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Literature summary for 3.4.14.5 extracted from

  • Kowalchick, J.E.; Leiting, B.; Pryor, K.D.; Marsilio, F.; Wu, J.K.; He, H.; Lyons, K.A.; Eiermann, G.J.; Petrov, A.; Scapin, G.; Patel, R.A.; Thornberry, N.A.; Weber, A.E.; Kim, D.
    Design, synthesis, and biological evaluation of triazolopiperazine-based beta-amino amides as potent, orally active dipeptidyl peptidase IV (DPP-4) inhibitors (2007), Bioorg. Med. Chem. Lett., 17, 5934-5939.
    View publication on PubMed
Search for more literature for 3.4.14.5

Inhibitors

Inhibitors Comment Organism Structure
(2R)-4-(2-cyclopropyl-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl)-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
-
 Homo sapiens
(2R)-4-(5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl)-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
-
 Homo sapiens
(2R)-4-oxo-4-(2-phenyl-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-amine
-
 Homo sapiens
(2R)-4-oxo-4-[(8R)-2-(trifluoromethyl)-8-[4-(trifluoromethyl)benzyl]-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
-
 Homo sapiens
(2R)-4-oxo-4-[(8R)-8-(1H-1,2,4-triazol-1-ylmethyl)-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
-
 Homo sapiens
(2R)-4-oxo-4-[2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
-
 Homo sapiens
(2R)-4-oxo-4-[8-(1H-pyrazol-1-ylmethyl)-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
-
 Homo sapiens
(2R)-4-[(8R)-8-(4-fluorobenzyl)-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
-
 Homo sapiens
(2R)-4-[(8R)-8-(cyclopropylmethyl)-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
-
 Homo sapiens
(2R)-4-[(8R)-8-methyl-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
-
 Homo sapiens
(2R)-4-[(8R)-8-[(1-fluorocyclopropyl)methyl]-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
-
 Homo sapiens
(2R)-4-[(8S)-8-methyl-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
-
 Homo sapiens
(2R)-4-[8-(1H-imidazol-1-ylmethyl)-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
-
 Homo sapiens
1-[[(8R)-7-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-2-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyrazin-8-yl]methyl]cyclopropanol
-
 Homo sapiens
additional information beta-amino amides containing triazolopiperazine heterocycles are potent, selective, orally active dipeptidyl peptidase IV inhibitors. These compounds display excellent oral bioavailability and good overall pharmacokinetic profiles in preclinical species Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Synonyms

Synonyms Comment Organism
dipeptidyl peptidase IV
-
 Homo sapiens
DPP-4
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000002
-
 mixture of diastereomers at position 8 Homo sapiens (2R)-4-[8-(1H-imidazol-1-ylmethyl)-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
0.000004
-
-
 Homo sapiens (2R)-4-oxo-4-[(8R)-2-(trifluoromethyl)-8-[4-(trifluoromethyl)benzyl]-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
0.000004
-
-
 Homo sapiens (2R)-4-[(8R)-8-(4-fluorobenzyl)-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
0.000004
-
 mixture of diastereomers at position 9 Homo sapiens (2R)-4-oxo-4-[8-(1H-pyrazol-1-ylmethyl)-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
0.000005
-
-
 Homo sapiens (2R)-4-oxo-4-[(8R)-8-(1H-1,2,4-triazol-1-ylmethyl)-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
0.000007
-
-
 Homo sapiens (2R)-4-[(8R)-8-(cyclopropylmethyl)-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
0.000011
-
 single diastereoisomer, configuration at F unknown Homo sapiens (2R)-4-[(8R)-8-[(1-fluorocyclopropyl)methyl]-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
0.000012
-
 single diastereoisomer, configuration at OH unknown Homo sapiens 1-[[(8R)-7-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-2-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyrazin-8-yl]methyl]cyclopropanol
0.000014
-
 single diastereoisomer, configuration at OH unknown Homo sapiens 1-[[(8R)-7-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-2-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyrazin-8-yl]methyl]cyclopropanol
0.000018
-
 single diastereoisomer, configuration at F unknown Homo sapiens (2R)-4-[(8R)-8-[(1-fluorocyclopropyl)methyl]-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
0.000025
-
-
 Homo sapiens (2R)-4-[(8R)-8-methyl-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
0.000059
-
-
 Homo sapiens (2R)-4-oxo-4-[2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
0.000068
-
-
 Homo sapiens (2R)-4-oxo-4-(2-phenyl-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-amine
0.000071
-
-
 Homo sapiens (2R)-4-(2-cyclopropyl-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl)-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
0.0001
-
-
 Homo sapiens (2R)-4-(5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl)-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine
0.000274
-
-
 Homo sapiens (2R)-4-[(8S)-8-methyl-2-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-amine