Target Validation Information | |||||
---|---|---|---|---|---|
TTD ID | T43920 | ||||
Target Name | Carbonic anhydrase (CA) | ||||
Type of Target |
Successful |
||||
Drug Potency against Target | Acetazolamide | Drug Info | Ki = 1.8 nM | [29] | |
Dichlorphenamide | Drug Info | EC50 = 2500 nM | [28] | ||
(2-bromophenyl)difluoromethanesulfonamide | Drug Info | Ki = 714 nM | [4] | ||
(4-bromophenyl)difluoromethanesulfonamide | Drug Info | Ki = 982 nM | [4] | ||
1-(3,4-dichlorophenyl)-3-hydroxyurea | Drug Info | Ki = 910 nM | [6] | ||
2,3-dihydro-1H-indene-5-sulfonamide | Drug Info | Ki = 5.1 nM | [8] | ||
2,4-Disulfamyltrifluoromethylaniline | Drug Info | Ki = 926 nM | [14] | ||
2,5-difluorophenol | Drug Info | Ki = 10800 nM | [10] | ||
2-acetamido-2,3-dihydro-1H-indene-5-sulfonic acid | Drug Info | Ki = 7.1 nM | [8] | ||
2-amino-2,3-dihydro-1H-indene-5-sulfonamide | Drug Info | Ki = 1.6 nM | [8] | ||
2-Amino-benzenesulfonamide | Drug Info | Ki = 8805 nM | [14] | ||
2-Amino-indan-5-sulfonic acid | Drug Info | Ki = 8 nM | [8] | ||
2-hydrazinylbenzenesulfonamide | Drug Info | Ki = 6895 nM | [14] | ||
2-oxo-2H-chromene-3-carboxylic acid | Drug Info | Ki = 6600 nM | [21] | ||
2-oxo-2H-thiochromene-3-carboxylic acid | Drug Info | Ki = 7700 nM | [21] | ||
3,5-difluorophenol | Drug Info | Ki = 11300 nM | [9] | ||
3-(4-sulfamoylphenyl)propanoic acid | Drug Info | Ki = 1277 nM | [17] | ||
3-Amino-benzenesulfonamide | Drug Info | Ki = 1240 nM | [2] | ||
3-bromophenyl-difluoromethanesulfonamide | Drug Info | Ki = 160 nM | [4] | ||
3-Nitro-benzenesulfonamide | Drug Info | IC50 = 780 nM | [1] | ||
4-(2-AMINOETHYL)BENZENESULFONAMIDE | Drug Info | Ki = 43 nM | [3] | ||
4-(2-aminopyrimidin-4-ylamino)benzenesulfonamide | Drug Info | Ki = 67 nM | [14] | ||
4-(2-Hydroxy-ethyl)-benzenesulfonamide | Drug Info | Ki = 4660 nM | [14] | ||
4-(2-Phenylacetamido)-3-bromobenzenesulfonamide | Drug Info | Ki = 5.9 nM | [18] | ||
4-(2-Phenylacetamido)-3-chlorobenzenesulfonamide | Drug Info | Ki = 8.1 nM | [18] | ||
4-(2-Phenylacetamido)-3-fluorobenzenesulfonamide | Drug Info | Ki = 8.1 nM | [18] | ||
4-(2-Phenylacetamido)benzenesulfonamide | Drug Info | Ki = 7.9 nM | [18] | ||
4-(2-Phenylacetamidoethyl)benzenesulfonamide | Drug Info | Ki = 8.2 nM | [18] | ||
4-(2-Phenylacetamidomethyl)benzenesulfonamide | Drug Info | Ki = 8.3 nM | [18] | ||
4-(2-Pyridin-2-ylacetamido)benzenesulfonamide | Drug Info | Ki = 6.8 nM | [18] | ||
4-(2-Pyridin-4-ylacetamido)benzenesulfonamide | Drug Info | Ki = 9 nM | [18] | ||
4-(hydroxymethyl)benzenesulfonamide | Drug Info | Ki = 4560 nM | [14] | ||
4-amino-3,5-dibromobenzenesulfonamide | Drug Info | Ki = 10700 nM | [7] | ||
4-Amino-3-bromo-benzenesulfonamide | Drug Info | Ki = 83 nM | [14] | ||
4-Amino-3-chloro-benzenesulfonamide | Drug Info | Ki = 62 nM | [14] | ||
4-amino-3-fluoro-5-iodobenzenesulfonamide | Drug Info | Ki = 19000 nM | [7] | ||
4-Amino-3-fluoro-benzenesulfonamide | Drug Info | Ki = 79 nM | [14] | ||
4-Amino-3-iodo-benzenesulfonamide | Drug Info | Ki = 72 nM | [14] | ||
4-amino-6-chlorobenzene-1,3-disulfonamide | Drug Info | Ki = 757 nM | [14] | ||
4-amino-N-(4-sulfamoylbenzyl)benzenesulfonamide | Drug Info | Ki = 49 nM | [14] | ||
4-AMINOPHENOL | Drug Info | Ki = 9500 nM | [10] | ||
4-azidobenzenesulfonamide | Drug Info | Ki = 55.8 nM | [12] | ||
4-bromophenylboronic acid | Drug Info | Ki = 15900 nM | [16] | ||
4-butylphenylboronic acid | Drug Info | Ki = 8000 nM | [16] | ||
4-CYANOPHENOL | Drug Info | Ki = 6700 nM | [10] | ||
4-Hydrazino-benzenesulfonamide | Drug Info | Ki = 9540 nM | [14] | ||
4-methoxyphenylboronic acid | Drug Info | Ki = 15600 nM | [16] | ||
4-methylphenyl-difluoromethanesulfonamide | Drug Info | Ki = 128 nM | [4] | ||
4-Nitro-benzenesulfonamide | Drug Info | IC50 = 4200 nM | [1] | ||
4-nitrophenyl phosphate | Drug Info | IC50 = 1050 nM | [27] | ||
4-nitrophenyl-difluoromethanesulfonamide | Drug Info | Ki = 153 nM | [4] | ||
4-phenoxyphenylboronic acid | Drug Info | Ki = 8600 nM | [16] | ||
4-Thiocyanato-benzenesulfonamide | Drug Info | IC50 = 8600 nM | [1] | ||
4-[2-(2-Thienyl)acetamidoethyl]benzenesulfonamide | Drug Info | Ki = 8 nM | [18] | ||
4-[2-(2-Thienyl)acetamido]benzenesulfonamide | Drug Info | Ki = 7 nM | [18] | ||
6-(aminomethyl)-2H-chromen-2-one | Drug Info | Ki = 8600 nM | [21] | ||
6-(hydroxymethyl)-2H-chromen-2-one | Drug Info | Ki = 4700 nM | [21] | ||
6-Hydroxy-benzothiazole-2-sulfonic acid amide | Drug Info | Ki = 64 nM | [14] | ||
6-methoxy-2-oxo-2H-chromene-3-carboxylic acid | Drug Info | Ki = 9000 nM | [21] | ||
6-methyl-2-oxo-2H-chromene-3-carboxylic acid | Drug Info | Ki = 1700 nM | [21] | ||
7-(benzyloxy)-2H-chromen-2-one | Drug Info | Ki = 8100 nM | [21] | ||
7-butoxy-2H-chromen-2-one | Drug Info | Ki = 7300 nM | [21] | ||
7-methoxy-2-oxo-2H-chromene-4-carboxylic acid | Drug Info | Ki = 7600 nM | [21] | ||
7-phenethoxy-2H-chromen-2-one | Drug Info | Ki = 9000 nM | [21] | ||
7-propoxy-2H-chromen-2-one | Drug Info | Ki = 8600 nM | [21] | ||
8-methoxy-2-oxo-2H-chromene-3-carboxylic acid | Drug Info | Ki = 17700 nM | [21] | ||
BENZOLAMIDE | Drug Info | Ki = 70 nM | [14] | ||
Benzothiazole-2-sulfonic acid amide | Drug Info | Ki = 4 nM | [3] | ||
Beta-naphthylboronic acid | Drug Info | Ki = 9300 nM | [16] | ||
Biphenyl-4-ylboronic acid | Drug Info | Ki = 7800 nM | [16] | ||
Carzenide | Drug Info | Ki = 4650 nM | [14] | ||
CATECHIN | Drug Info | Ki = 7680 nM | [26] | ||
CATECHOL | Drug Info | Ki = 13000 nM | [22] | ||
CL-5343 | Drug Info | Ki = 48 nM | [25] | ||
CLIOQUINOL | Drug Info | Ki = 2330 nM | [9] | ||
COUMARIN | Drug Info | Ki = 5600 nM | [21] | ||
Coumate | Drug Info | Ki = 1050 nM | [11] | ||
Curcumin | Drug Info | Ki = 5090 nM | [26] | ||
Decane-1,10-diyl disulfamate | Drug Info | Ki = 960 nM | [19] | ||
Decyl sulfamate | Drug Info | Ki = 956 nM | [19] | ||
ELLAGIC ACID | Drug Info | Ki = 10300 nM | [22] | ||
ETHOXYCOUMARIN | Drug Info | Ki = 9000 nM | [21] | ||
Ethyl 7-methoxy-2-oxo-2H-chromene-3-carboxylate | Drug Info | Ki = 9700 nM | [21] | ||
FERULIC ACID | Drug Info | Ki = 11100 nM | [22] | ||
GALLICACID | Drug Info | Ki = 7490 nM | [22] | ||
HERNIARIN | Drug Info | Ki = 5100 nM | [21] | ||
Hexane-1,6-diamine | Drug Info | Ki = 660 nM | [24] | ||
INDISULAM | Drug Info | Ki = 72 nM | [14] | ||
N-(5-ethyl-1,3,4-thiadiazol-2-yl)sulfamide | Drug Info | Ki = 18700 nM | [13] | ||
N-(5-phenyl-1,3,4-thiadiazol-2-yl)sulfamide | Drug Info | Ki = 7500 nM | [13] | ||
N-(5-tert-butyl-1,3,4-thiadiazol-2-yl)sulfamide | Drug Info | Ki = 2800 nM | [13] | ||
N-[5-(ethylthio)-1,3,4-thiadiazol-2-yl]sulfamide | Drug Info | Ki = 9300 nM | [13] | ||
N-[5-(methylthio)-1,3,4-thiadiazol-2-yl]sulfamide | Drug Info | Ki = 2900 nM | [13] | ||
N1-(2-aminoethyl)ethane-1,2-diamine | Drug Info | Ki = 11500 nM | [24] | ||
N1-(naphthalen-1-yl)ethane-1,2-diamine | Drug Info | Ki = 570 nM | [24] | ||
Octane-1,8-diyl disulfamate | Drug Info | Ki = 569 nM | [19] | ||
Octyl sulfamate | Drug Info | Ki = 1125 nM | [19] | ||
P-Coumaric Acid | Drug Info | Ki = 7570 nM | [22] | ||
P-toluenesulfonamide | Drug Info | Ki = 7990 nM | [14] | ||
P-tolylboronic acid | Drug Info | Ki = 9000 nM | [16] | ||
PARABEN | Drug Info | Ki = 6610 nM | [22] | ||
PARAOXON | Drug Info | IC50 = 1021 nM | [27] | ||
Pentane-1,5-diamine | Drug Info | Ki = 650 nM | [24] | ||
PHENOL | Drug Info | Ki = 10500 nM | [26] | ||
Phenyl Boronic acid | Drug Info | Ki = 8300 nM | [5] | ||
Phenylarsonic acid | Drug Info | Ki = 12500 nM | [5] | ||
PHENYLDIFLUOROMETHANESULFONAMIDE | Drug Info | Ki = 785 nM | [4] | ||
PHENYLMETHANESULFONAMIDE | Drug Info | Ki = 1580 nM | [4] | ||
PRONTOCIL | Drug Info | Ki = 2300 nM | [7] | ||
RESORCINOL | Drug Info | Ki = 8700 nM | [10] | ||
SACCHARIN | Drug Info | Ki = 792 nM | [20] | ||
Salicyclic acid | Drug Info | Ki = 7200 nM | [9] | ||
Sodium maleate | Drug Info | Ki = 8600 nM | [15] | ||
SPERMINE | Drug Info | Ki = 710 nM | [24] | ||
SULFAMATE | Drug Info | Ki = 9500 nM | [5] | ||
SULFAMIDE | Drug Info | Ki = 6800 nM | [23] | ||
Sulfamylon | Drug Info | Ki = 970 nM | [14] | ||
Syringic Acid | Drug Info | Ki = 8580 nM | [22] | ||
References | |||||
REF 1 | Carbonic anhydrase inhibitors: inhibition of human cytosolic isozyme II and mitochondrial isozyme V with a series of benzene sulfonamide derivatives. Bioorg Med Chem Lett. 2004 Nov 15;14(22):5703-7. | ||||
REF 2 | Carbonic anhydrase inhibitors. Inhibition of the prokariotic beta and gamma-class enzymes from Archaea with sulfonamides. Bioorg Med Chem Lett. 2004 Dec 20;14(24):6001-6. | ||||
REF 3 | Carbonic anhydrase inhibitors. Inhibition of the human cytosolic isozyme VII with aromatic and heterocyclic sulfonamides. Bioorg Med Chem Lett. 2005 Feb 15;15(4):971-6. | ||||
REF 4 | Carbonic anhydrase inhibitors: inhibition of the human isozymes I, II, VA, and IX with a library of substituted difluoromethanesulfonamides. Bioorg Med Chem Lett. 2005 Dec 1;15(23):5192-6. | ||||
REF 5 | Carbonic anhydrase inhibitors: inhibition of the cytosolic human isozyme VII with anions. Bioorg Med Chem Lett. 2006 Jun 15;16(12):3139-43. | ||||
REF 6 | N-hydroxyurea--a versatile zinc binding function in the design of metalloenzyme inhibitors. Bioorg Med Chem Lett. 2006 Aug 15;16(16):4316-20. | ||||
REF 7 | Carbonic anhydrase inhibitors: cloning, characterization, and inhibition studies of the cytosolic isozyme III with sulfonamides. Bioorg Med Chem. 2007 Dec 1;15(23):7229-36. | ||||
REF 8 | Indanesulfonamides as carbonic anhydrase inhibitors and anticonvulsant agents: structure-activity relationship and pharmacological evaluation. Eur J Med Chem. 2008 Dec;43(12):2853-60. | ||||
REF 9 | Carbonic anhydrase inhibitors: Inhibition of the new membrane-associated isoform XV with phenols. Bioorg Med Chem Lett. 2008 Jun 15;18(12):3593-6. | ||||
REF 10 | Carbonic anhydrase inhibitors: inhibition of mammalian isoforms I-XIV with a series of substituted phenols including paracetamol and salicylic acid. Bioorg Med Chem. 2008 Aug 1;16(15):7424-8. | ||||
REF 11 | Carbonic anhydrase inhibitors. Interaction of the antitumor sulfamate EMD 486019 with twelve mammalian carbonic anhydrase isoforms: Kinetic and X-r... Bioorg Med Chem Lett. 2008 Aug 1;18(15):4282-6. | ||||
REF 12 | Inhibition of human mitochondrial carbonic anhydrases VA and VB with para-(4-phenyltriazole-1-yl)-benzenesulfonamide derivatives. Bioorg Med Chem Lett. 2008 Aug 15;18(16):4624-7. | ||||
REF 13 | Carbonic anhydrase inhibitors: 2-substituted-1,3,4-thiadiazole-5-sulfamides act as powerful and selective inhibitors of the mitochondrial isozymes ... Bioorg Med Chem Lett. 2008 Dec 15;18(24):6332-5. | ||||
REF 14 | Cloning, expression, post-translational modifications and inhibition studies on the latest mammalian carbonic anhydrase isoform, CA XV. J Med Chem. 2009 Feb 12;52(3):646-54. | ||||
REF 15 | Carbonic anhydrase inhibitors. Inhibition of the beta-class enzymes from the fungal pathogens Candida albicans and Cryptococcus neoformans with ali... Bioorg Med Chem. 2009 Apr 1;17(7):2654-7. | ||||
REF 16 | Carbonic anhydrase inhibitors. Inhibition of the fungal beta-carbonic anhydrases from Candida albicans and Cryptococcus neoformans with boronic acids. Bioorg Med Chem Lett. 2009 May 15;19(10):2642-5. | ||||
REF 17 | Carbonic anhydrase inhibitors. Inhibition and homology modeling studies of the fungal beta-carbonic anhydrase from Candida albicans with sulfonamides. Bioorg Med Chem. 2009 Jul 1;17(13):4503-9. | ||||
REF 18 | Carbonic anhydrase inhibitors. Aromatic/heterocyclic sulfonamides incorporating phenacetyl, pyridylacetyl and thienylacetyl tails act as potent inh... Bioorg Med Chem. 2009 Jul 15;17(14):4894-9. | ||||
REF 19 | Carbonic anhydrase inhibitors. Comparison of aliphatic sulfamate/bis-sulfamate adducts with isozymes II and IX as a platform for designing tight-bi... J Med Chem. 2009 Oct 8;52(19):5990-8. | ||||
REF 20 | Carbonic anhydrase inhibitors. Characterization and inhibition studies of the most active beta-carbonic anhydrase from Mycobacterium tuberculosis, ... Bioorg Med Chem Lett. 2009 Dec 1;19(23):6649-54. | ||||
REF 21 | Deciphering the mechanism of carbonic anhydrase inhibition with coumarins and thiocoumarins. J Med Chem. 2010 Jan 14;53(1):335-44. | ||||
REF 22 | Carbonic anhydrase inhibitors. Inhibition of mammalian isoforms I-XIV with a series of natural product polyphenols and phenolic acids. Bioorg Med Chem. 2010 Mar 15;18(6):2159-2164. | ||||
REF 23 | Carbonic anhydrase inhibitors: crystallographic and solution binding studies for the interaction of a boron-containing aromatic sulfamide with mamm... Bioorg Med Chem Lett. 2010 Jun 15;20(12):3601-5. | ||||
REF 24 | Polyamines inhibit carbonic anhydrases by anchoring to the zinc-coordinated water molecule. J Med Chem. 2010 Aug 12;53(15):5511-22. | ||||
REF 25 | Carbonic anhydrase inhibitors. The X-ray crystal structure of human isoform II in adduct with an adamantyl analogue of acetazolamide resides in a l... Bioorg Med Chem Lett. 2010 Aug 1;20(15):4376-81. | ||||
REF 26 | Carbonic anhydrase inhibitors. Antioxidant polyphenols effectively inhibit mammalian isoforms I-XV. Bioorg Med Chem Lett. 2010 Sep 1;20(17):5050-3. | ||||
REF 27 | Paraoxon, 4-nitrophenyl phosphate and acetate are substrates of - but not of -, - and -carbonic anhydrases. Bioorg Med Chem Lett. 2010 Nov 1;20(21):6208-12. | ||||
REF 28 | Development and validation of an in silico P450 profiler based on pharmacophore models. Curr Drug Discov Technol. 2006 Mar;3(1):1-48. | ||||
REF 29 | Carbonic anhydrase inhibitors as anticonvulsant agents. Curr Top Med Chem. 2007;7(9):855-64. | ||||
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