Application | Comment | Organism |
---|---|---|
medicine | inhibition of 17beta-hydroxysteroid dehydrogenase type 2 (17beta-HSD2) can help maintaining the appropriate bone mass density in osteoporosis by increasing the level of estradiol and testosterone in bone | Homo sapiens |
Inhibitors | Comment | Organism | Structure |
---|---|---|---|
(4S,5S)-5-[biphenyl-3-yl(hydroxy)methyl]-4-(2-fluorophenyl)-1-methylpyrrolidin-2-one | - |
Homo sapiens | |
(4S,5S)-5-[biphenyl-4-yl(hydroxy)methyl]-4-(2-fluorophenyl)-1-methylpyrrolidin-2-one | - |
Homo sapiens | |
(4S,5S)-5-[hydroxy[5-(pyridin-3-yl)thiophen-2-yl]methyl]-1-methyl-4-phenylpyrrolidin-2-one | - |
Homo sapiens | |
2'-methoxy-N-(3-methoxyphenyl)-N-methyl-[1,1'-biphenyl]-4-sulfonamide | 23% inhibition at 0.001 mM | Homo sapiens | |
2'-methoxy-N-methyl-N-phenyl-[1,1'-biphenyl]-4-sulfonamide | 10% inhibition at 0.001 mM | Homo sapiens | |
3'-hydroxy-N-(3-hydroxybenzyl)-N-methyl-[1,10-biphenyl]-4-sulfonamide | 57% inhibition at 0.001 mM | Homo sapiens | |
3'-hydroxy-N-(3-hydroxybenzyl)-N-methylbiphenyl-4-carboxamide | - |
Homo sapiens | |
3'-hydroxy-N-(3-hydroxyphenyl)-N-methyl-[1,10-biphenyl]-3-sulfonamide | 42% inhibition at 0.001 mM; 68% inhibition at 0.001 mM | Homo sapiens | |
3'-hydroxy-N-(3-hydroxyphenyl)-N-methyl-[1,10-biphenyl]-4-sulfonamide | 14% inhibition at 0.001 mM; 50% inhibition at 0.001 mM | Homo sapiens | |
3'-hydroxy-N-(3-hydroxyphenyl)-N-methylbiphenyl-4-carboxamide | 13% inhibition at 0.001 mM | Homo sapiens | |
3'-hydroxy-N-(3-methoxyphenyl)-N-methyl-[1,10-biphenyl]-4-sulfonamide | 15% inhibition at 0.001 mM; 38% inhibition at 0.001 mM | Homo sapiens | |
3'-methoxy-N-(2-methoxyphenyl)-N-methyl-[1,1'-biphenyl]-4-sulfonamide | 10% inhibition at 0.001 mM; 17% inhibition at 0.001 mM | Homo sapiens | |
3'-methoxy-N-(3-methoxybenzyl)-N-methyl-[1,10-biphenyl]-4-sulfonamide | 45% inhibition at 0.001 mM | Homo sapiens | |
3'-methoxy-N-(3-methoxybenzyl)-N-methylbiphenyl-4-carboxamide | - |
Homo sapiens | |
3'-methoxy-N-(3-methoxyphenyl)-N-methyl-[1,1'-biphenyl]-4-sulfonamide | 10% inhibition at 0.001 mM; 27% inhibition at 0.001 mM | Homo sapiens | |
3'-methoxy-N-(3-methoxyphenyl)-N-methyl-[1,10-biphenyl]-3-sulfonamide | 26% inhibition at 0.001 mM | Homo sapiens | |
3'-methoxy-N-(3-methoxyphenyl)-N-methylbiphenyl-4-carboxamide | 35% inhibition at 0.001 mM | Homo sapiens | |
3'-methoxy-N-(4-methoxyphenyl)-N-methyl-[1,1'-biphenyl]-4-sulfonamide | 22% inhibition at 0.001 mM | Homo sapiens | |
3-hydroxy-N-(3'-hydroxy-[1,1'-biphenyl]-3-yl)-N-methylbenzenesulfonamide | 17% inhibition at 0.001 mM; 88% inhibition at 0.001 mM | Homo sapiens | |
3-hydroxy-N-(3'-hydroxy-[1,1'-biphenyl]-4-yl)-N-methylbenzenesulfonamide | 22% inhibition at 0.001 mM; 66% inhibition at 0.001 mM | Homo sapiens | |
3-methoxy-N-(3'-methoxy-[1,1'-biphenyl]-3-yl)-N-methylbenzenesulfonamide | 14% inhibition at 0.001 mM; 68% inhibition at 0.001 mM | Homo sapiens | |
3-methoxy-N-(3'-methoxy-[1,10-biphenyl]-4-yl)-Nmethylbenzenesulfonamide | 18% inhibition at 0.001 mM; 25% inhibition at 0.001 mM | Homo sapiens | |
4'-hydroxy-N-(3-hydroxybenzyl)-N-methylbiphenyl-3-carboxamide | - |
Homo sapiens | |
4'-methoxy-N-(3-methoxybenzyl)-N-methylbiphenyl-3-carboxamide | - |
Homo sapiens | |
4'-methoxy-N-(3-methoxyphenyl)-N-methyl-[1,1'-biphenyl]-4-sulfonamide | 13% inhibition at 0.001 mM | Homo sapiens | |
4-fluoro-3-hydroxy-N-(3'-hydroxybiphenyl-3-yl)-N-methylbenzenesulfonamide | 80% inhibition at 0.001 mM; 96% inhibition at 0.001 mM | Homo sapiens | |
4-fluoro-3-methoxy-N-(3'-methoxybiphenyl-3-yl)-N-methylbenzenesulfonamide | 17% inhibition at 0.001 mM | Homo sapiens | |
additional information | synthesis, physicochemical properties, and biological evaluation of novel N-methylsulfonamide and retro-N-methylsulfonamide derivatives as 17beta-HSD2 inhibitors showing high potency with a good selectivity toward 17beta-HSD1 (the isoenzyme responsible of the reverse reaction), and a likely good in vitro ADME profile, overview; synthesis, physicochemical properties, and biological evaluation of novel N-methylsulfonamide and retro-N-methylsulfonamide derivatives as 17beta-HSD2 (the isoenzyme responsible of the reverse reaction) inhibitors showing high potency with a good selectivity toward 17beta-HSD1, and a likely good in vitro ADME profile, overview. No inhibition by 9b, 9c, 9e, 9f, 9g, 9h, 9k, 9o, and 10a | Homo sapiens | |
N-(3-hydroxyphenyl)-3'-methoxy-N-methyl-[1,1'-biphenyl]-4-sulfonamide | 18% inhibition at 0.001 mM | Homo sapiens | |
N-(3-hydroxyphenyl)-N,3'-dimethyl-[1,1'-biphenyl]-4-sulfonamide | 15% inhibition at 0.001 mM; 22% inhibition at 0.001 mM | Homo sapiens | |
N-(3-hydroxyphenyl)-N-methyl-4-(thiophen-2-yl)benzenesulfonamide | 31% inhibition at 0.001 mM | Homo sapiens | |
N-(3-methoxyphenyl)-N-methyl-4-(thiophen-2-yl)benzenesulfonamide | 32% inhibition at 0.001 mM | Homo sapiens | |
N-(3-methoxyphenyl)-N-methyl-4-(thiophen-3-yl)benzenesulfonamide | 23% inhibition at 0.001 mM | Homo sapiens | |
N-(4-hydroxyphenyl)-N-methyl-4-(pyridin-3-yl)benzenesulfonamide | 14% inhibition at 0.001 mM; 15% inhibition at 0.001 mM | Homo sapiens |
Localization | Comment | Organism | GeneOntology No. | Textmining |
---|---|---|---|---|
cytosol | - |
Homo sapiens | 5829 | - |
microsome | - |
Homo sapiens | - |
- |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
17beta-estradiol + NAD+ | Homo sapiens | - |
estrone + NADH + H+ | - |
? | |
estrone + NADH + H+ | Homo sapiens | - |
17beta-estradiol + NAD+ | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Homo sapiens | P14061 | - |
- |
Homo sapiens | P37059 | - |
- |
Source Tissue | Comment | Organism | Textmining |
---|---|---|---|
placenta | - |
Homo sapiens | - |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
17beta-estradiol + NAD+ | - |
Homo sapiens | estrone + NADH + H+ | - |
? | |
estrone + NADH + H+ | - |
Homo sapiens | 17beta-estradiol + NAD+ | - |
? |
Synonyms | Comment | Organism |
---|---|---|
17beta-HSD1 | - |
Homo sapiens |
17beta-HSD2 | - |
Homo sapiens |
17beta-hydroxysteroid dehydrogenase type 1 | - |
Homo sapiens |
17beta-hydroxysteroid dehydrogenase type 2 | - |
Homo sapiens |
HSD17B1 | - |
Homo sapiens |
HSD17B2 | - |
Homo sapiens |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
37 | - |
assay at | Homo sapiens |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7.4 | - |
phosphate buffer, assay at | Homo sapiens |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
NAD+ | - |
Homo sapiens | |
NADH | - |
Homo sapiens |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
0.000023 | - |
pH 7.4, 37°C | Homo sapiens | 4-fluoro-3-hydroxy-N-(3'-hydroxybiphenyl-3-yl)-N-methylbenzenesulfonamide | |
0.00005 | - |
pH 7.4, 37°C | Homo sapiens | (4S,5S)-5-[hydroxy[5-(pyridin-3-yl)thiophen-2-yl]methyl]-1-methyl-4-phenylpyrrolidin-2-one | |
0.000159 | - |
pH 7.4, 37°C | Homo sapiens | 3-hydroxy-N-(3'-hydroxy-[1,1'-biphenyl]-3-yl)-N-methylbenzenesulfonamide | |
0.00042 | - |
pH 7.4, 37°C | Homo sapiens | (4S,5S)-5-[biphenyl-3-yl(hydroxy)methyl]-4-(2-fluorophenyl)-1-methylpyrrolidin-2-one | |
0.000482 | - |
pH 7.4, 37°C | Homo sapiens | 4'-hydroxy-N-(3-hydroxybenzyl)-N-methylbiphenyl-3-carboxamide | |
0.000494 | - |
pH 7.4, 37°C | Homo sapiens | 3'-methoxy-N-(3-methoxybenzyl)-N-methylbiphenyl-4-carboxamide | |
0.000511 | - |
pH 7.4, 37°C | Homo sapiens | 3-hydroxy-N-(3'-hydroxy-[1,1'-biphenyl]-4-yl)-N-methylbenzenesulfonamide | |
0.000517 | - |
pH 7.4, 37°C | Homo sapiens | 3'-methoxy-N-(3-methoxyphenyl)-N-methylbiphenyl-4-carboxamide | |
0.00054 | - |
pH 7.4, 37°C | Homo sapiens | 3'-hydroxy-N-(3-hydroxyphenyl)-N-methyl-[1,10-biphenyl]-3-sulfonamide | |
0.000594 | - |
pH 7.4, 37°C | Homo sapiens | 3'-hydroxy-N-(3-hydroxybenzyl)-N-methylbiphenyl-4-carboxamide | |
0.000934 | - |
pH 7.4, 37°C | Homo sapiens | 3'-hydroxy-N-(3-hydroxybenzyl)-N-methyl-[1,10-biphenyl]-4-sulfonamide | |
0.00102 | - |
pH 7.4, 37°C | Homo sapiens | (4S,5S)-5-[biphenyl-4-yl(hydroxy)methyl]-4-(2-fluorophenyl)-1-methylpyrrolidin-2-one | |
0.001179 | - |
pH 7.4, 37°C | Homo sapiens | 3'-hydroxy-N-(3-hydroxyphenyl)-N-methyl-[1,10-biphenyl]-4-sulfonamide | |
0.002031 | - |
pH 7.4, 37°C | Homo sapiens | 3'-hydroxy-N-(3-hydroxyphenyl)-N-methyl-[1,10-biphenyl]-4-sulfonamide | |
0.004299 | - |
pH 7.4, 37°C | Homo sapiens | 3'-hydroxy-N-(3-hydroxybenzyl)-N-methyl-[1,10-biphenyl]-4-sulfonamide |