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Literature summary for 1.1.1.62 extracted from

  • Vuorinen, A.; Engeli, R.; Meyer, A.; Bachmann, F.; Griesser, U.J.; Schuster, D.; Odermatt, A.
    Ligand-based pharmacophore modeling and virtual screening for the discovery of novel 17beta-hydroxysteroid dehydrogenase 2 inhibitors (2014), J. Med. Chem., 57, 5995-6007.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.1.1.62

Application

Application Comment Organism
medicine enzyme inhibition is considered as a treatment option for osteoporosis to ameliorate estrogen deficiency Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
(4R,5R)-4-(2-fluorophenyl)-5-[hydroxy(5-phenylthiophen-2-yl)methyl]-1-methylpyrrolidin-2-one
-
 Homo sapiens
(4R,5R)-5-[hydroxy[5-(pyridin-3-yl)thiophen-2-yl]methyl]-1-methyl-4-phenylpyrrolidin-2-one
-
 Homo sapiens
(8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-4',5',6,7,8,9,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-6'(3'H)-one 85% inhibition at 0.001 mM Homo sapiens
1,2,3,4-tetrahydroquinolin-7-yl 4-(acetylamino)benzenesulfonate
-
 Homo sapiens
2-(2,6-dibromo-4-methylphenoxy)-N'-[(E)-(2,4-dihydroxy-6-methylphenyl)methylidene]acetohydrazide 64% inhibition at 0.02 mM Homo sapiens
2-(2,6-dibromo-4-methylphenoxy)-N'-[(E)-(2,4-dimethoxyphenyl)methylidene]acetohydrazide 38% inhibition at 0.02 mM Homo sapiens
2-(2-bromo-4,6-dimethylphenoxy)-N'-[(E)-(2,4-dihydroxyphenyl)methylidene]acetohydrazide 91% inhibition at 0.02 mM Homo sapiens
2-(2-bromo-4-methylphenoxy)-N'-[(1E)-1-(2,4-dihydroxyphenyl)ethylidene]acetohydrazide
-
 Homo sapiens
2-(acetylamino)phenyl 3,4-dimethylbenzenesulfonate
-
 Homo sapiens
2-methoxyphenyl 3-(acetylamino)benzenesulfonate
-
 Homo sapiens
2-methoxyphenyl benzenesulfonate 51% inhibition at 0.02 mM Homo sapiens
3'-hydroxy-N-(3-hydroxyphenyl)-N-methylbiphenyl-4-carboxamide
-
 Homo sapiens
3-bromo-N-(3-hydroxy-4-methylphenyl)benzenesulfonamide
-
 Homo sapiens
3-[2-(5-chlorothiophen-2-yl)pyridin-4-yl]phenol
-
 Homo sapiens
4-bromo-N-(3-fluorophenyl)benzenesulfonamide
-
 Homo sapiens
4-chloro-N-(3-hydroxy-4-methylphenyl)benzenesulfonamide 45% inhibition at 0.02 mM Homo sapiens
4-chloro-N-(3-hydroxyphenyl)-2,5-dimethylbenzenesulfonamide
-
 Homo sapiens
4-chloro-N-(4-hydroxyphenyl)benzenesulfonamide 55% inhibition at 0.02 mM Homo sapiens
4-chloro-N-(4-methoxyphenyl)benzenesulfonamide
-
 Homo sapiens
4-chloro-N-[2-(hydroxymethyl)phenyl]benzenesulfonamide
-
 Homo sapiens
4-fluoro-N-[2-(1-hydroxyethyl)phenyl]benzenesulfonamide
-
 Homo sapiens
4-propanoylphenyl 3-(acetylamino)benzenesulfonate 67% inhibition at 0.02 mM Homo sapiens
4-[[(4-methoxy-2,5-dimethylphenyl)sulfonyl]amino]benzoic acid
-
 Homo sapiens
6-(4-hydroxyphenyl)naphthalen-1-ol
-
 Homo sapiens
additional information ligand-based pharmacophore models for 17beta-HSD2 inhibitors are constructed and employed for virtual screening, structure-activity relationships, overview. No inhibition by 18, 25, 26, 27, 28, 33, 34, 36, 37, 38, 41, 42, 43, 44, 45, and 47 Homo sapiens
N-(2,1,3-benzothiadiazol-4-yl)-2-(pyrimidin-2-ylsulfanyl)acetamide
-
 Homo sapiens
N-(2,1,3-benzothiadiazol-4-yl)-2-[(4-hydroxypyrimidin-2-yl)sulfanyl]acetamide 92% inhibition at 0.02 mM Homo sapiens
N-(2,5-dimethoxyphenyl)-2,5-diethylbenzenesulfonamide
-
 Homo sapiens
N-(2-hydroxyphenyl)-2-methyl-4-(trifluoromethyl)benzenesulfonamide 94% inhibition at 0.02 mM Homo sapiens
N-(2-[[(2,3,5,6-tetramethylphenyl)sulfonyl]amino]phenyl)acetamide
-
 Homo sapiens
N-(3-chloro-4-fluorophenyl)-4-fluorobenzenesulfonamide 45% inhibition at 0.02 mM Homo sapiens
N-(3-chloro-4-hydroxyphenyl)-4-fluorobenzenesulfonamide 91% inhibition at 0.02 mM Homo sapiens
N-(3-chlorophenyl)-4-fluorobenzenesulfonamide
-
 Homo sapiens
N-(3-hydroxy-4-methylphenyl)-3-(trifluoromethyl)benzenesulfonamide 75% inhibition at 0.02 mM Homo sapiens
N-(3-hydroxy-4-methylphenyl)-4-methoxybenzenesulfonamide 47% inhibition at 0.02 mM Homo sapiens
N-(3-hydroxybenzyl)-5-(4-methoxyphenyl)-N-methylthiophene-2-carboxamide
-
 Homo sapiens
N-(3-hydroxybenzyl)-N-methyl-5-(3-methylphenyl)thiophene-2-carboxamide
-
 Homo sapiens
N-(3-hydroxyphenyl)-2,4,5-trimethylbenzenesulfonamide 47% inhibition at 0.02 mM Homo sapiens
N-(3-hydroxyphenyl)-4-methoxy-2,5-dimethylbenzenesulfonamide 85% inhibition at 0.02 mM Homo sapiens
N-(3-hydroxyphenyl)-4-methoxy-2-methyl-5,6,7,8-tetrahydronaphthalene-1-sulfonamide
-
 Homo sapiens
N-(3-hydroxyphenyl)benzenesulfonamide
-
 Homo sapiens
N-(4-chlorophenyl)-4-methoxy-2,5-dimethylbenzenesulfonamide
-
 Homo sapiens
N-(4-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)-4-methoxybenzenesulfonamide
-
 Homo sapiens
N-(4-hydroxyphenyl)-2,4,6-trimethylbenzenesulfonamide 33% inhibition at 0.02 mM Homo sapiens
N-(4-hydroxyphenyl)-2,5-dimethylbenzenesulfonamide 39% inhibition at 0.02 mM Homo sapiens
N-(4-methoxyphenyl)-2,5-dimethylbenzenesulfonamide
-
 Homo sapiens
N-(5-chloro-2-hydroxyphenyl)-4-fluoro-3-methylbenzenesulfonamide 44% inhibition at 0.02 mM Homo sapiens
N-(5-chloro-2-methylphenyl)-4-fluorobenzenesulfonamide
-
 Homo sapiens
N-[[5-(2,5-dichlorophenyl)furan-2-yl]methyl]-2H-tetrazol-5-amine 71% inhibition at 0.02 mM Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
17beta-estradiol + NAD+ Homo sapiens
-
 estrone + NADH + H+
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens P37059
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
17beta-estradiol + NAD+
-
 Homo sapiens estrone + NADH + H+
-
 ?

Synonyms

Synonyms Comment Organism
17beta-HSD2
-
 Homo sapiens
17beta-hydroxysteroid dehydrogenase 2
-
 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
7.4
-
 phosphate buffer, assay at Homo sapiens

Cofactor

Cofactor Comment Organism Structure
NAD+
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00001
-
 pH 7.4, 37°C Homo sapiens (4R,5R)-4-(2-fluorophenyl)-5-[hydroxy(5-phenylthiophen-2-yl)methyl]-1-methylpyrrolidin-2-one
0.00005
-
 pH 7.4, 37°C Homo sapiens (4R,5R)-5-[hydroxy[5-(pyridin-3-yl)thiophen-2-yl]methyl]-1-methyl-4-phenylpyrrolidin-2-one
0.000061
-
 pH 7.4, 37°C Homo sapiens 3'-hydroxy-N-(3-hydroxyphenyl)-N-methylbiphenyl-4-carboxamide
0.000161
-
 pH 7.4, 37°C Homo sapiens N-(3-hydroxybenzyl)-5-(4-methoxyphenyl)-N-methylthiophene-2-carboxamide
0.000164
-
 pH 7.4, 37°C Homo sapiens N-(3-hydroxybenzyl)-N-methyl-5-(3-methylphenyl)thiophene-2-carboxamide
0.000302
-
 pH 7.4, 37°C Homo sapiens 6-(4-hydroxyphenyl)naphthalen-1-ol
0.00047
-
 pH 7.4, 37°C Homo sapiens 3-[2-(5-chlorothiophen-2-yl)pyridin-4-yl]phenol
0.001
-
 pH 7.4, 37°C Homo sapiens 4-chloro-N-(3-hydroxyphenyl)-2,5-dimethylbenzenesulfonamide
0.0011
-
 pH 7.4, 37°C Homo sapiens N-(2,1,3-benzothiadiazol-4-yl)-2-[(4-hydroxypyrimidin-2-yl)sulfanyl]acetamide
0.003 0.01 pH 7.4, 37°C Homo sapiens N-(3-chloro-4-hydroxyphenyl)-4-fluorobenzenesulfonamide
0.0033
-
 pH 7.4, 37°C Homo sapiens N-(3-hydroxyphenyl)-2,4,5-trimethylbenzenesulfonamide
0.0049
-
 pH 7.4, 37°C Homo sapiens N-(3-hydroxyphenyl)benzenesulfonamide
0.0063
-
 pH 7.4, 37°C Homo sapiens 3-bromo-N-(3-hydroxy-4-methylphenyl)benzenesulfonamide
0.0069
-
 pH 7.4, 37°C Homo sapiens N-(3-hydroxyphenyl)-4-methoxy-2,5-dimethylbenzenesulfonamide
0.0071
-
 pH 7.4, 37°C Homo sapiens N-(3-hydroxy-4-methylphenyl)-3-(trifluoromethyl)benzenesulfonamide
0.0096
-
 pH 7.4, 37°C Homo sapiens N-(4-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)-4-methoxybenzenesulfonamide
0.015
-
 pH 7.4, 37°C Homo sapiens N-(3-hydroxyphenyl)-4-methoxy-2-methyl-5,6,7,8-tetrahydronaphthalene-1-sulfonamide
0.023
-
 pH 7.4, 37°C Homo sapiens 2-(2-bromo-4,6-dimethylphenoxy)-N'-[(E)-(2,4-dihydroxyphenyl)methylidene]acetohydrazide
0.24 0.52 pH 7.4, 37°C Homo sapiens N-(2-hydroxyphenyl)-2-methyl-4-(trifluoromethyl)benzenesulfonamide

General Information

General Information Comment Organism
physiological function 17beta-hydroxysteroid dehydrogenase 2 catalyzes the inactivation of estradiol into estrone Homo sapiens