JTP-4819
POP IC50 0.83 nM
General
Type : Pyrrolidine, Carboxamide
Chemical_Nomenclature : (2S)-N-benzyl-2-[(2S)-2-(2-hydroxyacetyl)pyrrolidine-1-carbonyl]pyrrolidine-1-carboxamide
Canonical SMILES : C1C[C@H](N(C1)C(=O)[C@@H]2CCCN2C(=O)NCC3=CC=CC=C3)C(=O)CO
InChI : InChI=1S\/C19H25N3O4\/c23-13-17(24)15-8-4-10-21(15)18(25)16-9-5-11-22(16)19(26)20-12-14-6-2-1-3-7-14\/h1-3,6-7,15-16,23H,4-5,8-13H2,(H,20,26)\/t15-,16-\/m0\/s1
InChIKey : ICULFJDHZQTNRB-HOTGVXAUSA-N
Other name(s) : Jtp 4819 || (S)-N-benzyl-2-((S)-2-(2-hydroxyacetyl)pyrrolidine-1-carbonyl)pyrrolidine-1-carboxamide || UNII-ASG803L8RD || ASG803L8RD || CHEMBL76578 || SCHEMBL194809 || Unk-Pro-Pro-MeOH
MW : 359.4
Formula : C19H25N3O4
CAS_number : 162203-65-8
PubChem : 178060
UniChem : ICULFJDHZQTNRB-HOTGVXAUSA-N
Target
Families : JTP-4819 ligand of proteins in family
S9N_PPCE_Peptidase_S9
Protein :
human-PREP
References (21)
| Title : Modulating the selectivity of inhibitors for prolyl oligopeptidase inhibitors and fibroblast activation protein-alpha for different indications - Plescia_2022_Eur.J.Med.Chem_240_114543 |
| Author(s) : Plescia J , Hedou D , Pousse ME , Labarre A , Dufresne C , Mittermaier A , Moitessier N |
| Ref : Eur Journal of Medicinal Chemistry , 240 :114543 , 2022 |
| Abstract : |
| PubMedSearch : Plescia_2022_Eur.J.Med.Chem_240_114543 |
| PubMedID: 35797897 |
| Gene_locus related to this paper: human-FAP , human-PREP |
| Title : Computer-Aided Drug Discovery Identifies Alkaloid Inhibitors of Parkinson's Disease Associated Protein, Prolyl Oligopeptidase - Kulkarni_2021_Evid.Based.Complement.Alternat.Med_2021_6687572 |
| Author(s) : Kulkarni AM , Rampogu S , Lee KW |
| Ref : Evid Based Complement Alternat Med , 2021 :6687572 , 2021 |
| Abstract : |
| PubMedSearch : Kulkarni_2021_Evid.Based.Complement.Alternat.Med_2021_6687572 |
| PubMedID: 33897801 |
| Gene_locus related to this paper: human-PREP |
| Title : Prolyl oligopeptidase inhibition decreases extracellular acetylcholine levels in rat hippocampus and prefrontal cortex - Jalkanen_2014_Neurosci.Lett_579_110 |
| Author(s) : Jalkanen AJ , Leikas JV , Forsberg MM |
| Ref : Neuroscience Letters , 579 :110 , 2014 |
| Abstract : |
| PubMedSearch : Jalkanen_2014_Neurosci.Lett_579_110 |
| PubMedID: 25064702 |
| Gene_locus related to this paper: ratno-RPOP |
| Title : The effect of prolyl oligopeptidase inhibition on extracellular acetylcholine and dopamine levels in the rat striatum - Jalkanen_2012_Neurochem.Int_60_301 |
| Author(s) : Jalkanen AJ , Piepponen TP , Hakkarainen JJ , De Meester I , Lambeir AM , Forsberg MM |
| Ref : Neurochem Int , 60 :301 , 2012 |
| Abstract : |
| PubMedSearch : Jalkanen_2012_Neurochem.Int_60_301 |
| PubMedID: 22210165 |
| Title : Brain pharmacokinetics of two prolyl oligopeptidase inhibitors, JTP-4819 and KYP-2047, in the rat - Jalkanen_2011_Basic.Clin.Pharmacol.Toxicol_109_443 |
| Author(s) : Jalkanen AJ , Hakkarainen JJ , Lehtonen M , Venalainen T , Kaariainen TM , Jarho E , Suhonen M , Forsberg MM |
| Ref : Basic Clin Pharmacol Toxicol , 109 :443 , 2011 |
| Abstract : |
| PubMedSearch : Jalkanen_2011_Basic.Clin.Pharmacol.Toxicol_109_443 |
| PubMedID: 21707925 |
| Gene_locus related to this paper: human-PREP , ratno-RPOP |
| Title : Expression and traffic of cellular prolyl oligopeptidase are regulated during cerebellar granule cell differentiation, maturation, and aging - Moreno-Baylach_2008_Neurosci_156_580 |
| Author(s) : Moreno-Baylach MJ , Felipo V , Mannisto PT , Garcia-Horsman JA |
| Ref : Neuroscience , 156 :580 , 2008 |
| Abstract : |
| PubMedSearch : Moreno-Baylach_2008_Neurosci_156_580 |
| PubMedID: 18718510 |
| Gene_locus related to this paper: human-PREP |
| Title : A prolyl oligopeptidase inhibitor, Z-Pro-Prolinal, inhibits glyceraldehyde-3-phosphate dehydrogenase translocation and production of reactive oxygen species in CV1-P cells exposed to 6-hydroxydopamine - Puttonen_2006_Toxicol.In.Vitro_20_1446 |
| Author(s) : Puttonen KA , Lehtonen S , Raasmaja A , Mannisto PT |
| Ref : Toxicol In Vitro , 20 :1446 , 2006 |
| Abstract : |
| PubMedSearch : Puttonen_2006_Toxicol.In.Vitro_20_1446 |
| PubMedID: 16942854 |
| Title : Substrate-dependent, non-hyperbolic kinetics of pig brain prolyl oligopeptidase and its tight binding inhibition by JTP-4819 - Venalainen_2002_Biochem.Pharmacol_64_463 |
| Author(s) : Venalainen JI , Juvonen RO , Forsberg MM , Garcia-Horsman A , Poso A , Wallen EA , Gynther J , Mannisto PT |
| Ref : Biochemical Pharmacology , 64 :463 , 2002 |
| Abstract : |
| PubMedSearch : Venalainen_2002_Biochem.Pharmacol_64_463 |
| PubMedID: 12147298 |
| Title : 4-Phenylbutanoyl-2(S)-acylpyrrolidines and 4-phenylbutanoyl-L-prolyl-2(S)-acylpyrrolidines as prolyl oligopeptidase inhibitors - Wallen_2002_Bioorg.Med.Chem_10_2199 |
| Author(s) : Wallen EA , Christiaans JA , Saario SM , Forsberg MM , Venalainen JI , Paso HM , Mannisto PT , Gynther J |
| Ref : Bioorganic & Medicinal Chemistry , 10 :2199 , 2002 |
| Abstract : |
| PubMedSearch : Wallen_2002_Bioorg.Med.Chem_10_2199 |
| PubMedID: 11983517 |
| Title : Effect of a novel prolyl endopeptidase inhibitor, JTP-4819, on spatial memory and on cholinergic and peptidergic neurons in rats with ibotenate-induced lesions of the nucleus basalis magnocellularis - Shinoda_1999_Behav.Brain.Res_99_17 |
| Author(s) : Shinoda M , Miyazaki A , Toide K |
| Ref : Behavioural Brain Research , 99 :17 , 1999 |
| Abstract : |
| PubMedSearch : Shinoda_1999_Behav.Brain.Res_99_17 |
| PubMedID: 10512568 |
| Title : Effect of a prolyl endopeptidase inhibitor, JTP-4819, on radial maze performance in hippocampal-lesioned rats - Miyazaki_1998_Pharmacol.Biochem.Behav_59_361 |
| Author(s) : Miyazaki A , Toide K , Sasaki Y , Ichitani Y , Iwasaki T |
| Ref : Pharmacol Biochem Behav , 59 :361 , 1998 |
| Abstract : |
| PubMedSearch : Miyazaki_1998_Pharmacol.Biochem.Behav_59_361 |
| PubMedID: 9476982 |
| Title : A novel prolyl endopeptidase inhibitor, JTP-4819--its behavioral and neurochemical properties for the treatment of Alzheimer's disease - Toide_1998_Rev.Neurosci_9_17 |
| Author(s) : Toide K , Shinoda M , Miyazaki A |
| Ref : Rev Neurosci , 9 :17 , 1998 |
| Abstract : |
| PubMedSearch : Toide_1998_Rev.Neurosci_9_17 |
| PubMedID: 9683325 |
| Title : Pharmacokinetics and safety of JTP-4819, a novel specific orally active prolyl endopeptidase inhibitor, in healthy male volunteers - Umemura_1997_Br.J.Clin.Pharmacol_43_613 |
| Author(s) : Umemura K , Kondo K , Ikeda Y , Kobayashi T , Urata Y , Nakashima M |
| Ref : British Journal of Clinical Pharmacology , 43 :613 , 1997 |
| Abstract : |
| PubMedSearch : Umemura_1997_Br.J.Clin.Pharmacol_43_613 |
| PubMedID: 9205821 |
| Title : Specific inhibitor for prolyl endopeptidase suppresses the generation of amyloid beta protein in NG108-15 cells - Shinoda_1997_Biochem.Biophys.Res.Commun_235_641 |
| Author(s) : Shinoda M , Toide K , Ohsawa I , Kohsaka S |
| Ref : Biochemical & Biophysical Research Communications , 235 :641 , 1997 |
| Abstract : |
| PubMedSearch : Shinoda_1997_Biochem.Biophys.Res.Commun_235_641 |
| PubMedID: 9207212 |
| Title : Effect of a novel prolyl endopeptidase inhibitor, JTP-4819, on spatial memory and central cholinergic neurons in aged rats - Toide_1997_Pharmacol.Biochem.Behav_56_427 |
| Author(s) : Toide K , Shinoda M , Fujiwara T , Iwamoto Y |
| Ref : Pharmacol Biochem Behav , 56 :427 , 1997 |
| Abstract : |
| PubMedSearch : Toide_1997_Pharmacol.Biochem.Behav_56_427 |
| PubMedID: 9077579 |
| Title : A novel prolyl endopeptidase inhibitor, JTP-4819, with potential for treating Alzheimer's disease - Toide_1997_Behav.Brain.Res_83_147 |
| Author(s) : Toide K , Shinoda M , Iwamoto Y , Fujiwara T , Okamiya K , Uemura A |
| Ref : Behavioural Brain Research , 83 :147 , 1997 |
| Abstract : |
| PubMedSearch : Toide_1997_Behav.Brain.Res_83_147 |
| PubMedID: 9062674 |
| Title : Pharmacological studies of a novel prolyl endopeptidase inhibitor, JTP-4819, in rats with middle cerebral artery occlusion - Shinoda_1996_Eur.J.Pharmacol_305_31 |
| Author(s) : Shinoda M , Matsuo A , Toide K |
| Ref : European Journal of Pharmacology , 305 :31 , 1996 |
| Abstract : |
| PubMedSearch : Shinoda_1996_Eur.J.Pharmacol_305_31 |
| PubMedID: 8813528 |
| Title : Effect of a novel prolyl endopeptidase inhibitor, JTP-4819, on neuropeptide metabolism in the rat brain - Toide_1996_Naunyn.Schmiedebergs.Arch.Pharmacol_353_355 |
| Author(s) : Toide K , Fujiwara T , Iwamoto Y , Shinoda M , Okamiya K , Kato T |
| Ref : Naunyn Schmiedebergs Arch Pharmacol , 353 :355 , 1996 |
| Abstract : |
| PubMedSearch : Toide_1996_Naunyn.Schmiedebergs.Arch.Pharmacol_353_355 |
| PubMedID: 8692293 |
| Title : Effect of a novel prolyl endopeptidase inhibitor, JTP-4819, on thyrotropin-releasing hormone-like immunoreactivity in the cerebral cortex and hippocampus of aged rats - Shinoda_1995_Jpn.J.Pharmacol_69_273 |
| Author(s) : Shinoda M , Okamiya K , Toide K |
| Ref : Japanese Journal of Pharmacology , 69 :273 , 1995 |
| Abstract : |
| PubMedSearch : Shinoda_1995_Jpn.J.Pharmacol_69_273 |
| PubMedID: 8699636 |
| Title : JTP-4819: a novel prolyl endopeptidase inhibitor with potential as a cognitive enhancer - Toide_1995_J.Pharmacol.Exp.Ther_274_1370 |
| Author(s) : Toide K , Iwamoto Y , Fujiwara T , Abe H |
| Ref : Journal of Pharmacology & Experimental Therapeutics , 274 :1370 , 1995 |
| Abstract : |
| PubMedSearch : Toide_1995_J.Pharmacol.Exp.Ther_274_1370 |
| PubMedID: 7562510 |
| Title : Effect of a novel prolyl endopeptidase inhibitor, JTP-4819, on prolyl endopeptidase activity and substance P- and arginine-vasopressin-like immunoreactivity in the brains of aged rats - Toide_1995_J.Neurochem_65_234 |
| Author(s) : Toide K , Okamiya K , Iwamoto Y , Kato T |
| Ref : Journal of Neurochemistry , 65 :234 , 1995 |
| Abstract : |
| PubMedSearch : Toide_1995_J.Neurochem_65_234 |
| PubMedID: 7540663 |