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Literature summary extracted from

  • Martinez-Julvez, M.; Goñi, G.; Perez-Amigot, D.; Laplaza, R.; Ionescu, I.; Petrocelli, S.; Tondo, M.; Sancho, J.; Orellano, E.; Medina, M.
    Identification of inhibitors targeting ferredoxin-NADP+ reductase from the Xanthomonas citri subsp. citri phytopathogenic bacteria (2018), Molecules, 23, E19 .
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.18.1.2 (2E,6E)-2,6-bis[(thiophen-2-yl)methylidene]cyclohexan-1-one
-
 Xanthomonas citri pv. citri
1.18.1.2 (E)-([[5-(5-bromothiophen-2-yl)-1,3-thiazol-2-yl]amino]methylidene)amino 4-nitrobenzoate
-
 Xanthomonas citri pv. citri
1.18.1.2 1,3-dichloro-2-(4-nitrophenoxy)benzene
-
 Xanthomonas citri pv. citri
1.18.1.2 1-(2,6-dimethylphenyl)-3-thiophen-2-ylurea
-
 Xanthomonas citri pv. citri
1.18.1.2 1-(3-chloro-4-fluoro-phenyl)-3-(3-chloro-phenyl)-urea
-
 Xanthomonas citri pv. citri
1.18.1.2 1-(3-chloro-4-fluorophenyl)-3-[3-(4-chlorophenyl)-4-cyano-5-(methylsulfanyl)thiophen-2-yl]urea
-
 Xanthomonas citri pv. citri
1.18.1.2 1-[3-[([[(4Z)-3,4-dihydro-1H-2-benzothiopyran-4-ylidene]amino]oxy)methyl]-4-methoxyphenyl]ethan-1-one
-
 Xanthomonas citri pv. citri
1.18.1.2 1-[5-(4-chloro-benzylsulfanyl)-[1,3,4]thiadiazol-2-yl]-3-(4-chloro-phenyl)-urea
-
 Xanthomonas citri pv. citri
1.18.1.2 2-(4-bromothiophen-2-yl)-1,3-dithiolane
-
 Xanthomonas citri pv. citri
1.18.1.2 2-(benzylamino)-2-(3,4-dichlorophenyl)acetonitrile
-
 Xanthomonas citri pv. citri
1.18.1.2 2-(benzylsulfanyl)-5-chloro-1,3-benzothiazole
-
 Xanthomonas citri pv. citri
1.18.1.2 2-([2-[(2-aminophenyl)sulfanyl]-6-nitro-4-(trifluoromethyl)phenyl]sulfanyl)aniline
-
 Xanthomonas citri pv. citri
1.18.1.2 2-amino-4-(4-chlorophenyl)-9-fluoro-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile
-
 Xanthomonas citri pv. citri
1.18.1.2 2-chloro-6H-5-thia-7-azatetraphene-12-carboxylic acid
-
 Xanthomonas citri pv. citri
1.18.1.2 2-oxo-2-phenylethyl 3-iodobenzoate
-
 Xanthomonas citri pv. citri
1.18.1.2 2-phenyl-1,2-benzoselenazol-3-one
-
 Xanthomonas citri pv. citri
1.18.1.2 2-[4-(4-chlorophenyl)-2H-1,3-dithiol-2-ylidene]propanedinitrile
-
 Xanthomonas citri pv. citri
1.18.1.2 3,5-diethyl 4-[5-[2-chloro-5-(trifluoromethyl)phenyl]furan-2-yl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
-
 Xanthomonas citri pv. citri
1.18.1.2 3-(1-ethynylcyclohexyl)-1-(6-[[(1-ethynylcyclohexyl)carbamoyl]amino]hexyl)urea
-
 Xanthomonas citri pv. citri
1.18.1.2 3-(3-chlorophenyl)-1-[2-(thiophene-2-sulfonamido)phenyl]urea
-
 Xanthomonas citri pv. citri
1.18.1.2 3-(3-chlorophenyl)-4-cyano-5-(methylsulfanyl)thiophene-2-carboxylic acid
-
 Xanthomonas citri pv. citri
1.18.1.2 3-(5-methyl-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl)-N'-[3-(thiophen-2-yl)-1,2,4-oxadiazole-5-carbonyl]propanehydrazide
-
 Xanthomonas citri pv. citri
1.18.1.2 3-amino-5-[(cyanomethyl)sulfanyl]-4-(propane-2-sulfonyl)thiophene-2-carbonitrile
-
 Xanthomonas citri pv. citri
1.18.1.2 3-[3-[(2,4-dichlorophenyl)sulfanyl]-3-oxopropyl]-2,3-dihydro-1,3-benzoxazol-2-one
-
 Xanthomonas citri pv. citri
1.18.1.2 4-(1,3-dithiolan-2-yl)-2-methoxy-6-nitrophenyl 2,5-dichlorobenzene-1-sulfonate
-
 Xanthomonas citri pv. citri
1.18.1.2 4-(2-fluorophenyl)-N,N-bis(propan-2-yl)benzamide
-
 Xanthomonas citri pv. citri
1.18.1.2 4-(4-chlorobenzenesulfonyl)-N-(2,4-difluorophenyl)-3-methylthiophene-2-carboxamide
-
 Xanthomonas citri pv. citri
1.18.1.2 4-amino-3,5-dichloro-N-(2,4,5-trichlorophenyl)benzamide
-
 Xanthomonas citri pv. citri
1.18.1.2 4-bromo-3-[(1E)-[2-(2,4-dichlorophenyl)hydrazin-1-ylidene]methyl]-1-methyl-1H-pyrazole
-
 Xanthomonas citri pv. citri
1.18.1.2 4-cyclohexyl-2-[[(2,5-dimethylphenyl)methyl]sulfanyl]-6-oxo-1,6-dihydropyrimidine-5-carbonitrile
-
 Xanthomonas citri pv. citri
1.18.1.2 5-methyl-4-phenyl-N-([[3-(trifluoromethyl)phenyl]carbamoyl]amino)-1,3-oxazole-2-carboxamide
-
 Xanthomonas citri pv. citri
1.18.1.2 benzalkonium chloride
-
 Xanthomonas citri pv. citri
1.18.1.2 benzethonium chloride
-
 Xanthomonas citri pv. citri
1.18.1.2 ethyl 2-[3-(3,4,5-trimethoxyphenyl)propanamido]acetate
-
 Xanthomonas citri pv. citri
1.18.1.2 ethyl 5-benzamido-4-cyano-3-methyl-1-phenyl-1H-pyrrole-2-carboxylate
-
 Xanthomonas citri pv. citri
1.18.1.2 methyl 3-[2-(thiophen-2-yl)acetamido]thiophene-2-carboxylate
-
 Xanthomonas citri pv. citri
1.18.1.2 N-(2-[[3-cyano-6-methyl-5-(2-methyl-1,3-thiazol-4-yl)pyridin-2-yl]sulfanyl]ethyl)-3-(trifluoromethyl)benzene-1-sulfonamide
-
 Xanthomonas citri pv. citri
1.18.1.2 N-(2H-1,3-benzodioxol-5-yl)-4,6-dimethyl-1H-indole-2-carboxamide
-
 Xanthomonas citri pv. citri
1.18.1.2 N-(4-butyl-2-methylphenyl)-2-[(5-cyano-4-cyclohexyl-6-oxo-1,6-dihydropyrimidin-2-yl)sulfanyl]acetamide
-
 Xanthomonas citri pv. citri
1.18.1.2 N-[2-[3-(4-chlorophenyl)-1,2,4-oxadiazol-5-yl]phenyl]-2,2,2-trifluoroacetamide
-
 Xanthomonas citri pv. citri
1.18.1.2 N-[3,5-bis(trifluoromethyl)phenyl]-2-[(5-chloro-1,3-benzoxazol-2-yl)sulfanyl]acetamide
-
 Xanthomonas citri pv. citri
1.18.1.2 N-[3-(4-chlorophenyl)-4-cyano-5-(methylsulfanyl)thiophen-2-yl]morpholine-4-carboxamide
-
 Xanthomonas citri pv. citri
1.18.1.2 N-[4-cyano-5-(methylthio)-2-thienyl]-N'-[3-(trifluoromethyl)phenyl]urea
-
 Xanthomonas citri pv. citri

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.18.1.2 0.0066
-
 NADPH with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.18.1.2 reduced ferredoxin + NADP+ + H+ Xanthomonas citri pv. citri
-
 oxidized ferredoxin + NADPH
-
 r

Organism

EC Number Organism UniProt Comment Textmining
1.18.1.2 Xanthomonas citri pv. citri
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.18.1.2 oxidized 2,6-dichlorophenolindophenol + NADPH
-
 Xanthomonas citri pv. citri reduced 2,6-dichlorophenolindophenol + NADP+ + H+
-
 r
1.18.1.2 reduced 2,6-dichlorophenolindophenol + NADP+ + H+
-
 Xanthomonas citri pv. citri oxidized 2,6-dichlorophenolindophenol + NADPH
-
 r
1.18.1.2 reduced ferredoxin + NADP+ + H+
-
 Xanthomonas citri pv. citri oxidized ferredoxin + NADPH
-
 r

Synonyms

EC Number Synonyms Comment Organism
1.18.1.2 ferredoxin-NADP+ reductase
-
 Xanthomonas citri pv. citri
1.18.1.2 FPR
-
 Xanthomonas citri pv. citri

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.18.1.2 22.6
-
 NADPH with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri

Cofactor

EC Number Cofactor Comment Organism Structure
1.18.1.2 NADP+
-
 Xanthomonas citri pv. citri

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.18.1.2 0.011
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri N-[2-[3-(4-chlorophenyl)-1,2,4-oxadiazol-5-yl]phenyl]-2,2,2-trifluoroacetamide
1.18.1.2 0.014
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 3,5-diethyl 4-[5-[2-chloro-5-(trifluoromethyl)phenyl]furan-2-yl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
1.18.1.2 0.017
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri N-(2-[[3-cyano-6-methyl-5-(2-methyl-1,3-thiazol-4-yl)pyridin-2-yl]sulfanyl]ethyl)-3-(trifluoromethyl)benzene-1-sulfonamide
1.18.1.2 0.029
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 2-chloro-6H-5-thia-7-azatetraphene-12-carboxylic acid
1.18.1.2 0.033
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri methyl 3-[2-(thiophen-2-yl)acetamido]thiophene-2-carboxylate
1.18.1.2 0.035
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 4-cyclohexyl-2-[[(2,5-dimethylphenyl)methyl]sulfanyl]-6-oxo-1,6-dihydropyrimidine-5-carbonitrile
1.18.1.2 0.045
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 1-(3-chloro-4-fluorophenyl)-3-[3-(4-chlorophenyl)-4-cyano-5-(methylsulfanyl)thiophen-2-yl]urea
1.18.1.2 0.053
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri N-(2H-1,3-benzodioxol-5-yl)-4,6-dimethyl-1H-indole-2-carboxamide
1.18.1.2 0.058
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri (2E,6E)-2,6-bis[(thiophen-2-yl)methylidene]cyclohexan-1-one
1.18.1.2 0.08
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 1,3-dichloro-2-(4-nitrophenoxy)benzene
1.18.1.2 0.089
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 3-amino-5-[(cyanomethyl)sulfanyl]-4-(propane-2-sulfonyl)thiophene-2-carbonitrile
1.18.1.2 0.09
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 2-(4-bromothiophen-2-yl)-1,3-dithiolane
1.18.1.2 0.091
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri (E)-([[5-(5-bromothiophen-2-yl)-1,3-thiazol-2-yl]amino]methylidene)amino 4-nitrobenzoate
1.18.1.2 0.11
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri benzethonium chloride
1.18.1.2 0.14
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 4-(1,3-dithiolan-2-yl)-2-methoxy-6-nitrophenyl 2,5-dichlorobenzene-1-sulfonate
1.18.1.2 0.15
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 1-[3-[([[(4Z)-3,4-dihydro-1H-2-benzothiopyran-4-ylidene]amino]oxy)methyl]-4-methoxyphenyl]ethan-1-one
1.18.1.2 0.15
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 2-([2-[(2-aminophenyl)sulfanyl]-6-nitro-4-(trifluoromethyl)phenyl]sulfanyl)aniline
1.18.1.2 0.15
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 3-[3-[(2,4-dichlorophenyl)sulfanyl]-3-oxopropyl]-2,3-dihydro-1,3-benzoxazol-2-one
1.18.1.2 0.15
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 4-amino-3,5-dichloro-N-(2,4,5-trichlorophenyl)benzamide
1.18.1.2 0.15
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 4-bromo-3-[(1E)-[2-(2,4-dichlorophenyl)hydrazin-1-ylidene]methyl]-1-methyl-1H-pyrazole
1.18.1.2 0.15
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri N-[3,5-bis(trifluoromethyl)phenyl]-2-[(5-chloro-1,3-benzoxazol-2-yl)sulfanyl]acetamide
1.18.1.2 0.18
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 2-(benzylamino)-2-(3,4-dichlorophenyl)acetonitrile
1.18.1.2 0.2
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri ethyl 5-benzamido-4-cyano-3-methyl-1-phenyl-1H-pyrrole-2-carboxylate
1.18.1.2 0.21
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 2-amino-4-(4-chlorophenyl)-9-fluoro-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile
1.18.1.2 0.25
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 2-(benzylsulfanyl)-5-chloro-1,3-benzothiazole
1.18.1.2 0.25
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 5-methyl-4-phenyl-N-([[3-(trifluoromethyl)phenyl]carbamoyl]amino)-1,3-oxazole-2-carboxamide
1.18.1.2 0.3
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri benzalkonium chloride
1.18.1.2 0.3
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 2-phenyl-1,2-benzoselenazol-3-one
1.18.1.2 0.45
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 3-(1-ethynylcyclohexyl)-1-(6-[[(1-ethynylcyclohexyl)carbamoyl]amino]hexyl)urea
1.18.1.2 0.604
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 2-[4-(4-chlorophenyl)-2H-1,3-dithiol-2-ylidene]propanedinitrile
1.18.1.2 0.63
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 2-oxo-2-phenylethyl 3-iodobenzoate
1.18.1.2 0.652
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri N-(4-butyl-2-methylphenyl)-2-[(5-cyano-4-cyclohexyl-6-oxo-1,6-dihydropyrimidin-2-yl)sulfanyl]acetamide
1.18.1.2 1
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 4-(2-fluorophenyl)-N,N-bis(propan-2-yl)benzamide
1.18.1.2 1.92
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri ethyl 2-[3-(3,4,5-trimethoxyphenyl)propanamido]acetate
1.18.1.2 2.72
-
 with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C Xanthomonas citri pv. citri 3-(5-methyl-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl)-N'-[3-(thiophen-2-yl)-1,2,4-oxadiazole-5-carbonyl]propanehydrazide