BRENDA - Enzyme Database show

Identification of indole inhibitors of human hematopoietic prostaglandin D2 synthase (hH-PGDS)

Edfeldt, F.; Evenaes, J.; Lepistoe, M.; Ward, A.; Petersen, J.; Wissler, L.; Rohman, M.; Sivars, U.; Svensson, K.; Perry, M.; Feierberg, I.; Zhou, X.H.; Hansson, T.; Narjes, F.; Bioorg. Med. Chem. Lett. 25, 2496-2500 (2015)

Data extracted from this reference:

Cloned(Commentary)
EC Number
Commentary
Organism
5.3.99.2
expressed in Escherichia coli
Homo sapiens
Crystallization (Commentary)
EC Number
Crystallization
Organism
5.3.99.2
-
Homo sapiens
Inhibitors
EC Number
Inhibitors
Commentary
Organism
Structure
5.3.99.2
2'-methoxy-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl][2,4'-bipyridine]-5-carboxamide
-
Homo sapiens
5.3.99.2
2'-oxo-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]-1',2'-dihydro[2,4'-bipyridine]-5-carboxamide
-
Homo sapiens
5.3.99.2
2-phenyl-5-(1H-pyrazol-3-yl)-1,3-thiazole
-
Homo sapiens
5.3.99.2
3-(1H-indol-4-yl)-N-(3-methoxypropyl)-1,2,4-oxadiazole-5-carboxamide
-
Homo sapiens
5.3.99.2
3-acetamido-N-[5-(1H-indol-4-yl)pyridin-3-yl]propanamide
-
Homo sapiens
5.3.99.2
4-(dimethylamino)-N-[5-(1H-indol-4-yl)pyridin-3-yl]butanamide
-
Homo sapiens
5.3.99.2
4-methyl-2-phenyl-N-(4-sulfamoylphenyl)-1,3-thiazole-5-carboxamide
-
Homo sapiens
5.3.99.2
6'-oxo-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]-1',6'-dihydro[2,2'-bipyridine]-5-carboxamide
-
Homo sapiens
5.3.99.2
6'-oxo-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]-1',6'-dihydro[2,3'-bipyridine]-5-carboxamide
-
Homo sapiens
5.3.99.2
6-(3-fluorophenyl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-(3-methoxyphenyl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-(3-oxopiperazin-1-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-(dimethylamino)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-(morpholin-4-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-(piperazin-1-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-(piperidin-1-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-(pyrrolidin-1-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-phenoxy-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
N-([4-[5-(2-hydroxypropan-2-yl)-1,2,4-oxadiazol-3-yl]phenyl]methyl)-2-phenylpyrimidine-5-carboxamide
-
Homo sapiens
5.3.99.2
N-[4-(morpholin-4-yl)phenyl]-2-phenoxypyrimidine-5-carboxamide
-
Homo sapiens
5.3.99.2
N-[5-(1H-indol-4-yl)pyridin-3-yl]-2-(1-methyl-1H-imidazol-5-yl)acetamide
-
Homo sapiens
5.3.99.2
N-[5-(1H-indol-4-yl)pyridin-3-yl]-2-(1H-tetrazol-1-yl)acetamide
-
Homo sapiens
5.3.99.2
N-[5-(1H-indol-4-yl)pyridin-3-yl]-3-(piperidin-1-yl)propanamide
-
Homo sapiens
5.3.99.2
N-[5-(1H-indol-4-yl)pyridin-3-yl]-3-(pyridin-3-yl)propanamide
-
Homo sapiens
5.3.99.2
N-[5-(1H-indol-4-yl)pyridin-3-yl]-5-oxopyrrolidine-2-carboxamide (incorrect configuration definition!)
-
Homo sapiens
5.3.99.2
N-[5-(1H-indol-4-yl)pyridin-3-yl]propanamide
-
Homo sapiens
Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
5.3.99.2
(5Z,13E,15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate
Homo sapiens
-
(5Z,13E,15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate
-
-
?
5.3.99.2
Prostaglandin H2
Homo sapiens
-
Prostaglandin D2
-
-
?
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
5.3.99.2
Homo sapiens
O60760
-
-
Purification (Commentary)
EC Number
Commentary
Organism
5.3.99.2
cation exchange column chromatography and gel filtration
Homo sapiens
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
5.3.99.2
(5Z,13E,15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate
-
747270
Homo sapiens
(5Z,13E,15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate
-
-
-
?
5.3.99.2
Prostaglandin H2
-
747270
Homo sapiens
Prostaglandin D2
-
-
-
?
IC50 Value
EC Number
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
5.3.99.2
0.000026
-
at 37°C, pH not specified in the publication
Homo sapiens
N-[5-(1H-indol-4-yl)pyridin-3-yl]-3-(pyridin-3-yl)propanamide
5.3.99.2
0.000031
-
at 37°C, pH not specified in the publication
Homo sapiens
6-phenoxy-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
5.3.99.2
0.000032
-
at 37°C, pH not specified in the publication
Homo sapiens
N-[5-(1H-indol-4-yl)pyridin-3-yl]propanamide
5.3.99.2
0.000035
-
at 37°C, pH not specified in the publication
Homo sapiens
N-[5-(1H-indol-4-yl)pyridin-3-yl]-5-oxopyrrolidine-2-carboxamide (incorrect configuration definition!)
5.3.99.2
0.000043
-
at 37°C, pH not specified in the publication
Homo sapiens
N-[5-(1H-indol-4-yl)pyridin-3-yl]-2-(1H-tetrazol-1-yl)acetamide
5.3.99.2
0.000048
-
at 37°C, pH not specified in the publication
Homo sapiens
6-(piperidin-1-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
5.3.99.2
0.00006
-
at 37°C, pH not specified in the publication
Homo sapiens
6-(3-methoxyphenyl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
5.3.99.2
0.000071
-
at 37°C, pH not specified in the publication
Homo sapiens
6'-oxo-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]-1',6'-dihydro[2,2'-bipyridine]-5-carboxamide
5.3.99.2
0.00013
-
at 37°C, pH not specified in the publication
Homo sapiens
N-[5-(1H-indol-4-yl)pyridin-3-yl]-3-(piperidin-1-yl)propanamide
5.3.99.2
0.00018
-
at 37°C, pH not specified in the publication
Homo sapiens
4-(dimethylamino)-N-[5-(1H-indol-4-yl)pyridin-3-yl]butanamide
5.3.99.2
0.00023
-
at 37°C, pH not specified in the publication
Homo sapiens
6-(pyrrolidin-1-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
5.3.99.2
0.0003
-
at 37°C, pH not specified in the publication
Homo sapiens
3-acetamido-N-[5-(1H-indol-4-yl)pyridin-3-yl]propanamide
5.3.99.2
0.00032
-
at 37°C, pH not specified in the publication
Homo sapiens
6-(morpholin-4-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
5.3.99.2
0.00059
-
at 37°C, pH not specified in the publication
Homo sapiens
6-(3-oxopiperazin-1-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
5.3.99.2
0.0012
-
at 37°C, pH not specified in the publication
Homo sapiens
N-[5-(1H-indol-4-yl)pyridin-3-yl]-2-(1-methyl-1H-imidazol-5-yl)acetamide
5.3.99.2
7
-
at 37°C, pH not specified in the publication
Homo sapiens
2'-oxo-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]-1',2'-dihydro[2,4'-bipyridine]-5-carboxamide
Cloned(Commentary) (protein specific)
EC Number
Commentary
Organism
5.3.99.2
expressed in Escherichia coli
Homo sapiens
Crystallization (Commentary) (protein specific)
EC Number
Crystallization
Organism
5.3.99.2
-
Homo sapiens
IC50 Value (protein specific)
EC Number
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
5.3.99.2
0.000026
-
at 37°C, pH not specified in the publication
Homo sapiens
N-[5-(1H-indol-4-yl)pyridin-3-yl]-3-(pyridin-3-yl)propanamide
5.3.99.2
0.000031
-
at 37°C, pH not specified in the publication
Homo sapiens
6-phenoxy-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
5.3.99.2
0.000032
-
at 37°C, pH not specified in the publication
Homo sapiens
N-[5-(1H-indol-4-yl)pyridin-3-yl]propanamide
5.3.99.2
0.000035
-
at 37°C, pH not specified in the publication
Homo sapiens
N-[5-(1H-indol-4-yl)pyridin-3-yl]-5-oxopyrrolidine-2-carboxamide (incorrect configuration definition!)
5.3.99.2
0.000043
-
at 37°C, pH not specified in the publication
Homo sapiens
N-[5-(1H-indol-4-yl)pyridin-3-yl]-2-(1H-tetrazol-1-yl)acetamide
5.3.99.2
0.000048
-
at 37°C, pH not specified in the publication
Homo sapiens
6-(piperidin-1-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
5.3.99.2
0.00006
-
at 37°C, pH not specified in the publication
Homo sapiens
6-(3-methoxyphenyl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
5.3.99.2
0.000071
-
at 37°C, pH not specified in the publication
Homo sapiens
6'-oxo-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]-1',6'-dihydro[2,2'-bipyridine]-5-carboxamide
5.3.99.2
0.00013
-
at 37°C, pH not specified in the publication
Homo sapiens
N-[5-(1H-indol-4-yl)pyridin-3-yl]-3-(piperidin-1-yl)propanamide
5.3.99.2
0.00018
-
at 37°C, pH not specified in the publication
Homo sapiens
4-(dimethylamino)-N-[5-(1H-indol-4-yl)pyridin-3-yl]butanamide
5.3.99.2
0.00023
-
at 37°C, pH not specified in the publication
Homo sapiens
6-(pyrrolidin-1-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
5.3.99.2
0.0003
-
at 37°C, pH not specified in the publication
Homo sapiens
3-acetamido-N-[5-(1H-indol-4-yl)pyridin-3-yl]propanamide
5.3.99.2
0.00032
-
at 37°C, pH not specified in the publication
Homo sapiens
6-(morpholin-4-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
5.3.99.2
0.00059
-
at 37°C, pH not specified in the publication
Homo sapiens
6-(3-oxopiperazin-1-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
5.3.99.2
0.0012
-
at 37°C, pH not specified in the publication
Homo sapiens
N-[5-(1H-indol-4-yl)pyridin-3-yl]-2-(1-methyl-1H-imidazol-5-yl)acetamide
5.3.99.2
7
-
at 37°C, pH not specified in the publication
Homo sapiens
2'-oxo-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]-1',2'-dihydro[2,4'-bipyridine]-5-carboxamide
Inhibitors (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
5.3.99.2
2'-methoxy-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl][2,4'-bipyridine]-5-carboxamide
-
Homo sapiens
5.3.99.2
2'-oxo-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]-1',2'-dihydro[2,4'-bipyridine]-5-carboxamide
-
Homo sapiens
5.3.99.2
2-phenyl-5-(1H-pyrazol-3-yl)-1,3-thiazole
-
Homo sapiens
5.3.99.2
3-(1H-indol-4-yl)-N-(3-methoxypropyl)-1,2,4-oxadiazole-5-carboxamide
-
Homo sapiens
5.3.99.2
3-acetamido-N-[5-(1H-indol-4-yl)pyridin-3-yl]propanamide
-
Homo sapiens
5.3.99.2
4-(dimethylamino)-N-[5-(1H-indol-4-yl)pyridin-3-yl]butanamide
-
Homo sapiens
5.3.99.2
4-methyl-2-phenyl-N-(4-sulfamoylphenyl)-1,3-thiazole-5-carboxamide
-
Homo sapiens
5.3.99.2
6'-oxo-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]-1',6'-dihydro[2,2'-bipyridine]-5-carboxamide
-
Homo sapiens
5.3.99.2
6'-oxo-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]-1',6'-dihydro[2,3'-bipyridine]-5-carboxamide
-
Homo sapiens
5.3.99.2
6-(3-fluorophenyl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-(3-methoxyphenyl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-(3-oxopiperazin-1-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-(dimethylamino)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-(morpholin-4-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-(piperazin-1-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-(piperidin-1-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-(pyrrolidin-1-yl)-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
6-phenoxy-N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyridine-3-carboxamide
-
Homo sapiens
5.3.99.2
N-([4-[5-(2-hydroxypropan-2-yl)-1,2,4-oxadiazol-3-yl]phenyl]methyl)-2-phenylpyrimidine-5-carboxamide
-
Homo sapiens
5.3.99.2
N-[4-(morpholin-4-yl)phenyl]-2-phenoxypyrimidine-5-carboxamide
-
Homo sapiens
5.3.99.2
N-[5-(1H-indol-4-yl)pyridin-3-yl]-2-(1-methyl-1H-imidazol-5-yl)acetamide
-
Homo sapiens
5.3.99.2
N-[5-(1H-indol-4-yl)pyridin-3-yl]-2-(1H-tetrazol-1-yl)acetamide
-
Homo sapiens
5.3.99.2
N-[5-(1H-indol-4-yl)pyridin-3-yl]-3-(piperidin-1-yl)propanamide
-
Homo sapiens
5.3.99.2
N-[5-(1H-indol-4-yl)pyridin-3-yl]-3-(pyridin-3-yl)propanamide
-
Homo sapiens
5.3.99.2
N-[5-(1H-indol-4-yl)pyridin-3-yl]-5-oxopyrrolidine-2-carboxamide (incorrect configuration definition!)
-
Homo sapiens
5.3.99.2
N-[5-(1H-indol-4-yl)pyridin-3-yl]propanamide
-
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
5.3.99.2
(5Z,13E,15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate
Homo sapiens
-
(5Z,13E,15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate
-
-
?
5.3.99.2
Prostaglandin H2
Homo sapiens
-
Prostaglandin D2
-
-
?
Purification (Commentary) (protein specific)
EC Number
Commentary
Organism
5.3.99.2
cation exchange column chromatography and gel filtration
Homo sapiens
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
5.3.99.2
(5Z,13E,15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate
-
747270
Homo sapiens
(5Z,13E,15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate
-
-
-
?
5.3.99.2
Prostaglandin H2
-
747270
Homo sapiens
Prostaglandin D2
-
-
-
?