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Literature summary for 3.4.21.5 extracted from

  • Muley, L.; Baum, B.; Smolinski, M.; Freindorf, M.; Heine, A.; Klebe, G.; Hangauer, D.G.
    Enhancement of hydrophobic interactions and hydrogen bond strength by cooperativity: synthesis, modeling, and molecular dynamics simulations of a congeneric series of thrombin inhibitors (2010), J. Med. Chem., 53, 2126-2135.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(1R)-2-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-1-cyclohexyl-2-oxoethanaminium chloride
-
Homo sapiens
(1R)-2-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-1-cyclopentyl-2-oxoethanaminium chloride
-
Homo sapiens
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-aminium chloride
-
Homo sapiens
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-1-oxobutan-2-aminium chloride
-
Homo sapiens
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-1-oxopropan-2-aminium chloride
-
Homo sapiens
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-aminium chloride
-
Homo sapiens
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-3-cyclohexyl-1-oxopropan-2-aminium chloride
-
Homo sapiens
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-aminium chloride
-
Homo sapiens
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-4,4-dimethyl-1-oxopentan-2-aminium chloride
-
Homo sapiens
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-4-methyl-1-oxopentan-2-aminium chloride
-
Homo sapiens
(2S)-1-acetyl-N-(3-chlorobenzyl)pyrrolidine-2-carboxamide
-
Homo sapiens
(2S)-1-butanoyl-N-(3-chlorobenzyl)pyrrolidine-2-carboxamide
-
Homo sapiens
(2S)-N-(3-chlorobenzyl)-1-(3-methylbutanoyl)pyrrolidine-2-carboxamide
-
Homo sapiens
(2S)-N-(3-chlorobenzyl)-1-(3-phenylpropanoyl)pyrrolidine-2-carboxamide
-
Homo sapiens
(2S)-N-(3-chlorobenzyl)-1-(4-methylpentanoyl)pyrrolidine-2-carboxamide
-
Homo sapiens
(2S)-N-(3-chlorobenzyl)-1-(cyclopentylacetyl)pyrrolidine-2-carboxamide
-
Homo sapiens
(2S)-N-(3-chlorobenzyl)-1-propanoylpyrrolidine-2-carboxamide
-
Homo sapiens
2-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-2-oxoethanaminium chloride
-
Homo sapiens
amino[4-([[1-(3,3-dimethylbutanoyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride
-
Homo sapiens
amino[4-([[1-(3-cyclohexylpropanoyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride
-
Homo sapiens
amino[4-([[1-(3-cyclopentylpropanoyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride
-
Homo sapiens
amino[4-([[1-(3-methylbutanoyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride
-
Homo sapiens
amino[4-([[1-(3-phenylpropanoyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride
-
Homo sapiens
amino[4-([[1-(4-methylpentanoyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride
-
Homo sapiens
amino[4-([[1-(cyclohexylacetyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride
-
Homo sapiens
amino[4-([[1-(cyclopentylacetyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride
-
Homo sapiens
amino[4-[([[(2S)-1-butanoylpyrrolidin-2-yl]carbonyl]amino)methyl]phenyl]methaniminium chloride
-
Homo sapiens
amino[4-[([[(2S)-1-propanoylpyrrolidin-2-yl]carbonyl]amino)methyl]phenyl]methaniminium chloride
-
Homo sapiens
N-(3-chlorobenzyl)-1-(3-cyclohexylpropanoyl)-L-prolinamide
-
Homo sapiens
N-(3-chlorobenzyl)-1-(3-cyclopentylpropanoyl)-L-prolinamide
-
Homo sapiens
N-(3-chlorobenzyl)-1-(cyclohexylacetyl)-L-prolinamide
-
Homo sapiens
N-[4-[amino(iminio)methyl]benzyl]-1-[(2R)-2-ammonio-2-cyclohexylacetyl]-L-prolinamide dichloride
-
Homo sapiens
N-[4-[amino(iminio)methyl]benzyl]-1-[(2R)-2-ammonio-3,3-dimethylbutanoyl]-L-prolinamide dichloride
-
Homo sapiens
N-[4-[amino(iminio)methyl]benzyl]-1-[(2R)-2-ammonio-3-methylbutanoyl]-L-prolinamide dichloride
-
Homo sapiens
N-[4-[amino(iminio)methyl]benzyl]-1-[(2R)-2-ammonio-3-phenylpropanoyl]-L-prolinamide dichloride
-
Homo sapiens
N-[4-[amino(iminio)methyl]benzyl]-1-[(2R)-2-ammonio-4,4-dimethylpentanoyl]-L-prolinamide dichloride
-
Homo sapiens
N-[4-[amino(iminio)methyl]benzyl]-1-[(2R)-2-ammonio-4-methylpentanoyl]-L-prolinamide dichloride
-
Homo sapiens
N-[4-[amino(iminio)methyl]benzyl]-1-[(2R)-2-ammoniobutanoyl]-L-prolinamide dichloride
-
Homo sapiens
[4-[([[(2S)-1-acetylpyrrolidin-2-yl]carbonyl]amino)methyl]phenyl](amino)methaniminium chloride
-
Homo sapiens
[amino(4-[[([(2S)-1-[(2R)-2-ammoniopropanoyl]pyrrolidin-2-yl]carbonyl)amino]methyl]phenyl)methylidene]ammonium dichloride
-
Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
Pefachrom tPa + H2O
-
Homo sapiens ?
-
?

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.000004
-
N-[4-[amino(iminio)methyl]benzyl]-1-[(2R)-2-ammonio-3-phenylpropanoyl]-L-prolinamide dichloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.000011
-
N-[4-[amino(iminio)methyl]benzyl]-1-[(2R)-2-ammonio-4,4-dimethylpentanoyl]-L-prolinamide dichloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00002
-
N-[4-[amino(iminio)methyl]benzyl]-1-[(2R)-2-ammonio-4-methylpentanoyl]-L-prolinamide dichloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.000023
-
N-[4-[amino(iminio)methyl]benzyl]-1-[(2R)-2-ammonio-2-cyclohexylacetyl]-L-prolinamide dichloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00007
-
N-[4-[amino(iminio)methyl]benzyl]-1-[(2R)-2-ammonio-3-methylbutanoyl]-L-prolinamide dichloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.0001
-
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-3-cyclohexyl-1-oxopropan-2-aminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00015
-
(1R)-2-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-1-cyclohexyl-2-oxoethanaminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00015
-
N-[4-[amino(iminio)methyl]benzyl]-1-[(2R)-2-ammonio-3,3-dimethylbutanoyl]-L-prolinamide dichloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00018
-
N-[4-[amino(iminio)methyl]benzyl]-1-[(2R)-2-ammoniobutanoyl]-L-prolinamide dichloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00018
-
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-aminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00041
-
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-4,4-dimethyl-1-oxopentan-2-aminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00043
-
(1R)-2-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-1-cyclopentyl-2-oxoethanaminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00054
-
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-4-methyl-1-oxopentan-2-aminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00075
-
amino[4-([[1-(3-phenylpropanoyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00092
-
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-aminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00094
-
amino[4-([[1-(3,3-dimethylbutanoyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00117
-
amino[4-([[1-(3-cyclohexylpropanoyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00118
-
amino[4-([[1-(3-cyclopentylpropanoyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00128
-
amino[4-([[1-(4-methylpentanoyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00142
-
[amino(4-[[([(2S)-1-[(2R)-2-ammoniopropanoyl]pyrrolidin-2-yl]carbonyl)amino]methyl]phenyl)methylidene]ammonium dichloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00164
-
amino[4-([[1-(cyclopentylacetyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00254
-
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-aminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00361
-
amino[4-([[1-(cyclohexylacetyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00381
-
amino[4-([[1-(3-methylbutanoyl)-L-prolyl]amino]methyl)phenyl]methaniminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.0057
-
amino[4-[([[(2S)-1-butanoylpyrrolidin-2-yl]carbonyl]amino)methyl]phenyl]methaniminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00681
-
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-1-oxobutan-2-aminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.00808
-
2-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-2-oxoethanaminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.0297
-
N-(3-chlorobenzyl)-1-(3-cyclohexylpropanoyl)-L-prolinamide in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.033
-
(2R)-1-[(2S)-2-[(3-chlorobenzyl)carbamoyl]pyrrolidin-1-yl]-1-oxopropan-2-aminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.0345
-
N-(3-chlorobenzyl)-1-(cyclohexylacetyl)-L-prolinamide in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.039
-
amino[4-[([[(2S)-1-propanoylpyrrolidin-2-yl]carbonyl]amino)methyl]phenyl]methaniminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.0561
-
[4-[([[(2S)-1-acetylpyrrolidin-2-yl]carbonyl]amino)methyl]phenyl](amino)methaniminium chloride in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.0724
-
(2S)-N-(3-chlorobenzyl)-1-(cyclopentylacetyl)pyrrolidine-2-carboxamide in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.0929
-
N-(3-chlorobenzyl)-1-(3-cyclopentylpropanoyl)-L-prolinamide in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.0943
-
(2S)-N-(3-chlorobenzyl)-1-(3-phenylpropanoyl)pyrrolidine-2-carboxamide in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.109
-
(2S)-N-(3-chlorobenzyl)-1-(4-methylpentanoyl)pyrrolidine-2-carboxamide in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.155
-
(2S)-N-(3-chlorobenzyl)-1-(3-methylbutanoyl)pyrrolidine-2-carboxamide in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.322
-
(2S)-1-butanoyl-N-(3-chlorobenzyl)pyrrolidine-2-carboxamide in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.444
-
(2S)-N-(3-chlorobenzyl)-1-propanoylpyrrolidine-2-carboxamide in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
0.484
-
(2S)-N-(3-chlorobenzyl)-1-(3-methylbutanoyl)pyrrolidine-2-carboxamide in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens
1.46
-
(2S)-1-acetyl-N-(3-chlorobenzyl)pyrrolidine-2-carboxamide in 50 mM Tris-HCl, pH 7.4, 154 mM NaCl, 5% (v/v) DMSO, 0.1% (w/v) PEG 8000, at 25°C Homo sapiens