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Literature summary for 3.4.24.86 extracted from

  • Knapinska, A.M.; Dreymuller, D.; Ludwig, A.; Smith, L.; Golubkov, V.; Sohail, A.; Fridman, R.; Giulianotti, M.; LaVoi, T.M.; Houghten, R.A.; Fields, G.B.; Minond, D.
    SAR studies of exosite-binding substrate-selective inhibitors of a disintegrin and metalloprotease 17 (ADAM17) and application as selective in vitro probes (2015), J. Med. Chem., 58, 5808-5824 .
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.4.24.86

Inhibitors

Inhibitors Comment Organism Structure
(5R)-4-(2-((1R,3R)-adamantan-1-yl)ethyl)-5-(4-hydroxybenzyl)-1-((2R)-1-(2-(((R)-6-(4-hydroxybenzyl)-2,3-dioxopiperazin-1-yl)-methyl)pyrrolidin-1-yl)-3-(naphthalen-2-yl)propan-2-yl)piperazine-2,3-dione
-
 Homo sapiens
(5S)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)-methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)-4-(2-phenylbutyl)piperazine-2,3-dione
-
 Homo sapiens
(R)-4-(2-((3R,5R,7R)-adamantan-1-yl)ethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
-
 Homo sapiens
(R)-4-(2-((3R,5R,7R)-adamantan-1-yl)ethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(naphthalen-2-ylmethyl)piperazine-2,3-dione
-
 Homo sapiens
(R)-4-(2-((3R,5R,7R)-adamantan-1-yl)ethyl)-1-((S)-1-(4-hydroxyphenyl)-3-((S)-2-(((R)-6-(naphthalen-2-ylmethyl)-2,3-dioxopiperazin-1-yl)methyl)pyrrolidin-1-yl)propan-2-yl)-5-(naphthalen-2-ylmethyl)piperazine-2,3-dione
-
 Homo sapiens
(R)-4-(2-((3R,5R,7R)-adamantan-1-yl)ethyl)-5-(4-hydroxybenzyl)-1-((S)-1-(4-hydroxyphenyl)-3-((S)-2-(((R)-6-(naphthalen-2-ylmethyl)-2,3-dioxopiperazin-1-yl)methyl)pyrrolidin-1-yl)propan-2-yl)-piperazine-2,3-dione
-
 Homo sapiens
(S)-1((R)-1((S)-2-(((S)-6-benzyl-2,3-dioxopiperazin-1-yl)methyl)-pyrrolidin-1-yl)-3-cyclohexylpropan-2-yl)-5-(4-hydroxybenzyl)-4-phenethylpiperazine-2,3-dione
-
 Homo sapiens
(S)-4-((3S,5S,7S)-adamantan-1 -ylmethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
-
 Homo sapiens
(S)-4-((4-(tert-butyl)cyclohexyl)methyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
-
 Homo sapiens
(S)-4-(2-((3S,5S,7S)-adamantan-1-yl)ethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
-
 Homo sapiens
(S)-4-(2-((3S,5S,7S)-adamantan-1-yl)ethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(naphthalen-2-ylmethyl)piperazine-2,3-dione
-
 Homo sapiens
(S)-4-(2-((3S,5S,7S)-adamantan-1-yl)ethyl)-1-((S)-1-(4-hydroxyphenyl)-3-((S)-2-(((R)-6-(naphthalen-2-ylmethyl)-2,3-dioxopiperazin-1-yl)methyl)pyrrolidin-1-yl)propan-2-yl)-5-(naphthalen-2-ylmethyl)piperazine-2,3-dione
-
 Homo sapiens
(S)-4-(2-((3S,5S,7S)-adamantan-1-yl)ethyl)-5-(4-hydroxybenzyl)-1-((S)-1-(4-hydroxyphenyl)-3-((S)-2-(((R)-6-(naphthalen-2-ylmethyl)-2,3-dioxopiperazin-1-yl)methyl)pyrrolidin-1-yl)propan-2-yl)-piperazine-2,3-dione
-
 Homo sapiens
(S)-4-(2-((3S,5S,7S)-adamantan-1-yl)ethyl)-5-butyl-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)piperazine-2,3-dione
-
 Homo sapiens
(S)-4-(2-(adamantan-1-yl)ethyl)-5-butyl-1-((S)-1-(4-hydroxyphenyl)-3-((S)-2-(((R)-6-(naphthalen-2-ylmethyl)-2,3-dioxopiperazin-1-yl)methyl)pyrrolidin-1-yl)propan-2-yl)piperazine-2,3-dione
-
 Homo sapiens
(S)-4-(2-(adamantan-1yl)ethyl)-1-((S)-1-((S)-2-(((S)-6-benzyl-2,3-dioxopiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-phenylpropan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
-
 Homo sapiens
(S)-4-(cyclobutylmethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
-
 Homo sapiens
(S)-4-(cyclohexylmethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
-
 Homo sapiens
(S)-4-(cyclopentylmethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
-
 Homo sapiens
(S)-5-benzyl-1-((R)-1-((S)-2-(((S)-6-benzyl-2,3-dioxopiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-cyclohexylpropan-2-yl)-4-phenethylpiperazine-2,3-dione
-
 Homo sapiens
(S)-5-benzyl-1-((R)-1-cyclohexyl-3-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)propan-2-yl)-4-phenethylpiperazine-2,3-dione
-
 Homo sapiens
INCB3619
-
 Homo sapiens
marimastat
-
 Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
amphiregulin + H2O Homo sapiens
-
 ?
-
 ?
betacellulin + H2O Homo sapiens
-
 ?
-
 ?
discoidin domain receptor 1 + H2O Homo sapiens
-
 ?
-
 ?
HB-EGF + H2O Homo sapiens
-
 ?
-
 ?
heregulin + H2O Homo sapiens
-
 ?
-
 ?
pro-TGF-alpha + H2O Homo sapiens
-
 soluble TGF-alpha + ?
-
 ?
pro-TNF-alpha + H2O Homo sapiens
-
 soluble TNF-alpha + ?
-
 ?
protein tyrosine kinase 7 + H2O Homo sapiens
-
 ?
-
 ?
TNF receptor 1a + H2O Homo sapiens
-
 ?
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens P78536
-
-

Source Tissue

Source Tissue Comment Organism Textmining
A-549 cell
-
 Homo sapiens
-
CHO-K1 cell
-
 Homo sapiens
-
HCC-1806 cell
-
 Homo sapiens
-
Hep-G2 cell
-
 Homo sapiens
-
MDA-MB-231 cell
-
 Homo sapiens
-
THP-1 cell
-
 Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
amphiregulin + H2O
-
 Homo sapiens ?
-
 ?
betacellulin + H2O
-
 Homo sapiens ?
-
 ?
discoidin domain receptor 1 + H2O
-
 Homo sapiens ?
-
 ?
HB-EGF + H2O
-
 Homo sapiens ?
-
 ?
heregulin + H2O
-
 Homo sapiens ?
-
 ?
pro-TGF-alpha + H2O
-
 Homo sapiens soluble TGF-alpha + ?
-
 ?
pro-TNF-alpha + H2O
-
 Homo sapiens soluble TNF-alpha + ?
-
 ?
protein tyrosine kinase 7 + H2O
-
 Homo sapiens ?
-
 ?
TNF receptor 1a + H2O
-
 Homo sapiens ?
-
 ?

Synonyms

Synonyms Comment Organism
a disintegrin and metalloprotease 17
-
 Homo sapiens
ADAM17
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000014
-
 at pH 7.5 and 37°C Homo sapiens INCB3619
0.0042
-
 at pH 7.5 and 37°C Homo sapiens (5R)-4-(2-((1R,3R)-adamantan-1-yl)ethyl)-5-(4-hydroxybenzyl)-1-((2R)-1-(2-(((R)-6-(4-hydroxybenzyl)-2,3-dioxopiperazin-1-yl)-methyl)pyrrolidin-1-yl)-3-(naphthalen-2-yl)propan-2-yl)piperazine-2,3-dione
0.0043
-
 at pH 7.5 and 37°C Homo sapiens (S)-5-benzyl-1-((R)-1-cyclohexyl-3-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)propan-2-yl)-4-phenethylpiperazine-2,3-dione
0.0054
-
 at pH 7.5 and 37°C Homo sapiens (R)-4-(2-((3R,5R,7R)-adamantan-1-yl)ethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
0.0054
-
 at pH 7.5 and 37°C Homo sapiens (S)-1((R)-1((S)-2-(((S)-6-benzyl-2,3-dioxopiperazin-1-yl)methyl)-pyrrolidin-1-yl)-3-cyclohexylpropan-2-yl)-5-(4-hydroxybenzyl)-4-phenethylpiperazine-2,3-dione
0.0057
-
 at pH 7.5 and 37°C Homo sapiens (R)-4-(2-((3R,5R,7R)-adamantan-1-yl)ethyl)-1-((S)-1-(4-hydroxyphenyl)-3-((S)-2-(((R)-6-(naphthalen-2-ylmethyl)-2,3-dioxopiperazin-1-yl)methyl)pyrrolidin-1-yl)propan-2-yl)-5-(naphthalen-2-ylmethyl)piperazine-2,3-dione
0.0057
-
 at pH 7.5 and 37°C Homo sapiens (S)-4-(2-(adamantan-1-yl)ethyl)-5-butyl-1-((S)-1-(4-hydroxyphenyl)-3-((S)-2-(((R)-6-(naphthalen-2-ylmethyl)-2,3-dioxopiperazin-1-yl)methyl)pyrrolidin-1-yl)propan-2-yl)piperazine-2,3-dione
0.0059
-
 at pH 7.5 and 37°C Homo sapiens (S)-4-(2-((3S,5S,7S)-adamantan-1-yl)ethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
0.0065
-
 at pH 7.5 and 37°C Homo sapiens (S)-4-(2-((3S,5S,7S)-adamantan-1-yl)ethyl)-5-butyl-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)piperazine-2,3-dione
0.0079
-
 at pH 7.5 and 37°C Homo sapiens (R)-4-(2-((3R,5R,7R)-adamantan-1-yl)ethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(naphthalen-2-ylmethyl)piperazine-2,3-dione
0.0081
-
 at pH 7.5 and 37°C Homo sapiens (S)-4-(2-((3S,5S,7S)-adamantan-1-yl)ethyl)-5-(4-hydroxybenzyl)-1-((S)-1-(4-hydroxyphenyl)-3-((S)-2-(((R)-6-(naphthalen-2-ylmethyl)-2,3-dioxopiperazin-1-yl)methyl)pyrrolidin-1-yl)propan-2-yl)-piperazine-2,3-dione
0.0084
-
 at pH 7.5 and 37°C Homo sapiens (S)-4-(2-((3S,5S,7S)-adamantan-1-yl)ethyl)-1-((S)-1-(4-hydroxyphenyl)-3-((S)-2-(((R)-6-(naphthalen-2-ylmethyl)-2,3-dioxopiperazin-1-yl)methyl)pyrrolidin-1-yl)propan-2-yl)-5-(naphthalen-2-ylmethyl)piperazine-2,3-dione
0.0085
-
 at pH 7.5 and 37°C Homo sapiens (S)-5-benzyl-1-((R)-1-((S)-2-(((S)-6-benzyl-2,3-dioxopiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-cyclohexylpropan-2-yl)-4-phenethylpiperazine-2,3-dione
0.01
-
 at pH 7.5 and 37°C Homo sapiens (S)-4-((3S,5S,7S)-adamantan-1 -ylmethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
0.01
-
 at pH 7.5 and 37°C Homo sapiens (S)-4-((4-(tert-butyl)cyclohexyl)methyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
0.01
-
 at pH 7.5 and 37°C Homo sapiens (S)-4-(2-((3S,5S,7S)-adamantan-1-yl)ethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(naphthalen-2-ylmethyl)piperazine-2,3-dione
0.011
-
 at pH 7.5 and 37°C Homo sapiens (S)-4-(2-(adamantan-1yl)ethyl)-1-((S)-1-((S)-2-(((S)-6-benzyl-2,3-dioxopiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-phenylpropan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
0.015
-
 at pH 7.5 and 37°C Homo sapiens (5S)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)-methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)-4-(2-phenylbutyl)piperazine-2,3-dione
0.015
-
 at pH 7.5 and 37°C Homo sapiens (R)-4-(2-((3R,5R,7R)-adamantan-1-yl)ethyl)-5-(4-hydroxybenzyl)-1-((S)-1-(4-hydroxyphenyl)-3-((S)-2-(((R)-6-(naphthalen-2-ylmethyl)-2,3-dioxopiperazin-1-yl)methyl)pyrrolidin-1-yl)propan-2-yl)-piperazine-2,3-dione
0.029
-
 at pH 7.5 and 37°C Homo sapiens (S)-4-(cyclohexylmethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
0.035
-
 at pH 7.5 and 37°C Homo sapiens (S)-4-(cyclopentylmethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione
0.094
-
 at pH 7.5 and 37°C Homo sapiens (S)-4-(cyclobutylmethyl)-1-((S)-1-((S)-2-(((S)-2,3-dioxo-6-propylpiperazin-1-yl)methyl)pyrrolidin-1-yl)-3-(4-hydroxyphenyl)propan-2-yl)-5-(4-hydroxybenzyl)piperazine-2,3-dione