BRENDA - Enzyme Database

The design and synthesis of n-xanthone benzenesulfonamides as novel phosphoglycerate mutase 1 (PGAM1) inhibitors

Wang, P.; Jiang, L.; Cao, Y.; Ye, D.; Zhou, L.; Molecules 23, E1396 (2018)

Data extracted from this reference:

Inhibitors
EC Number
Inhibitors
Commentary
Organism
Structure
5.4.2.11
2,6-dichloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
Homo sapiens
5.4.2.11
3-chloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-2-fluorobenzenesulfonamide
-
Homo sapiens
5.4.2.11
4-(tert-butyl)-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
Homo sapiens
5.4.2.11
4-chloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
Homo sapiens
5.4.2.11
4-cyclohexyl-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
Homo sapiens
5.4.2.11
6-([1,1'-biphenyl]-4-sulfonamido)-8-hydroxy-9-oxo-9H-xanthen-2-yl acetate
-
Homo sapiens
5.4.2.11
epigallocatechin gallate
-
Homo sapiens
5.4.2.11
gemcitabine
-
Homo sapiens
5.4.2.11
MJE3
-
Homo sapiens
5.4.2.11
N-(1,7-dihydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-1-phenylmethanesulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-2-fluorobenzenesulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-3,5-difluorobenzenesulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-fluorobenzenesulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-iodobenzenesulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-methylbenzenesulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)naphthalene-1-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1-hydroxy-5-methoxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1-hydroxy-5-methyl-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1-hydroxy-7-methoxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1-hydroxy-7-methyl-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1-hydroxy-7-nitro-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(7-chloro-1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(7-fluoro-1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
PGMI-004A
-
Homo sapiens
Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
5.4.2.11
2-phospho-D-glycerate
Homo sapiens
-
3-phospho-D-glycerate
-
-
?
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
5.4.2.11
Homo sapiens
P18669
-
-
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
5.4.2.11
2-phospho-D-glycerate
-
748723
Homo sapiens
3-phospho-D-glycerate
-
-
-
?
IC50 Value
EC Number
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
5.4.2.11
0.000193
-
at pH 8.0 and 25C
Homo sapiens
gemcitabine
5.4.2.11
0.00049
-
at pH 8.0 and 25C
Homo sapiens
epigallocatechin gallate
5.4.2.11
0.0021
-
at pH 8.0 and 25C
Homo sapiens
N-(1-hydroxy-7-nitro-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0027
-
at pH 8.0 and 25C
Homo sapiens
6-([1,1'-biphenyl]-4-sulfonamido)-8-hydroxy-9-oxo-9H-xanthen-2-yl acetate
5.4.2.11
0.0035
-
at pH 8.0 and 25C
Homo sapiens
N-(7-chloro-1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0046
-
at pH 8.0 and 25C
Homo sapiens
N-(1-hydroxy-7-methoxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0055
-
at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0059
-
at pH 8.0 and 25C
Homo sapiens
4-cyclohexyl-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
5.4.2.11
0.006
-
at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)naphthalene-1-sulfonamide
5.4.2.11
0.0064
-
at pH 8.0 and 25C
Homo sapiens
3-chloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-2-fluorobenzenesulfonamide
5.4.2.11
0.0064
-
at pH 8.0 and 25C
Homo sapiens
N-(1,7-dihydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0065
-
at pH 8.0 and 25C
Homo sapiens
N-(1-hydroxy-5-methoxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.008
-
at pH 8.0 and 25C
Homo sapiens
N-(1-hydroxy-7-methyl-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0084
-
at pH 8.0 and 25C
Homo sapiens
4-(tert-butyl)-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
5.4.2.11
0.0086
-
at pH 8.0 and 25C
Homo sapiens
N-(1-hydroxy-5-methyl-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0101
-
at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-iodobenzenesulfonamide
5.4.2.11
0.0102
-
at pH 8.0 and 25C
Homo sapiens
2,6-dichloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
5.4.2.11
0.0131
-
at pH 8.0 and 25C
Homo sapiens
PGMI-004A
5.4.2.11
0.0132
-
at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-3,5-difluorobenzenesulfonamide
5.4.2.11
0.0137
-
at pH 8.0 and 25C
Homo sapiens
N-(7-fluoro-1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0143
-
at pH 8.0 and 25C
Homo sapiens
N-(1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.02
-
IC50 value above 0.02 mM, at pH 8.0 and 25C
Homo sapiens
4-chloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
5.4.2.11
0.02
-
IC50 value above 0.02 mM, at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-1-phenylmethanesulfonamide
5.4.2.11
0.02
-
IC50 value above 0.02 mM, at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-2-fluorobenzenesulfonamide
5.4.2.11
0.02
-
IC50 value above 0.02 mM, at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-fluorobenzenesulfonamide
5.4.2.11
0.02
-
at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-methylbenzenesulfonamide
5.4.2.11
0.02
-
IC50 value above 0.02 mM, at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
5.4.2.11
0.033
-
at pH 8.0 and 25C
Homo sapiens
MJE3
IC50 Value (protein specific)
EC Number
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
5.4.2.11
0.000193
-
at pH 8.0 and 25C
Homo sapiens
gemcitabine
5.4.2.11
0.00049
-
at pH 8.0 and 25C
Homo sapiens
epigallocatechin gallate
5.4.2.11
0.0021
-
at pH 8.0 and 25C
Homo sapiens
N-(1-hydroxy-7-nitro-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0027
-
at pH 8.0 and 25C
Homo sapiens
6-([1,1'-biphenyl]-4-sulfonamido)-8-hydroxy-9-oxo-9H-xanthen-2-yl acetate
5.4.2.11
0.0035
-
at pH 8.0 and 25C
Homo sapiens
N-(7-chloro-1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0046
-
at pH 8.0 and 25C
Homo sapiens
N-(1-hydroxy-7-methoxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0055
-
at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0059
-
at pH 8.0 and 25C
Homo sapiens
4-cyclohexyl-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
5.4.2.11
0.006
-
at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)naphthalene-1-sulfonamide
5.4.2.11
0.0064
-
at pH 8.0 and 25C
Homo sapiens
3-chloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-2-fluorobenzenesulfonamide
5.4.2.11
0.0064
-
at pH 8.0 and 25C
Homo sapiens
N-(1,7-dihydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0065
-
at pH 8.0 and 25C
Homo sapiens
N-(1-hydroxy-5-methoxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.008
-
at pH 8.0 and 25C
Homo sapiens
N-(1-hydroxy-7-methyl-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0084
-
at pH 8.0 and 25C
Homo sapiens
4-(tert-butyl)-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
5.4.2.11
0.0086
-
at pH 8.0 and 25C
Homo sapiens
N-(1-hydroxy-5-methyl-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0101
-
at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-iodobenzenesulfonamide
5.4.2.11
0.0102
-
at pH 8.0 and 25C
Homo sapiens
2,6-dichloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
5.4.2.11
0.0131
-
at pH 8.0 and 25C
Homo sapiens
PGMI-004A
5.4.2.11
0.0132
-
at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-3,5-difluorobenzenesulfonamide
5.4.2.11
0.0137
-
at pH 8.0 and 25C
Homo sapiens
N-(7-fluoro-1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.0143
-
at pH 8.0 and 25C
Homo sapiens
N-(1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
5.4.2.11
0.02
-
IC50 value above 0.02 mM, at pH 8.0 and 25C
Homo sapiens
4-chloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
5.4.2.11
0.02
-
IC50 value above 0.02 mM, at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-1-phenylmethanesulfonamide
5.4.2.11
0.02
-
IC50 value above 0.02 mM, at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-2-fluorobenzenesulfonamide
5.4.2.11
0.02
-
IC50 value above 0.02 mM, at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-fluorobenzenesulfonamide
5.4.2.11
0.02
-
at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-methylbenzenesulfonamide
5.4.2.11
0.02
-
IC50 value above 0.02 mM, at pH 8.0 and 25C
Homo sapiens
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
5.4.2.11
0.033
-
at pH 8.0 and 25C
Homo sapiens
MJE3
Inhibitors (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
5.4.2.11
2,6-dichloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
Homo sapiens
5.4.2.11
3-chloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-2-fluorobenzenesulfonamide
-
Homo sapiens
5.4.2.11
4-(tert-butyl)-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
Homo sapiens
5.4.2.11
4-chloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
Homo sapiens
5.4.2.11
4-cyclohexyl-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
Homo sapiens
5.4.2.11
6-([1,1'-biphenyl]-4-sulfonamido)-8-hydroxy-9-oxo-9H-xanthen-2-yl acetate
-
Homo sapiens
5.4.2.11
epigallocatechin gallate
-
Homo sapiens
5.4.2.11
gemcitabine
-
Homo sapiens
5.4.2.11
MJE3
-
Homo sapiens
5.4.2.11
N-(1,7-dihydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-1-phenylmethanesulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-2-fluorobenzenesulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-3,5-difluorobenzenesulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-fluorobenzenesulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-iodobenzenesulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-methylbenzenesulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
Homo sapiens
5.4.2.11
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)naphthalene-1-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1-hydroxy-5-methoxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1-hydroxy-5-methyl-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1-hydroxy-7-methoxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1-hydroxy-7-methyl-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1-hydroxy-7-nitro-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(7-chloro-1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
N-(7-fluoro-1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
Homo sapiens
5.4.2.11
PGMI-004A
-
Homo sapiens
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
5.4.2.11
2-phospho-D-glycerate
Homo sapiens
-
3-phospho-D-glycerate
-
-
?
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
5.4.2.11
2-phospho-D-glycerate
-
748723
Homo sapiens
3-phospho-D-glycerate
-
-
-
?