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Literature summary for 3.4.21.109 extracted from

  • Goswami, R.; Mukherjee, S.; Ghadiyaram, C.; Wohlfahrt, G.; Sistla, R.K.; Nagaraj, J.; Satyam, L.K.; Subbarao, K.; Palakurthy, R.K.; Gopinath, S.; Krishnamurthy, N.R.; Ikonen, T.; Moilanen, A.; Subramanya, H.S.; Kallio, P.; Ramachandra, M.
    Structure-guided discovery of 1,3,5 tri-substituted benzenes as potent and selective matriptase inhibitors exhibiting in vivo antitumor efficacy (2014), Bioorg. Med. Chem., 22, 3187-3203.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(1r,4r)-4-amino-N-(3,5-bis(4-carbamimidoylphenoxy)phenyl)cyclohexanecarboxamide
-
Homo sapiens
(1r,4r)-4-aminocyclohexyl 3,5-bis(4-carbamimidoylphenoxy)benzoate
-
Homo sapiens
1-(2-aminoethyl)-N-(3,5-bis(4-carbamimidoylphenoxy)phenyl)piperidine-4-carboxamide
-
Homo sapiens
1-(3,5-bis(4-carbamimidoylphenoxy)benzoyl)piperidine-4-carboxylic acid
-
Homo sapiens
1-(3-aminopropanoyl)-N-(3,5-bis(4-carbamimidoylphenoxy)phenyl)piperidine-4-carboxamide
-
Homo sapiens
3,5-bis(4-carbamimidoylphenoxy)-N-((4-hydroxycyclohexyl)methyl)benzamide
-
Homo sapiens
3,5-bis(4-carbamimidoylphenoxy)-N-(1-(2-hydroxyethyl)piperidin-4-yl)benzamide
-
Homo sapiens
3,5-bis(4-carbamimidoylphenoxy)-N-(4-fluorophenyl)benzamide
-
Homo sapiens
3,5-bis(4-carbamimidoylphenoxy)-N-(4-hydroxycyclohexyl)benzamide
-
Homo sapiens
3,5-bis(4-carbamimidoylphenoxy)-N-(4-methylcyclohexyl)benzamide
-
Homo sapiens
3,5-bis(4-carbamimidoylphenoxy)-N-(cyclohexylmethyl)benzamide
-
Homo sapiens
3,5-bis(4-carbamimidoylphenoxy)-N-cyclohexylbenzamide
-
Homo sapiens
3,5-bis(4-carbamimidoylphenoxy)benzamide
-
Homo sapiens
3-[(2R)-3-[4-(2-aminoethyl)piperidin-1-yl]-2-([[3-(6-amino-2,3,4,5-tetrahydropyridin-3-yl)phenyl]sulfonyl]amino)-3-oxopropyl]benzenecarboximidamide
-
Homo sapiens
3-[3-[4-(2-carbamimidamidoethyl)piperidin-1-yl]-2-[(naphthalen-2-ylsulfonyl)amino]-3-oxopropyl]benzenecarboximidamide
-
Homo sapiens
4,4'-((5-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)-1,3-phenylene)bis(oxy))dibenzimidamide
-
Homo sapiens
4,4'-((5-(4-(2-aminoethyl)piperidine-1-carbonyl)-1,3-phenylene)bis(oxy))dibenzimidamide
-
Homo sapiens
4,4'-((5-(4-fluorophenylsulfonamido)-1,3-phenylene)bis(oxy))dibenzimidamide
-
Homo sapiens
4,4'-((5-(decahydroquinoline-1-carbonyl)-1,3-phenylene)bis(oxy))dibenzimidamide
-
Homo sapiens
4,4'-((5-(naphthalene-2-sulfonamido)-1,3-phenylene)bis(oxy))dibenzimidamide
-
Homo sapiens
4,4'-[(3-[[(4-fluorophenyl)sulfonyl]amino]pyridine-2,6-diyl)bis(oxy)]dibenzenecarboximidamide
-
Homo sapiens
4,4'-[(5-aminobenzene-1,3-diyl)bis(oxy)]dibenzenecarboximidamide
-
Homo sapiens
4,4'-[benzene-1,4-diylbis(oxy)]dibenzenecarboximidamide binding structure, overview Homo sapiens
4-aminocyclohexyl 3,5-bis(4-carbamimidoylphenoxy)benzoate
-
Homo sapiens
4-[(2-[[(2S)-6-carbamimidamido-1-oxohexan-2-yl]amino]-2-oxoethyl)carbamoyl]-6-methoxy-6-oxo-4-[3-(prop-1-en-2-yl)benzyl]hexanoic acid
-
Homo sapiens
ethyl 4-(3,5-bis(4-carbamimidoylphenoxy)benzamido)piperidine-1-carboxylate
-
Homo sapiens
additional information inhibitor design, synthesis of diverse 5-substituted phenylene1,3-bis(oxy) dibenzimidamide analogues, overview. Anaysis of cytotoxic effects of inhibitors Homo sapiens
N-((1r,4r)-4-aminocyclohexyl)-3,5-bis((3-carbamimidoylbenzyl)oxy)benzamide
-
Homo sapiens
N-((1r,4r)-4-aminocyclohexyl)-3,5-bis((4-carbamimidoylbenzyl)oxy)benzamide
-
Homo sapiens
N-((1r,4r)-4-aminocyclohexyl)-3,5-bis(4-(aminomethyl)phenoxy)benzamide
-
Homo sapiens
N-((1r,4r)-4-aminocyclohexyl)-3-((3-carbamimidoylbenzyl)oxy)-5-(4-carbamimidoylphenoxy)benzamide
-
Homo sapiens
N-((1r,4r)-4-aminocyclohexyl)-3-((4-bromobenzyl)oxy)-5-(4-carbamimidoylphenoxy)benzamide
-
Homo sapiens
N-((1r,4r)-4-aminocyclohexyl)-3-((4-carbamimidoylbenzyl)oxy)-5-(4-carbamimidoylphenoxy)benzamide
-
Homo sapiens
N-((1r,4r)-4-aminocyclohexyl)-3-((6-aminopyridin-3-yl)oxy)-5-(4-carbamimidoylphenoxy)benzamide
-
Homo sapiens
N-((1r,4r)-4-aminocyclohexyl)-3-((6-bromopyridin-3-yl)methoxy)-5-(4-carbamimidoylphenoxy)benzamide
-
Homo sapiens
N-((1r,4r)-4-aminocyclohexyl)-3-(4-(3-aminopropanamido)phenoxy)-5-(4-carbamimidoylphenoxy)benzamide
-
Homo sapiens
N-((1r,4r)-4-aminocyclohexyl)-3-(4-(aminomethyl)phenoxy)-5-(4-carbamimidoylphenoxy)benzamide
-
Homo sapiens
N-((1r,4r)-4-aminocyclohexyl)-3-(4-aminophenoxy)-5-(4-carbamimidoylphenoxy)benzamide
-
Homo sapiens
N-((1r,4r)-4-aminocyclohexyl)-3-(4-carbamimidoylphenoxy)-5-((4-chlorobenzyl)oxy)benzamide
-
Homo sapiens
N-((1r,4r)-4-aminocyclohexyl)-3-(4-carbamimidoylphenoxy)-5-(4-carbamoylphenoxy)benzamide
-
Homo sapiens
N-(1-(3-aminopropyl)piperidin-4-yl)-3,5-bis(4-carbamimidoylphenoxy)benzamide
-
Homo sapiens
N-(3,5-bis(4-carbamimidoylphenoxy)phenyl)-1-(2-hydroxyethyl)piperidine-4-carboxamide
-
Homo sapiens
N-(4-aminocyclohexyl)-3,5-bis(4-carbamimidoylphenoxy)benzamide
-
Homo sapiens
N-[3-([1-[4-(2-aminoethyl)piperidin-1-yl]-3-(3-carbamimidoylphenyl)-1-oxopropan-2-yl]sulfamoyl)phenyl]-b-alaninamide
-
Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens Q9Y5Y6
-
-

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.000001
-
(1r,4r)-4-aminocyclohexyl 3,5-bis(4-carbamimidoylphenoxy)benzoate pH 8.5, temperature not specified in the publication Homo sapiens
0.000003
-
(1r,4r)-4-amino-N-(3,5-bis(4-carbamimidoylphenoxy)phenyl)cyclohexanecarboxamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000003
-
N-((1r,4r)-4-aminocyclohexyl)-3,5-bis((3-carbamimidoylbenzyl)oxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000006
-
N-((1r,4r)-4-aminocyclohexyl)-3-((3-carbamimidoylbenzyl)oxy)-5-(4-carbamimidoylphenoxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.00001
-
N-(4-aminocyclohexyl)-3,5-bis(4-carbamimidoylphenoxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.00001
-
N-((1r,4r)-4-aminocyclohexyl)-3-((4-carbamimidoylbenzyl)oxy)-5-(4-carbamimidoylphenoxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000018
-
1-(2-aminoethyl)-N-(3,5-bis(4-carbamimidoylphenoxy)phenyl)piperidine-4-carboxamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000018
-
N-(3,5-bis(4-carbamimidoylphenoxy)phenyl)-1-(2-hydroxyethyl)piperidine-4-carboxamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000023
-
N-((1r,4r)-4-aminocyclohexyl)-3,5-bis((4-carbamimidoylbenzyl)oxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.00004
-
N-((1r,4r)-4-aminocyclohexyl)-3-(4-(aminomethyl)phenoxy)-5-(4-carbamimidoylphenoxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000061
-
1-(3-aminopropanoyl)-N-(3,5-bis(4-carbamimidoylphenoxy)phenyl)piperidine-4-carboxamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000094
-
4,4'-((5-(4-(2-aminoethyl)piperidine-1-carbonyl)-1,3-phenylene)bis(oxy))dibenzimidamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000116
-
N-((1r,4r)-4-aminocyclohexyl)-3-(4-(3-aminopropanamido)phenoxy)-5-(4-carbamimidoylphenoxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000141
-
N-(1-(3-aminopropyl)piperidin-4-yl)-3,5-bis(4-carbamimidoylphenoxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000204
-
3,5-bis(4-carbamimidoylphenoxy)-N-(1-(2-hydroxyethyl)piperidin-4-yl)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000218
-
4,4'-[(3-[[(4-fluorophenyl)sulfonyl]amino]pyridine-2,6-diyl)bis(oxy)]dibenzenecarboximidamide pH 8.5, temperature not specified in the publication Homo sapiens
0.00026
-
N-((1r,4r)-4-aminocyclohexyl)-3-((4-bromobenzyl)oxy)-5-(4-carbamimidoylphenoxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000301
-
3,5-bis(4-carbamimidoylphenoxy)-N-(4-hydroxycyclohexyl)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000305
-
4,4'-((5-(decahydroquinoline-1-carbonyl)-1,3-phenylene)bis(oxy))dibenzimidamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000411
-
3,5-bis(4-carbamimidoylphenoxy)-N-(cyclohexylmethyl)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.00047
-
N-((1r,4r)-4-aminocyclohexyl)-3-(4-carbamimidoylphenoxy)-5-((4-chlorobenzyl)oxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000545
-
4-aminocyclohexyl 3,5-bis(4-carbamimidoylphenoxy)benzoate pH 8.5, temperature not specified in the publication Homo sapiens
0.000591
-
3,5-bis(4-carbamimidoylphenoxy)-N-(4-fluorophenyl)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000592
-
3,5-bis(4-carbamimidoylphenoxy)-N-cyclohexylbenzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.00073
-
4,4'-((5-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)-1,3-phenylene)bis(oxy))dibenzimidamide pH 8.5, temperature not specified in the publication Homo sapiens
0.00077
-
3,5-bis(4-carbamimidoylphenoxy)-N-(4-methylcyclohexyl)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000793
-
N-((1r,4r)-4-aminocyclohexyl)-3-((6-bromopyridin-3-yl)methoxy)-5-(4-carbamimidoylphenoxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.000824
-
N-((1r,4r)-4-aminocyclohexyl)-3-(4-carbamimidoylphenoxy)-5-(4-carbamoylphenoxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.00106
-
4,4'-[(5-aminobenzene-1,3-diyl)bis(oxy)]dibenzenecarboximidamide pH 8.5, temperature not specified in the publication Homo sapiens
0.00113
-
N-((1r,4r)-4-aminocyclohexyl)-3-(4-aminophenoxy)-5-(4-carbamimidoylphenoxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.001182
-
3,5-bis(4-carbamimidoylphenoxy)-N-((4-hydroxycyclohexyl)methyl)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.00162
-
3,5-bis(4-carbamimidoylphenoxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.001698
-
N-((1r,4r)-4-aminocyclohexyl)-3,5-bis(4-(aminomethyl)phenoxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens
0.00179
-
4,4'-((5-(naphthalene-2-sulfonamido)-1,3-phenylene)bis(oxy))dibenzimidamide pH 8.5, temperature not specified in the publication Homo sapiens
0.00185
-
ethyl 4-(3,5-bis(4-carbamimidoylphenoxy)benzamido)piperidine-1-carboxylate pH 8.5, temperature not specified in the publication Homo sapiens
0.00198
-
4,4'-((5-(4-fluorophenylsulfonamido)-1,3-phenylene)bis(oxy))dibenzimidamide pH 8.5, temperature not specified in the publication Homo sapiens
0.00203
-
N-((1r,4r)-4-aminocyclohexyl)-3-((6-aminopyridin-3-yl)oxy)-5-(4-carbamimidoylphenoxy)benzamide pH 8.5, temperature not specified in the publication Homo sapiens

General Information

General Information Comment Organism
malfunction expression of matriptase is frequently dysregulated in human cancers Homo sapiens
physiological function matriptase is a serine protease implicated in cancer invasion and metastasis, matriptase activates latent growth factors such as hepatocyte growth factor/scatter factor, and proteases such as urokinase plasminogen activator Homo sapiens