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Literature summary for 3.4.23.B14 extracted from

  • Singh, A.K.; Rathore, S.; Tang, Y.; Goldfarb, N.E.; Dunn, B.M.; Rajendran, V.; Ghosh, P.C.; Singh, N.; Latha, N.; Singh, B.K.; Rawat, M.; Rathi, B.
    Hydroxyethylamine based phthalimides as new class of plasmepsin hits design, synthesis and antimalarial evaluation (2015), PLoS ONE, 10, e0139347 .
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.4.23.B14

Inhibitors

Inhibitors Comment Organism Structure
(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-3-hydroxy-4-(4-methylpiperazin-1-yl)-1-phenylbutan-2-yl]-3-methylbutanamide
-
 Plasmodium falciparum
(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-3-hydroxy-4-(4-methylpiperazin-1-yl)-1-phenylbutan-2-yl]-3-methylpentanamide
-
 Plasmodium falciparum
(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-3-hydroxy-4-(4-methylpiperazin-1-yl)-1-phenylbutan-2-yl]-3-phenylpropanamide
-
 Plasmodium falciparum
(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-3-hydroxy-4-(4-methylpiperazin-1-yl)-1-phenylbutan-2-yl]-4-methylpentanamide
-
 Plasmodium falciparum
(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-(4-ethylpiperazin-1-yl)-3-hydroxy-1-phenylbutan-2-yl]-3-methylbutanamide
-
 Plasmodium falciparum
(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-(4-ethylpiperazin-1-yl)-3-hydroxy-1-phenylbutan-2-yl]-3-methylpentanamide
-
 Plasmodium falciparum
(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-(4-ethylpiperazin-1-yl)-3-hydroxy-1-phenylbutan-2-yl]-3-phenylpropanamide
-
 Plasmodium falciparum
(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-(4-ethylpiperazin-1-yl)-3-hydroxy-1-phenylbutan-2-yl]-4-methylpentanamide
-
 Plasmodium falciparum
(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-[4-(4-fluorobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-3-methylbutanamide
-
 Plasmodium falciparum
(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-[4-(4-fluorobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-3-methylpentanamide
-
 Plasmodium falciparum
(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-[4-(4-fluorobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-3-phenylpropanamide
-
 Plasmodium falciparum
(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-[4-(4-fluorobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-4-methylpentanamide
-
 Plasmodium falciparum
(2S)-N-[(2R,3S)-4-(1,4'-bipiperidin-1'-yl)-3-hydroxy-1-phenylbutan-2-yl]-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpropanamide
-
 Plasmodium falciparum
(2S)-N-[(2R,3S)-4-[4-(4-bromobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-methylbutanamide
-
 Plasmodium falciparum
(2S)-N-[(2R,3S)-4-[4-(4-bromobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-methylpentanamide
-
 Plasmodium falciparum
(2S)-N-[(2R,3S)-4-[4-(4-bromobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpropanamide
-
 Plasmodium falciparum
(2S)-N-[(2R,3S)-4-[4-(4-bromobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanamide
-
 Plasmodium falciparum
(2S,2'S)-N,N'-[piperazine-1,4-diylbis[(2R,3S)-3-hydroxy-1-phenylbutane-4,2-diyl]]bis[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-methylbutanamide]
-
 Plasmodium falciparum
(2S,2'S)-N,N'-[piperazine-1,4-diylbis[(2R,3S)-3-hydroxy-1-phenylbutane-4,2-diyl]]bis[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-methylpentanamide]
-
 Plasmodium falciparum
(2S,2'S)-N,N'-[piperazine-1,4-diylbis[(2R,3S)-3-hydroxy-1-phenylbutane-4,2-diyl]]bis[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpropanamide]
-
 Plasmodium falciparum
(2S,2'S)-N,N'-[piperazine-1,4-diylbis[(2R,3S)-3-hydroxy-1-phenylbutane-4,2-diyl]]bis[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanamide]
-
 Plasmodium falciparum
Chloroquine
-
 Plasmodium falciparum
di-tert-butyl [piperazine-1,4-diylbis[(2R,3S)-3-hydroxy-1-phenylbutane-4,2-diyl]]biscarbamate
-
 Plasmodium falciparum
tert-butyl [(2R,3S)-3-hydroxy-4-(4-methylpiperazin-1-yl)-1-phenylbutan-2-yl]carbamate
-
 Plasmodium falciparum
tert-butyl [(2R,3S)-4-(1,4'-bipiperidin-1'-yl)-3-hydroxy-1-phenylbutan-2-yl]carbamate
-
 Plasmodium falciparum
tert-butyl [(2R,3S)-4-(4-ethylpiperazin-1-yl)-3-hydroxy-1-phenylbutan-2-yl]carbamate
-
 Plasmodium falciparum
tert-butyl [(2R,3S)-4-[4-(4-bromobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate
-
 Plasmodium falciparum
tert-butyl [(2R,3S)-4-[4-(4-fluorobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate
-
 Plasmodium falciparum

Localization

Localization Comment Organism GeneOntology No. Textmining

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
Hemoglobin + H2O Plasmodium falciparum
-
 ?
-
 ?

Organism

Organism UniProt Comment Textmining
Plasmodium falciparum
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
Hemoglobin + H2O
-
 Plasmodium falciparum ?
-
 ?
Lys-Pro-Ile-Glu-Phe-NO2Phe-Arg-Leu + H2O
-
 Plasmodium falciparum Lys-Pro-Ile-Glu-Phe + NO2Phe-Arg-Leu
-
 ?

Synonyms

Synonyms Comment Organism
plasmepsin 4
-
 Plasmodium falciparum
Plm IV
-
 Plasmodium falciparum

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0033
-
 (2S,2'S)-N,N'-[piperazine-1,4-diylbis[(2R,3S)-3-hydroxy-1-phenylbutane-4,2-diyl]]bis[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-methylbutanamide] at pH 4.5, temperature not specified in the publication Plasmodium falciparum
0.0274
-
 (2S)-N-[(2R,3S)-4-[4-(4-bromobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-methylpentanamide at pH 4.5, temperature not specified in the publication Plasmodium falciparum
0.05
-
 (2S,2'S)-N,N'-[piperazine-1,4-diylbis[(2R,3S)-3-hydroxy-1-phenylbutane-4,2-diyl]]bis[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-methylpentanamide] at pH 4.5, temperature not specified in the publication Plasmodium falciparum
0.05
-
 (2S,2'S)-N,N'-[piperazine-1,4-diylbis[(2R,3S)-3-hydroxy-1-phenylbutane-4,2-diyl]]bis[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanamide] at pH 4.5, temperature not specified in the publication Plasmodium falciparum

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00116
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum tert-butyl [(2R,3S)-4-(1,4'-bipiperidin-1'-yl)-3-hydroxy-1-phenylbutan-2-yl]carbamate
0.00125
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-N-[(2R,3S)-4-[4-(4-bromobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-methylbutanamide
0.0013
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S,2'S)-N,N'-[piperazine-1,4-diylbis[(2R,3S)-3-hydroxy-1-phenylbutane-4,2-diyl]]bis[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpropanamide]
0.00133
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-[4-(4-fluorobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-3-phenylpropanamide
0.00213
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-(4-ethylpiperazin-1-yl)-3-hydroxy-1-phenylbutan-2-yl]-4-methylpentanamide
0.00256
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum tert-butyl [(2R,3S)-4-[4-(4-fluorobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate
0.00296
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-(4-ethylpiperazin-1-yl)-3-hydroxy-1-phenylbutan-2-yl]-3-phenylpropanamide
0.00311
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum di-tert-butyl [piperazine-1,4-diylbis[(2R,3S)-3-hydroxy-1-phenylbutane-4,2-diyl]]biscarbamate
0.00314
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-N-[(2R,3S)-4-[4-(4-bromobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpropanamide
0.00324
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S,2'S)-N,N'-[piperazine-1,4-diylbis[(2R,3S)-3-hydroxy-1-phenylbutane-4,2-diyl]]bis[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-methylpentanamide]
0.00328
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-N-[(2R,3S)-4-[4-(4-bromobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-methylpentanamide
0.00336
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-[4-(4-fluorobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-3-methylpentanamide
0.00341
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-3-hydroxy-4-(4-methylpiperazin-1-yl)-1-phenylbutan-2-yl]-3-phenylpropanamide
0.0038
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-(4-ethylpiperazin-1-yl)-3-hydroxy-1-phenylbutan-2-yl]-3-methylbutanamide
0.00437
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-(4-ethylpiperazin-1-yl)-3-hydroxy-1-phenylbutan-2-yl]-3-methylpentanamide
0.00458
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-3-hydroxy-4-(4-methylpiperazin-1-yl)-1-phenylbutan-2-yl]-3-methylbutanamide
0.00459
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-[4-(4-fluorobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-3-methylbutanamide
0.00461
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-3-hydroxy-4-(4-methylpiperazin-1-yl)-1-phenylbutan-2-yl]-4-methylpentanamide
0.0049
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum tert-butyl [(2R,3S)-4-[4-(4-bromobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate
0.00512
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S,2'S)-N,N'-[piperazine-1,4-diylbis[(2R,3S)-3-hydroxy-1-phenylbutane-4,2-diyl]]bis[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanamide]
0.00527
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-4-[4-(4-fluorobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-4-methylpentanamide
0.0054
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum tert-butyl [(2R,3S)-4-(4-ethylpiperazin-1-yl)-3-hydroxy-1-phenylbutan-2-yl]carbamate
0.00633
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[(2R,3S)-3-hydroxy-4-(4-methylpiperazin-1-yl)-1-phenylbutan-2-yl]-3-methylpentanamide
0.00696
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-N-[(2R,3S)-4-[4-(4-bromobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanamide
0.00728
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S,2'S)-N,N'-[piperazine-1,4-diylbis[(2R,3S)-3-hydroxy-1-phenylbutane-4,2-diyl]]bis[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-methylbutanamide]
0.00854
-
 at pH 4.5, temperature not specified in the publication Plasmodium falciparum (2S)-N-[(2R,3S)-4-(1,4'-bipiperidin-1'-yl)-3-hydroxy-1-phenylbutan-2-yl]-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpropanamide