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Literature summary for 1.14.14.19 extracted from

  • Kaku, T.; Tsujimoto, S.; Matsunaga, N.; Tanaka, T.; Hara, T.; Yamaoka, M.; Kusaka, M.; Tasaka, A.
    17,20-Lyase inhibitors. Part 3: Design, synthesis, and structure-activity relationships of biphenylylmethylimidazole derivatives as novel 17,20-lyase inhibitors (2011), Bioorg. Med. Chem., 19, 2428-2442.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(+)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]acetamide
-
Homo sapiens
(+)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]acetamide
-
Rattus norvegicus
(+)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)propyl][1,1'-biphenyl]-3-yl]acetamide
-
Homo sapiens
(+)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)propyl][1,1'-biphenyl]-3-yl]acetamide
-
Rattus norvegicus
(+)-N-[6-(4-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]phenyl)-2-pyridyl]acetamide
-
Homo sapiens
(+)-N-[6-(4-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]phenyl)-2-pyridyl]acetamide
-
Rattus norvegicus
(-)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]acetamide
-
Homo sapiens
(-)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]acetamide
-
Rattus norvegicus
(-)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)propyl][1,1'-biphenyl]-3-yl]acetamide
-
Homo sapiens
(-)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)propyl][1,1'-biphenyl]-3-yl]acetamide
-
Rattus norvegicus
(-)-N-[6-(4-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]phenyl)-2-pyridyl]acetamide
-
Homo sapiens
(-)-N-[6-(4-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]phenyl)-2-pyridyl]acetamide
-
Rattus norvegicus
1-(1H-imidazol-4-yl)-1-(4'-methoxy-[1,10-biphenyl]-3-yl)-2-methyl-1-propanol
-
Homo sapiens
1-(1H-imidazol-4-yl)-1-(4'-methoxy-[1,10-biphenyl]-3-yl)-2-methyl-1-propanol
-
Rattus norvegicus
1-(1H-imidazol-4-yl)-1-(4'-methoxy[1,1'-biphenyl]-4-yl)-2-methyl-1-propanol
-
Homo sapiens
1-(1H-imidazol-4-yl)-1-(4'-methoxy[1,1'-biphenyl]-4-yl)-2-methyl-1-propanol
-
Rattus norvegicus
1-(1H-imidazol-4-yl)-2-methyl-1-[4-(2-pyridinyl)phenyl]-1-propanol
-
Homo sapiens
1-(1H-imidazol-4-yl)-2-methyl-1-[4-(2-pyridinyl)phenyl]-1-propanol
-
Rattus norvegicus
1-(4'-chloro[1,1'-biphenyl]-3-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
-
Homo sapiens
1-(4'-chloro[1,1'-biphenyl]-3-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
-
Rattus norvegicus
1-(4'-chloro[1,1'-biphenyl]-4-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
-
Homo sapiens
1-(4'-chloro[1,1'-biphenyl]-4-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
-
Rattus norvegicus
1-(4'-fluoro[1,1'-biphenyl]-3-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
-
Homo sapiens
1-(4'-fluoro[1,1'-biphenyl]-3-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
-
Rattus norvegicus
1-(4'-fluoro[1,1'-biphenyl]-4-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
-
Homo sapiens
1-(4'-fluoro[1,1'-biphenyl]-4-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
-
Rattus norvegicus
1-[1,1'-biphenyl]-3-yl-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
-
Homo sapiens
1-[1,1'-biphenyl]-3-yl-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
-
Rattus norvegicus
1-[1,1'-biphenyl]-4-yl-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
-
Homo sapiens
1-[1,1'-biphenyl]-4-yl-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
-
Rattus norvegicus
4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl[1,1'-biphenyl]-3-carboxamide
-
Homo sapiens
4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl[1,1'-biphenyl]-3-carboxamide
-
Rattus norvegicus
4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl[1,1'-biphenyl]-3-sulfonamide
-
Homo sapiens
4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl[1,1'-biphenyl]-3-sulfonamide
-
Rattus norvegicus
abiraterone acetate
-
Homo sapiens
abiraterone acetate
-
Rattus norvegicus
N-[4'-[1-hydroxy(1H-imidazol-4-yl)methyl][1,1'-biphenyl]-3-yl]acetamide
-
Homo sapiens
N-[4'-[1-hydroxy(1H-imidazol-4-yl)methyl][1,1'-biphenyl]-3-yl]acetamide
-
Rattus norvegicus
N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]-N'-methylurea
-
Homo sapiens
N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]-N'-methylurea
-
Rattus norvegicus
N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]acetamide
-
Homo sapiens
N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]acetamide
-
Rattus norvegicus
N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-4-yl]acetamide
-
Homo sapiens
N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-4-yl]acetamide
-
Rattus norvegicus
N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)ethyl][1,1'-biphenyl]-3-yl]acetamide
-
Homo sapiens
N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)ethyl][1,1'-biphenyl]-3-yl]acetamide
-
Rattus norvegicus
N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)propyl][1,1'-biphenyl]-3-yl]acetamide
-
Homo sapiens
N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)propyl][1,1'-biphenyl]-3-yl]acetamide
-
Rattus norvegicus
N-[4'-[cyclopropyl(hydroxy)-1H-imidazol-4-ylmethyl][1,1'-biphenyl]-3-yl]acetamide
-
Homo sapiens
N-[4'-[cyclopropyl(hydroxy)-1H-imidazol-4-ylmethyl][1,1'-biphenyl]-3-yl]acetamide
-
Rattus norvegicus
N-[6-(4-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]phenyl)-2-pyridyl]acetamide
-
Homo sapiens
N-[6-(4-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]phenyl)-2-pyridyl]acetamide
-
Rattus norvegicus
YM-116
-
Homo sapiens
YM-116
-
Rattus norvegicus

Localization

Localization Comment Organism GeneOntology No. Textmining
microsome
-
Homo sapiens
-
-
microsome
-
Rattus norvegicus
-
-

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Rattus norvegicus
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
17alpha-hydroxyprogesterone + AH2 + O2
-
Homo sapiens ?
-
?
17alpha-hydroxyprogesterone + AH2 + O2
-
Rattus norvegicus ?
-
?

Synonyms

Synonyms Comment Organism
17,20-lyase
-
Homo sapiens
17,20-lyase
-
Rattus norvegicus
CYP17A1
-
Homo sapiens
CYP17A1
-
Rattus norvegicus

Cofactor

Cofactor Comment Organism Structure
cytochrome b5
-
Homo sapiens
cytochrome b5
-
Rattus norvegicus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000083
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 1-(4'-fluoro[1,1'-biphenyl]-3-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
0.00001
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 1-(1H-imidazol-4-yl)-1-(4'-methoxy-[1,10-biphenyl]-3-yl)-2-methyl-1-propanol
0.000014
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus (-)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]acetamide
0.000015
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 1-[1,1'-biphenyl]-3-yl-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
0.000017
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]acetamide
0.000018
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 1-[1,1'-biphenyl]-3-yl-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
0.000019
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 1-(4'-fluoro[1,1'-biphenyl]-3-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
0.000019
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 1-(4'-chloro[1,1'-biphenyl]-3-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
0.000019
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus (-)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)propyl][1,1'-biphenyl]-3-yl]acetamide
0.000021
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]-N'-methylurea
0.000022
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens (-)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)propyl][1,1'-biphenyl]-3-yl]acetamide
0.000024
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]acetamide
0.000024
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-4-yl]acetamide
0.000024
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]-N'-methylurea
0.000025
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)propyl][1,1'-biphenyl]-3-yl]acetamide
0.000026
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens (-)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]acetamide
0.000026
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens (-)-N-[6-(4-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]phenyl)-2-pyridyl]acetamide
0.000027
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 1-(4'-fluoro[1,1'-biphenyl]-4-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
0.000028
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 1-(4'-fluoro[1,1'-biphenyl]-4-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
0.000028
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 1-(4'-chloro[1,1'-biphenyl]-4-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
0.000029
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 1-(4'-chloro[1,1'-biphenyl]-4-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
0.000033
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 1-[1,1'-biphenyl]-4-yl-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
0.000033
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 1-[1,1'-biphenyl]-4-yl-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
0.000033
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus (-)-N-[6-(4-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]phenyl)-2-pyridyl]acetamide
0.000036
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens N-[6-(4-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]phenyl)-2-pyridyl]acetamide
0.000038
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)ethyl][1,1'-biphenyl]-3-yl]acetamide
0.00004
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)propyl][1,1'-biphenyl]-3-yl]acetamide
0.000044
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl[1,1'-biphenyl]-3-carboxamide
0.000045
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens N-[4'-[cyclopropyl(hydroxy)-1H-imidazol-4-ylmethyl][1,1'-biphenyl]-3-yl]acetamide
0.000049
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 1-(4'-chloro[1,1'-biphenyl]-3-yl)-1-(1H-imidazol-4-yl)-2-methyl-1-propanol
0.000049
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl[1,1'-biphenyl]-3-carboxamide
0.000053
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus N-[6-(4-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]phenyl)-2-pyridyl]acetamide
0.000054
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 1-(1H-imidazol-4-yl)-1-(4'-methoxy[1,1'-biphenyl]-4-yl)-2-methyl-1-propanol
0.000062
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)ethyl][1,1'-biphenyl]-3-yl]acetamide
0.000071
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl[1,1'-biphenyl]-3-sulfonamide
0.000077
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens N-[4'-[1-hydroxy(1H-imidazol-4-yl)methyl][1,1'-biphenyl]-3-yl]acetamide
0.000081
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus N-[4'-[cyclopropyl(hydroxy)-1H-imidazol-4-ylmethyl][1,1'-biphenyl]-3-yl]acetamide
0.000092
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens (+)-N-[6-(4-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]phenyl)-2-pyridyl]acetamide
0.00012
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 1-(1H-imidazol-4-yl)-1-(4'-methoxy[1,1'-biphenyl]-4-yl)-2-methyl-1-propanol
0.00012
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-4-yl]acetamide
0.00013
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 1-(1H-imidazol-4-yl)-1-(4'-methoxy-[1,10-biphenyl]-3-yl)-2-methyl-1-propanol
0.00015
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 1-(1H-imidazol-4-yl)-2-methyl-1-[4-(2-pyridinyl)phenyl]-1-propanol
0.00016
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl[1,1'-biphenyl]-3-sulfonamide
0.00021
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 1-(1H-imidazol-4-yl)-2-methyl-1-[4-(2-pyridinyl)phenyl]-1-propanol
0.00024
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens (+)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)propyl][1,1'-biphenyl]-3-yl]acetamide
0.00032
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus N-[4'-[1-hydroxy(1H-imidazol-4-yl)methyl][1,1'-biphenyl]-3-yl]acetamide
0.00034
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens (+)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]acetamide
0.00045
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus (+)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)propyl][1,1'-biphenyl]-3-yl]acetamide
0.00077
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus (+)-N-[4'-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl][1,1'-biphenyl]-3-yl]acetamide
0.001
-
IC50 above 0.001 mM, in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus (+)-N-[6-(4-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]phenyl)-2-pyridyl]acetamide