylase provides a mechanism for valproic acid-induced birth defects and could also explain the efficacy of valproic acid in the treatment of bipolar disorder. | [24] | |
ITF2357 | Drug Info | The clonogenic activity of JAK2V617F mutated cells was inhibited by low concentrations of ITF2357 (IC50 0.001-0.01 mu M) | [33] | ||
References | |||||
REF 1 | Amide analogues of trichostatin A as inhibitors of histone deacetylase and inducers of terminal cell differentiation. J Med Chem. 1999 Nov 4;42(22):4669-79. | ||||
REF 2 | Inhibitors of human histone deacetylase: synthesis and enzyme and cellular activity of straight chain hydroxamates. J Med Chem. 2002 Feb 14;45(4):753-7. | ||||
REF 3 | Heterocyclic ketones as inhibitors of histone deacetylase. Bioorg Med Chem Lett. 2003 Nov 17;13(22):3909-13. | ||||
REF 4 | Histone deacetylase inhibitors. J Med Chem. 2003 Nov 20;46(24):5097-116. | ||||
REF 5 | Zn2+-chelating motif-tethered short-chain fatty acids as a novel class of histone deacetylase inhibitors. J Med Chem. 2004 Jan 15;47(2):467-74. | ||||
REF 6 | Stereodefined and polyunsaturated inhibitors of histone deacetylase based on (2E,4E)-5-arylpenta-2,4-dienoic acid hydroxyamides. Bioorg Med Chem Lett. 2004 May 17;14(10):2477-81. | ||||
REF 7 | Three new cyclostellettamines, which inhibit histone deacetylase, from a marine sponge of the genus Xestospongia. Bioorg Med Chem Lett. 2004 May 17;14(10):2617-20. | ||||
REF 8 | Novel inhibitors of human histone deacetylases: design, synthesis, enzyme inhibition, and cancer cell growth inhibition of SAHA-based non-hydroxama... J Med Chem. 2005 Feb 24;48(4):1019-32. | ||||
REF 9 | Mercaptoamide-based non-hydroxamic acid type histone deacetylase inhibitors. Bioorg Med Chem Lett. 2005 Apr 15;15(8):1969-72. | ||||
REF 10 | Structure-based optimization of phenylbutyrate-derived histone deacetylase inhibitors. J Med Chem. 2005 Aug 25;48(17):5530-5. | ||||
REF 11 | Aromatic sulfide inhibitors of histone deacetylase based on arylsulfinyl-2,4-hexadienoic acid hydroxyamides. J Med Chem. 2006 Jan 26;49(2):800-5. | ||||
REF 12 | Novel aminophenyl benzamide-type histone deacetylase inhibitors with enhanced potency and selectivity. J Med Chem. 2007 Nov 15;50(23):5543-6. | ||||
REF 13 | New sulfurated derivatives of valproic acid with enhanced histone deacetylase inhibitory activity. Bioorg Med Chem Lett. 2008 Mar 15;18(6):1893-7. | ||||
REF 14 | Bioorg Med Chem Lett. 2008 Dec 1;18(23):6104-9. Epub 2008 Oct 14.SAR profiles of spirocyclic nicotinamide derived selective HDAC1/HDAC2 inhibitors (SHI-1:2). | ||||
REF 15 | N-Hydroxy-(4-oxime)-cinnamide: a versatile scaffold for the synthesis of novel histone deacetylase [correction of deacetilase] (HDAC) inhibitors. Bioorg Med Chem Lett. 2009 Apr 15;19(8):2346-9. | ||||
REF 16 | Exploring bis-(indolyl)methane moiety as an alternative and innovative CAP group in the design of histone deacetylase (HDAC) inhibitors. Bioorg Med Chem Lett. 2009 May 15;19(10):2840-3. | ||||
REF 17 | Isoxazole moiety in the linker region of HDAC inhibitors adjacent to the Zn-chelating group: effects on HDAC biology and antiproliferative activity. Bioorg Med Chem Lett. 2009 Jun 1;19(11):3023-6. | ||||
REF 18 | Diphenylmethylene hydroxamic acids as selective class IIa histone deacetylase inhibitors. Bioorg Med Chem Lett. 2009 Oct 1;19(19):5684-8. | ||||
REF 19 | Chemical phylogenetics of histone deacetylases. Nat Chem Biol. 2010 Mar;6(3):238-243. | ||||
REF 20 | Biological and biophysical properties of the histone deacetylase inhibitor suberoylanilide hydroxamic acid are affected by the presence of short al... J Med Chem. 2010 Mar 11;53(5):1937-50. | ||||
REF 21 | NVP-LAQ824 is a potent novel histone deacetylase inhibitor with significant activity against multiple myeloma. Blood. 2003 Oct 1;102(7):2615-22. | ||||
REF 22 | Anticancer activities of histone deacetylase inhibitors. Nat Rev Drug Discov. 2006 Sep;5(9):769-84. | ||||
REF 23 | HDACs, histone deacetylation and gene transcription: from molecular biology to cancer therapeutics. Cell Res. 2007 Mar;17(3):195-211. | ||||
REF 24 | Histone deacetylase is a direct target of valproic acid, a potent anticonvulsant, mood stabilizer, and teratogen. J Biol Chem. 2001 Sep 28;276(39):36734-41. | ||||
REF 25 | Inhibition of histone deacetylases by chlamydocin induces apoptosis and proteasome-mediated degradation of survivin. J Pharmacol Exp Ther. 2003 Feb;304(2):881-8. | ||||
REF 26 | Antiproliferative effect of trichostatin A and HC-toxin in T47D human breast cancer cells. Arch Pharm Res. 2004 Jun;27(6):640-5. | ||||
REF 27 | Histone deacetylase inhibitors. Eur J Med Chem. 2005 Jan;40(1):1-13. | ||||
REF 28 | Novel HDAC inhibitors with radiosensitizing properties. Radiat Res. 2005 May;163(5):488-93. | ||||
REF 29 | Positive allosteric modulators of the metabotropic glutamate receptor subtype 2 (mGluR2). Curr Top Med Chem. 2005;5(9):869-84. | ||||
REF 30 | The histone deacetylase inhibitor ITF2357 reduces production of pro-inflammatory cytokines in vitro and systemic inflammation in vivo. Mol Med. 2005 Jan-Dec;11(1-12):1-15. | ||||
REF 31 | Agonists and antagonists targeting the different alpha2-adrenoceptor subtypes. Curr Top Med Chem. 2007;7(2):163-86. | ||||
REF 32 | Scriptaid and suberoylanilide hydroxamic acid are histone deacetylase inhibitors with potent anti-Toxoplasma gondii activity in vitro. J Parasitol. 2007 Jun;93(3):694-700. | ||||
REF 33 | The histone deacetylase inhibitor ITF2357 selectively targets cells bearing mutated JAK2(V617F). Leukemia. 2008 Apr;22(4):740-7. | ||||
REF 34 | 5-HT1A receptor, an old target for new therapeutic agents. Curr Top Med Chem. 2008;8(12):1024-34. | ||||
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