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Literature summary for 3.4.22.38 extracted from

  • Adkison, K.K.; Barrett, D.G.; Deaton, D.N.; Gampe, R.T.; Hassell, A.M.; Long, S.T.; McFadyen, R.B.; Miller, A.B.; Miller, L.R.; Payne, J.A.; Shewchuk, L.M.; Wells-Knecht, K.J.; Willard, D.H.; Wright, L.L.
    Semicarbazone-based inhibitors of cathepsin K, are they prodrugs for aldehyde inhibitors? (2006), Bioorg. Med. Chem. Lett., 16, 978-983.
    View publication on PubMed

Activating Compound

Activating Compound Comment Organism Structure
DTT
-
Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
(1R)-1-benzyl-2-methylpropyl [(1S)-1-formylpentyl]carbamate
-
Homo sapiens
(1R)-1-benzyl-2-methylpropyl [(1S)-1-[(E)-[(morpholin-4-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
(1S)-1-methyl-2-phenylethyl [(1S)-1-formylpentyl]carbamate
-
Homo sapiens
(1S)-1-methyl-2-phenylethyl [(1S)-1-[(E)-[(morpholin-4-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
1-benzylcyclopentyl [(1S)-1-formylpentyl]carbamate
-
Homo sapiens
1-benzylcyclopentyl [(1S)-1-[(E)-[(2,3-dihydro-1H-indol-1-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
1-methylethyl (2E)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]hexylidene]hydrazinecarboxylate
-
Homo sapiens
ethyl N-[[(2E)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]hexylidene]hydrazino]carbonyl]-b-alaninate
-
Homo sapiens
ethyl N-[[(2E)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]hexylidene]hydrazino]carbonyl]glycinate
-
Homo sapiens
methyl [[(2E)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]hexylidene]hydrazino]carbonyl]carbamate
-
Homo sapiens
S-(1-methylethyl) (2E)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]hexylidene]hydrazinecarbothioate
-
Homo sapiens
tert-butyl [(1S)-1-formylpentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-(4,5-dihydro-1,3-thiazol-2-ylhydrazono)methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-(carbamimidoylhydrazono)methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-(carbamoylhydrazono)methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(2,3-dihydro-1H-indol-1-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(3,4-dihydroisoquinolin-2(1H)-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(3,4-dihydroquinolin-1(2H)-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(3-methylbutanoyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(benzylcarbamoyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(diethylcarbamoyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(dimethylcarbamoyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(dimethylsulfamoyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(ethylcarbamoyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(methylcarbamoyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(morpholin-4-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(phenylcarbamoyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(phenylcarbonyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(piperidin-1-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(pyrrolidin-1-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(tert-butylcarbamoyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[(trifluoroacetyl)hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[methyl[(2-phenylethyl)carbamoyl]hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[methyl[methyl(2-phenylethyl)carbamoyl]hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[[(1-methylethyl)carbamothioyl]hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[[(1-methylethyl)carbamoyl]hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[[(2-phenylethyl)carbamoyl]hydrazono]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[[(morpholin-4-ylcarbonyl)oxy]imino]methyl]pentyl]carbamate
-
Homo sapiens
tert-butyl [(1S)-1-[(E)-[[methyl(2-phenylethyl)carbamoyl]hydrazono]methyl]pentyl]carbamate
-
Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
Cbz-Phe-Arg-7-amido-4-methylcoumarin + H2O
-
Homo sapiens Cbz-Phe-Arg + 7-amino-4-methylcoumarin
-
?

Synonyms

Synonyms Comment Organism
cathepsin K
-
Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
5.5
-
assay at Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00000011
-
-
Homo sapiens 1-benzylcyclopentyl [(1S)-1-[(E)-[(2,3-dihydro-1H-indol-1-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
0.00000033
-
-
Homo sapiens (1R)-1-benzyl-2-methylpropyl [(1S)-1-[(E)-[(morpholin-4-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
0.00000035
-
-
Homo sapiens 1-benzylcyclopentyl [(1S)-1-formylpentyl]carbamate
0.0000005
-
-
Homo sapiens (1R)-1-benzyl-2-methylpropyl [(1S)-1-formylpentyl]carbamate
0.00000094
-
-
Homo sapiens (1S)-1-methyl-2-phenylethyl [(1S)-1-[(E)-[(morpholin-4-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
0.0000018
-
-
Homo sapiens (1S)-1-methyl-2-phenylethyl [(1S)-1-formylpentyl]carbamate
0.000024
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[(trifluoroacetyl)hydrazono]methyl]pentyl]carbamate
0.000035
-
IC50: 0.00005 mM (after addition of the semicarbazide in 15fold excess at pH 5.5) 0.0021 mM (after addition of the semicarbazide in 15fold excess at pH 7.0) Homo sapiens tert-butyl [(1S)-1-[(E)-[(morpholin-4-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
0.000036
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[(pyrrolidin-1-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
0.00004
-
IC50: 0.000047 mM (after addition of the semicarbazide in 15fold excess at pH 5.5) 0.0018 mM (after addition of the semicarbazide in 15fold excess at pH 7.0) Homo sapiens tert-butyl [(1S)-1-[(E)-[(diethylcarbamoyl)hydrazono]methyl]pentyl]carbamate
0.000045
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[[methyl(2-phenylethyl)carbamoyl]hydrazono]methyl]pentyl]carbamate
0.000048
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[(2,3-dihydro-1H-indol-1-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
0.000051
-
-
Homo sapiens tert-butyl [(1S)-1-formylpentyl]carbamate
0.000058
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[(piperidin-1-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
0.000059
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[(3,4-dihydroquinolin-1(2H)-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
0.000072
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[(dimethylcarbamoyl)hydrazono]methyl]pentyl]carbamate
0.000072
-
IC50: 0.00022 mM (after addition of the semicarbazide in 15fold excess at pH 5.5) 0.0019 mM (after addition of the semicarbazide in 15fold excess at pH 7.0) Homo sapiens tert-butyl [(1S)-1-[(E)-[(dimethylsulfamoyl)hydrazono]methyl]pentyl]carbamate
0.000093
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[(3,4-dihydroisoquinolin-2(1H)-ylcarbonyl)hydrazono]methyl]pentyl]carbamate
0.00013
-
-
Homo sapiens 1-methylethyl (2E)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]hexylidene]hydrazinecarboxylate
0.00016
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[(tert-butylcarbamoyl)hydrazono]methyl]pentyl]carbamate
0.00017
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[[(1-methylethyl)carbamothioyl]hydrazono]methyl]pentyl]carbamate
0.00017
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[[(1-methylethyl)carbamoyl]hydrazono]methyl]pentyl]carbamate
0.00018
-
-
Homo sapiens methyl [[(2E)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]hexylidene]hydrazino]carbonyl]carbamate
0.0002
-
IC50: 0.00016 mM (after addition of the semicarbazide in 15fold excess at pH 5.5) 0.011 mM (after addition of the semicarbazide in 15fold excess at pH 7.0) Homo sapiens tert-butyl [(1S)-1-[(E)-[(3-methylbutanoyl)hydrazono]methyl]pentyl]carbamate
0.00022
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[(phenylcarbonyl)hydrazono]methyl]pentyl]carbamate
0.00026
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[[(2-phenylethyl)carbamoyl]hydrazono]methyl]pentyl]carbamate
0.00028
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[(methylcarbamoyl)hydrazono]methyl]pentyl]carbamate
0.00035
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-(carbamoylhydrazono)methyl]pentyl]carbamate
0.0004
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[(phenylcarbamoyl)hydrazono]methyl]pentyl]carbamate
0.00041
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[(benzylcarbamoyl)hydrazono]methyl]pentyl]carbamate
0.00047
-
-
Homo sapiens ethyl N-[[(2E)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]hexylidene]hydrazino]carbonyl]-b-alaninate
0.00047
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-(4,5-dihydro-1,3-thiazol-2-ylhydrazono)methyl]pentyl]carbamate
0.00049
-
IC50: 0.0009 mM (after addition of the semicarbazide in 15fold excess at pH 5.5) above 0.013 mM (after addition of the semicarbazide in 15fold excess at pH 7.0) Homo sapiens tert-butyl [(1S)-1-[(E)-[(ethylcarbamoyl)hydrazono]methyl]pentyl]carbamate
0.00052
-
-
Homo sapiens ethyl N-[[(2E)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]hexylidene]hydrazino]carbonyl]glycinate
0.00052
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[methyl[methyl(2-phenylethyl)carbamoyl]hydrazono]methyl]pentyl]carbamate
0.00083
-
-
Homo sapiens S-(1-methylethyl) (2E)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]hexylidene]hydrazinecarbothioate
0.0011
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[[(morpholin-4-ylcarbonyl)oxy]imino]methyl]pentyl]carbamate
0.011
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-[methyl[(2-phenylethyl)carbamoyl]hydrazono]methyl]pentyl]carbamate
0.033
-
-
Homo sapiens tert-butyl [(1S)-1-[(E)-(carbamimidoylhydrazono)methyl]pentyl]carbamate