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Literature summary for 1.1.1.51 extracted from

  • Flanagan, J.U.; Atwell, G.J.; Heinrich, D.M.; Brooke, D.G.; Silva, S.; Rigoreau, L.J.; Trivier, E.; Turnbull, A.P.; Raynham, T.; Jamieson, S.M.; Denny, W.A.
    Morpholylureas are a new class of potent and selective inhibitors of the type 5 17-beta-hydroxysteroid dehydrogenase (AKR1C3) (2014), Bioorg. Med. Chem., 22, 967-977.
    View publication on PubMed
Search for more literature for 1.1.1.51

Crystallization (Commentary)

Crystallization (Comment) Organism
enzyme with inhibitor (4-(4-chlorophenyl)piperazin-1-yl)(morpholino)methanone bound in the actie site, X-ray diffraction structure determination and analysis, docking study and modelling Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
(4-(2,4-dichlorophenyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(2-chlorophenyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(2-methoxyphenyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(3-chlorophenyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(4-(methylsulfonyl)phenyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(4-bromophenyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(4-chloro-2-(hydroxymethyl)phenyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(4-chloro-2-methylphenyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(4-chlorobenzoyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(4-chlorobenzyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(4-chlorophenyl)-1,4-diazepan-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(4-chlorophenyl)piperazin-1-yl)(1-oxido-4-thiomorpholino)methanone
-
 Homo sapiens
(4-(4-chlorophenyl)piperazin-1-yl)(3,4-dihydroisoquinolin-2(1H)-yl)methanone
-
 Homo sapiens
(4-(4-chlorophenyl)piperazin-1-yl)(4-(2-hydroxyethyl)piperazin-1-yl)methanone
-
 Homo sapiens
(4-(4-chlorophenyl)piperazin-1-yl)(4-methylpiperazin-1-yl)methanone
-
 Homo sapiens
(4-(4-chlorophenyl)piperazin-1-yl)(cyclohexyl)methanone
-
 Homo sapiens
(4-(4-chlorophenyl)piperazin-1-yl)(morpholino)methanethione
-
 Homo sapiens
(4-(4-chlorophenyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(4-chlorophenyl)piperazin-1-yl)(phenyl)methanone
-
 Homo sapiens
(4-(4-chlorophenyl)piperazin-1-yl)(piperidin-1-yl)methanone
-
 Homo sapiens
(4-(4-chlorophenyl)piperazin-1-yl)(pyridin-4-yl)methanone
-
 Homo sapiens
(4-(4-chlorophenyl)piperazin-1-yl)(tetrahydro-2H-pyran-4-yl)methanone
-
 Homo sapiens
(4-(4-chlorophenyl)piperazin-1-yl)(thiomorpholino)methanone
-
 Homo sapiens
(4-(4-ethynylphenyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(4-fluorophenyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(4-iodophenyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(4-methoxyphenyl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(6-bromopyridin-2-yl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(6-chloropyridin-3-yl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(4-(biphenyl-4-yl)piperazin-1-yl)(morpholino)methanone
-
 Homo sapiens
(5-(4-chlorophenyl)-2,5-diazabicyclo[2.2.1]heptan-2-yl)(morpholino)methanone
-
 Homo sapiens
(S)-ibuprofen
-
 Homo sapiens
1-(4-(4-(4-chlorophenyl)piperazine-1-carbonyl)piperazin-1-yl)-2-hydroxyethanone
-
 Homo sapiens
1-(4-(4-chlorophenyl)piperazine-1-carbonyl)piperidine-4-carboxylic acid
-
 Homo sapiens
3-(4-(morpholine-4-carbonyl)piperazin-1-yl)benzamide
-
 Homo sapiens
4-((4-(4-chlorophenyl)piperazin-1-yl)sulfonyl)morpholine
-
 Homo sapiens
4-(4-(morpholine-4-carbonyl)piperazin-1-yl)benzamide
-
 Homo sapiens
4-(4-(morpholine-4-carbonyl)piperazin-1-yl)benzoic acid
-
 Homo sapiens
4-(4-chlorophenyl)-N-cyclohexylpiperazine-1-carboxamide
-
 Homo sapiens
4-(4-chlorophenyl)-N-phenylpiperazine-1-carboxamide
-
 Homo sapiens
4-[4-(4-chlorophenyl)piperazine-1-carbonyl]-thiomorpholine-1,1-dione
-
 Homo sapiens
Flufenamic acid
-
 Homo sapiens
flurbiprofen
-
 Homo sapiens
indomethacin
-
 Homo sapiens
Meclofenamic acid
-
 Homo sapiens
methyl 4-(4-(morpholine-4-carbonyl)piperazin-1-yl)benzoate
-
 Homo sapiens
additional information high-throughput screening, a series of non-carboxylate morpholino(phenylpiperazin-1-yl)methanones are prepared by palladium-catalysed coupling of substituted phenyl or pyridyl bromides with morpholino(piperazin-1-yl)methanone, and are shown to be potent and very isoform-selective inhibitors of AKR1C3, competitive fluorescence assay, structure-activity relationships, overview Homo sapiens
morpholino(4-(2-(trifluoromethyl)phenyl)piperazin-1-yl)methanone
-
 Homo sapiens
morpholino(4-(4-nitrophenyl)piperazin-1-yl)methanone
-
 Homo sapiens
morpholino(4-(naphthalen-2-yl)piperazin-1-yl)methanone
-
 Homo sapiens
morpholino(4-(o-tolyl)piperazin-1-yl)methanone
-
 Homo sapiens
morpholino(4-(p-tolyl)piperazin-1-yl)methanone
-
 Homo sapiens
morpholino(4-(quinolin-3-yl)piperazin-1-yl)methanone
-
 Homo sapiens
morpholino(4-phenylpiperazin-1-yl)methanone
-
 Homo sapiens
morpholino-(4-(4-(trifluoromethyl)phenyl)piperazin-1-yl)methanone
-
 Homo sapiens
N,N-dimethyl-4-(4-(morpholine-4-carbonyl)piperazin-1-yl)benzamide
-
 Homo sapiens
N-(4-(4-(morpholine-4-carbonyl)piperazin-1-yl)phenyl)acetamide
-
 Homo sapiens
N-(4-(4-(morpholine-4-carbonyl)piperazin-1-yl)phenyl)methanesulfonamide
-
 Homo sapiens
N-methyl-4-(4-(morpholine-4-carbonyl)piperazin-1-yl)benzamide
-
 Homo sapiens
naproxen
-
 Homo sapiens
thiomorpholine
-
 Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
testosterone + NADP+ Homo sapiens
-
 androstenedione + NADPH + H+
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens P42330
-
-

Source Tissue

Source Tissue Comment Organism Textmining
HCT-116 cell
-
 Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
testosterone + NADP+
-
 Homo sapiens androstenedione + NADPH + H+
-
 ?

Synonyms

Synonyms Comment Organism
AKR1C3
-
 Homo sapiens
type 5 17-beta-hydroxysteroid dehydrogenase
-
 Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.2
-
 assay at Homo sapiens

Cofactor

Cofactor Comment Organism Structure
NADP+
-
 Homo sapiens
NADPH
-
 Homo sapiens