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Literature summary for 4.2.1.1 extracted from

  • Krungkrai, J.; Krungkrai, S.R.; Supuran, C.T.
    Carbonic anhydrase inhibitors: inhibition of Plasmodium falciparum carbonic anhydrase with aromatic/heterocyclic sulfonamides-in vitro and in vivo studies (2008), Bioorg. Med. Chem. Lett., 18, 5466-5471.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
2,3,4,5,6-pentafluoro-N-(2-sulfamoylphenyl)benzenesulfonamide
-
Plasmodium falciparum
2,3,4,5,6-pentafluoro-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)benzamide
-
Plasmodium falciparum
2,3,4,5,6-pentafluoro-N-[(2E)-3-methyl-5-sulfamoyl-1,3,4-thiadiazol-2(3H)-ylidene]benzamide
-
Plasmodium falciparum
2-(7-methoxy-2-oxo-2H-chromen-4-yl)-N-(2-sulfamoylphenyl)acetamide
-
Plasmodium falciparum
2-(7-methoxy-2-oxo-2H-chromen-4-yl)-N-(3-sulfamoylphenyl)acetamide
-
Plasmodium falciparum
2-(7-methoxy-2-oxo-2H-chromen-4-yl)-N-(4-sulfamoylphenyl)acetamide
-
Plasmodium falciparum
2-oxo-N-(2-sulfamoylphenyl)-2H-chromene-3-carboxamide
-
Plasmodium falciparum
2-oxo-N-(3-sulfamoylphenyl)-2H-chromene-3-carboxamide
-
Plasmodium falciparum
2-oxo-N-(4-sulfamoylbenzyl)-2H-chromene-3-carboxamide
-
Plasmodium falciparum
2-oxo-N-(4-sulfamoylphenyl)-2H-chromene-3-carboxamide
-
Plasmodium falciparum
2-oxo-N-[2-(4-sulfamoylphenyl)ethyl]-2H-chromene-3-carboxamide
-
Plasmodium falciparum
2-[(diphenylcarbamoyl)amino]benzenesulfonamide
-
Plasmodium falciparum
4-(3,4-dichlorophenylureido)thioureido-benzenesulfonamide effective in vitro carbonic anhydrase inhibitor Plasmodium falciparum
4-(3-[[(1E)-(1-methyl-1H-imidazol-2-yl)methylidene]amino]propyl)benzenesulfonamide
-
Plasmodium falciparum
4-(carbamothioylamino)benzenesulfonamide
-
Plasmodium falciparum
4-([(1E)-[4-(dimethylamino)phenyl]methylidene]amino)benzenesulfonamide
-
Plasmodium falciparum
4-([[(1Z)-(2-chlorophenyl)methylidene]amino]methyl)benzenesulfonamide
-
Plasmodium falciparum
4-([[(diethyl-l5-azanylidyne)methyl]disulfanyl]amino)benzenesulfonamide
-
Plasmodium falciparum
4-sulfamoyl-N-(4-sulfamoylphenyl)benzamide
-
Plasmodium falciparum
4-[([(1Z)-[4-(dimethylamino)phenyl]methylidene]amino)methyl]benzenesulfonamide
-
Plasmodium falciparum
4-[([[(diethyl-l5-azanylidyne)methyl]disulfanyl]amino)methyl]benzenesulfonamide
-
Plasmodium falciparum
4-[2-[(2-oxo-2H-chromen-3-yl)carbonyl]hydrazino]benzenesulfonamide
-
Plasmodium falciparum
4-[2-[(7-methoxy-2-oxo-2H-chromen-4-yl)acetyl]hydrazino]benzenesulfonamide
-
Plasmodium falciparum
4-[3-([(1E)-[4-(dimethylamino)phenyl]methylidene]amino)propyl]benzenesulfonamide
-
Plasmodium falciparum
4-[[(1Z)-(1-bromonaphthalen-2-yl)methylidene]amino]benzenesulfonamide
-
Plasmodium falciparum
4-[[(3,4-dichlorophenyl)carbamoyl]amino]benzenesulfonamide
-
Plasmodium falciparum
4-[[(diphenylcarbamoyl)amino]methyl]benzenesulfonamide
-
Plasmodium falciparum
5-[[(pentafluorophenyl)sulfonyl]amino]-1,3,4-thiadiazole-2-sulfonamide
-
Plasmodium falciparum
5-[[(phenylcarbamoyl)carbamothioyl]amino]-1,3,4-thiadiazole-2-sulfonamide
-
Plasmodium falciparum
acetazolamide
-
Plasmodium falciparum
additional information not inhibited by quinine, qinghausu, and chloroquine Plasmodium falciparum
N-[(4-[[(4-sulfamoylphenyl)carbamothioyl]amino]phenyl)sulfonyl]acetamide
-
Plasmodium falciparum
N-[2,4-disulfamoyl-5-(trifluoromethyl)phenyl]-2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamide
-
Plasmodium falciparum
N-[2,4-disulfamoyl-5-(trifluoromethyl)phenyl]-2-oxo-2H-chromene-3-carboxamide
-
Plasmodium falciparum
N-[4-[(aminooxy)sulfinyl]phenyl]-4-[(diphenylcarbamoyl)amino]benzenesulfonamide
-
Plasmodium falciparum
N-[5-[(aminooxy)sulfinyl]-1,3,4-thiadiazol-2-yl]-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide
-
Plasmodium falciparum

Organism

Organism UniProt Comment Textmining
Plasmodium falciparum
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
p-nitrophenyl acetate + H2O
-
Plasmodium falciparum p-nitrophenol + acetate
-
?

Synonyms

Synonyms Comment Organism
carbonic anhydrase
-
Plasmodium falciparum

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00018
-
4-(3,4-dichlorophenylureido)thioureido-benzenesulfonamide
-
Plasmodium falciparum
0.000192
-
N-[5-[(aminooxy)sulfinyl]-1,3,4-thiadiazol-2-yl]-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide
-
Plasmodium falciparum
0.00025
-
4-([[(1Z)-(2-chlorophenyl)methylidene]amino]methyl)benzenesulfonamide
-
Plasmodium falciparum
0.000315
-
5-[[(phenylcarbamoyl)carbamothioyl]amino]-1,3,4-thiadiazole-2-sulfonamide
-
Plasmodium falciparum
0.00097
-
2-(7-methoxy-2-oxo-2H-chromen-4-yl)-N-(4-sulfamoylphenyl)acetamide
-
Plasmodium falciparum
0.001436
-
2-(7-methoxy-2-oxo-2H-chromen-4-yl)-N-(2-sulfamoylphenyl)acetamide
-
Plasmodium falciparum
0.001992
-
2-[(diphenylcarbamoyl)amino]benzenesulfonamide
-
Plasmodium falciparum
0.002102
-
4-(carbamothioylamino)benzenesulfonamide
-
Plasmodium falciparum
0.002519
-
N-[2,4-disulfamoyl-5-(trifluoromethyl)phenyl]-2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamide
-
Plasmodium falciparum
0.002583
-
5-[[(pentafluorophenyl)sulfonyl]amino]-1,3,4-thiadiazole-2-sulfonamide
-
Plasmodium falciparum
0.002997
-
4-([[(diethyl-l5-azanylidyne)methyl]disulfanyl]amino)benzenesulfonamide
-
Plasmodium falciparum
0.003053
-
4-sulfamoyl-N-(4-sulfamoylphenyl)benzamide
-
Plasmodium falciparum
0.003055
-
2,3,4,5,6-pentafluoro-N-(2-sulfamoylphenyl)benzenesulfonamide
-
Plasmodium falciparum
0.003441
-
2,3,4,5,6-pentafluoro-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)benzamide
-
Plasmodium falciparum
0.003506
-
4-[2-[(7-methoxy-2-oxo-2H-chromen-4-yl)acetyl]hydrazino]benzenesulfonamide
-
Plasmodium falciparum
0.004057
-
4-[2-[(2-oxo-2H-chromen-3-yl)carbonyl]hydrazino]benzenesulfonamide
-
Plasmodium falciparum
0.004162
-
4-[[(1Z)-(1-bromonaphthalen-2-yl)methylidene]amino]benzenesulfonamide
-
Plasmodium falciparum
0.004578
-
2-(7-methoxy-2-oxo-2H-chromen-4-yl)-N-(3-sulfamoylphenyl)acetamide
-
Plasmodium falciparum
0.004622
-
N-[(4-[[(4-sulfamoylphenyl)carbamothioyl]amino]phenyl)sulfonyl]acetamide
-
Plasmodium falciparum
0.005048
-
2-oxo-N-(4-sulfamoylbenzyl)-2H-chromene-3-carboxamide
-
Plasmodium falciparum
0.00558
-
4-[[(3,4-dichlorophenyl)carbamoyl]amino]benzenesulfonamide
-
Plasmodium falciparum
0.005816
-
2-oxo-N-(4-sulfamoylphenyl)-2H-chromene-3-carboxamide
-
Plasmodium falciparum
0.006867
-
2,3,4,5,6-pentafluoro-N-[(2E)-3-methyl-5-sulfamoyl-1,3,4-thiadiazol-2(3H)-ylidene]benzamide
-
Plasmodium falciparum
0.008392
-
4-[([[(diethyl-l5-azanylidyne)methyl]disulfanyl]amino)methyl]benzenesulfonamide
-
Plasmodium falciparum
0.009034
-
N-[2,4-disulfamoyl-5-(trifluoromethyl)phenyl]-2-oxo-2H-chromene-3-carboxamide
-
Plasmodium falciparum
0.01317
-
2-oxo-N-[2-(4-sulfamoylphenyl)ethyl]-2H-chromene-3-carboxamide
-
Plasmodium falciparum
0.01604
-
4-[[(diphenylcarbamoyl)amino]methyl]benzenesulfonamide
-
Plasmodium falciparum
0.01652
-
N-[4-[(aminooxy)sulfinyl]phenyl]-4-[(diphenylcarbamoyl)amino]benzenesulfonamide
-
Plasmodium falciparum
0.01851
-
2-oxo-N-(2-sulfamoylphenyl)-2H-chromene-3-carboxamide
-
Plasmodium falciparum
0.02
-
acetazolamide
-
Plasmodium falciparum
0.025
-
2-oxo-N-(3-sulfamoylphenyl)-2H-chromene-3-carboxamide
-
Plasmodium falciparum
0.025
-
4-(3-[[(1E)-(1-methyl-1H-imidazol-2-yl)methylidene]amino]propyl)benzenesulfonamide
-
Plasmodium falciparum
0.025
-
4-([(1E)-[4-(dimethylamino)phenyl]methylidene]amino)benzenesulfonamide
-
Plasmodium falciparum
0.025
-
4-[([(1Z)-[4-(dimethylamino)phenyl]methylidene]amino)methyl]benzenesulfonamide
-
Plasmodium falciparum
0.025
-
4-[3-([(1E)-[4-(dimethylamino)phenyl]methylidene]amino)propyl]benzenesulfonamide
-
Plasmodium falciparum

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000315
-
-
Plasmodium falciparum acetazolamide
0.001002
-
-
Plasmodium falciparum 4-(3,4-dichlorophenylureido)thioureido-benzenesulfonamide
0.003886
-
-
Plasmodium falciparum 4-([[(1Z)-(2-chlorophenyl)methylidene]amino]methyl)benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum N-[2,4-disulfamoyl-5-(trifluoromethyl)phenyl]-2-oxo-2H-chromene-3-carboxamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 2,3,4,5,6-pentafluoro-N-(2-sulfamoylphenyl)benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 2,3,4,5,6-pentafluoro-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)benzamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 2,3,4,5,6-pentafluoro-N-[(2E)-3-methyl-5-sulfamoyl-1,3,4-thiadiazol-2(3H)-ylidene]benzamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 2-(7-methoxy-2-oxo-2H-chromen-4-yl)-N-(2-sulfamoylphenyl)acetamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 2-(7-methoxy-2-oxo-2H-chromen-4-yl)-N-(3-sulfamoylphenyl)acetamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 2-(7-methoxy-2-oxo-2H-chromen-4-yl)-N-(4-sulfamoylphenyl)acetamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 2-oxo-N-(2-sulfamoylphenyl)-2H-chromene-3-carboxamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 2-oxo-N-(3-sulfamoylphenyl)-2H-chromene-3-carboxamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 2-oxo-N-(4-sulfamoylbenzyl)-2H-chromene-3-carboxamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 2-oxo-N-(4-sulfamoylphenyl)-2H-chromene-3-carboxamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 2-oxo-N-[2-(4-sulfamoylphenyl)ethyl]-2H-chromene-3-carboxamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 2-[(diphenylcarbamoyl)amino]benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 4-(3-[[(1E)-(1-methyl-1H-imidazol-2-yl)methylidene]amino]propyl)benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 4-(carbamothioylamino)benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 4-([(1E)-[4-(dimethylamino)phenyl]methylidene]amino)benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 4-([[(diethyl-l5-azanylidyne)methyl]disulfanyl]amino)benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 4-sulfamoyl-N-(4-sulfamoylphenyl)benzamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 4-[([(1Z)-[4-(dimethylamino)phenyl]methylidene]amino)methyl]benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 4-[([[(diethyl-l5-azanylidyne)methyl]disulfanyl]amino)methyl]benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 4-[2-[(2-oxo-2H-chromen-3-yl)carbonyl]hydrazino]benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 4-[2-[(7-methoxy-2-oxo-2H-chromen-4-yl)acetyl]hydrazino]benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 4-[3-([(1E)-[4-(dimethylamino)phenyl]methylidene]amino)propyl]benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 4-[[(1Z)-(1-bromonaphthalen-2-yl)methylidene]amino]benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 4-[[(3,4-dichlorophenyl)carbamoyl]amino]benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 4-[[(diphenylcarbamoyl)amino]methyl]benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 5-[[(pentafluorophenyl)sulfonyl]amino]-1,3,4-thiadiazole-2-sulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum 5-[[(phenylcarbamoyl)carbamothioyl]amino]-1,3,4-thiadiazole-2-sulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum N-[(4-[[(4-sulfamoylphenyl)carbamothioyl]amino]phenyl)sulfonyl]acetamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum N-[2,4-disulfamoyl-5-(trifluoromethyl)phenyl]-2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum N-[4-[(aminooxy)sulfinyl]phenyl]-4-[(diphenylcarbamoyl)amino]benzenesulfonamide
0.05
-
IC50 above 0.05 mM Plasmodium falciparum N-[5-[(aminooxy)sulfinyl]-1,3,4-thiadiazol-2-yl]-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide