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Literature summary for 1.14.14.19 extracted from

  • Kaku, T.; Matsunaga, N.; Ojida, A.; Tanaka, T.; Hara, T.; Yamaoka, M.; Kusaka, M.; Tasaka, A.
    17,20-lyase inhibitors. Part 4: design, synthesis and structure-activity relationships of naphthylmethylimidazole derivatives as novel 17,20-lyase inhibitors (2011), Bioorg. Med. Chem., 19, 1751-1770.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(+)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one
-
Homo sapiens
(+)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one
-
Rattus norvegicus
(+)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one
-
Homo sapiens
(+)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one
-
Rattus norvegicus
(-)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one
-
Homo sapiens
(-)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one
-
Rattus norvegicus
(-)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one
-
Homo sapiens
(-)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one
-
Rattus norvegicus
(1S)-1-(1H-imidazol-4-yl)-1-(6-methoxynaphthalen-2-yl)-2-methylpropan-1-ol
-
Rattus norvegicus
1-chloro-6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl-2-naphthamide
-
Homo sapiens
1-chloro-6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl-2-naphthamide
-
Rattus norvegicus
1-[6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthyl]-1-ethanone
-
Homo sapiens
1-[6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthyl]-1-ethanone
-
Rattus norvegicus
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2,3-dihydro-1H-benzo[f]isoindol-1-one
-
Homo sapiens
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2,3-dihydro-1H-benzo[f]isoindol-1-one
-
Rattus norvegicus
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-2,3-dihydro-1H-benzo[f]isoindol-1-one
-
Homo sapiens
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-2,3-dihydro-1H-benzo[f]isoindol-1-one
-
Rattus norvegicus
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthamide
-
Homo sapiens
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthamide
-
Rattus norvegicus
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N,1-dimethyl-2-naphthamide
-
Homo sapiens
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N,1-dimethyl-2-naphthamide
-
Rattus norvegicus
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N,3-dimethyl-2-naphthamide
-
Homo sapiens
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N,3-dimethyl-2-naphthamide
-
Rattus norvegicus
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-isopropyl-2-naphthamide
-
Homo sapiens
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-isopropyl-2-naphthamide
-
Rattus norvegicus
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl-2-naphthamide
-
Homo sapiens
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl-2-naphthamide
-
Rattus norvegicus
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-propyl-2-naphthamide
-
Homo sapiens
6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-propyl-2-naphthamide
-
Rattus norvegicus
7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one
-
Homo sapiens
7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one
-
Rattus norvegicus
7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one
-
Homo sapiens
7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one
-
Rattus norvegicus
abiraterone acetate
-
Homo sapiens
abiraterone acetate
-
Rattus norvegicus
methyl 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthoate
-
Homo sapiens
methyl 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthoate
-
Rattus norvegicus
N'-[6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthyl]-N-methylurea
-
Homo sapiens
N'-[6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthyl]-N-methylurea
-
Rattus norvegicus
N-ethyl-6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthamide
-
Homo sapiens
N-ethyl-6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthamide
-
Rattus norvegicus
N-[4'-[(1S)-1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]biphenyl-3-yl]acetamide
-
Rattus norvegicus
N-[6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthyl]acetamide
-
Homo sapiens
N-[6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthyl]acetamide
-
Rattus norvegicus
YM-116
-
Homo sapiens
YM-116
-
Rattus norvegicus

Localization

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

Organism

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

Source Tissue

Source Tissue Comment Organism Textmining
testis
-
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

Cofactor

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

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000006
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl-2-naphthamide
0.00001
-
IC50 above 0.00001 mM, in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthamide
0.00001
-
IC50 above 0.00001 mM, in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one
0.00001
-
IC50 above 0.00001 mM, in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus (-)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one
0.00001
-
IC50 above 0.00001 mM, in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus (-)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one
0.000011
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus N'-[6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthyl]-N-methylurea
0.000011
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus N-ethyl-6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthamide
0.000012
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-isopropyl-2-naphthamide
0.000012
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N,3-dimethyl-2-naphthamide
0.000013
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-propyl-2-naphthamide
0.000014
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 1-[6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthyl]-1-ethanone
0.000015
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one
0.000015
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens (-)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one
0.000016
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl-2-naphthamide
0.000018
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one
0.000019
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-2,3-dihydro-1H-benzo[f]isoindol-1-one
0.000019
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens (-)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one
0.000021
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus (1S)-1-(1H-imidazol-4-yl)-1-(6-methoxynaphthalen-2-yl)-2-methylpropan-1-ol
0.000022
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one
0.000024
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens methyl 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthoate
0.000028
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 1-[6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthyl]-1-ethanone
0.000028
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus (1S)-1-(1H-imidazol-4-yl)-1-(6-methoxynaphthalen-2-yl)-2-methylpropan-1-ol
0.000029
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus N-[6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthyl]acetamide
0.00003
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthamide
0.000036
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens N'-[6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthyl]-N-methylurea
0.000036
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2,3-dihydro-1H-benzo[f]isoindol-1-one
0.000038
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-propyl-2-naphthamide
0.000039
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens N-[6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthyl]acetamide
0.000039
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N,3-dimethyl-2-naphthamide
0.000042
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2,3-dihydro-1H-benzo[f]isoindol-1-one
0.000043
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus methyl 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthoate
0.000046
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens N-ethyl-6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-naphthamide
0.00006
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens (+)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one
0.00007
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-2,3-dihydro-1H-benzo[f]isoindol-1-one
0.000075
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-isopropyl-2-naphthamide
0.000091
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 1-chloro-6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl-2-naphthamide
0.00011
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus (+)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one
0.00016
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N,1-dimethyl-2-naphthamide
0.00018
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus (+)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one
0.0002
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens 1-chloro-6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N-methyl-2-naphthamide
0.0002
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Rattus norvegicus 6-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-N,1-dimethyl-2-naphthamide
0.00027
-
in 75 mM phosphate buffer (pH 7.4), at 37°C Homo sapiens (+)-7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one