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Literature summary for 3.4.21.26 extracted from

  • Haffner, C.D.; Diaz, C.J.; Miller, A.B.; Reid, R.A.; Madauss, K.P.; Hassell, A.; Hanlon, M.H.; Porter, D.J.; Becherer, J.D.; Carter, L.H.
    Pyrrolidinyl pyridone and pyrazinone analogues as potent inhibitors of prolyl oligopeptidase (POP) (2008), Bioorg. Med. Chem. Lett., 18, 4360-4363.
    View publication on PubMed
Search for more literature for 3.4.21.26

Crystallization (Commentary)

Crystallization (Comment) Organism
inhibitor (6S)-1-chloro-3-[(4-fluorobenzyl)oxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one is co-crystallized within the catalytic site of a human chimeric POP protein which provides a more detailed understanding of how these inhibitors interact with the key residues within the catalytic pocket Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
(2S,3aS,7aS)-1-[[(1R,2R)-2-phenylcyclopropyl]carbonyl]-2-(1,3-thiazolidin-3-ylcarbonyl)octahydro-1H-indole S-17092 Homo sapiens
(3S)-3-(pyrrolidin-1-ylcarbonyl)-6-[[4-(trifluoromethyl)benzyl]oxy]-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-6-[(2,4-difluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-6-[(2,5-difluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-6-[(3,4-difluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-6-[(3,5-difluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-6-[(3,5-difluorobenzyl)oxy]-8-(phenylsulfonyl)-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-6-[(4-fluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-6-[(4-tert-butylbenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-6-[(4-tert-butylbenzyl)oxy]-8-(phenylsulfonyl)-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-8-(phenylsulfonyl)-3-(pyrrolidin-1-ylcarbonyl)-6-[[4-(trifluoromethyl)benzyl]oxy]-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-8-acetyl-3-(pyrrolidin-1-ylcarbonyl)-6-(2,2,2-trifluoroethoxy)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-8-acetyl-3-(pyrrolidin-1-ylcarbonyl)-6-[[4-(trifluoromethyl)benzyl]oxy]-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-8-acetyl-6-(2-phenylethyl)-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-8-acetyl-6-[(3,4-dichlorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-8-acetyl-6-[(3,4-difluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-8-acetyl-6-[(3,5-difluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-8-acetyl-6-[(3-chloro-4-fluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-8-acetyl-6-[(4-chlorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-8-acetyl-6-[(4-fluorobenzyl)oxy]-3-(1H-pyrazol-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-8-acetyl-6-[(4-fluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-8-acetyl-6-[(4-methoxybenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(3S)-8-acetyl-6-[2-(4-fluorophenyl)ethyl]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
-
 Homo sapiens
(6S)-1,3-dichloro-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-3-(cyclohexylmethoxy)-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-3-(naphthalen-2-ylmethoxy)-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-3-(pyridin-4-ylmethoxy)-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-3-phenoxy-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-3-[(2-phenylethyl)amino]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-3-[(3,4-dichlorobenzyl)oxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-3-[(3,4-difluorobenzyl)amino]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-3-[(3,4-difluorobenzyl)oxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-3-[(3-chloro-4-fluorobenzyl)oxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-3-[(3-chlorobenzyl)oxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-3-[(4-fluorobenzyl)amino]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-3-[(4-fluorobenzyl)oxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one is co-crystallized within the catalytic site of a human chimeric POP protein which provides a more detailed understanding of how these inhibitors interact with the key residues within the catalytic pocket Homo sapiens
(6S)-1-chloro-3-[2-(3,4-dichlorophenyl)ethoxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-3-[2-(4-fluorophenyl)ethoxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-6-(pyrrolidin-1-ylcarbonyl)-3-[(2,3,5-trifluorobenzyl)oxy]-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-1-chloro-6-(pyrrolidin-1-ylcarbonyl)-3-[[4-(trifluoromethyl)benzyl]oxy]-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
(6S)-3-(benzylamino)-1-chloro-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
-
 Homo sapiens
4-([[(3S)-8-acetyl-5-oxo-3-(pyrrolidin-1-ylcarbonyl)-1,2,3,5-tetrahydroindolizin-6-yl]oxy]methyl)benzonitrile
-
 Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Synonyms

Synonyms Comment Organism
POP
-
 Homo sapiens
prolyl oligopeptidase
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000002
-
-
 Homo sapiens (2S,3aS,7aS)-1-[[(1R,2R)-2-phenylcyclopropyl]carbonyl]-2-(1,3-thiazolidin-3-ylcarbonyl)octahydro-1H-indole
0.000002
-
-
 Homo sapiens (3S)-8-acetyl-6-(2-phenylethyl)-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.000004
-
-
 Homo sapiens (3S)-6-[(3,5-difluorobenzyl)oxy]-8-(phenylsulfonyl)-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.000007
-
-
 Homo sapiens (3S)-8-acetyl-6-[(3,4-difluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.000007
-
-
 Homo sapiens (6S)-1-chloro-3-(cyclohexylmethoxy)-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.000008
-
-
 Homo sapiens (3S)-8-acetyl-6-[(3-chloro-4-fluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.000011
-
-
 Homo sapiens (3S)-8-(phenylsulfonyl)-3-(pyrrolidin-1-ylcarbonyl)-6-[[4-(trifluoromethyl)benzyl]oxy]-2,3-dihydroindolizin-5(1H)-one
0.000012
-
-
 Homo sapiens (6S)-3-(benzylamino)-1-chloro-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.000015
-
-
 Homo sapiens (6S)-1-chloro-3-[(3,4-difluorobenzyl)amino]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.000017
-
-
 Homo sapiens (6S)-1-chloro-3-[(4-fluorobenzyl)amino]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.000018
-
-
 Homo sapiens (3S)-6-[(3,4-difluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.000022
-
-
 Homo sapiens (3S)-8-acetyl-6-[(3,5-difluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.000022
-
-
 Homo sapiens (3S)-6-[(4-fluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.000022
-
-
 Homo sapiens (3S)-6-[(3,5-difluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.000028
-
-
 Homo sapiens (3S)-8-acetyl-3-(pyrrolidin-1-ylcarbonyl)-6-[[4-(trifluoromethyl)benzyl]oxy]-2,3-dihydroindolizin-5(1H)-one
0.000028
-
-
 Homo sapiens (3S)-8-acetyl-6-[(3,4-dichlorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.00003
-
-
 Homo sapiens (3S)-8-acetyl-6-[2-(4-fluorophenyl)ethyl]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.00003
-
-
 Homo sapiens (6S)-1-chloro-3-[(3-chlorobenzyl)oxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.000031
-
-
 Homo sapiens (3S)-6-[(2,4-difluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.000034
-
-
 Homo sapiens (3S)-3-(pyrrolidin-1-ylcarbonyl)-6-[[4-(trifluoromethyl)benzyl]oxy]-2,3-dihydroindolizin-5(1H)-one
0.000034
-
-
 Homo sapiens (6S)-1-chloro-3-[(3,4-dichlorobenzyl)oxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.00004
-
-
 Homo sapiens (6S)-1-chloro-3-[(4-fluorobenzyl)oxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.00004
-
-
 Homo sapiens (6S)-1-chloro-6-(pyrrolidin-1-ylcarbonyl)-3-[(2,3,5-trifluorobenzyl)oxy]-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.000043
-
-
 Homo sapiens (6S)-1-chloro-3-[(3-chloro-4-fluorobenzyl)oxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.000048
-
-
 Homo sapiens (3S)-8-acetyl-6-[(4-chlorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.000053
-
-
 Homo sapiens (3S)-8-acetyl-6-[(4-fluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.000055
-
-
 Homo sapiens (6S)-1-chloro-3-[(3,4-difluorobenzyl)oxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.00006
-
-
 Homo sapiens (3S)-6-[(4-tert-butylbenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.000064
-
-
 Homo sapiens (3S)-6-[(2,5-difluorobenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.00008
-
-
 Homo sapiens (6S)-1-chloro-3-[(2-phenylethyl)amino]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.00014
-
-
 Homo sapiens (3S)-8-acetyl-6-[(4-methoxybenzyl)oxy]-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.00025
-
-
 Homo sapiens (6S)-1-chloro-6-(pyrrolidin-1-ylcarbonyl)-3-[[4-(trifluoromethyl)benzyl]oxy]-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.00027
-
-
 Homo sapiens (3S)-6-[(4-tert-butylbenzyl)oxy]-8-(phenylsulfonyl)-3-(pyrrolidin-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.000343
-
-
 Homo sapiens (3S)-8-acetyl-6-[(4-fluorobenzyl)oxy]-3-(1H-pyrazol-1-ylcarbonyl)-2,3-dihydroindolizin-5(1H)-one
0.000584
-
-
 Homo sapiens (3S)-8-acetyl-3-(pyrrolidin-1-ylcarbonyl)-6-(2,2,2-trifluoroethoxy)-2,3-dihydroindolizin-5(1H)-one
0.000783
-
-
 Homo sapiens 4-([[(3S)-8-acetyl-5-oxo-3-(pyrrolidin-1-ylcarbonyl)-1,2,3,5-tetrahydroindolizin-6-yl]oxy]methyl)benzonitrile
0.0008
-
-
 Homo sapiens (6S)-1-chloro-3-(pyridin-4-ylmethoxy)-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.0009
-
-
 Homo sapiens (6S)-1-chloro-3-[2-(4-fluorophenyl)ethoxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.001
-
-
 Homo sapiens (6S)-1-chloro-3-phenoxy-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.0022
-
-
 Homo sapiens (6S)-1-chloro-3-[2-(3,4-dichlorophenyl)ethoxy]-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.0031
-
-
 Homo sapiens (6S)-1,3-dichloro-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one
0.004
-
-
 Homo sapiens (6S)-1-chloro-3-(naphthalen-2-ylmethoxy)-6-(pyrrolidin-1-ylcarbonyl)-7,8-dihydropyrrolo[1,2-a]pyrazin-4(6H)-one