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Literature summary for 3.4.22.27 extracted from

  • Robichaud, J.; Oballa, R.; Prasit, P.; Falgueyret, J.P.; Percival, M.D.; Wesolowski, G.; Rodan, S.B.; Kimmel, D.; Johnson, C.; Bryant, C.; Venkatraman, S.; Setti, E.; Mendonca, R.; Palmer, J.T.
    A novel class of nonpeptidic biaryl inhibitors of human cathepsin K (2003), J. Med. Chem., 46, 3709-3727.
    View publication on PubMed
Search for more literature for 3.4.22.27

Inhibitors

Inhibitors Comment Organism Structure
(2R)-2-[4'-(1-azabicyclo[2.2.2]oct-4-yl)-1,1'-biphenyl-3-yl]-N-(cyanomethyl)-4-methylpentanamide IC50: 1991 nM Homo sapiens
(2R)-2-[4'-(4-tert-butylpiperazin-1-yl)-1,1'-biphenyl-3-yl]-N-(cyanomethyl)-4-methylpentanamide IC50: 8340 nM Homo sapiens
(2R)-2-[4'-[1-(2-amino-2-methylpropyl)piperidin-4-yl]-1,1'-biphenyl-3-yl]-N-(cyanomethyl)-4-methylpentanamide IC50: 1427 nM Homo sapiens
(2R)-N-(cyanomethyl)-2-[4'-[4-(2-hydroxy-2-methylpropyl)-1-piperazinyl][1,1'-biphenyl]-3-yl]-4-methylpentanamide IC50 above 0.01 mM Homo sapiens
(2R)-N-(cyanomethyl)-2-[4'-[4-(2-hydroxyethyl)-1-piperazinyl][1,1'-biphenyl]-3-yl]-4-methylpentanamide IC50: 609 nM Homo sapiens
(2R)-N-(cyanomethyl)-4-methyl-2-[4'-(1-piperazinyl)-[1,1'-biphenyl]-3-yl]pentanamide IC50: 2010 nM Homo sapiens
(2R)-N-(cyanomethyl)-4-methyl-2-[4'-(1H-tetraazol-5-yl)-1,1'-biphenyl-3-yl]pentanamide IC50 above 0.01 mM Homo sapiens
(2R)-N-(cyanomethyl)-4-methyl-2-[4'-(4-methyl-1-piperazinyl)[1,1'-biphenyl]-3-yl]pentanamide IC50: 3931 nM Homo sapiens
(2R)-N-(cyanomethyl)-4-methyl-2-[4'-(4-pyrimidinyl)[1,1'-biphenyl]-3-yl]pentanamide IC50: 1365 nM Homo sapiens
(2R)-N-(cyanomethyl)-4-methyl-2-[4'-[4-(2-oxopropyl)-piperazin-1-yl]-1,1'-biphenyl-3-yl]pentanamide IC50: 2364 nM Homo sapiens
(4S)-N-(cyanomethyl)-4-methyl-2-[4'-(4-methylpiperazin-1-yl)-1,1'-biphenyl-3-yl]hexanamide IC50 above 0.01 mM Homo sapiens
2-(1,1'-biphenyl-3-yl)-N-(cyanomethyl)-4-methylpentanamide IC50: 1578 nM Homo sapiens
2-(1,1'-biphenyl-4-yl)-N-(cyanomethyl)-4-methylpentanamide IC50: 3343 nM Homo sapiens
3'-[1-[[(cyanomethy)amino]carbonyl]-3-methylbutyl]-1,1'biphenyl-4-carboxamide IC50: 1373 nM Homo sapiens
N-(cyanomethyl)-2-[3-(1H-indol-5-yl)phenyl]-4-methylpentanamide IC50: 922 nM Homo sapiens
N-(cyanomethyl)-2-[3-(1H-indol-6-yl)phenyl]-4-methylpentanamide IC50: 1257 nM Homo sapiens
N-(cyanomethyl)-2-[4'-(4-methylpiperazin-1-yl)-1,1'-biphenyl-3-yl]-3-phenylpropanamide IC50 above 0.01 mM Homo sapiens
N-(cyanomethyl)-2-[4'-(4-methylpiperazin-1-yl)-1,1'-biphenyl-3-yl]acetamide IC50 above 0.01 mM Homo sapiens
N-(cyanomethyl)-3-cyclobutyl-2-[4'-(4-methylpiperazin-1-yl)-1,1'-biphenyl-3-yl]propanamide IC50: 2310 nM Homo sapiens
N-(cyanomethyl)-3-cyclopropyl-2-[4'-(4-methylpiperazin-1-yl)-1,1'-biphenyl-3-yl]propanamide IC50: 6597 nM Homo sapiens
N-(cyanomethyl)-4-methyl-2-(2-phenyl-1,3-thiazol-4-yl)pentanamide IC50 above 0.01 mM Homo sapiens
N-(cyanomethyl)-4-methyl-2-(3'-piperazin-1-yl-1,1'-biphenyl-3-yl)pentanamide methanesulfonate IC50 above 0.01 mM Homo sapiens
N-(cyanomethyl)-4-methyl-2-(3-pyridin-3-ylphenyl)-pentanamide IC50 above 0.01 nM Homo sapiens
N-(cyanomethyl)-4-methyl-2-(3-pyridin-4-ylphenyl)-pentanamide trifluoroacetate IC50: 1748 nM Homo sapiens
N-(cyanomethyl)-4-methyl-2-(3-pyrimidin-5-ylphenyl)pentanamide IC50 above 0.01 mM Homo sapiens
N-(cyanomethyl)-4-methyl-2-(5-phenylpyridin-3-yl)-pentanamide trifluoroacetate IC50 above 0.01 mM Homo sapiens
N-(cyanomethyl)-4-methyl-2-[2'-(1-piperazinyl)[1,1'-biphenyl]-3-yl]pentanamide IC50: 521 nM Homo sapiens
N-(cyanomethyl)-4-methyl-2-[2'-(4-morpholinyl)[1,1'-biphenyl]-3-yl]pentanamide IC50: 3368 nM Homo sapiens
N-(cyanomethyl)-4-methyl-2-[3'-(4-morpholinyl)[1,1'-biphenyl]-3-yl]pentanamide IC50 above 0.01 mM Homo sapiens
N-(cyanomethyl)-4-methyl-2-[4'-(1,2,3,6-tetrahydro-4-pyridinyl)[1,1'-biphenyl]-3-yl]pentanamide IC50: 652 nM Homo sapiens
N-(cyanomethyl)-4-methyl-2-[4'-(1-piperazinyl)[1,1'-biphenyl]-3-yl]pentanamide IC50: 1245 nM Homo sapiens
N-(cyanomethyl)-4-methyl-2-[4'-(4-methyl-1-piperazinyl)[1,1'-biphenyl]-3-yl]pentanamide IC50: 1695 nM Homo sapiens
N-(cyanomethyl)-4-methyl-2-[4'-(4-morpholinyl)[1,1'-biphenyl]-3-yl]pentanamide IC50: 9422 nM Homo sapiens
N-(cyanomethyl)-4-methyl-2-[4'-(4-piperidinyl)[1,1'-biphenyl]-3-yl]pentanamide IC50: 1421 nM Homo sapiens
N-(cyanomethyl)-4-methyl-2-[4'-(methylsulfonyl)-1,1'-biphenyl-3-yl]pentanamide IC50: 6623 nM Homo sapiens
N2-benzoyl-N1-(cyanomethyl)-L-leucinamide IC50: 41 nM Homo sapiens
tert-butyl 4-[3'-[1-[[(cyanomethyl)amino]carbonyl]-3-methylbutyl]-1,1'-biphenyl-4-yl]piperazine-1-carboxylate IC50: 1298 nM Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Substrates and Products (Substrate)

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

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00000001
-
 IC50 above 0.01 nM Homo sapiens N-(cyanomethyl)-4-methyl-2-(3-pyridin-3-ylphenyl)-pentanamide
0.000041
-
 IC50: 41 nM Homo sapiens N2-benzoyl-N1-(cyanomethyl)-L-leucinamide
0.000521
-
 IC50: 521 nM Homo sapiens N-(cyanomethyl)-4-methyl-2-[2'-(1-piperazinyl)[1,1'-biphenyl]-3-yl]pentanamide
0.000609
-
 IC50: 609 nM Homo sapiens (2R)-N-(cyanomethyl)-2-[4'-[4-(2-hydroxyethyl)-1-piperazinyl][1,1'-biphenyl]-3-yl]-4-methylpentanamide
0.000652
-
 IC50: 652 nM Homo sapiens N-(cyanomethyl)-4-methyl-2-[4'-(1,2,3,6-tetrahydro-4-pyridinyl)[1,1'-biphenyl]-3-yl]pentanamide
0.000922
-
 IC50: 922 nM Homo sapiens N-(cyanomethyl)-2-[3-(1H-indol-5-yl)phenyl]-4-methylpentanamide
0.001245
-
 IC50: 1245 nM Homo sapiens N-(cyanomethyl)-4-methyl-2-[4'-(1-piperazinyl)[1,1'-biphenyl]-3-yl]pentanamide
0.001257
-
 IC50: 1257 nM Homo sapiens N-(cyanomethyl)-2-[3-(1H-indol-6-yl)phenyl]-4-methylpentanamide
0.001298
-
 IC50: 1298 nM Homo sapiens tert-butyl 4-[3'-[1-[[(cyanomethyl)amino]carbonyl]-3-methylbutyl]-1,1'-biphenyl-4-yl]piperazine-1-carboxylate
0.001365
-
 IC50: 1365 nM Homo sapiens (2R)-N-(cyanomethyl)-4-methyl-2-[4'-(4-pyrimidinyl)[1,1'-biphenyl]-3-yl]pentanamide
0.001373
-
 IC50: 1373 nM Homo sapiens 3'-[1-[[(cyanomethy)amino]carbonyl]-3-methylbutyl]-1,1'biphenyl-4-carboxamide
0.001421
-
 IC50: 1421 nM Homo sapiens N-(cyanomethyl)-4-methyl-2-[4'-(4-piperidinyl)[1,1'-biphenyl]-3-yl]pentanamide
0.001427
-
 IC50: 1427 nM Homo sapiens (2R)-2-[4'-[1-(2-amino-2-methylpropyl)piperidin-4-yl]-1,1'-biphenyl-3-yl]-N-(cyanomethyl)-4-methylpentanamide
0.001578
-
 IC50: 1578 nM Homo sapiens 2-(1,1'-biphenyl-3-yl)-N-(cyanomethyl)-4-methylpentanamide
0.001695
-
 IC50: 1695 nM Homo sapiens N-(cyanomethyl)-4-methyl-2-[4'-(4-methyl-1-piperazinyl)[1,1'-biphenyl]-3-yl]pentanamide
0.001748
-
 IC50: 1748 nM Homo sapiens N-(cyanomethyl)-4-methyl-2-(3-pyridin-4-ylphenyl)-pentanamide trifluoroacetate
0.001991
-
 IC50: 1991 nM Homo sapiens (2R)-2-[4'-(1-azabicyclo[2.2.2]oct-4-yl)-1,1'-biphenyl-3-yl]-N-(cyanomethyl)-4-methylpentanamide
0.00201
-
 IC50: 2010 nM Homo sapiens (2R)-N-(cyanomethyl)-4-methyl-2-[4'-(1-piperazinyl)-[1,1'-biphenyl]-3-yl]pentanamide
0.00231
-
 IC50: 2310 nM Homo sapiens N-(cyanomethyl)-3-cyclobutyl-2-[4'-(4-methylpiperazin-1-yl)-1,1'-biphenyl-3-yl]propanamide
0.002364
-
 IC50: 2364 nM Homo sapiens (2R)-N-(cyanomethyl)-4-methyl-2-[4'-[4-(2-oxopropyl)-piperazin-1-yl]-1,1'-biphenyl-3-yl]pentanamide
0.003343
-
 IC50: 3343 nM Homo sapiens 2-(1,1'-biphenyl-4-yl)-N-(cyanomethyl)-4-methylpentanamide
0.003368
-
 IC50: 3368 nM Homo sapiens N-(cyanomethyl)-4-methyl-2-[2'-(4-morpholinyl)[1,1'-biphenyl]-3-yl]pentanamide
0.003931
-
 IC50: 3931 nM Homo sapiens (2R)-N-(cyanomethyl)-4-methyl-2-[4'-(4-methyl-1-piperazinyl)[1,1'-biphenyl]-3-yl]pentanamide
0.006597
-
 IC50: 6597 nM Homo sapiens N-(cyanomethyl)-3-cyclopropyl-2-[4'-(4-methylpiperazin-1-yl)-1,1'-biphenyl-3-yl]propanamide
0.006623
-
 IC50: 6623 nM Homo sapiens N-(cyanomethyl)-4-methyl-2-[4'-(methylsulfonyl)-1,1'-biphenyl-3-yl]pentanamide
0.00834
-
 IC50: 8340 nM Homo sapiens (2R)-2-[4'-(4-tert-butylpiperazin-1-yl)-1,1'-biphenyl-3-yl]-N-(cyanomethyl)-4-methylpentanamide
0.009422
-
 IC50: 9422 nM Homo sapiens N-(cyanomethyl)-4-methyl-2-[4'-(4-morpholinyl)[1,1'-biphenyl]-3-yl]pentanamide
0.01
-
 IC50 above 0.01 mM Homo sapiens (2R)-N-(cyanomethyl)-2-[4'-[4-(2-hydroxy-2-methylpropyl)-1-piperazinyl][1,1'-biphenyl]-3-yl]-4-methylpentanamide
0.01
-
 IC50 above 0.01 mM Homo sapiens (2R)-N-(cyanomethyl)-4-methyl-2-[4'-(1H-tetraazol-5-yl)-1,1'-biphenyl-3-yl]pentanamide
0.01
-
 IC50 above 0.01 mM Homo sapiens (4S)-N-(cyanomethyl)-4-methyl-2-[4'-(4-methylpiperazin-1-yl)-1,1'-biphenyl-3-yl]hexanamide
0.01
-
 IC50 above 0.01 mM Homo sapiens N-(cyanomethyl)-2-[4'-(4-methylpiperazin-1-yl)-1,1'-biphenyl-3-yl]acetamide
0.01
-
 IC50 above 0.01 mM Homo sapiens N-(cyanomethyl)-2-[4'-(4-methylpiperazin-1-yl)-1,1'-biphenyl-3-yl]-3-phenylpropanamide
0.01
-
 IC50 above 0.01 mM Homo sapiens N-(cyanomethyl)-4-methyl-2-(2-phenyl-1,3-thiazol-4-yl)pentanamide
0.01
-
 IC50 above 0.01 mM Homo sapiens N-(cyanomethyl)-4-methyl-2-(3'-piperazin-1-yl-1,1'-biphenyl-3-yl)pentanamide methanesulfonate
0.01
-
 IC50 above 0.01 mM Homo sapiens N-(cyanomethyl)-4-methyl-2-(3-pyrimidin-5-ylphenyl)pentanamide
0.01
-
 IC50 above 0.01 mM Homo sapiens N-(cyanomethyl)-4-methyl-2-(5-phenylpyridin-3-yl)-pentanamide trifluoroacetate
0.01
-
 IC50 above 0.01 mM Homo sapiens N-(cyanomethyl)-4-methyl-2-[3'-(4-morpholinyl)[1,1'-biphenyl]-3-yl]pentanamide