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1-(2',6'-dideoxy-alpha-L-lyxohexafuranosyl)thymine + phosphate
thymine + 2,6-dideoxy-L-lyxohexafuranose 1-phosphate
-
-
-
?
1-(2',6'-dideoxy-beta-D-ribohexafuranosyl)thymine + phosphate
thymine + 2,6-dideoxy-D-ribohexafuranose 1-phosphate
-
-
-
?
2'-deoxythymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
-
-
-
?
3'-amino-3'-deoxythymidine + phosphate
?
at pH 8.0
-
-
?
3'-deoxy-2',3'-didehydrothymidine + phosphate
thymine + 2,3-dideoxy-2,3-didehydro-D-ribose 1-phosphate
-
-
-
?
4-thiothymidine + phosphate
4-thiothymine + 2-deoxy-D-ribose 1-phosphate
-
-
-
?
5'-amino-5'-deoxythymidine + phosphate
thymine + 2,5-dideoxy-5-amino-D-ribose 1-phosphate
-
-
-
?
5'-deoxythymidine + phosphate
thymine + 2,5-dideoxy-D-ribose 1-phosphate
-
-
-
?
thymidine + phosphate
thymine + 2-deoxy-alpha-D-ribose 1-phosphate
-
-
-
?
thymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
1-(2',6'-dideoxy-alpha-L-lyxo-hexafuranosyl)thymine + phosphate
?
-
-
-
?
1-(2',6'-dideoxy-beta-D-ribo-hexafuranosyl)thymine + phosphate
?
-
-
-
?
1-(2',6'-dideoxy-beta-D-ribohexafuranosyl)thymine + phosphate
?
-
-
-
?
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione + phosphate
?
-
56% conversion after one h
-
-
?
1-[(2R,4S,5R)-5-(aminomethyl)-4-hydroxytetrahydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione + phosphate
?
-
11% conversion after one h
-
-
?
1-[(2R,4S,5R)-5-(hydroxymethyl)-4-sulfanyltetrahydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione + phosphate
?
-
0.76% conversion after one h
-
-
?
1-[(2R,4S,5S)-4-hydroxy-5-(sulfanylmethyl)tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione + phosphate
?
-
39% conversion after one h
-
-
?
1-[(2R,4S,5S)-5-(chloromethyl)-4-hydroxytetrahydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione + phosphate
?
-
24% conversion after one h
-
-
?
2'-deoxyuridine + phosphate
?
-
-
-
?
2'-deoxyuridine + phosphate
uracil + 2-deoxy-D-ribose 1-phosphate
-
-
-
-
?
3'-amino-3'-deoxythymidine + phosphate
?
-
-
-
?
3'-deoxy-2',3'-didehydrothymidine + phosphate
?
-
-
-
?
3'-deoxythymidine + phosphate
thymine + 2,3-dideoxy-D-ribose 1-phosphate
-
3.2% conversion after one h
-
-
?
3'-thiothymidine + phosphate
thymine + 3-thio-2,3-dideoxy-D-ribose 1-phosphate
-
0.76% conversion after 1 h
-
-
?
4'-thiothymidine + phosphate
?
-
3.8% conversion after one h
-
-
?
4-thiothymidine + phosphate
4-thiothymine + 2-deoxy-D-ribose 1-phosphate
-
-
-
-
?
4-thiothymidine + phosphate
?
-
-
-
?
5'-amino-5'-deoxythymidine + phosphate
?
-
-
-
?
5'-amino-5'-deoxythymidine + phosphate
thymine + 5-amino-2,5-dideoxy-D-ribose 1-phosphate
-
11% conversion after 1 h
-
-
?
5'-chloro-5'-deoxythymidine + phosphate
?
-
-
-
?
5'-chloro-5'-deoxythymidine + phosphate
thymine + 5-chloro-2,5-dideoxy-D-ribose 1-phosphate
-
24% conversion after 1 h
-
-
?
5'-deoxythymidine + phosphate
?
-
-
-
?
5'-deoxythymidine + phosphate
thymine + 2,5-dideoxy-D-ribose 1-phosphate
-
68% conversion after one h
-
-
?
5'-deoxyuridine + phosphate
uracil + 5-deoxy-D-ribose 1-phosphate
-
-
-
-
?
5'-thiothymidine + phosphate
thymine + 5-thio-2,5-dideoxy-D-ribose 1-phosphate
-
39% conversion after 1 h
-
-
?
5-nitro-2'-deoxyuridine + phosphate
5-nitrouracil + 2-deoxy-D-ribose 1-phosphate
-
-
-
-
?
6-azathymidine + phosphate
uracil + deoxyribose-1-phosphate
-
5.4% conversion after one h
-
-
?
deoxythymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
-
-
-
-
?
thymidine + arsenate
?
-
-
-
-
?
thymidine + phosphate
thymine + 2-deoxy-alpha-D-ribose 1-phosphate
thymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
thymine + 2-deoxy-alpha-D-ribose 1-phosphate
thymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
thymidine + phosphate
uracil + 2-deoxy-alpha-D-ribose 1-phosphate
2'-deoxyuridine + phosphate
-
-
-
r
uracil + phosphate
uracil + ribose 1-phosphate
-
88% conversion after one h
-
-
?
uridine + phosphate
uracil + D-ribose 1-phosphate
additional information
?
-
thymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
-
-
-
?
thymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
SN1 mechanism for the phosphorolysis reaction, relevant interaction between the His85 imidazole ring and the O2 of thymidine suggesting that this highly conserved residue could play an important role in the catalytic mechanism of TPase
-
-
?
thymidine + phosphate
thymine + 2-deoxy-alpha-D-ribose 1-phosphate
-
-
-
-
?
thymidine + phosphate
thymine + 2-deoxy-alpha-D-ribose 1-phosphate
-
-
-
-
r
thymidine + phosphate
thymine + 2-deoxy-alpha-D-ribose 1-phosphate
-
substrate binding induces domain movement, which leads to the closed conformation of the active site and initiates phosphorylation, molecular dynamic simulation, overview
-
-
r
thymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
-
-
-
-
?
thymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
-
-
-
?
thymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
-
-
-
-
?
thymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
-
-
-
?
thymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
-
-
-
-
?
thymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
-
-
-
r
thymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
-
-
-
-
r
thymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
-
in the reverse reaction only alpha-D-2-deoxyribose 1-phosphate is accepted as substrate
-
r
thymidine + phosphate
thymine + 2-deoxy-D-ribose 1-phosphate
-
86% conversion after one h
-
-
?
thymine + 2-deoxy-alpha-D-ribose 1-phosphate
thymidine + phosphate
-
-
-
-
r
thymine + 2-deoxy-alpha-D-ribose 1-phosphate
thymidine + phosphate
-
-
-
r
thymine + 2-deoxy-alpha-D-ribose 1-phosphate
thymidine + phosphate
-
-
-
-
r
thymine + 2-deoxy-alpha-D-ribose 1-phosphate
thymidine + phosphate
-
-
-
r
thymine + 2-deoxy-D-ribose 1-phosphate
thymidine + phosphate
-
-
-
-
?
thymine + 2-deoxy-D-ribose 1-phosphate
thymidine + phosphate
-
enzyme also catalyzes the nucleoside deoxyribosyltransferase reaction with pyrimidine deoxyribonucleosides, ec2.4.2.6
-
-
?
uridine + phosphate
uracil + D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + D-ribose 1-phosphate
-
56% conversion after 1 h
-
-
?
additional information
?
-
-
3'-amino-3'-deoxythymidine is not a thymidine phosphorylase substrate at pH 6.5, no activity with uridine and methyluridine
-
-
?
additional information
?
-
3'-amino-3'-deoxythymidine is not a thymidine phosphorylase substrate at pH 6.5, no activity with uridine and methyluridine
-
-
?
additional information
?
-
-
no substrate: deoxycytidine
-
-
?
additional information
?
-
-
specific for deoxyribonucleosides
-
-
?
additional information
?
-
-
the enzyme in some tissues also catalyzes deoxyribonucleosyltransferase reaction of the type catalyzed by EC 2.4.2.6: 2-deoxy-D-ribosyl-base1 + base2 = 2-deoxy-D-ribosyl-base2 + base1
-
-
?
additional information
?
-
-
purine deoxyribonucleosides and ribonucleosides are not cleaved
-
-
?
additional information
?
-
-
no activity with 3'beta-thymidine, 4'-thio-1'-alpha-thymidine, 1-[[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl]thymine, 5-methyl-2-pyrimidinone nucleoside, and deoxycytidine
-
-
?
additional information
?
-
-
the 3'-OH group is important for nucleotide binding, substrate analogues and substrate specificity, overview
-
-
?
additional information
?
-
-
no activity with arabinosyluracil and 2',3'-dideoxyuridine
-
-
?
additional information
?
-
the pyrimidine moiety of thymidine is involved in making hydrogen bonds with the side chains of residues Arg171, Ser186, Lys190, while the deoxyribose moiety form hydrogen bond with a co-crystallized water molecule. The phosphate ion shows hydrogen bonding with Lys84, Ser95, Ser113, and a water molecule
-
-
-
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1-(2'-deoxy-beta-D-threo-pentafuranosyl)thymine
-
3'-amino-3'-deoxythymidine
-
5'-azido-5'-deoxythymidine
-
5'-bromo-5'-deoxythymidine
-
5'-chloro-5'-deoxythymidine
-
5'-iodo-5'-deoxythymidine
-
5-fluoro-1-(3,6,9,12,15,18,21,24-octaoxahexatriacontan-1-yl)pyrimidine-2,4(1H,3H)-dione
43% competitive inhibition at 0.04 mM
5-fluoro-1-(3,6,9,12,15,18,21-heptaoxatritriacontan-1-yl)pyrimidine-2,4(1H,3H)-dione
40% competitive inhibition at 0.04 mM
5-fluoro-1-(3,6,9,12,15,18-hexaoxatriacontan-1-yl)pyrimidine-2,4(1H,3H)-dione
38% competitive inhibition at 0.04 mM
5-fluorouracil
38% inhibition at 0.04 mM
ftorafur
ftorafur is also called tegafur
(2,4,5-trioxo-3-phenethyl-imidazolidin-1-yl)ethanoic acid
-
-
(2E)-3-phenylprop-2-enoic acid
-
(2R,3R,4S,5R)-9-(3,4-dihydroxy-5-trityloxymethyl-tetrahydrofuran-2-yl)-1,9-dihydropurin-6-one
KIN59
(6aS)-1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
uncompetitive inhibition
(E)-2-((2-(quinoxalin-2-yl)hydrazono)methyl)benzene-1,4-diol
-
-
(E)-2-(2-(2-chlorobenzylidene)hydrazinyl)quinoxaline
-
-
(E)-2-(2-(2-fluorobenzylidene)hydrazinyl)quinoxaline
-
-
(E)-2-(2-(3-chlorobenzylidene)hydrazinyl)quinoxaline
-
-
(E)-2-(2-(3-fluorobenzylidene)hydrazinyl)quinoxaline
-
-
(E)-2-(2-(4-fluorobenzylidene)hydrazinyl)quinoxaline
-
-
(E)-3-((2-(quinoxalin-2-yl)hydrazono)methyl)benzene-1,2-diol
-
-
(E)-3-((2-(quinoxalin-2-yl)hydrazono)methyl)phenol
-
-
(E)-4-((2-(quinoxalin-2-yl)hydrazono)methyl)benzene-1,2-diol
-
-
(E)-4-((2-(quinoxalin-2-yl)hydrazono)methyl)benzene-1,3-diol
-
-
(E)-4-((2-(quinoxalin-2-yl)hydrazono)methyl)phenol
-
-
(E)-4-methoxy-2-((2-(quinoxalin-2-yl)hydrazono)methyl)phenol
-
-
(E)-5-((2-(quinoxalin-2-yl)hydrazono)methyl)benzene-1,2,4-triol
-
-
(E)-5-((2-(quinoxalin-2-yl)hydrazono)methyl)benzene-2,4,6-triol
-
-
(E)-N'-(2,3-dimethoxybenzylidene)isoquinoline-3-carbohydrazide
-
(E)-N'-(2,4-dichlorobenzylidene)isoquinoline-3-carbohydrazide
-
(E)-N'-(2-cyanobenzylidene)isoquinoline-3-carbohydrazide
-
(E)-N'-(2-nitrobenzylidene)isoquinoline-3-carbohydrazide
-
(E)-N'-(3,5-dichloro-2-hydroxybenzylidene)isoquinoline-3-carbohydrazide
-
(E)-N'-(3-cyanobenzylidene)isoquinoline-3-carbohydrazide
-
(E)-N'-(3-hydroxy-5-methoxybenzylidene)isoquinoline-3-carbohydrazide
-
(E)-N'-(4-chlorobenzylidene)isoquinoline-3-carbohydrazide
-
(E)-N'-(4-cyanobenzylidene)isoquinoline-3-carbohydrazide
-
(E)-N'-(4-nitrobenzylidene)isoquinoline-3-carbohydrazide
-
(E)-N'-(5-bromo-2-methoxybenzlidene)isoquinoline-3-carbohydrazide
-
(E)-N'-(anthracen-9-ylmethylen)isoquinoline-3-carbohydrazide
-
(R)-1-[3-fluoro-2-(phosphonomethoxy)-propyl]thymine
-
93% inhibition at 0.01 mM
(R)-1-[3-hydroxy-2-(phosphonomethoxy)propyl]thymine
-
98% inhibition at 0.01 mM
(Z)-N'-(1-(4-nitrophenyl)ethylidene)isoquinoline-3-carbohydrazide
-
(Z)-N'-(3-chloro-4-hydroxybenzylidene)isoquinoline-3-carbohydrazide
-
(Z)-N'-(4-hydroxy-3,5-dimethoxybenzylidene)isoquinoline-3-carbohydrazide
-
([(1R)-2-fluoro-1-[(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
-
-
([(1R)-2-fluoro-1-[(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
([(1R)-2-hydroxy-1-[(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
([(1S)-2-fluoro-1-[(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
-
-
([(1S)-2-fluoro-1-[(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
([(1S)-2-hydroxy-1-[(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
([2,2,2-trifluoro-1-[(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
-
-
1-(2''-deoxy-beta-D-threo-pentafuranosyl)thymine
-
1-(2'-deoxy-beta-D-threo-pentafuranosyl)thymine
-
1-(2-hydroxyethoxymethyl)thymine
-
-
1-benzyl-imidazolidine-2,4,5-trione
-
-
1-[2-(phosphonomethoxy)ethyl]thymine
-
complete inhibition at 0.01 mM
2'-fluoro-3'-azido-2',3'-dideoxyuridine
N3FddU
2,2'-O-anhydrouridine
-
-
2,3,5-trihydroxy-6',7-dimethoxyflavone
-
2-(2',5'-dihydroxyphenyl)quinazolin-4(3H)-one
-
-
2-(2-methyl-1H-indol-3-yl)-N'-(2,4,6-trihydroxybenzylidene)acetohydrazide
-
2-(2-methyl-1H-indol-3-yl)-N'-(2-methylbenzylidene)acetohydrazide
-
2-(2-methyl-1H-indol-3-yl)-N'-(2-nitrobenzylidene)acetohydrazide
-
2-(2-methyl-1H-indol-3-yl)-N'-(3-methylbenzylidene)acetohydrazide
-
2-(2-methyl-1H-indol-3-yl)-N'-(3-nitrobenzylidene)acetohydrazide
-
2-(2-methyl-1H-indol-3-yl)-N'-(4-methylbenzylidene)acetohydrazide
-
2-(2-methyl-1H-indol-3-yl)-N'-(4-nitrobenzylidene)acetohydrazide
-
2-(3',4'-dihydroxyphenyl)quinazolin-4(3H)-one
-
-
2-(3'-ethoxy-4'-hydroxyphenyl)quinazolin-4(3H)-one
-
-
2-(3'-hydroxy-4'-methoxyphenyl)quinazolin-4(3H)-one
-
-
2-(3'-hydroxyphenyl)quinazolin-4(3H)-one
-
-
2-(4'-hydroxyphenyl)quinazolin-4(3H)-one
-
-
2-mercapto-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one
-
25% inhibition at 0.045 mM
2-[(5-(3-chlorophenyl)-4H-1,2,4-triazol-3-yl)thio]acetic acid
-
2-[(5-(3-chlorophenyl)-4H-1,2,4-triazol-3-yl)thio]propanoic acid
-
2-[(5-(4-chlorophenyl)-4H-1,2,4-triazol-3-yl)thio]acetic acid
the angiogenic response of 4d is estimated using the chick chorionic allantoic membrane (CAM) assay
2-[(5-(4-chlorophenyl)-4H-1,2,4-triazol-3-yl)thio]propanoic acid
-
2-[(5-(4-methylphenyl)-4H-1,2,4-triazol-3-yl)thio]acetic acid
-
2-[(5-(4-nitrophenyl)-4H-1,2,4-triazol-3-yl)thio]acetic acid
-
2H-1-benzopyran-2-one
uncompetitive inhibition
3'-amino-3'-deoxythymidine
-
3,3',4',5-tetrahydroxy-6-methoxyflavone
mixed-type inhibition
3-(2,4,5-trioxo-3-phenethyl-imidazolidin-1-yl)-propionamide
-
-
3-(anilinomethyl)-5-(4-methylphenyl)-1,3,4-oxadiazole-2(3H)-thione
-
-
3-([(1-benzyl-2-hydroxyethyl)imino]methyl)-4Hchromen-4-one
-
-
3-([(2, 4-dichlorophenyl)imino]methyl)-4H-chromen-4-one
-
-
3-([(2-([-(4-oxo-4H-chromen-3-yl)methylidene]amino)ethyl)imino] methyl)-4H-chromen-4-one
-
-
3-([(2-benzoyl-4-chlorophenyl)imino]methyl)-4Hchromen-4-one
-
-
3-([(2-methyl-6-nitrophenyl)imino]methyl)-4Hchromen-4-one
-
-
3-([(3-hydroxy-2-pyridinyl)imino]methyl)-4H-chromen-4-one
-
-
3-([(3-methoxy-4-methylphenyl)imino]methyl)-4Hchromen-4-one
-
-
3-([(3-methylphenyl)imino]methyl)-4H-chromen-4-one
-
-
3-[(2,3-dimethylanilino)methyl]-5-(4-methylphenyl)-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[(2-chloroanilino)methyl]-5-(2-hydroxyphenyl)-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[(2-chloroanilino)methyl]-5-(4-chlorophenyl)-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[(2-chloroanilino)methyl]-5-phenyl-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[(2-methoxyanilino)methyl]-5-phenyl-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[(2-methylanilino)methyl]-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[(3,4-dichloroanilino)methyl]-5-(4-methylphenyl)-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[(3,4-dimethylanilino)methyl]-5-(4-methylphenyl)-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[(3,4-dimethylanilino)methyl]-5-phenyl-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[(3-methoxyanilino)methyl]-5-(4-methylphenyl)-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[(3-methoxyanilino)methyl]-5-phenyl-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[(4-bromoanilino)methyl]-5-(2-bromophenyl)-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[(4-bromoanilino)methyl]-5-(4-chlorophenyl)-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[(4-methylanilino)methyl]-5-(4-methylphenyl)-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[3-(3-chlorobenzyl)-2,4,5-trioxo-imidazolidin-1-yl]-propionamide
-
-
3-[[(2-phenylethyl)amino]methyl]-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole-2(3H)-thione
-
-
3-[[(4-methoxy-3'-nitro[1,1'-biphenyl]-3-yl)amino]methyl]-5-(4-methylphenyl)-1,3,4-oxadiazole-2(3H)-thione
-
-
4,4'-[(2R,3S)-2,3-dimethylbutane-1,4-diyl]di(benzene-1,2-diol)
competitive inhibition
4,5-diphenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
4-(2,5-difluorobenzyl)-N-(2-fluorophenyl)piperazine-1-carbothioamide
-
4-(2,5-difluorobenzyl)-N-(2-methoxyphenyl)piperazine-1-carbothioamide
-
4-(2,5-difluorobenzyl)-N-(3-fluorophenyl)piperazine-1-carbothioamide
-
4-(2,5-difluorobenzyl)-N-(3-methoxyphenyl)piperazine-1-carbothioamide
-
4-(2,5-difluorobenzyl)-N-(3-nitrophenyl)piperazine-1-carbothioamide
-
4-(2,5-difluorobenzyl)-N-(4-(trifluoromethyl)phenyl)piperazine-1-carbothioamide
-
4-(2,5-difluorobenzyl)-N-(4-fluorophenyl)piperazine-1-carbothioamide
-
4-(2,5-difluorobenzyl)-N-(4-methoxyphenyl)piperazine-1-carbothioamide
-
4-(2,5-difluorobenzyl)-N-(4-nitrophenyl)piperazine-1-carbothioamide
-
4-(2,5-difluorobenzyl)-N-(m-tolyl)piperazine-1-carbothioamide
-
4-(2,5-difluorobenzyl)-N-(o-tolyl)piperazine-1-carbothioamide
-
4-(2,5-difluorobenzyl)-N-(p-tolyl)piperazine-1-carbothioamide
-
4-methoxy-7H-furo[3,2-g][1]benzopyran-7-one
-
5'-bromo-5'-deoxythymidine
-
5'-iodo-5'-deoxythymidine
-
5'-O-(2'',4''-dichlorobenzoyl)-thymidine-3'-O-2'',4''-dichlorobenzoate
-
5'-O-(2''-methoxybenzoyl)-thymidine
-
5'-O-(3''-bromobenzoyl)-thymidine
competitive inhibition
5'-O-(4''-bromobenzoyl)-thymidine-3'-O-4''-bromobenzoate
noncompetitive inhibition
5'-O-(4''-methoxybenzoyl)-thymidine
competitive inhibition
5'-O-(4''-methylbenzoyl)-thymidine
competitive inhibition
5-(2-bromophenyl)-3-[(2-chloroanilino)methyl]-1,3,4-oxadiazole-2(3H)-thione
-
-
5-(2-bromophenyl)-3-[(2-methoxyanilino)methyl]-1,3,4-oxadiazole-2(3H)-thione
-
-
5-(3-chlorophenyl)-4H-1,2,4-triazole-3-thiol
-
5-(3-pyridyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
5-(4-chlorophenyl)-3-[(2-methoxyanilino)methyl]-1,3,4-oxadiazole-2(3H)-thione
-
-
5-(4-chlorophenyl)-3-[(2-methylanilino)methyl]-1,3,4-oxadiazole-2(3H)-thione
-
-
5-(4-chlorophenyl)-4H-1,2,4-triazole-3-thiol
-
5-(4-pyridyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione
binding mode, modeling
5-bromo-6-(2-imino-pyrrolidin-1-yl)methyl-uracil
-
tightbinding stoichiometric inhibitor of recombinant Escherichia coli thymidine phosphorylase, can be used as active-site titrants for it using either thymidine or 5-nitro-2'-deoxyuridine as substrate
5-bromo-6-[(2'-nitroimidazol-1'-yl)methyl]uracil
-
IC50: 0.0244 mM
5-bromo-6-[(4'-nitroimidazol-1'-yl)methyl]uracil
-
IC50: 0.0066 mM
5-chloro-6-(2-imino-pyrrolidin-1-yl)methyluracil
-
tightbinding stoichiometric inhibitor of recombinant Escherichia coli thymidine phosphorylase, can be used as active-site titrants for it using either thymidine or 5-nitro-2'-deoxyuridine as substrate
5-chloro-6-[(2'-nitroimidazol-1'-yl)methyl]uracil
-
IC50: 0.0217 mM
5-chloro-6-[(4'-nitroimidazol-1'-yl)methyl]uracil
-
IC50: 0.007 mM
5-chloro-6-[1-(2-iminopyrrolidinyl)methyl] uracil hydrochloride
5-chloro-6-[1-(2-iminopyrrolidinyl)methyl]uracil hydrochloride
-
-
5-chloro-6-[1-(2-iminopyrrolidinyl)methyl]uracilhydrochloride
-
-
5-fluoro-1-(tetrahydrofur-2-yl)uracil
-
-
5-fluoro-6-(1H-imidazol-1-ylmethyl)pyrimidine-2,4(1H,3H)-dione
-
-
5-fluoro-6-([[2-hydroxy-1-(hydroxymethyl)ethyl]amino]methyl)pyrimidine-2,4(1H,3H)-dione
-
-
5-fluoro-6-[(2-aminoimidazol-1-yl)methyl]uracil
-
i.e. AIFU, synthesis, overview, uncompetitive with respect to phosphate, acts as transition state analogs, mimicking the anionic thymine leaving group anchored by their protonated side chains to the enzyme-bound phosphate by electrostatic and H-bonding interactions, modeling of ligand binding at the active site, overview
5-fluoro-6-[(4H-1,2,4-triazol-4-ylamino)methyl]pyrimidine-2,4(1H,3H)-dione
-
-
6-(1H-imidazol-1-ylmethyl)pyrimidine-2,4(1H,3H)-dione
-
-
6-(2-amino-imidazol-1-yl)methyl-5-bromouracil
-
tightbinding stoichiometric inhibitor of recombinant Escherichia coli thymidine phosphorylase, can be used as active-site titrants for it using either thymidine or 5-nitro-2'-deoxyuridine as substrate
6-(2-amino-imidazol-1-yl)methyl-5-chlorouracil
-
tightbinding stoichiometric inhibitor of recombinant Escherichia coli thymidine phosphorylase, can be used as active-site titrants for it using either thymidine or 5-nitro-2'-deoxyuridine as substrate
6-(4H-1,2,4-triazol-4-ylmethyl)pyrimidine-2,4(1H,3H)-dione
-
-
6-([[2-hydroxy-1-(hydroxymethyl)ethyl]amino]methyl)pyrimidine-2,4(1H,3H)-dione
-
-
6-methoxy-2-oxo-2H-1-benzopyran-7-yl 6-O-[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]-beta-D-glucopyranoside
uncompetitive inhibition
6-[(2'-aminoimidazol-1'-yl)methyl]-5-bromouracil
-
IC50: 0.0000187 mM
6-[(2'-aminoimidazol-1'-yl)methyl]-5-chlorouracil
-
IC50: below 0.0000206 mM
6-[(2'-aminoimidazol-1'-yl)methyl]uracil
-
IC50: 0.00056 mM
6-[(2'-nitroimidazol-1'-yl)methyl]uracil
-
IC50: 0.0024 mM
6-[(4'-aminoimidazol-1'-yl)methyl]-5-bromouracil
-
IC50: 0.00065 mM
6-[(4'-aminoimidazol-1'-yl)methyl]-5-chlorouracil
-
IC50: 0.00073 mM
6-[(4'-aminoimidazol-1'-yl)methyl]uracil
-
IC50: 0.1014 mM
6-[(4'-nitroimidazol-1'-yl)methyl]uracil
-
IC50: 0.0138 mM
7-hydroxy-6-methoxy-2H-1-benzopyran-2-one
non-competitive inhibition
8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one
uncompetitive inhibition
ethyl 4-(4-chlorophenyl)-2-oxo-6-([(pyridin-4-yl)formohydrazido]methyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
ethyl 4-(4-chlorophenyl)-2-oxo-6-([[(5-phenyl-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl)methyl]amino]methyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
ethyl 4-(4-chlorophenyl)-2-oxo-6-[[(E)-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)amino]methyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
ethyl 4-(4-chlorophenyl)-6-((3-methyl-5-oxo-2H-pyrazol-1(5H)-yl)methyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
ethyl 4-(4-chlorophenyl)-6-([(E)-[(4-chlorophenyl)methylidene]amino]methyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
ethyl 4-(4-chlorophenyl)-6-([(E)-[(4-methoxyphenyl)methylidene]amino]methyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
ethyl 4-(4-chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
ethyl 4-(4-chlorophenyl)-6-[([[5-(4-chlorophenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
ethyl 4-(4-chlorophenyl)-6-[([[5-(4-methoxyphenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
ethyl 4-(4-chlorophenyl)-6-[([[5-(4-methylphenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
ethyl 6-((1H-imidazol-1-yl)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
-
ethyl 6-((2-aminobenzoyloxy)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate
-
ethyl 6-((benzylamino)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
-
ethyl 6-(benzoyloxymethyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
-
ethyl 6-([(E)-[(4-bromophenyl)methylidene]amino]methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
ethyl 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
ethyl 6-[([[5-(4-bromophenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
flavone
uncompetitive inhibition
methyl-4-((2-(2-(2-methyl-1H-indol-3-yl)acetyl)hydrazono)methyl)benzoate
-
N'-(2,3-dihydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
-
N'-(2,4-dihydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
-
N'-(2,5-dihydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
-
N'-(2-hydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
-
N'-(2-methoxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
-
N'-(3,4-dihydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
-
N'-(3,5-dihydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
-
N'-(3-chlorobenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
-
N'-(3-hydroxy-4-methoxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
-
N'-(3-hydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
-
N'-(4-(dimethylamino)benzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
-
N'-(4-chlorobenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
-
N'-(4-hydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
-
N'-[-(4-oxo-4H-chromen-3-yl)methylidene]propanohydrazide
-
-
N-(2-bromophenyl)-4-(2,5-difluorobenzyl)piperazine-1-carbothioamide
-
N-(2-chlorophenyl)-4-(2,5-difluorobenzyl)piperazine-1-carbothioamide
-
N-(3,4-dichlorophenyl)-4-(2,5-difluorobenzyl)piperazine-1-carbothioamide
-
N-(3-bromophenyl)-4-(2,5-difluorobenzyl)piperazine-1-carbothioamide
-
N-(4-bromophenyl)-4-(2,5-difluorobenzyl)piperazine-1-carbothioamide
-
N-(adamantan-1-yl)-4-(2,5-difluorobenzyl)piperazine-1-carbothioamide
-
NSC 122612
-
0.12 mM, 27% inhibition
NSC 19791
-
0.89 mM, 14% inhibition
NSC 23145
-
0.105 mM, 23% inhibition
NSC 298251
-
0.1 mM, 30% inhibition
NSC 3056
-
0.089 mM, 24% inhibition
NSC 309091
-
0.13 mM, 21% inhibition
NSC 357688
-
0.09 mM, 28% inhibition
NSC 43275
-
0.106 mM, 16% inhibition
NSC 6487
-
0.089 mM, 6% inhibition
NSC 65043
-
0.093 mM, 84% inhibition, linear competitive
NSC 659977
-
0.134 mM, 60% inhibition
NSC 81031
-
0.93 mM, 15% inhibition
ribose 1-phosphate
-
competitive
SO42-
-
inhibition reversed by phosphate
thymine
the substrate is a non-competitive inhibitor of the enzyme
xanthine
-
13% inhibition at 0.158 mM
[8-(2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-1-yl)octyl]phosphonic acid
-
-
[8-(2,4-dioxo-2,3,4,7-tetrahydro-1H-pyrrolo[2,3-d]pyrimidin-1-yl)octyl]phosphonic acid
-
-
[[(1R)-2-(5-ethyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-1-(fluoromethyl)ethoxy]methyl]phosphonic acid
-
-
[[2-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]methyl]phosphonic acid
-
-
[[2-(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)ethoxy]methyl]phosphonic acid
([(1R)-2-fluoro-1-[(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
-
-
([(1R)-2-fluoro-1-[(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
-
98% inhibition at 0.01 mM
([(1R)-2-hydroxy-1-[(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
-
-
([(1R)-2-hydroxy-1-[(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
-
complete inhibition at 0.01 mM
([(1S)-2-fluoro-1-[(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
-
-
([(1S)-2-fluoro-1-[(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
-
93% inhibition at 0.01 mM
([(1S)-2-hydroxy-1-[(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
-
-
([(1S)-2-hydroxy-1-[(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)methyl]ethoxy]methyl)phosphonic acid
-
94% inhibition at 0.01 mM
5'-O-trityl-inosine
-
i.e. KIN59, IC50: 0.044 mM, noncompetitively inhibits, when thymidine or phosphate is the variable substrate. Suppresses thymidine phosphorylase-triggered angiogenesis via a noncompetitive mechanism of action
5'-O-trityl-inosine
-
IC50: 0.044 mM, reversible, noncompetitive inhibition with respect to thymidine and phosphate
5-chloro-6-[1-(2-iminopyrrolidinyl)methyl] uracil hydrochloride
-
-
5-chloro-6-[1-(2-iminopyrrolidinyl)methyl] uracil hydrochloride
TPI
6-amino-5-bromouracil
-
-
7-deazaxanthine
-
-
7-deazaxanthine
noncompetitive inhibition
7-deazaxanthine
-
non-competitive inhibition
7-deazaxanthine
non-competitive inhibition
7-deazaxanthine
-
docking conformation of the standard inhibitor in the active site of thymidine phosphorylase, modeling, overview. Modeling of the three-dimensional structures of piperazine derivatives
[[2-(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)ethoxy]methyl]phosphonic acid
-
-
[[2-(5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)ethoxy]methyl]phosphonic acid
-
complete inhibition at 0.01 mM
additional information
-
-
-
additional information
-
photoinactivation in presence of thymine, thymidine and some halogenated analogs
-
additional information
-
not inhibited by 5-chloro-6-methyl-3H-pyrimidin-4-one, 5-chloro-6-[1-(2-iminopyrrolidinyl)methyl]-3H-pyrimidin-4-one, 6H-imidazo[1,2-c]pyrimidin-5-one, 7H-pyrrolo[2,3-d]pyrimidin-2(1H)-one, and 7H-pyrrolo[2,3-d]pyrimidine
-
additional information
-
inhibitory nucleotide derivatives, overview
-
additional information
-
Schiff bases of 3-formylchromone as thymidine phosphorylase inhibitors, no inhibition by 3-formylchromone and 3-methyl-7-hydroxychromone, and by derivatives 3-[(4-pyridinylimino) methyl]-4H-chromen-4-one, 3-[(3-pyridinylimino) methyl]-4H-chromen-4-one, 3-([(3-methoxyphenyl)imino]methyl)-4H-chromen-4-one, 3-([(2-methoxy-4-nitrophenyl) imino] methyl)-4Hchromen-4-one, 2-([-(4-oxo-4H-chromen-3-yl) methylidene]amino)benzoic acid, 3-([(4-methylphenyl)imino]methyl)-4H-chromen-4-one, 3-([(2,6-dimethylphenyl)imino]methyl)-4H-chromen-4-one, and 3-[bis(tert-butylamino)methyl]-4H-chromen-4-one, overview
-
additional information
an array of structurally diverse non-nucleobase derivatives has beens designed, synthesized and established as promising TP inhibitors, structure-function analysis, overview
-
additional information
-
design of benzopyrazine analogues as potent inhibitors of thymidine phosphorylase, synthesis of quinoxaline derivatives, overview. No inhibition by (E)-2-(2-(2-nitrobenzylidene)hydrazinyl)quinoxaline, (E)-2-(2-(4-nitrobenzylidene)hydrazinyl)quinoxaline, (E)-2-(2-(2-methylbenzylidene)hydrazinyl)quinoxaline, (E)-2-(2-(3-methylbenzylidene)hydrazinyl)quinoxaline, (E)-2-(2-(4-methylbenzylidene)hydrazinyl)quinoxaline, (E)-5-methoxy-2-((2-(quinoxalin-2-yl)hydrazono)methyl)phenol, (E)-2-methoxy-5-((2-(quinoxalin-2-yl)hydrazono)methyl)phenol, (E)-2-(2-(3-methoxybenzylidene)hydrazinyl)quinoxaline, (E)-2-(2-(4-methoxybenzylidene)hydrazinyl)quinoxaline, (E)-2-(2-(pyridin-3-ylmethylene)hydrazinyl)quinoxaline, (E)-2-(2-(pyridin-4-ylmethylene)hydrazinyl)quinoxaline, (E)-2-(2-((1H-indol-3-yl)methylene)hydrazinyl)quinoxaline, and (E)-2-((2-(quinoxalin-2-yl)hydrazono)methyl)phenol
-
additional information
design, synthesis, in-vitro thymidine phosphorylase inhibition, in-vivo antiangiogenic and in-silico studies of C-6 substituted dihydropyrimidines, molecular docking study, overview. No inhibition by ethyl 4-(4-chlorophenyl)-6-((4-nitrobenzoyloxy)methyl)-2-oxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate, ethyl 4-(4-chlorophenyl)-6-([(E)-[(4-nitrophenyl)methylidene]amino]methyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate, 5-acetyl-4-(4-chlorophenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one, ethyl 4-(3,4-dihydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate, 5-acetyl-1,6-dimethyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one, 5-acetyl-1,6-dimethyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one, ethyl 1-benzyl-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate, ethyl 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate, 5-acetyl-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one, ethyl 4-(3-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate, and 5-acetyl-4-(3-hydroxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one
-
additional information
in vitro study of thymidine phosphorylase inhibition, overview. Sixteen analogs of N-benzyliden-isoquinoline-3-carbohydrazide are synthesized and evaluated their inhibitory activity against thymidine phosphorylase enzyme, molecular docking study using structure with PDB ID 4EAD as template. No inhibition by (Z)-N'-(3-methoxy-4-(phenoxymethyl)benzylidene)isoquinoline-3-carbohydrazide
-
additional information
-
in vitro study of thymidine phosphorylase inhibition, overview. Sixteen analogs of N-benzyliden-isoquinoline-3-carbohydrazide are synthesized and evaluated their inhibitory activity against thymidine phosphorylase enzyme, molecular docking study using structure with PDB ID 4EAD as template. No inhibition by (Z)-N'-(3-methoxy-4-(phenoxymethyl)benzylidene)isoquinoline-3-carbohydrazide
-
additional information
natural compounds as angiogenic enzyme thymidine phosphorylase inhibitors, in vitro biochemical inhibition, mechanistic, and in silico modeling and molecular docking studies, enzyme-bound structure modelling, overview. No inhibition by 4',5,7-trihydroxyflavone, 5,7-dihydroxyflavone, 9,10-dimethoxy-5,6,9,12-tetrahydro-2H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium, [(1R,9aR)-octahydro-2H-quinolizin-1-yl]methanol, 3,4,5-trihydroxybenzoic acid, and 4-hydroxy-3-methoxybenzoic acid. Cytotoxicity MTT assay on 3T3 cell line
-
additional information
synthesis and molecular docking study of piperazine derivatives as potent inhibitor of thymidine phosphorylase, overview
-
additional information
synthesis of 1,2,4-triazoles as thymidine phosphorylase inhibitors and possible future anti-tumor drugs for treatment of human disease. Molecular docking study. Cytoxicity study. No inhibition by 5-(4-methylphenyl)-4H-1,2,4-triazole-3-thiol, 5-(4-nitrophenyl)- 4H-1,2,4-triazole-3-thiol, 5-(4-methylphenyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione, 5-(3,4,5-trimethoxyphenyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione, 5-(3-chlorophenyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione, 5-(4-chlorophenyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione, and 2-[(5-phenyl-4H-1,2,4-triazol-3-yl)thio]acetic acid
-
additional information
synthesis of indole-based acetohydrazide derivatives as inhibitors and molecular docking study using structure with PDB ID 4EAD as template, re-docking of the original ligand 3'-azido-2'-fluoro-dideoxyuridine into the active site. No inhibition by N'-(2,4-dimethoxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
-
additional information
thymidine esters as substrate analogue inhibitors of angiogenic enzyme thymidine phosphorylase (TP) in vitro, molecular docking studies, erview. Thymidine is functionalized to develop TP inhibitors, derivatization of thymidine at C-5'/3' hydroxyl groups by reacting with different substituted benzoyl chlorides to produce corresponding esters for biological evaluation against TP activity. The pyrimidine moiety makes hydrogen bonds with Thr123, Gln156 and the bound water molecule while one of the bromobenzyl substitutions shows Pi-cation interaction with Arg171. No inhibition by 5'-O-(benzoyl)-thymidine-3'-O-benzoate, 5'-O-(4''-methyl-3''-nitrobenzoyl)-thymidine-3'-O-4''-methyl-3''-nitrobenzoate, 5'-O-(4''-methylbenzoyl)-thymidine-3'-O-4''-methylbenzoate, 5'-O-(3''-methylbenzoyl)-thymidine-3'-O-3''-methylbenzoate, 5'-O-(2''-methylbenzoyl)-thymidine-3'-O-2''-methylbenzoate, 5'-O-(3''-methoxybenzoyl)-thymidine-3'-O-3''-methoxybenzoate, 5'-O-(4''-fluorobenzoyl)-thymidine-3'-O-3''-fluorobenzoate, 5'-O-(4''-nitrobenzoyl)-thymidine-3'-O-4''-nitrobenzoate
-
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0.085
(2,4,5-trioxo-3-phenethyl-imidazolidin-1-yl)ethanoic acid
Escherichia coli
-
pH 7.4, 25°C
0.0032
(E)-2-((2-(quinoxalin-2-yl)hydrazono)methyl)benzene-1,4-diol
Escherichia coli
-
pH 7.4, 25°C
0.0376
(E)-2-(2-(2-chlorobenzylidene)hydrazinyl)quinoxaline
Escherichia coli
-
pH 7.4, 25°C
0.0336
(E)-2-(2-(2-fluorobenzylidene)hydrazinyl)quinoxaline
Escherichia coli
-
pH 7.4, 25°C
0.0734 - 0.0935
(E)-2-(2-(3-chlorobenzylidene)hydrazinyl)quinoxaline
0.0661
(E)-2-(2-(3-fluorobenzylidene)hydrazinyl)quinoxaline
Escherichia coli
-
pH 7.4, 25°C
0.0581
(E)-2-(2-(4-fluorobenzylidene)hydrazinyl)quinoxaline
Escherichia coli
-
pH 7.4, 25°C
0.0355
(E)-3-((2-(quinoxalin-2-yl)hydrazono)methyl)benzene-1,2-diol
Escherichia coli
-
pH 7.4, 25°C
0.0632
(E)-3-((2-(quinoxalin-2-yl)hydrazono)methyl)phenol
Escherichia coli
-
pH 7.4, 25°C
0.0091
(E)-4-((2-(quinoxalin-2-yl)hydrazono)methyl)benzene-1,2-diol
Escherichia coli
-
pH 7.4, 25°C
0.0086
(E)-4-((2-(quinoxalin-2-yl)hydrazono)methyl)benzene-1,3-diol
Escherichia coli
-
pH 7.4, 25°C
0.0334
(E)-4-((2-(quinoxalin-2-yl)hydrazono)methyl)phenol
Escherichia coli
-
pH 7.4, 25°C
0.0363
(E)-4-methoxy-2-((2-(quinoxalin-2-yl)hydrazono)methyl)phenol
Escherichia coli
-
pH 7.4, 25°C
0.0344
(E)-5-((2-(quinoxalin-2-yl)hydrazono)methyl)benzene-1,2,4-triol
Escherichia coli
-
pH 7.4, 25°C
0.0469
(E)-5-((2-(quinoxalin-2-yl)hydrazono)methyl)benzene-2,4,6-triol
Escherichia coli
-
pH 7.4, 25°C
0.0394
(E)-N'-(2,3-dimethoxybenzylidene)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.0086
(E)-N'-(2,4-dichlorobenzylidene)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.0184
(E)-N'-(2-cyanobenzylidene)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.0113
(E)-N'-(2-nitrobenzylidene)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.0081
(E)-N'-(3,5-dichloro-2-hydroxybenzylidene)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.0361
(E)-N'-(3-cyanobenzylidene)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.0161
(E)-N'-(3-hydroxy-5-methoxybenzylidene)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.0184
(E)-N'-(4-chlorobenzylidene)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.0222
(E)-N'-(4-cyanobenzylidene)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.0214
(E)-N'-(4-nitrobenzylidene)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.0447
(E)-N'-(5-bromo-2-methoxybenzlidene)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.0693
(E)-N'-(anthracen-9-ylmethylen)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.0276
(Z)-N'-(1-(4-nitrophenyl)ethylidene)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.0081
(Z)-N'-(3-chloro-4-hydroxybenzylidene)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.0044
(Z)-N'-(4-hydroxy-3,5-dimethoxybenzylidene)isoquinoline-3-carbohydrazide
Escherichia coli
pH 7.4, 25°C
0.115
1-benzyl-imidazolidine-2,4,5-trione
Escherichia coli
-
pH 7.4, 25°C
0.0595
2-(2',5'-dihydroxyphenyl)quinazolin-4(3H)-one
Escherichia coli
-
at pH 7.0 and 30°C
0.0011
2-(2-methyl-1H-indol-3-yl)-N'-(2,4,6-trihydroxybenzylidene)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0222
2-(2-methyl-1H-indol-3-yl)-N'-(2-methylbenzylidene)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0158
2-(2-methyl-1H-indol-3-yl)-N'-(2-nitrobenzylidene)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0411
2-(2-methyl-1H-indol-3-yl)-N'-(3-methylbenzylidene)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0222
2-(2-methyl-1H-indol-3-yl)-N'-(3-nitrobenzylidene)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0381
2-(2-methyl-1H-indol-3-yl)-N'-(4-methylbenzylidene)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0132
2-(2-methyl-1H-indol-3-yl)-N'-(4-nitrobenzylidene)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0429
2-(3',4'-dihydroxyphenyl)quinazolin-4(3H)-one
Escherichia coli
-
at pH 7.0 and 30°C
0.256
2-(3'-ethoxy-4'-hydroxyphenyl)quinazolin-4(3H)-one
Escherichia coli
-
at pH 7.0 and 30°C
0.1688
2-(3'-hydroxy-4'-methoxyphenyl)quinazolin-4(3H)-one
Escherichia coli
-
at pH 7.0 and 30°C
0.295
2-(3'-hydroxyphenyl)quinazolin-4(3H)-one
Escherichia coli
-
at pH 7.0 and 30°C
0.234
2-(4'-hydroxyphenyl)quinazolin-4(3H)-one
Escherichia coli
-
at pH 7.0 and 30°C
0.1634
2-[(5-(3-chlorophenyl)-4H-1,2,4-triazol-3-yl)thio]acetic acid
Escherichia coli
pH 7.4, 25°C
0.0946
2-[(5-(3-chlorophenyl)-4H-1,2,4-triazol-3-yl)thio]propanoic acid
Escherichia coli
pH 7.4, 25°C
0.0439
2-[(5-(4-chlorophenyl)-4H-1,2,4-triazol-3-yl)thio]acetic acid
Escherichia coli
pH 7.4, 25°C
0.2206
2-[(5-(4-chlorophenyl)-4H-1,2,4-triazol-3-yl)thio]propanoic acid
Escherichia coli
pH 7.4, 25°C
0.1438
2-[(5-(4-methylphenyl)-4H-1,2,4-triazol-3-yl)thio]acetic acid
Escherichia coli
pH 7.4, 25°C
0.0645
2-[(5-(4-nitrophenyl)-4H-1,2,4-triazol-3-yl)thio]acetic acid
Escherichia coli
pH 7.4, 25°C
0.04
3-(2,4,5-trioxo-3-phenethyl-imidazolidin-1-yl)-propionamide
Escherichia coli
-
pH 7.4, 25°C
0.1041
3-(anilinomethyl)-5-(4-methylphenyl)-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.473
3-([(1-benzyl-2-hydroxyethyl)imino]methyl)-4Hchromen-4-one
Escherichia coli
-
pH 7.6
0.04
3-([(2, 4-dichlorophenyl)imino]methyl)-4H-chromen-4-one
Escherichia coli
-
pH 7.6
0.15
3-([(2-([-(4-oxo-4H-chromen-3-yl)methylidene]amino)ethyl)imino] methyl)-4H-chromen-4-one
Escherichia coli
-
pH 7.6
0.076
3-([(2-benzoyl-4-chlorophenyl)imino]methyl)-4Hchromen-4-one
Escherichia coli
-
pH 7.6
0.48
3-([(2-methyl-6-nitrophenyl)imino]methyl)-4Hchromen-4-one
Escherichia coli
-
pH 7.6
0.34
3-([(3-hydroxy-2-pyridinyl)imino]methyl)-4H-chromen-4-one
Escherichia coli
-
pH 7.6
0.02
3-([(3-methoxy-4-methylphenyl)imino]methyl)-4Hchromen-4-one
Escherichia coli
-
pH 7.6
0.067
3-([(3-methylphenyl)imino]methyl)-4H-chromen-4-one
Escherichia coli
-
pH 7.6
0.0237
3-[(2,3-dimethylanilino)methyl]-5-(4-methylphenyl)-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.1305
3-[(2-chloroanilino)methyl]-5-(2-hydroxyphenyl)-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.04638
3-[(2-chloroanilino)methyl]-5-(4-chlorophenyl)-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.1177
3-[(2-chloroanilino)methyl]-5-phenyl-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.08724
3-[(2-methoxyanilino)methyl]-5-phenyl-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.1172
3-[(2-methylanilino)methyl]-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.1338
3-[(3,4-dichloroanilino)methyl]-5-(4-methylphenyl)-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.08319
3-[(3,4-dimethylanilino)methyl]-5-(4-methylphenyl)-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.04061
3-[(3,4-dimethylanilino)methyl]-5-phenyl-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.0844
3-[(3-methoxyanilino)methyl]-5-(4-methylphenyl)-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.04064
3-[(3-methoxyanilino)methyl]-5-phenyl-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.02633
3-[(4-bromoanilino)methyl]-5-(2-bromophenyl)-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.1732
3-[(4-bromoanilino)methyl]-5-(4-chlorophenyl)-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.05472
3-[(4-methylanilino)methyl]-5-(4-methylphenyl)-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.066
3-[3-(3-chlorobenzyl)-2,4,5-trioxo-imidazolidin-1-yl]-propionamide
Escherichia coli
-
pH 7.4, 25°C
0.06932
3-[[(2-phenylethyl)amino]methyl]-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.0144
3-[[(4-methoxy-3'-nitro[1,1'-biphenyl]-3-yl)amino]methyl]-5-(4-methylphenyl)-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.2734
4,5-diphenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione
Escherichia coli
pH 7.4, 25°C
0.003
4-(2,5-difluorobenzyl)-N-(2-fluorophenyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0025
4-(2,5-difluorobenzyl)-N-(2-methoxyphenyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0012
4-(2,5-difluorobenzyl)-N-(3-fluorophenyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0122
4-(2,5-difluorobenzyl)-N-(3-methoxyphenyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0323
4-(2,5-difluorobenzyl)-N-(3-nitrophenyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.002
4-(2,5-difluorobenzyl)-N-(4-(trifluoromethyl)phenyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.6
4-(2,5-difluorobenzyl)-N-(4-fluorophenyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0116
4-(2,5-difluorobenzyl)-N-(4-methoxyphenyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0081
4-(2,5-difluorobenzyl)-N-(4-nitrophenyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0223
4-(2,5-difluorobenzyl)-N-(m-tolyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0143
4-(2,5-difluorobenzyl)-N-(o-tolyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0173
4-(2,5-difluorobenzyl)-N-(p-tolyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.146
5'-O-(2'',4''-dichlorobenzoyl)-thymidine-3'-O-2'',4''-dichlorobenzoate
Escherichia coli
pH not specified in the publication, 30°C
0.09
5'-O-(2''-methoxybenzoyl)-thymidine
Escherichia coli
pH not specified in the publication, 30°C
0.0333
5'-O-(3''-bromobenzoyl)-thymidine
Escherichia coli
pH not specified in the publication, 30°C
0.0075
5'-O-(4''-bromobenzoyl)-thymidine-3'-O-4''-bromobenzoate
Escherichia coli
pH not specified in the publication, 30°C
0.0188
5'-O-(4''-methoxybenzoyl)-thymidine
Escherichia coli
pH not specified in the publication, 30°C
0.0185
5'-O-(4''-methylbenzoyl)-thymidine
Escherichia coli
pH not specified in the publication, 30°C
0.044
5'-O-trityl-inosine
0.02183
5-(2-bromophenyl)-3-[(2-chloroanilino)methyl]-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.0176
5-(2-bromophenyl)-3-[(2-methoxyanilino)methyl]-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.062
5-(3-chlorophenyl)-4H-1,2,4-triazole-3-thiol
Escherichia coli
pH 7.4, 25°C
0.1123
5-(3-pyridyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione
Escherichia coli
pH 7.4, 25°C
0.08873
5-(4-chlorophenyl)-3-[(2-methoxyanilino)methyl]-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.05821
5-(4-chlorophenyl)-3-[(2-methylanilino)methyl]-1,3,4-oxadiazole-2(3H)-thione
Escherichia coli
-
at pH 7.4 and 25°C
0.1876
5-(4-chlorophenyl)-4H-1,2,4-triazole-3-thiol
Escherichia coli
pH 7.4, 25°C
0.0823
5-(4-pyridyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione
Escherichia coli
pH 7.4, 25°C
0.0244
5-bromo-6-[(2'-nitroimidazol-1'-yl)methyl]uracil
Escherichia coli
-
IC50: 0.0244 mM
0.0066
5-bromo-6-[(4'-nitroimidazol-1'-yl)methyl]uracil
Escherichia coli
-
IC50: 0.0066 mM
0.0217
5-chloro-6-[(2'-nitroimidazol-1'-yl)methyl]uracil
Escherichia coli
-
IC50: 0.0217 mM
0.007
5-chloro-6-[(4'-nitroimidazol-1'-yl)methyl]uracil
Escherichia coli
-
IC50: 0.007 mM
0.00002
5-chloro-6-[1-(2-iminopyrrolidinyl)methyl]uracilhydrochloride
Escherichia coli
-
in 0.1 M potassium phosphate buffer (pH 7.4), at 25°C
0.0016
6-amino-5-bromouracil
Escherichia coli
-
in 0.1 M potassium phosphate buffer (pH 7.4), at 25°C
0.0000187
6-[(2'-aminoimidazol-1'-yl)methyl]-5-bromouracil
Escherichia coli
-
IC50: 0.0000187 mM
0.0000206
6-[(2'-aminoimidazol-1'-yl)methyl]-5-chlorouracil
Escherichia coli
-
IC50: below 0.0000206 mM
0.00056
6-[(2'-aminoimidazol-1'-yl)methyl]uracil
Escherichia coli
-
IC50: 0.00056 mM
0.0024
6-[(2'-nitroimidazol-1'-yl)methyl]uracil
Escherichia coli
-
IC50: 0.0024 mM
0.00065
6-[(4'-aminoimidazol-1'-yl)methyl]-5-bromouracil
Escherichia coli
-
IC50: 0.00065 mM
0.00073
6-[(4'-aminoimidazol-1'-yl)methyl]-5-chlorouracil
Escherichia coli
-
IC50: 0.00073 mM
0.1014
6-[(4'-aminoimidazol-1'-yl)methyl]uracil
Escherichia coli
-
IC50: 0.1014 mM
0.0138
6-[(4'-nitroimidazol-1'-yl)methyl]uracil
Escherichia coli
-
IC50: 0.0138 mM
0.0065 - 0.041
7-deazaxanthine
0.0002
cycloheximide
Escherichia coli
-
at pH 7.0 and 30°C
0.02564
ethyl 4-(4-chlorophenyl)-2-oxo-6-([(pyridin-4-yl)formohydrazido]methyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.00914
ethyl 4-(4-chlorophenyl)-2-oxo-6-([[(5-phenyl-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl)methyl]amino]methyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.03226
ethyl 4-(4-chlorophenyl)-2-oxo-6-[[(E)-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)amino]methyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.05334
ethyl 4-(4-chlorophenyl)-6-((3-methyl-5-oxo-2H-pyrazol-1(5H)-yl)methyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.08735
ethyl 4-(4-chlorophenyl)-6-([(E)-[(4-chlorophenyl)methylidene]amino]methyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.118
ethyl 4-(4-chlorophenyl)-6-([(E)-[(4-methoxyphenyl)methylidene]amino]methyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.1505
ethyl 4-(4-chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.00657
ethyl 4-(4-chlorophenyl)-6-[([[5-(4-chlorophenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.0118
ethyl 4-(4-chlorophenyl)-6-[([[5-(4-methoxyphenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.00109
ethyl 4-(4-chlorophenyl)-6-[([[5-(4-methylphenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.1291
ethyl 6-((1H-imidazol-1-yl)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.04065
ethyl 6-((2-aminobenzoyloxy)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.0385 - 0.1236
ethyl 6-((benzylamino)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
0.09525
ethyl 6-(benzoyloxymethyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.06464
ethyl 6-([(E)-[(4-bromophenyl)methylidene]amino]methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.279
ethyl 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.0145
ethyl 6-[([[5-(4-bromophenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.232
KIN56
Escherichia coli
-
IC50: 0.232 mM
0.0116
methyl-4-((2-(2-(2-methyl-1H-indol-3-yl)acetyl)hydrazono)methyl)benzoate
Escherichia coli
pH 7.4, 25°C
0.0012
N'-(2,3-dihydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0056
N'-(2,4-dihydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0092
N'-(2,5-dihydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0066
N'-(2-hydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0361
N'-(2-methoxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0014
N'-(3,4-dihydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0039
N'-(3,5-dihydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0184
N'-(3-chlorobenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0048
N'-(3-hydroxy-4-methoxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0185
N'-(3-hydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0311
N'-(4-(dimethylamino)benzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0199
N'-(4-chlorobenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.0082
N'-(4-hydroxybenzylidene)-2-(2-methyl-1H-indol-3-yl)acetohydrazide
Escherichia coli
pH 7.4, 25°C
0.146
N'-[-(4-oxo-4H-chromen-3-yl)methylidene]propanohydrazide
Escherichia coli
-
pH 7.6
0.0191
N-(2-bromophenyl)-4-(2,5-difluorobenzyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0011
N-(2-chlorophenyl)-4-(2,5-difluorobenzyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0016
N-(3,4-dichlorophenyl)-4-(2,5-difluorobenzyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0146
N-(3-bromophenyl)-4-(2,5-difluorobenzyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0246
N-(4-bromophenyl)-4-(2,5-difluorobenzyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0422
N-(adamantan-1-yl)-4-(2,5-difluorobenzyl)piperazine-1-carbothioamide
Escherichia coli
pH 7.4, 25°C
0.0068
[8-(2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-1-yl)octyl]phosphonic acid
Escherichia coli
-
pH not specified in the publication, temperature not specified in the publication
0.0114
[8-(2,4-dioxo-2,3,4,7-tetrahydro-1H-pyrrolo[2,3-d]pyrimidin-1-yl)octyl]phosphonic acid
Escherichia coli
-
pH not specified in the publication, temperature not specified in the publication
0.0734
(E)-2-(2-(3-chlorobenzylidene)hydrazinyl)quinoxaline
Escherichia coli
-
pH 7.4, 25°C
0.0935
(E)-2-(2-(3-chlorobenzylidene)hydrazinyl)quinoxaline
Escherichia coli
-
pH 7.4, 25°C
0.044
5'-O-trityl-inosine
Escherichia coli
-
i.e. KIN59, IC50: 0.044 mM, noncompetitively inhibits, when thymidine or phosphate is the variable substrate. Suppresses thymidine phosphorylase-triggered angiogenesis via a noncompetitive mechanism of action
0.044
5'-O-trityl-inosine
Escherichia coli
-
IC50: 0.044 mM, reversible, noncompetitive inhibition with respect to thymidine and phosphate
0.0065
7-deazaxanthine
Escherichia coli
-
in 0.1 M potassium phosphate buffer (pH 7.4), at 25°C
0.03868
7-deazaxanthine
Escherichia coli
pH 7.4, 25°C
0.03868
7-deazaxanthine
Escherichia coli
-
pH 7.4, 25°C
0.03868
7-deazaxanthine
Escherichia coli
pH 7.4, 25°C
0.03868
7-deazaxanthine
Escherichia coli
-
at pH 7.4 and 25°C
0.0393
7-deazaxanthine
Escherichia coli
-
-
0.041
7-deazaxanthine
Escherichia coli
pH not specified in the publication, 30°C
0.041
7-deazaxanthine
Escherichia coli
-
at pH 7.0 and 30°C
0.0385
ethyl 6-((benzylamino)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
0.1236
ethyl 6-((benzylamino)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
Escherichia coli
pH 7.0, 30°C
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2007
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124
992-1003
2016
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14
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2019
Escherichia coli (P0C037)
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