3.4.23.B14: plasmepsin IV

This is an abbreviated version!
For detailed information about plasmepsin IV, go to the full flat file.

Word Map on EC 3.4.23.B14

3.4.23.B14

plasmepsins

plasmodium

falciparum

malaria

vacuole

hemoglobin

antimalarial

cathepsin

vivax

ovale

intraerythrocytic

medicine

peptidomimetic

berghei

hydroxyethylamine

allophenylnorstatine

histo-aspartic

proplasmepsins

analysis

Reaction

cleavage of hemoglobin. In the S3 and S2 subsites, the plasmepsin 4 orthologs all prefer hydrophobic amino acid residues, Phe or Ile, but reject charged residues such as Lys or Asp. In S2' and S3' subsites these plasmepsins tolerate both hydrophobic and hydrophilic residues =

Synonyms

A01.059, PfPM4, PgPM4, plasmepsin 4, Plm IV, PM IV, PM-IV, PM4, PMIV, PmPM4, PoPM4, pPM IV, proplasmepsin IV, PSM4, PvPM4

ECTree

3 Hydrolases

3.4 Acting on peptide bonds (peptidases)

3.4.23 Aspartic endopeptidases

3.4.23.B14 plasmepsin IV

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Results	in table
4	AA Sequence
6	Application
1	CAS Registry Number
9	Cloned(Commentary)
5	Crystallization (Commentary)
3	General Information
65	IC50 Value
298	Inhibitors
2	kcat/KM [mM/s]
154	Ki Value [mM]
90	KM Value [mM]
21	Localization
2	Molecular Weight [Da]
7	Natural Substrates/ Products (Substrates)
34	Organism
4	pH Optimum
1	pH Range
1	pH Stability
4	Posttranslational Modification
1	Protein Variants
12	Purification (Commentary)
3	Reaction
1	Reaction Type
34	Reference
3	Renatured (Commentary)
3	Source Tissue
108	Substrates and Products (Substrate)
4	Subunits
45	Synonyms
2	Temperature Optimum [°C]
1	Temperature Range [°C]
2	Temperature Stability [°C]
90	Turnover Number [1/s]

IC50 Value

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IC50 Value on EC 3.4.23.B14 - plasmepsin IV

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0.000018

(1R,2R,3R,4S,5R)-5-[(cyclobutylamino)methyl]-N-(naphthalen-2-ylmethyl)-3-[(4-pentylphenyl)sulfonyl]-7-azabicyclo[2.2.1]heptan-2-amine

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.000011

(1R,2R,3R,4S,5R)-5-[(cyclopentylamino)methyl]-N-(naphthalen-2-ylmethyl)-3-[(4-pentylphenyl)sulfonyl]-7-azabicyclo[2.2.1]heptan-2-amine

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.000228

(1R,2R,3R,4S,6R)-6-[(cyclobutylamino)methyl]-N-(naphthalen-2-ylmethyl)-3-[(4-pentylphenyl)sulfonyl]-7-azabicyclo[2.2.1]heptan-2-amine

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.000139

(1R,2R,3R,4S,6R)-6-[(cyclopentylamino)methyl]-N-(naphthalen-2-ylmethyl)-3-[(4-pentylphenyl)sulfonyl]-7-azabicyclo[2.2.1]heptan-2-amine

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.07

(1R,4S)-6-[2-(1,3-benzothiazol-2-ylsulfanyl)ethoxy]-7-(naphthalen-1-ylmethoxy)-1,2,3,4-tetrahydro-1,4-epiminonaphthalene

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.085

(1R,4S)-6-[2-(1,3-benzothiazol-2-ylsulfanyl)ethoxy]-7-(naphthalen-2-ylmethoxy)-1,2,3,4-tetrahydro-1,4-epiminonaphthalene

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.06

(1R,4S)-6-[2-(1,3-benzothiazol-2-ylsulfanyl)ethoxy]-7-[2-(naphthalen-1-yl)ethoxy]-1,2,3,4-tetrahydro-1,4-epiminonaphthalene

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.017

(1R,4S)-6-[2-[(6-chloro-1,3-benzothiazol-2-yl)sulfanyl]ethoxy]-7-(naphthalen-1-ylmethoxy)-1,2,3,4-tetrahydro-1,4-epiminonaphthalene

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.05

(1R,4S)-6-[2-[(6-chloro-1,3-benzothiazol-2-yl)sulfanyl]ethoxy]-7-(naphthalen-2-ylmethoxy)-1,2,3,4-tetrahydro-1,4-epiminonaphthalene

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.015

(1R,4S)-6-[2-[(6-chloro-1,3-benzothiazol-2-yl)sulfanyl]ethoxy]-7-[2-(naphthalen-1-yl)ethoxy]-1,2,3,4-tetrahydro-1,4-epiminonaphthalene

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.033

(1R,4S)-6-[3-(1,3-benzothiazol-2-ylsulfanyl)propyl]-7-(naphthalen-1-ylmethoxy)-1,2,3,4-tetrahydro-1,4-epiminonaphthalene

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.01

(1R,4S)-6-[3-[(6-chloro-1,3-benzothiazol-2-yl)sulfanyl]propyl]-7-(naphthalen-1-ylmethoxy)-1,2,3,4-tetrahydro-1,4-epiminonaphthalene

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.073

(1S)-3,3-difluoro-4,4-dihydroxy-N-(naphthalen-2-ylmethyl)-N-(4-pentylphenyl)cyclohexanecarboxamide

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.00458

(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

at pH 4.5, temperature not specified in the publication

755103

0.00633

(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

at pH 4.5, temperature not specified in the publication

755103

0.00341

(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

at pH 4.5, temperature not specified in the publication

755103

0.00461

(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

at pH 4.5, temperature not specified in the publication

755103

0.0038

(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

at pH 4.5, temperature not specified in the publication

755103

0.00437

(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

at pH 4.5, temperature not specified in the publication

755103

0.00296

(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

at pH 4.5, temperature not specified in the publication

755103

0.00213

(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

at pH 4.5, temperature not specified in the publication

755103

0.00459

(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

at pH 4.5, temperature not specified in the publication

755103

0.00336

(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

at pH 4.5, temperature not specified in the publication

755103

0.00133

(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

at pH 4.5, temperature not specified in the publication

755103

0.00527

(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

at pH 4.5, temperature not specified in the publication

755103

0.00854

(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

at pH 4.5, temperature not specified in the publication

755103

0.00125

(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

at pH 4.5, temperature not specified in the publication

755103

0.00328

(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

at pH 4.5, temperature not specified in the publication

755103

0.00314

(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

at pH 4.5, temperature not specified in the publication

755103

0.00696

(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

at pH 4.5, temperature not specified in the publication

755103

0.00728

(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

at pH 4.5, temperature not specified in the publication

755103

0.00324

(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

at pH 4.5, temperature not specified in the publication

755103

0.0013

(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

at pH 4.5, temperature not specified in the publication

755103

0.00512

(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

at pH 4.5, temperature not specified in the publication

755103

0.0412

(3S,4S)-pyrrolidine-3,4-diyl bis(3,3-dimethylbutanoate)

Plasmodium falciparum

pH not specified in the publication, temperature not speficied in the publication

708127

0.168

(3S,4S)-pyrrolidine-3,4-diyl bis(3-methylbutanoate)

Plasmodium falciparum

pH not specified in the publication, temperature not speficied in the publication

708127

0.00009 - 0.0013

(3S,4S)-pyrrolidine-3,4-diyl bis(naphthalen-1-ylacetate)

2 entries

0.0008

(3S,4S)-pyrrolidine-3,4-diyl bis(naphthalen-2-ylacetate)

Plasmodium falciparum

pH not specified in the publication, temperature not speficied in the publication

708127

0.0074

(3S,4S)-pyrrolidine-3,4-diyl bis(phenylacetate)

Plasmodium falciparum

pH not specified in the publication, temperature not speficied in the publication

708127

0.0538 - 0.0884

(3S,4S)-pyrrolidine-3,4-diyl dibenzoate

2 entries

0.134

(3S,4S)-pyrrolidine-3,4-diyl dicyclohexanecarboxylate

Plasmodium falciparum

pH not specified in the publication, temperature not speficied in the publication

708127

0.0094

(5-[[(4-bromobenzoyl)oxy]methyl]-2,3,4,7-tetrahydro-1H-azepin-3-yl)methyl 4-aminobenzoate

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.005

1-[6-chloro-3-(3,4-dichlorophenyl)naphthalen-1-yl]-2-(dibutylamino)ethanol

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.021

2-(dihexylamino)-1-(1,2,3,4-tetrahydrophenanthren-9-yl)ethanol

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.039

2-([2-[4-([[(1S,2S,3R,4R)-3-(naphthalen-2-ylmethoxy)-7-azabicyclo[2.2.1]hept-2-yl]oxy]methyl)phenoxy]ethyl]sulfanyl)-1,3-benzothiazole

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.009

2-[bis(4-methylpentyl)amino]-1-(1,2,3,4-tetrahydrophenanthren-9-yl)ethanol

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.00311

di-tert-butyl [piperazine-1,4-diylbis[(2R,3S)-3-hydroxy-1-phenylbutane-4,2-diyl]]biscarbamate

Plasmodium falciparum

at pH 4.5, temperature not specified in the publication

755103

0.00074

KNI-727

Plasmodium falciparum

Q8IM16

IC50: 0.00074 mM

647802

0.0015 - 0.0025

N,N'-(3S,4S)-pyrrolidine-3,4-diylbis(N-benzyl-2-phenylacetamide)

2 entries

0.00035

N-benzyl-2-bromo-N-[[4-([[2-(2,4-dichlorophenyl)ethyl](3-phenylpropyl)amino]methyl)pyrrolidin-3-yl]methyl]-4,5-dimethoxybenzamide

Plasmodium falciparum

pH not specified in the publication, temperature not speficied in the publication

708127

0.00018

N-benzyl-2-bromo-N-[[4-([[2-(2,4-dichlorophenyl)ethyl][2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]amino]methyl)pyrrolidin-3-yl]methyl]-4,5-dimethoxybenzamide

Plasmodium falciparum

pH not specified in the publication, temperature not speficied in the publication

708127

0.00058

N-benzyl-2-bromo-N-[[4-([[3-(2,4-dichlorophenyl)propyl](3-phenylpropyl)amino]methyl)pyrrolidin-3-yl]methyl]-4,5-dimethoxybenzamide

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.0003

N-benzyl-2-bromo-N-[[4-([[3-(2,4-dichlorophenyl)propyl][2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]amino]methyl)pyrrolidin-3-yl]methyl]-4,5-dimethoxybenzamide

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.057

N-[[(1S)-3,3-difluoro-4,4-dihydroxycyclohexyl]methyl]-N-(4-pentylphenyl)naphthalene-2-carboxamide

Plasmodium falciparum

pH and temperature not specified in the publication

754374

0.000001

pepstatin

Plasmodium falciparum

IC50: about 1 nM

667223

0.0018

ritonavir

Plasmodium falciparum

IC50: 1800 nM

667223

0.000375

saquinavir

Plasmodium falciparum

IC50: 375 nM

667223

0.00116

tert-butyl [(2R,3S)-4-(1,4'-bipiperidin-1'-yl)-3-hydroxy-1-phenylbutan-2-yl]carbamate

Plasmodium falciparum

at pH 4.5, temperature not specified in the publication

755103

0.0054

tert-butyl [(2R,3S)-4-(4-ethylpiperazin-1-yl)-3-hydroxy-1-phenylbutan-2-yl]carbamate

Plasmodium falciparum

at pH 4.5, temperature not specified in the publication

755103

0.0049

tert-butyl [(2R,3S)-4-[4-(4-bromobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate

Plasmodium falciparum

at pH 4.5, temperature not specified in the publication

755103

0.00256

tert-butyl [(2R,3S)-4-[4-(4-fluorobenzyl)piperazin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate

Plasmodium falciparum

at pH 4.5, temperature not specified in the publication

755103

0.0118

[5-[(benzoyloxy)methyl]-2,3,4,7-tetrahydro-1H-azepin-3-yl]methyl 4-aminobenzoate

Plasmodium falciparum

pH and temperature not specified in the publication

754374