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Literature summary for 3.4.22.27 extracted from

  • Irie, O.; Ehara, T.; Iwasaki, A.; Yokokawa, F.; Sakaki, J.; Hirao, H.; Kanazawa, T.; Teno, N.; Horiuchi, M.; Umemura, I.; Gunji, H.; Masuya, K.; Hitomi, Y.; Iwasaki, G.; Nonomura, K.; Tanabe, K.; Fukaya, H.; Kosaka, T.; Snell, C.R.; Hallett, A.
    Discovery of selective and nonpeptidic cathepsin S inhibitors (2008), Bioorg. Med. Chem. Lett., 18, 3959-3962.
    View publication on PubMed
Search for more literature for 3.4.22.27

Application

Application Comment Organism
drug development cat S is an attractive therapeutic target for the treatment of autoimmune disorders Homo sapiens

Cloned(Commentary)

Cloned (Comment) Organism
-
 Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
(3-[[2-cyano-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-yl]methoxy]phenyl)acetic acid pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
3-[[2-cyano-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-yl]methoxy]benzamide pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
4-[[2-cyano-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-yl]methoxy]benzamide pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
4-[[2-cyano-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-yl]methoxy]benzoic acid pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
6-(4-chlorobenzyl)-7-(2,2-dimethylpropyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P2 moieties Homo sapiens
6-(4-chlorobenzyl)-7-(2-cycloheptylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P2 moieties Homo sapiens
6-(4-chlorobenzyl)-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P2 moieties Homo sapiens
6-(4-chlorobenzyl)-7-(2-cyclooctylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P2 moieties Homo sapiens
6-(4-chlorobenzyl)-7-(2-cyclopentylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P2 moieties Homo sapiens
6-(4-chlorobenzyl)-7-(2-phenylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P2 moieties Homo sapiens
6-(4-chlorobenzyl)-7-(2-piperidine-1-ylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P2 moieties Homo sapiens
6-(4-chlorobenzyl)-7-(3,3-dimethylbutyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P2 moieties Homo sapiens
6-(4-chlorobenzyl)-7-(3-cyclohexylpropyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P2 moieties Homo sapiens
6-(4-chlorobenzyl)-7-(4,4-dimethylpentyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P2 moieties Homo sapiens
6-(4-chlorobenzyl)-7-(cyclohexylmethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P2 moieties Homo sapiens
6-(4-chlorobenzyl)-7-[2-(3-chlorophenyl)ethyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P2 moieties Homo sapiens
6-(4-chlorobenzyl)-7-[2-(4-chlorophenyl)ethyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P2 moieties Homo sapiens
6-[[4-(1-acetyl-1,2,3,6-tetrahydropyridine-4-yl)phenoxy]methyl]-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
6-[[4-(1-acetylpiperidine-4-yl)phenoxy]methyl]-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
6-[[4-(4-acetylpiperazine-1-yl)phenoxy]methyl]-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
7-(2-cyclohexylethyl)-6-(4-methoxybenzyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
7-(2-cyclohexylethyl)-6-(cyclohexylmethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
7-(2-cyclohexylethyl)-6-(naphthalen-1-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
7-(2-cyclohexylethyl)-6-(phenoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
7-(2-cyclohexylethyl)-6-[(phenylamino)methyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
7-(2-cyclohexylethyl)-6-[(pyridine-2-yloxy)methyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
7-(2-cyclohexylethyl)-6-[(pyridine-2-ylsulfanyl)methyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
7-(2-cyclohexylethyl)-6-[[methyl(phenyl)amino]methyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
N-(4-[[2-cyano-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-yl]methoxy]phenyl)acetamide pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens
N-(4-[[2-cyano-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-yl]methoxy]phenyl)propanamide pyrrolopyrimidine inhibitor by modification of the P3 moieties Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Homo sapiens the major role of CAT S is the processing of the major histocompatibility complex (MHC) class II associated invariant chain, which is essential for the normal functioning of the immune system ?
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
B-lymphocyte
-
 Homo sapiens
-
culture condition:antigen-presenting cell
-
 Homo sapiens
-
dendritic cell
-
 Homo sapiens
-
macrophage
-
 Homo sapiens
-
spleen
-
 Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information the major role of CAT S is the processing of the major histocompatibility complex (MHC) class II associated invariant chain, which is essential for the normal functioning of the immune system Homo sapiens ?
-
 ?
Z-Leu-Leu-Arg-7-amido-4-methylcoumarin + H2O
-
 Homo sapiens Z-Leu-Leu-Arg + 7-amino-4-methylcoumarin
-
 ?

Synonyms

Synonyms Comment Organism
Cat S
-
 Homo sapiens
cathepsin S
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
additional information
-
 KI value is above 1 microM, inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-(4-chlorobenzyl)-7-(2-piperidine-1-ylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.000002
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-(4-chlorobenzyl)-7-(3,3-dimethylbutyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.000002
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 4-[[2-cyano-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-yl]methoxy]benzamide
0.000006
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 7-(2-cyclohexylethyl)-6-[(pyridine-2-ylsulfanyl)methyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.000006
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens (3-[[2-cyano-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-yl]methoxy]phenyl)acetic acid
0.000007
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-(4-chlorobenzyl)-7-(2-cyclopentylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.000007
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 3-[[2-cyano-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-yl]methoxy]benzamide
0.000008
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens N-(4-[[2-cyano-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-yl]methoxy]phenyl)acetamide
0.000009
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-[[4-(4-acetylpiperazine-1-yl)phenoxy]methyl]-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.00001
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 7-(2-cyclohexylethyl)-6-(phenoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.000011
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 7-(2-cyclohexylethyl)-6-[(pyridine-2-yloxy)methyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.000012
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens N-(4-[[2-cyano-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-yl]methoxy]phenyl)propanamide
0.000013
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-[[4-(1-acetyl-1,2,3,6-tetrahydropyridine-4-yl)phenoxy]methyl]-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.000015
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-[[4-(1-acetylpiperidine-4-yl)phenoxy]methyl]-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.000016
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 4-[[2-cyano-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]methoxy]benzoic acid
0.000019
-
 KI value is above 1 microM, pyrrolopyrimidine inhibitor by modification of the P2 moieties Homo sapiens 6-(4-chlorobenzyl)-7-[2-(4-chlorophenyl)ethyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.000021
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-(4-chlorobenzyl)-7-(2-cyclohexylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.000024
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 7-(2-cyclohexylethyl)-6-[(phenylamino)methyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.000033
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-(4-chlorobenzyl)-7-(2-cycloheptylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.000052
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 7-(2-cyclohexylethyl)-6-[[methyl(phenyl)amino]methyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.000064
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-(4-chlorobenzyl)-7-(2-phenylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.000099
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-(4-chlorobenzyl)-7-(2-cyclooctylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.00011
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-(4-chlorobenzyl)-7-(cyclohexylmethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.00011
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 7-(2-cyclohexylethyl)-6-(4-methoxybenzyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.00014
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 7-(2-cyclohexylethyl)-6-(cyclohexylmethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.00015
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-(4-chlorobenzyl)-7-(3-cyclohexylpropyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.00019
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-(4-chlorobenzyl)-7-[2-(3-chlorophenyl)ethyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.00032
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-(4-chlorobenzyl)-7-(4,4-dimethylpentyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.00044
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 7-(2-cyclohexylethyl)-6-(naphthalen-1-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile
0.00045
-
 inhibition profiles are determined by a fluorometric assay with recombinant CAT S employing Z-Leu-Leu-Arg-7-amido-4-methylcoumarin as synthetic substrate Homo sapiens 6-(4-chlorobenzyl)-7-(2,2-dimethylpropyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile