Literature summary for 1.18.1.2 extracted from

Martinez-Julvez, M.; Go�i, 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 .

Inhibitors

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

KM Value [mM]

KM Value [mM]	KM Value Maximum [mM]	Substrate	Comment	Organism	Structure
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)

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

Organism

Organism	UniProt	Comment	Textmining
Xanthomonas citri pv. citri	-	-	-

Substrates and Products (Substrate)

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

Synonyms

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

Turnover Number [1/s]

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

Cofactor

Cofactor	Comment	Organism	Structure
NADP+	-	Xanthomonas citri pv. citri

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor
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
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
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
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
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
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
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
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
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
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
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
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
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
0.11	-	with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C	Xanthomonas citri pv. citri	benzethonium chloride
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
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
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
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
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
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
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
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
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
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
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
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
0.3	-	with oxidized 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 25°C	Xanthomonas citri pv. citri	benzalkonium chloride
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
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
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
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
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	-	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
1.92	-	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
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