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Literature summary for 3.4.14.2 extracted from

  • Senten, K.; van der Veken, P.; De Meester, I.; Lambeir, A.M.; Scharpe, S.; Haemers, A.; Augustyns, K.
    gamma-Amino-substituted analogues of 1-[(S)-2,4-diaminobutanoyl]piperidine as highly potent and selective dipeptidyl peptidase II inhibitors (2004), J. Med. Chem., 47, 2906-2916.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(3S)-N1-(4-chlorobenzyl)-4-(2-methylpiperidin-1-yl)-4-oxobutane-1,3-diamine IC50: 2.3 mM; IC50: 2.3 nM Homo sapiens
(3S)-N1-(4-chlorobenzyl)-4-(3-fluoropiperidin-1-yl)-4-oxobutane-1,3-diamine 0.62 nM; IC50: 0.62 nM Homo sapiens
(3S)-N1-(4-chlorobenzyl)-4-(3-methylpiperidin-1-yl)-4-oxobutane-1,3-diamine IC50: 1.13 nM Homo sapiens
(3S)-N1-(4-chlorobenzyl)-4-(4-fluoropiperidin-1-yl)-4-oxobutane-1,3-diamine IC50: 0.39 nM Homo sapiens
(3S)-N1-(4-chlorobenzyl)-4-(4-methylpiperidin-1-yl)-4-oxobutane-1,3-diamine IC50: 0.55 nM Homo sapiens
(3S)-N1-(4-chlorobenzyl)-4-oxo-4-piperidin-1-ylbutane-1,3-diamine IC50: 1.1 nM Homo sapiens
1-((2S)-2-amino-4-((4-chlorobenzyl)amino)butanoyl)piperidin-3-ol IC50: 54.7 nM Homo sapiens
1-((2S)-2-amino-4-[(4-chlorobenzyl)amino]butanoyl)piperidin-4-ol IC50: 113 nM Homo sapiens
1-((2S)-2-amino-4-[(4-chlorobenzyl)amino]butanoyl)piperidine-2-carbonitrile IC50: 6.5 nM Homo sapiens
1-[(2S)-2-amino-4-(benzylamino)butanoyl]piperidine-2-carbonitrile IC50: 4.0 nM Homo sapiens
1-[(2S)-2-amino-4-[(4-chlorobenzyl)amino]butanoyl]piperidin-3-ol IC50: 54.7 nM Homo sapiens
1-[(2S)-2-amino-4-[(4-chlorobenzyl)amino]butanoyl]piperidin-4-ol IC50: 113 nM Homo sapiens
1-[(2S)-2-amino-4-[(4-chlorobenzyl)amino]butanoyl]piperidine-2-carbonitrile IC50: 6.5 nM Homo sapiens
3-((3-(S)-amino-4-oxo-4-(1-piperidinyl)butyl)aminomethyl)-benzonitrile IC50: 2.7 nM Homo sapiens
4-oxo-4-(1-piperidinyl)-N1 -(4-piperidinyl)-1,3-(S)-butanedi-amine IC50: 85 nM Homo sapiens
4-oxo-4-(1-piperidinyl)-N1-(2-thienylmethyl)-1,3-(S)-butanediamine IC50: 0.8 nM Homo sapiens
4-oxo-4-(1-piperidinyl)-N1-(4-pyridinylmethyl)-1,3-(S)-butanediamine IC50: 0.75 nM Homo sapiens
4-oxo-4-(1-piperidinyl)-N3-(4-piperidinyl)-1,3-(S)-butanediamine IC50: 0.017 mM Homo sapiens
4-oxo-N1-(2-phenylethyl)-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 0.9 nM Homo sapiens
4-oxo-N1-(3-phenylpropyl)-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 1.91 nM Homo sapiens
4-oxo-N1-phenyl-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 0.0015 mM Homo sapiens
6-((3-(S)-amino-4-oxo-4-(1-piperidinyl)butyl)amino)nicotinonitrile IC50: 0.0046 mM Homo sapiens
N-[3-(S)-amino-4-oxo-4-(1-piperidinyl)butyl]acetamide IC50: 0.0015 mM Homo sapiens
N-[3-(S)-amino-4-oxo-4-(1-piperidinyl)butyl]guanidine bis-(trifluoroacetate) IC50: 0.0018 mM Homo sapiens
N-[3-amino-1-(S)-(1-piperidinylcarbonyl)propyl]guanidine bis-(trifluoroacetate) IC50: 0.0074 mM Homo sapiens
N-[3-amino-4-oxo-4-(1-piperidinyl)butyl]benzamide IC50: 0.0074 mM Homo sapiens
N1 -(4-methoxybenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 0.66 nM Homo sapiens
N1,N1-di(4-chlorobenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 4.2 nM Homo sapiens
N1,N1-dibenzyl-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 0.6 nM Homo sapiens
N1-(1-naphthylmethyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 1.31 nM Homo sapiens
N1-(2,4-dimethoxybenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 2.7 nM Homo sapiens
N1-(2-chlorobenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 0.23 nM Homo sapiens
N1-(2-methoxybenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 1.85 nM Homo sapiens
N1-(2-naphthylmethyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 1.1 nM Homo sapiens
N1-(3-chlorobenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 1.34 nM Homo sapiens
N1-(3-methoxybenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 1.77 nM Homo sapiens
N1-(3-nitro-2-pyridinyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 0.0235 mM Homo sapiens
N1-(4-chlorobenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 0.48 nM Homo sapiens
N1-(4-chlorobenzyl)-N1-methyl-4-oxo-4-(1-piperidinyl)-1,3-butanediamine IC50: 0.22 nm Homo sapiens
N1-(cyclohexylmethyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 1.1 nM Homo sapiens
N1-benzyl-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 2.03 nM Homo sapiens
N1-cyclohexyl-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 18.6 nM Homo sapiens
N1-[2-(benzyloxy)benzyl]-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 0.39 nM Homo sapiens
N1-[4-(benzyloxy)benzyl]-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine IC50: 0.41 nM Homo sapiens
N3-benzyl-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine dihydrobromide IC50: 0.0125 mM Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
seminal plasma
-
Homo sapiens
-

Synonyms

Synonyms Comment Organism
DPP II
-
Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00000022
-
IC50: 0.22 nm Homo sapiens N1-(4-chlorobenzyl)-N1-methyl-4-oxo-4-(1-piperidinyl)-1,3-butanediamine
0.00000023
-
IC50: 0.23 nM Homo sapiens N1-(2-chlorobenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.00000039
-
IC50: 0.39 nM Homo sapiens (3S)-N1-(4-chlorobenzyl)-4-(4-fluoropiperidin-1-yl)-4-oxobutane-1,3-diamine
0.00000039
-
IC50: 0.39 nM Homo sapiens N1-[2-(benzyloxy)benzyl]-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.00000041
-
IC50: 0.41 nM Homo sapiens N1-[4-(benzyloxy)benzyl]-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.00000048
-
IC50: 0.48 nM Homo sapiens N1-(4-chlorobenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.00000055
-
IC50: 0.55 nM Homo sapiens (3S)-N1-(4-chlorobenzyl)-4-(4-methylpiperidin-1-yl)-4-oxobutane-1,3-diamine
0.0000006
-
IC50: 0.6 nM Homo sapiens N1,N1-dibenzyl-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.00000066
-
IC50: 0.66 nM Homo sapiens N1 -(4-methoxybenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.00000075
-
IC50: 0.75 nM Homo sapiens 4-oxo-4-(1-piperidinyl)-N1-(4-pyridinylmethyl)-1,3-(S)-butanediamine
0.0000008
-
IC50: 0.8 nM Homo sapiens 4-oxo-4-(1-piperidinyl)-N1-(2-thienylmethyl)-1,3-(S)-butanediamine
0.0000009
-
IC50: 0.9 nM Homo sapiens 4-oxo-N1-(2-phenylethyl)-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.0000011
-
IC50: 1.1 nM Homo sapiens (3S)-N1-(4-chlorobenzyl)-4-oxo-4-piperidin-1-ylbutane-1,3-diamine
0.0000011
-
IC50: 1.1 nM Homo sapiens N1-(2-naphthylmethyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.0000011
-
IC50: 1.1 nM Homo sapiens N1-(cyclohexylmethyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.00000113
-
IC50: 1.13 nM Homo sapiens (3S)-N1-(4-chlorobenzyl)-4-(3-methylpiperidin-1-yl)-4-oxobutane-1,3-diamine
0.00000131
-
IC50: 1.31 nM Homo sapiens N1-(1-naphthylmethyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.00000134
-
IC50: 1.34 nM Homo sapiens N1-(3-chlorobenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.00000177
-
IC50: 1.77 nM Homo sapiens N1-(3-methoxybenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.00000185
-
IC50: 1.85 nM Homo sapiens N1-(2-methoxybenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.00000191
-
IC50: 1.91 nM Homo sapiens 4-oxo-N1-(3-phenylpropyl)-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.00000203
-
IC50: 2.03 nM Homo sapiens N1-benzyl-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.0000023
-
IC50: 2.3 nM Homo sapiens (3S)-N1-(4-chlorobenzyl)-4-(2-methylpiperidin-1-yl)-4-oxobutane-1,3-diamine
0.0000027
-
IC50: 2.7 nM Homo sapiens 3-((3-(S)-amino-4-oxo-4-(1-piperidinyl)butyl)aminomethyl)-benzonitrile
0.0000027
-
IC50: 2.7 nM Homo sapiens N1-(2,4-dimethoxybenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.000004
-
IC50: 4.0 nM Homo sapiens 1-[(2S)-2-amino-4-(benzylamino)butanoyl]piperidine-2-carbonitrile
0.0000042
-
IC50: 4.2 nM Homo sapiens N1,N1-di(4-chlorobenzyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.0000065
-
IC50: 6.5 nM Homo sapiens 1-[(2S)-2-amino-4-[(4-chlorobenzyl)amino]butanoyl]piperidine-2-carbonitrile
0.0000065
-
IC50: 6.5 nM Homo sapiens 1-((2S)-2-amino-4-[(4-chlorobenzyl)amino]butanoyl)piperidine-2-carbonitrile
0.0000186
-
IC50: 18.6 nM Homo sapiens N1-cyclohexyl-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.0000547
-
IC50: 54.7 nM Homo sapiens 1-[(2S)-2-amino-4-[(4-chlorobenzyl)amino]butanoyl]piperidin-3-ol
0.0000547
-
IC50: 54.7 nM Homo sapiens 1-((2S)-2-amino-4-((4-chlorobenzyl)amino)butanoyl)piperidin-3-ol
0.000085
-
IC50: 85 nM Homo sapiens 4-oxo-4-(1-piperidinyl)-N1 -(4-piperidinyl)-1,3-(S)-butanedi-amine
0.000113
-
IC50: 113 nM Homo sapiens 1-[(2S)-2-amino-4-[(4-chlorobenzyl)amino]butanoyl]piperidin-4-ol
0.000113
-
IC50: 113 nM Homo sapiens 1-((2S)-2-amino-4-[(4-chlorobenzyl)amino]butanoyl)piperidin-4-ol
0.0015
-
IC50: 0.0015 mM Homo sapiens 4-oxo-N1-phenyl-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.0015
-
IC50: 0.0015 mM Homo sapiens N-[3-(S)-amino-4-oxo-4-(1-piperidinyl)butyl]acetamide
0.0018
-
IC50: 0.0018 mM Homo sapiens N-[3-(S)-amino-4-oxo-4-(1-piperidinyl)butyl]guanidine bis-(trifluoroacetate)
0.0046
-
IC50: 0.0046 mM Homo sapiens 6-((3-(S)-amino-4-oxo-4-(1-piperidinyl)butyl)amino)nicotinonitrile
0.0074
-
IC50: 0.0074 mM Homo sapiens N-[3-amino-4-oxo-4-(1-piperidinyl)butyl]benzamide
0.0074
-
IC50: 0.0074 mM Homo sapiens N-[3-amino-1-(S)-(1-piperidinylcarbonyl)propyl]guanidine bis-(trifluoroacetate)
0.0125
-
IC50: 0.0125 mM Homo sapiens N3-benzyl-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine dihydrobromide
0.017
-
IC50: 0.017 mM Homo sapiens 4-oxo-4-(1-piperidinyl)-N3-(4-piperidinyl)-1,3-(S)-butanediamine
0.0235
-
IC50: 0.0235 mM Homo sapiens N1-(3-nitro-2-pyridinyl)-4-oxo-4-(1-piperidinyl)-1,3-(S)-butanediamine
0.62
-
IC50: 0.62 nM Homo sapiens (3S)-N1-(4-chlorobenzyl)-4-(3-fluoropiperidin-1-yl)-4-oxobutane-1,3-diamine
2.3
-
IC50: 2.3 mM Homo sapiens (3S)-N1-(4-chlorobenzyl)-4-(2-methylpiperidin-1-yl)-4-oxobutane-1,3-diamine