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Literature summary extracted from

  • Fink, B.E.; Gavai, A.V.; Tokarski, J.S.; Goyal, B.; Misra, R.; Xiao, H.; Kimball, S.D.; Han, W.; Norris, D.; Spires, T.E.; You, D.; Gottardis, M.M.; Lorenzi, M.V.; Vite, G.D.
    Identification of a novel series of tetrahydrodibenzazocines as inhibitors of 17beta-hydroxysteroid dehydrogenase type 3 (2006), Bioorg. Med. Chem. Lett., 16, 1532-1536.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.1.51 1-(11,12-dihydro-6H-dibenzo[b,f]oxocin-12-yl)ethanone IC50: 0.00297 mM Homo sapiens
1.1.1.51 1-(5,6,11,12-tetrahydrodibenzo[b,f]azocin-12-yl)ethanone IC50: 0.00474 mM Homo sapiens
1.1.1.51 1-[4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)phenyl]ethanone IC50: 0.02 nM Homo sapiens
1.1.1.51 1-[4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)phenyl]methanamine IC50: 0.00024 mM; IC50: 0.00029 mM Homo sapiens
1.1.1.51 12-acetyl-1-chloro-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine IC50: 0.0115 mM Homo sapiens
1.1.1.51 12-acetyl-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocin-3-ol IC50: 0.0049 mM Homo sapiens
1.1.1.51 12-acetyl-2,3-dichloro-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine IC50: 0.00001 mM Homo sapiens
1.1.1.51 12-acetyl-2-(trifluoromethyl)-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine IC50: 0.00281 mM Homo sapiens
1.1.1.51 12-acetyl-2-chloro-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine IC50: 0.00003 mM Homo sapiens
1.1.1.51 12-acetyl-3,4-dichloro-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine IC50: 0.00076 mM Homo sapiens
1.1.1.51 12-acetyl-3-bromo-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine IC50: 0.00025 mM Homo sapiens
1.1.1.51 12-acetyl-3-chloro-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine IC50: 0.00010 mM Homo sapiens
1.1.1.51 12-acetyl-3-fluoro-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine IC50: 0.00009 mM Homo sapiens
1.1.1.51 12-acetyl-3-methoxy-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine IC50: 0.0021 mM Homo sapiens
1.1.1.51 12-acetyl-3-methyl-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine IC50: 0.001 mM Homo sapiens
1.1.1.51 2-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)benzonitrile IC50: 3 nM Homo sapiens
1.1.1.51 3-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)benzonitrile IC50: 3 nM Homo sapiens
1.1.1.51 4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)-N-methylbenzamide IC50: 25 nM Homo sapiens
1.1.1.51 4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)benzonitrile IC50: 5 nM Homo sapiens
1.1.1.51 5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocine IC50: 0.00007 mM Homo sapiens
1.1.1.51 5-acetyl-2-chloro-5,6-dihydrodibenzo[b,f]azocine IC50: 0.00024 mM Homo sapiens
1.1.1.51 5-acetyl-2-chloro-8-(2-methoxyphenyl)-5,6,11,12-tetrahydrodibenzo[b,f]azocine IC50: 3 nM Homo sapiens
1.1.1.51 5-acetyl-2-chloro-8-(3-methoxyphenyl)-5,6,11,12-tetrahydrodibenzo[b,f]azocine IC50: 8 nM Homo sapiens
1.1.1.51 5-acetyl-2-chloro-8-(4-methoxyphenyl)-5,6,11,12-tetrahydrodibenzo[b,f]azocine IC50: 2 nM Homo sapiens
1.1.1.51 5-acetyl-2-chloro-8-phenyl-5,6,11,12-tetrahydrodibenzo[b,f]azocine IC50: 4 nM Homo sapiens
1.1.1.51 5-acetyl-3-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocine IC50: 0.00005 mM Homo sapiens
1.1.1.51 5-acetyl-5,6,11,12-tetrahydrodibenzo[b,f]azocin-9-amine IC50: 0.00049 mM Homo sapiens
1.1.1.51 5-acetyl-5,6,11,12-tetrahydrodibenzo[b,f]azocine-9-carboxamide IC50: 0.001 mM Homo sapiens
1.1.1.51 5-acetyl-8-bromo-5,6,11,12-tetrahydrodibenzo[b,f]azocine IC50: 9 nM Homo sapiens
1.1.1.51 5-acetyl-8-phenyl-5,6,11,12-tetrahydrodibenzo[b,f]azocine IC50: 0.02 nM Homo sapiens
1.1.1.51 5-acetyl-9-bromo-5,6,11,12-tetrahydrodibenzo[b,f]azocine IC50: 7 nM Homo sapiens
1.1.1.51 5-acetyl-N-cyclohexyl-5,6,11,12-tetrahydrodibenzo[b,f]azocin-9-amine IC50: 8 nM Homo sapiens
1.1.1.51 9-bromo-11,12-dihydrodibenzo[b,f]azocine-5(6H)-carboxamide IC50: 0.00028 mM Homo sapiens
1.1.1.51 9-bromo-5-butanoyl-5,6,11,12-tetrahydrodibenzo[b,f]azocine IC50: 0.00032 mM Homo sapiens
1.1.1.51 9-bromo-5-ethyl-5,6,11,12-tetrahydrodibenzo[b,f]azocine IC50: 0.001 mM Homo sapiens
1.1.1.51 dibenzothiazocine IC50: 0.0004 mM Homo sapiens
1.1.1.51 methyl 12-acetyl-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine-3-sulfinate IC50: 0.01 mM Homo sapiens
1.1.1.51 methyl 3-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)benzoate IC50: 0.00004 mM Homo sapiens
1.1.1.51 methyl 4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)benzoate IC50: 0.00004 mM; IC50: 0.7 nM Homo sapiens
1.1.1.51 methyl [3-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)phenyl]amidosulfite IC50: 0.00014 mM Homo sapiens
1.1.1.51 methyl [4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)phenyl]amidosulfite IC50: 2 nM Homo sapiens
1.1.1.51 N-(5-acetyl-5,6,11,12-tetrahydrodibenzo[b,f]azocin-9-yl)benzamide IC50: 0.00016 mM Homo sapiens
1.1.1.51 tetrahydrodibenzazocine IC50: 0.00009 mM Homo sapiens
1.1.1.51 [4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)phenyl]methanol IC50: 0.9 nM Homo sapiens

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.51 Homo sapiens
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.1.1.51 adrenal gland
-
Homo sapiens
-
1.1.1.51 gonad
-
Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.51 androstenedione + NADPH + H+
-
Homo sapiens testosterone + NADP+
-
?
1.1.1.51 dihydroepiandrostendione + NADPH
-
Homo sapiens dihydrotestosterone + NADP+
-
?

Synonyms

EC Number Synonyms Comment Organism
1.1.1.51 17beta-HSD-3
-
Homo sapiens
1.1.1.51 17beta-hydroxysteroid dehydrogenase type 3
-
Homo sapiens
1.1.1.51 More the enzyme belongs to the short-chain alcohol dehydrogenase family Homo sapiens

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.1.51 NADPH
-
Homo sapiens

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.1.1.51 0.00000002
-
IC50: 0.02 nM Homo sapiens 5-acetyl-8-phenyl-5,6,11,12-tetrahydrodibenzo[b,f]azocine
1.1.1.51 0.00000002
-
IC50: 0.02 nM Homo sapiens 1-[4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)phenyl]ethanone
1.1.1.51 0.0000007
-
IC50: 0.7 nM Homo sapiens methyl 4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)benzoate
1.1.1.51 0.0000009
-
IC50: 0.9 nM Homo sapiens [4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)phenyl]methanol
1.1.1.51 0.000002
-
IC50: 2 nM Homo sapiens 5-acetyl-2-chloro-8-(4-methoxyphenyl)-5,6,11,12-tetrahydrodibenzo[b,f]azocine
1.1.1.51 0.000002
-
IC50: 2 nM Homo sapiens methyl [4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)phenyl]amidosulfite
1.1.1.51 0.000003
-
IC50: 3 nM Homo sapiens 5-acetyl-2-chloro-8-(2-methoxyphenyl)-5,6,11,12-tetrahydrodibenzo[b,f]azocine
1.1.1.51 0.000003
-
IC50: 3 nM Homo sapiens 3-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)benzonitrile
1.1.1.51 0.000003
-
IC50: 3 nM Homo sapiens 2-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)benzonitrile
1.1.1.51 0.000004
-
IC50: 4 nM Homo sapiens 5-acetyl-2-chloro-8-phenyl-5,6,11,12-tetrahydrodibenzo[b,f]azocine
1.1.1.51 0.000005
-
IC50: 5 nM Homo sapiens 4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)benzonitrile
1.1.1.51 0.000007
-
IC50: 7 nM Homo sapiens 5-acetyl-9-bromo-5,6,11,12-tetrahydrodibenzo[b,f]azocine
1.1.1.51 0.000008
-
IC50: 8 nM Homo sapiens 5-acetyl-N-cyclohexyl-5,6,11,12-tetrahydrodibenzo[b,f]azocin-9-amine
1.1.1.51 0.000008
-
IC50: 8 nM Homo sapiens 5-acetyl-2-chloro-8-(3-methoxyphenyl)-5,6,11,12-tetrahydrodibenzo[b,f]azocine
1.1.1.51 0.000009
-
IC50: 9 nM Homo sapiens 5-acetyl-8-bromo-5,6,11,12-tetrahydrodibenzo[b,f]azocine
1.1.1.51 0.00001
-
IC50: 0.00001 mM Homo sapiens 12-acetyl-2,3-dichloro-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine
1.1.1.51 0.000025
-
IC50: 25 nM Homo sapiens 4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)-N-methylbenzamide
1.1.1.51 0.00003
-
IC50: 0.00003 mM Homo sapiens 12-acetyl-2-chloro-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine
1.1.1.51 0.00004
-
IC50: 0.00004 mM Homo sapiens methyl 4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)benzoate
1.1.1.51 0.00004
-
IC50: 0.00004 mM Homo sapiens methyl 3-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)benzoate
1.1.1.51 0.00005
-
IC50: 0.00005 mM Homo sapiens 5-acetyl-3-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocine
1.1.1.51 0.00007
-
IC50: 0.00007 mM Homo sapiens 5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocine
1.1.1.51 0.00009
-
IC50: 0.00009 mM Homo sapiens 12-acetyl-3-fluoro-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine
1.1.1.51 0.00009
-
IC50: 0.00009 mM Homo sapiens tetrahydrodibenzazocine
1.1.1.51 0.0001
-
IC50: 0.00010 mM Homo sapiens 12-acetyl-3-chloro-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine
1.1.1.51 0.00014
-
IC50: 0.00014 mM Homo sapiens methyl [3-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)phenyl]amidosulfite
1.1.1.51 0.00016
-
IC50: 0.00016 mM Homo sapiens N-(5-acetyl-5,6,11,12-tetrahydrodibenzo[b,f]azocin-9-yl)benzamide
1.1.1.51 0.00024
-
IC50: 0.00024 mM Homo sapiens 1-[4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)phenyl]methanamine
1.1.1.51 0.00024
-
IC50: 0.00024 mM Homo sapiens 5-acetyl-2-chloro-5,6-dihydrodibenzo[b,f]azocine
1.1.1.51 0.00025
-
IC50: 0.00025 mM Homo sapiens 12-acetyl-3-bromo-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine
1.1.1.51 0.00028
-
IC50: 0.00028 mM Homo sapiens 9-bromo-11,12-dihydrodibenzo[b,f]azocine-5(6H)-carboxamide
1.1.1.51 0.00029
-
IC50: 0.00029 mM Homo sapiens 1-[4-(5-acetyl-2-chloro-5,6,11,12-tetrahydrodibenzo[b,f]azocin-8-yl)phenyl]methanamine
1.1.1.51 0.00032
-
IC50: 0.00032 mM Homo sapiens 9-bromo-5-butanoyl-5,6,11,12-tetrahydrodibenzo[b,f]azocine
1.1.1.51 0.0004
-
IC50: 0.0004 mM Homo sapiens dibenzothiazocine
1.1.1.51 0.00049
-
IC50: 0.00049 mM Homo sapiens 5-acetyl-5,6,11,12-tetrahydrodibenzo[b,f]azocin-9-amine
1.1.1.51 0.00076
-
IC50: 0.00076 mM Homo sapiens 12-acetyl-3,4-dichloro-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine
1.1.1.51 0.001
-
IC50: 0.001 mM Homo sapiens 12-acetyl-3-methyl-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine
1.1.1.51 0.001
-
IC50: 0.001 mM Homo sapiens 9-bromo-5-ethyl-5,6,11,12-tetrahydrodibenzo[b,f]azocine
1.1.1.51 0.001
-
IC50: 0.001 mM Homo sapiens 5-acetyl-5,6,11,12-tetrahydrodibenzo[b,f]azocine-9-carboxamide
1.1.1.51 0.0021
-
IC50: 0.0021 mM Homo sapiens 12-acetyl-3-methoxy-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine
1.1.1.51 0.00281
-
IC50: 0.00281 mM Homo sapiens 12-acetyl-2-(trifluoromethyl)-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine
1.1.1.51 0.00297
-
IC50: 0.00297 mM Homo sapiens 1-(11,12-dihydro-6H-dibenzo[b,f]oxocin-12-yl)ethanone
1.1.1.51 0.00474
-
IC50: 0.00474 mM Homo sapiens 1-(5,6,11,12-tetrahydrodibenzo[b,f]azocin-12-yl)ethanone
1.1.1.51 0.0049
-
IC50: 0.0049 mM Homo sapiens 12-acetyl-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocin-3-ol
1.1.1.51 0.01
-
IC50: 0.01 mM Homo sapiens methyl 12-acetyl-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine-3-sulfinate
1.1.1.51 0.0115
-
IC50: 0.0115 mM Homo sapiens 12-acetyl-1-chloro-11,12-dihydro-6H-dibenzo[b,f][1,4]thiazocine