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Literature summary for 3.4.23.15 extracted from

  • Tice, C.M.; Xu, Z.; Yuan, J.; Simpson, R.D.; Cacatian, S.T.; Flaherty, P.T.; Zhao, W.; Guo, J.; Ishchenko, A.; Singh, S.B.; Wu, Z.; Scott, B.B.; Bukhtiyarov, Y.; Berbaum, J.; Mason, J.; Panemangalore, R.; Cappiello, M.G.; Mueller, D.; Harrison, R.K.; McGeehan, G.M.; Dillard, L.W.; Baldwin, J.J.; Claremon, D.A.
    Design and optimization of renin inhibitors: Orally bioavailable alkyl amines (2009), Bioorg. Med. Chem. Lett., 19, 3541-3545.
    View publication on PubMed
Search for more literature for 3.4.23.15

Inhibitors

Inhibitors Comment Organism Structure
(2R)-1-methoxy-3-([(3S,4R,5R)-4-(4-[3-[(2-methoxybenzyl)oxy]propoxy]phenyl)-5-[(4-methoxynaphthalen-2-yl)methoxy]piperidin-3-yl]oxy)propan-2-ol
-
 Homo sapiens
(3R)-3-[(1S)-1-(2-chlorophenyl)-1-hydroxy-5-methoxypentyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-3-[(1S)-1-(3-bromophenyl)-1-hydroxy-5-methoxypentyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-3-[(1S)-1-(3-chloro-2-fluorophenyl)-1-hydroxy-5-methoxypentyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-3-[(1S)-1-(3-chloro-5-fluorophenyl)-1-hydroxy-5-methoxypentyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-3-[(1S)-1-(3-chlorophenyl)-1,5-dihydroxypentyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-3-[(1S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-3-[(1S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl]-N-[(2S)-1-cyclohexyl-3-[(2,2,2-trifluoroethyl)amino]propan-2-yl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-3-[(1S)-1-(3-cyanophenyl)-1-hydroxy-5-methoxypentyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-3-[(R)-(3-chloro-2-fluorophenyl)(3-methoxypropoxy)methyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-3-[(R)-(3-chlorophenyl)(3-ethoxypropoxy)methyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-3-[(R)-(3-chlorophenyl)(3-hydroxypropoxy)methyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-amino-3-cyclohexylpropan-2-yl]-3-[(1S)-1-hydroxy-5-methoxy-1-phenylpentyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-amino-3-cyclohexylpropan-2-yl]-3-[(1S)-5-ethoxy-1-hydroxy-1-phenylpentyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-amino-3-cyclohexylpropan-2-yl]-3-[(R)-(3-chlorophenyl)(3-ethoxypropoxy)methyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-amino-3-cyclohexylpropan-2-yl]-3-[(R)-(3-ethoxypropoxy)(phenyl)methyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-amino-3-cyclohexylpropan-2-yl]-3-[(R)-(3-methoxypropoxy)(phenyl)methyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-(2,3-difluorophenyl)-1-hydroxy-5-methoxypentyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-(2-fluoro-5-methylphenyl)-1-hydroxy-5-methoxypentyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-(2-fluorophenyl)-1-hydroxy-5-methoxypentyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-(3-ethylphenyl)-1-hydroxy-5-methoxypentyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-(3-fluorophenyl)-1-hydroxy-5-methoxypentyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-hydroxy-5-methoxy-1-(3-methoxyphenyl)pentyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-hydroxy-5-methoxy-1-(3-methylphenyl)pentyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-hydroxy-5-methoxy-1-phenylpentyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-hydroxy-5-methoxy-1-[3-(trifluoromethoxy)phenyl]pentyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-hydroxy-5-methoxy-1-[3-(trifluoromethyl)phenyl]pentyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-5-ethoxy-1-hydroxy-1-phenylpentyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(R)-(2,3-dichlorophenyl)(3-ethoxypropoxy)methyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(R)-(2,3-dichlorophenyl)(3-methoxypropoxy)methyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(R)-(3-ethoxypropoxy)(3-fluorophenyl)methyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(R)-(3-ethoxypropoxy)(phenyl)methyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(R)-(3-fluorophenyl)(3-methoxypropoxy)methyl]piperidine-1-carboxamide
-
 Homo sapiens
(3R)-N-[(2S)-1-[(chloromethyl)amino]-3-cyclohexylpropan-2-yl]-3-[(1S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl]piperidine-1-carboxamide
-
 Homo sapiens
6-(2,4-diamino-6-ethylpyrimidin-5-yl)-2-(3,5-difluorophenyl)-4-(3-methoxypropyl)-2-methyl-2H-1,4-benzoxazin-3(4H)-one
-
 Homo sapiens
aliskiren
-
 Homo sapiens
remikiren RO 42-5892 Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
angiotensinogen + H2O Homo sapiens
-
 angiotensin I + angiotensinogen propeptide
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens P00797
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
angiotensinogen + H2O
-
 Homo sapiens angiotensin I + angiotensinogen propeptide
-
 ?
DABCYL-c-Abu-Ile-His-Pro-Phe-His-Leu-Val-Ile-His-Thr-EDANS + H2O
-
 Homo sapiens ?
-
 ?

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000001
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-3-[(1S)-1-(3-chloro-2-fluorophenyl)-1-hydroxy-5-methoxypentyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
0.00000013
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-3-[(1S)-1-(3-bromophenyl)-1-hydroxy-5-methoxypentyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
0.00000014
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-(2,3-difluorophenyl)-1-hydroxy-5-methoxypentyl]piperidine-1-carboxamide
0.00000047
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-3-[(1S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
0.0000005
-
 in 50 mM BES, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, temperature not specified in the publication Homo sapiens aliskiren
0.0000009
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-3-[(1S)-1-(3-chloro-5-fluorophenyl)-1-hydroxy-5-methoxypentyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
0.0000025
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-hydroxy-5-methoxy-1-(3-methylphenyl)pentyl]piperidine-1-carboxamide
0.000003
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-(3-fluorophenyl)-1-hydroxy-5-methoxypentyl]piperidine-1-carboxamide
0.0000035
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-(2-fluoro-5-methylphenyl)-1-hydroxy-5-methoxypentyl]piperidine-1-carboxamide
0.000004
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-(2-fluorophenyl)-1-hydroxy-5-methoxypentyl]piperidine-1-carboxamide
0.000004
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-3-[(R)-(3-chlorophenyl)(3-ethoxypropoxy)methyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
0.0000055
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-amino-3-cyclohexylpropan-2-yl]-3-[(R)-(3-chlorophenyl)(3-ethoxypropoxy)methyl]piperidine-1-carboxamide
0.000006
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-[(chloromethyl)amino]-3-cyclohexylpropan-2-yl]-3-[(1S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl]piperidine-1-carboxamide
0.000007
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-hydroxy-5-methoxy-1-phenylpentyl]piperidine-1-carboxamide
0.000007
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-3-[(1S)-1-(2-chlorophenyl)-1-hydroxy-5-methoxypentyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
0.000007
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-hydroxy-5-methoxy-1-[3-(trifluoromethyl)phenyl]pentyl]piperidine-1-carboxamide
0.000009
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-(3-ethylphenyl)-1-hydroxy-5-methoxypentyl]piperidine-1-carboxamide
0.000011
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(R)-(3-ethoxypropoxy)(3-fluorophenyl)methyl]piperidine-1-carboxamide
0.000013
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-hydroxy-5-methoxy-1-(3-methoxyphenyl)pentyl]piperidine-1-carboxamide
0.000016
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-5-ethoxy-1-hydroxy-1-phenylpentyl]piperidine-1-carboxamide
0.000021
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-3-[(1S)-1-(3-chlorophenyl)-1,5-dihydroxypentyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
0.000021
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-amino-3-cyclohexylpropan-2-yl]-3-[(1S)-1-hydroxy-5-methoxy-1-phenylpentyl]piperidine-1-carboxamide
0.000037
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-3-[(1S)-1-(3-cyanophenyl)-1-hydroxy-5-methoxypentyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
0.000038
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-amino-3-cyclohexylpropan-2-yl]-3-[(1S)-5-ethoxy-1-hydroxy-1-phenylpentyl]piperidine-1-carboxamide
0.000039
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-3-[(R)-(3-chloro-2-fluorophenyl)(3-methoxypropoxy)methyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide
0.00004
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(R)-(3-ethoxypropoxy)(phenyl)methyl]piperidine-1-carboxamide
0.000046
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-3-[(1S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl]-N-[(2S)-1-cyclohexyl-3-[(2,2,2-trifluoroethyl)amino]propan-2-yl]piperidine-1-carboxamide
0.000055
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-amino-3-cyclohexylpropan-2-yl]-3-[(R)-(3-ethoxypropoxy)(phenyl)methyl]piperidine-1-carboxamide
0.000058
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(R)-(3-fluorophenyl)(3-methoxypropoxy)methyl]piperidine-1-carboxamide
0.000069
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(1S)-1-hydroxy-5-methoxy-1-[3-(trifluoromethoxy)phenyl]pentyl]piperidine-1-carboxamide
0.000125
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(R)-(2,3-dichlorophenyl)(3-ethoxypropoxy)methyl]piperidine-1-carboxamide
0.000308
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-amino-3-cyclohexylpropan-2-yl]-3-[(R)-(3-methoxypropoxy)(phenyl)methyl]piperidine-1-carboxamide
0.000609
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]-3-[(R)-(2,3-dichlorophenyl)(3-methoxypropoxy)methyl]piperidine-1-carboxamide
0.000764
-
 in 50 mM BES buffer, 150 mM NaCl, 0.25 mg/ml bovine serum albumin, pH 7.0, at 25°C Homo sapiens (3R)-3-[(R)-(3-chlorophenyl)(3-hydroxypropoxy)methyl]-N-[(2S)-1-cyclohexyl-3-(methylamino)propan-2-yl]piperidine-1-carboxamide