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Literature summary for 3.4.22.1 extracted from

  • Sosic, I.; Mirkovic, B.; Arenz, K.; Stefane, B.; Kos, J.; Gobec, S.
    Development of new cathepsin B inhibitors: combining bioisosteric replacements and structure-based design to explore the structure-activity relationships of nitroxoline derivatives (2013), J. Med. Chem., 56, 521-533.
    View publication on PubMed
Search for more literature for 3.4.22.1

Inhibitors

Inhibitors Comment Organism Structure
(1R,2S)-2-([(8-hydroxy-5-nitroquinolin-7-yl)methyl]amino)cyclohexane-1-carboxylic acid
-
 Homo sapiens
(benzyl[(8-hydroxy-5-nitroquinolin-7-yl)methyl]amino)acetonitrile
-
 Homo sapiens
([(8-hydroxy-5-nitroquinolin-7-yl)methyl](methyl)amino)acetonitrile
-
 Homo sapiens
([(8-hydroxy-5-nitroquinolin-7-yl)methyl]amino)acetonitrile best performing inhibitor is effective in cell-based in vitro models of tumor invasion, where it significantly abrogates invasion of MCF-10A neoT cells Homo sapiens
1-(4-nitronaphthalen-1-yl)pyrrolidine
-
 Homo sapiens
2-bromo-4-nitronaphthalen-1-amine
-
 Homo sapiens
4-(4-nitronaphthalen-1-yl)morpholine
-
 Homo sapiens
4-nitronaphthalen-1-amine
-
 Homo sapiens
4-nitronaphthalen-1-ol
-
 Homo sapiens
5,7-dinitroquinolin-8-ol
-
 Homo sapiens
5-nitro-7-((4-[(pyridin-3-yl)methyl]piperazin-1-yl)methyl)quinolin-8-ol
-
 Homo sapiens
5-nitro-7-((4-[(pyridin-4-yl)methyl]piperazin-1-yl)methyl)quinolin-8-ol
-
 Homo sapiens
5-nitro-N-[(pyridin-2-yl)methyl]quinolin-8-amine
-
 Homo sapiens
7-([(2R)-2-methylpiperidin-1-yl]methyl)-5-nitroquinolin-8-ol
-
 Homo sapiens
7-[(benzylamino)methyl]-5-nitroquinolin-8-ol
-
 Homo sapiens
7-[(ethylamino)methyl]-5-nitroquinolin-8-ol
-
 Homo sapiens
8-(4-methylpiperidin-1-yl)-5-nitroquinoline
-
 Homo sapiens
8-(morpholin-4-yl)-5-nitroquinoline
-
 Homo sapiens
8-hydroxy-5-nitroquinoline-7-carboxylic acid
-
 Homo sapiens
ethyl (1R,2S)-2-([(8-hydroxy-5-nitroquinolin-7-yl)methyl]amino)cyclohexane-1-carboxylate
-
 Homo sapiens
ethyl 1-(5-nitroquinolin-8-yl)piperidine-4-carboxylate
-
 Homo sapiens
ethyl 4-[(8-hydroxy-5-nitroquinolin-7-yl)methyl]piperazine-1-carboxylate
-
 Homo sapiens
N,N-dimethyl-1-(5-nitroquinolin-8-yl)piperidine-3-carboxamide
-
 Homo sapiens
N-benzyl-5-nitroquinolin-8-amine
-
 Homo sapiens
N-benzyl-N-methyl-5-nitroquinolin-8-amine
-
 Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH + H2O exopeptidase activity Homo sapiens ?
-
 ?
CBZ-Arg-Arg-7-amido-4-methylcoumarin + H2O endopeptidase activity Homo sapiens CBZ-Arg-Arg + 7-amino-4-methylcoumarin
-
 ?

Synonyms

Synonyms Comment Organism
cathepsin B
-
 Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
5
-
 assay at, endopeptidase activity Homo sapiens
6
-
 assay at, exopeptidase activity Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.005
-
 ([(8-hydroxy-5-nitroquinolin-7-yl)methyl]amino)acetonitrile Ki-value (dissociation of the enzyme-substrate-inhibitor-complex), substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.019
-
 (benzyl[(8-hydroxy-5-nitroquinolin-7-yl)methyl]amino)acetonitrile Ki-value (dissociation of the enzyme-substrate-inhibitor-complex), substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.024
-
 8-(4-methylpiperidin-1-yl)-5-nitroquinoline substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.032
-
 2-bromo-4-nitronaphthalen-1-amine Ki-value (dissociation of the enzyme-substrate-inhibitor-complex), substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.034
-
 1-(4-nitronaphthalen-1-yl)pyrrolidine substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.038
-
 ethyl 1-(5-nitroquinolin-8-yl)piperidine-4-carboxylate substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.047
-
 5-nitro-N-[(pyridin-2-yl)methyl]quinolin-8-amine substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.072
-
 5,7-dinitroquinolin-8-ol Ki-value (dissociation of the enzyme-substrate-inhibitor-complex), substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.079
-
 (benzyl[(8-hydroxy-5-nitroquinolin-7-yl)methyl]amino)acetonitrile substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.085
-
 4-(4-nitronaphthalen-1-yl)morpholine substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.105
-
 N,N-dimethyl-1-(5-nitroquinolin-8-yl)piperidine-3-carboxamide substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.107
-
 5-nitro-N-[(pyridin-2-yl)methyl]quinolin-8-amine substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.117
-
 8-hydroxy-5-nitroquinoline-7-carboxylic acid Ki-value (dissociation of the enzyme-substrate-inhibitor-complex), substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.117
-
 7-[(ethylamino)methyl]-5-nitroquinolin-8-ol substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.126
-
 ([(8-hydroxy-5-nitroquinolin-7-yl)methyl](methyl)amino)acetonitrile substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.129
-
 ethyl 4-[(8-hydroxy-5-nitroquinolin-7-yl)methyl]piperazine-1-carboxylate substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.13
-
 ethyl (1R,2S)-2-([(8-hydroxy-5-nitroquinolin-7-yl)methyl]amino)cyclohexane-1-carboxylate substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.132
-
 ethyl (1R,2S)-2-([(8-hydroxy-5-nitroquinolin-7-yl)methyl]amino)cyclohexane-1-carboxylate substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.136
-
 7-[(ethylamino)methyl]-5-nitroquinolin-8-ol substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.143
-
 5-nitro-7-((4-[(pyridin-4-yl)methyl]piperazin-1-yl)methyl)quinolin-8-ol substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.146
-
 5,7-dinitroquinolin-8-ol substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.147
-
 4-nitronaphthalen-1-amine substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.154
-
 7-[(benzylamino)methyl]-5-nitroquinolin-8-ol substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.155
-
 8-(morpholin-4-yl)-5-nitroquinoline substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.155
-
 N,N-dimethyl-1-(5-nitroquinolin-8-yl)piperidine-3-carboxamide substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.156
-
 ethyl 4-[(8-hydroxy-5-nitroquinolin-7-yl)methyl]piperazine-1-carboxylate substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.162
-
 5-nitro-7-((4-[(pyridin-4-yl)methyl]piperazin-1-yl)methyl)quinolin-8-ol substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.162
-
 ethyl 1-(5-nitroquinolin-8-yl)piperidine-4-carboxylate substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.17
-
 1-(4-nitronaphthalen-1-yl)pyrrolidine substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.172
-
 ([(8-hydroxy-5-nitroquinolin-7-yl)methyl](methyl)amino)acetonitrile substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.18
-
 8-(morpholin-4-yl)-5-nitroquinoline substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.181
-
 (1R,2S)-2-([(8-hydroxy-5-nitroquinolin-7-yl)methyl]amino)cyclohexane-1-carboxylic acid substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.196
-
 N-benzyl-N-methyl-5-nitroquinolin-8-amine substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.198
-
 7-[(benzylamino)methyl]-5-nitroquinolin-8-ol substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.203
-
 7-([(2R)-2-methylpiperidin-1-yl]methyl)-5-nitroquinolin-8-ol substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.207
-
 8-(4-methylpiperidin-1-yl)-5-nitroquinoline substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.212
-
 2-bromo-4-nitronaphthalen-1-amine substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.217
-
 4-nitronaphthalen-1-amine substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.221
-
 8-hydroxy-5-nitroquinoline-7-carboxylic acid substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.242
-
 N-benzyl-N-methyl-5-nitroquinolin-8-amine substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.243
-
 7-([(2R)-2-methylpiperidin-1-yl]methyl)-5-nitroquinolin-8-ol substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.25
-
 (1R,2S)-2-([(8-hydroxy-5-nitroquinolin-7-yl)methyl]amino)cyclohexane-1-carboxylic acid substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.289
-
 4-(4-nitronaphthalen-1-yl)morpholine substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.311
-
 5-nitro-7-((4-[(pyridin-3-yl)methyl]piperazin-1-yl)methyl)quinolin-8-ol substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.349
-
 N-benzyl-5-nitroquinolin-8-amine substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.364
-
 5-nitro-7-((4-[(pyridin-3-yl)methyl]piperazin-1-yl)methyl)quinolin-8-ol substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.364
-
 N-benzyl-5-nitroquinolin-8-amine substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens
0.373
-
 4-nitronaphthalen-1-ol substrate: CBZ-Arg-Arg-4-methyl-7-coumarylamide (endopeptidase inhibition), pH 5, 37°C Homo sapiens
0.426
-
 ([(8-hydroxy-5-nitroquinolin-7-yl)methyl]amino)acetonitrile substrate: 2-aminobenzoyl-Gly-Ile-Val-Arg-Ala-Lys(Dnp)-OH (exopeptidase inhibition), pH 6, 37°C Homo sapiens