BRENDA - Enzyme Database show

Identification of orally bioavailable small-molecule inhibitors of hematopoietic prostaglandin D2 synthase using X-ray fragment based drug discovery

Saxty, G.; Norton, D.; Affleck, K.; Clapham, D.; Cleasby, A.; Coyle, J.; Day, P.; Frederickson, M.; Hancock, A.; Hobbs, H.; Hutchinson, J.; Le, J.; Leveridge, M.; McMenamin, R.; Mortenson, P.; Page, L.; Richardson, C.; Russell, L.; Sherriff, E.; Teague, S; MedChemComm 5, 134-141 (2014)
No PubMed abstract available

Data extracted from this reference:

Cloned(Commentary)
EC Number
Commentary
Organism
5.3.99.2
expressed in Escherichia coli BL21(DE3) cells
Homo sapiens
Crystallization (Commentary)
EC Number
Crystallization
Organism
5.3.99.2
hanging drop vapor diffusion method, using 0.1 M MES/NaOH at pH 6.5, 0.005 M MgCl2 and 24% (w/v) PEG 3350
Homo sapiens
Inhibitors
EC Number
Inhibitors
Commentary
Organism
Structure
5.3.99.2
3-(1H-pyrazol-4-yl)pyridine
58% inhibition at 0.1 mM
Homo sapiens
5.3.99.2
3-(3-cyclopropyl-1H-pyrazol-4-yl)-N-ethyl-5,7-dihydro-6H-pyrrolo[3,4-b]pyridine-6-carboxamide
-
Homo sapiens
5.3.99.2
3-(3-cyclopropyl-1H-pyrazol-4-yl)pyridine
-
Homo sapiens
5.3.99.2
4-(3-methyl-1H-pyrazol-4-yl)benzonitrile
52% inhibition at 0.03 mM
Homo sapiens
5.3.99.2
4-(diphenylmethoxy)-1-[3-(1H-tetrazol-5-yl)propyl]piperidine
-
Homo sapiens
5.3.99.2
6-(3-fluorophenyl)-N-[1-(1-methyl-1H-tetrazol-5-yl)piperidin-4-yl]pyridine-3-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
N-(5-fluoro-3-methyl-1H-indol-1-yl)-2-(pyridin-2-yl)pyrimidine-5-carboxamide
-
Homo sapiens
5.3.99.2
N-cyclopentyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine
-
Homo sapiens
5.3.99.2
N-cyclopentyl-3-(3-cyclopropyl-1H-pyrazol-4-yl)-5,7-dihydro-6H-pyrrolo[3,4-b]pyridine-6-carboxamide
66% inhibition at 10 nM
Homo sapiens
5.3.99.2
N-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
-
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
Prostaglandin H2
Homo sapiens
-
Prostaglandin D2
-
-
?
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
5.3.99.2
Homo sapiens
-
-
-
Purification (Commentary)
EC Number
Commentary
Organism
5.3.99.2
Hi-trap Q column chromatography
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
Prostaglandin H2
-
748543
Homo sapiens
Prostaglandin D2
-
-
-
?
IC50 Value
EC Number
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
5.3.99.2
0.00004
-
pH and temperature not specified in the publication
Homo sapiens
3-(3-cyclopropyl-1H-pyrazol-4-yl)-N-ethyl-5,7-dihydro-6H-pyrrolo[3,4-b]pyridine-6-carboxamide
5.3.99.2
0.0005
-
pH and temperature not specified in the publication
Homo sapiens
N-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
5.3.99.2
0.0085
-
pH and temperature not specified in the publication
Homo sapiens
N-cyclopentyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine
5.3.99.2
0.017
-
pH and temperature not specified in the publication
Homo sapiens
3-(3-cyclopropyl-1H-pyrazol-4-yl)pyridine
Cloned(Commentary) (protein specific)
EC Number
Commentary
Organism
5.3.99.2
expressed in Escherichia coli BL21(DE3) cells
Homo sapiens
Crystallization (Commentary) (protein specific)
EC Number
Crystallization
Organism
5.3.99.2
hanging drop vapor diffusion method, using 0.1 M MES/NaOH at pH 6.5, 0.005 M MgCl2 and 24% (w/v) PEG 3350
Homo sapiens
IC50 Value (protein specific)
EC Number
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
5.3.99.2
0.00004
-
pH and temperature not specified in the publication
Homo sapiens
3-(3-cyclopropyl-1H-pyrazol-4-yl)-N-ethyl-5,7-dihydro-6H-pyrrolo[3,4-b]pyridine-6-carboxamide
5.3.99.2
0.0005
-
pH and temperature not specified in the publication
Homo sapiens
N-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
5.3.99.2
0.0085
-
pH and temperature not specified in the publication
Homo sapiens
N-cyclopentyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine
5.3.99.2
0.017
-
pH and temperature not specified in the publication
Homo sapiens
3-(3-cyclopropyl-1H-pyrazol-4-yl)pyridine
Inhibitors (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
5.3.99.2
3-(1H-pyrazol-4-yl)pyridine
58% inhibition at 0.1 mM
Homo sapiens
5.3.99.2
3-(3-cyclopropyl-1H-pyrazol-4-yl)-N-ethyl-5,7-dihydro-6H-pyrrolo[3,4-b]pyridine-6-carboxamide
-
Homo sapiens
5.3.99.2
3-(3-cyclopropyl-1H-pyrazol-4-yl)pyridine
-
Homo sapiens
5.3.99.2
4-(3-methyl-1H-pyrazol-4-yl)benzonitrile
52% inhibition at 0.03 mM
Homo sapiens
5.3.99.2
4-(diphenylmethoxy)-1-[3-(1H-tetrazol-5-yl)propyl]piperidine
-
Homo sapiens
5.3.99.2
6-(3-fluorophenyl)-N-[1-(1-methyl-1H-tetrazol-5-yl)piperidin-4-yl]pyridine-3-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
N-(5-fluoro-3-methyl-1H-indol-1-yl)-2-(pyridin-2-yl)pyrimidine-5-carboxamide
-
Homo sapiens
5.3.99.2
N-cyclopentyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine
-
Homo sapiens
5.3.99.2
N-cyclopentyl-3-(3-cyclopropyl-1H-pyrazol-4-yl)-5,7-dihydro-6H-pyrrolo[3,4-b]pyridine-6-carboxamide
66% inhibition at 10 nM
Homo sapiens
5.3.99.2
N-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
-
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
Prostaglandin H2
Homo sapiens
-
Prostaglandin D2
-
-
?
Purification (Commentary) (protein specific)
EC Number
Commentary
Organism
5.3.99.2
Hi-trap Q column chromatography
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
Prostaglandin H2
-
748543
Homo sapiens
Prostaglandin D2
-
-
-
?