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Literature summary for 3.4.22.B5 extracted from

  • Steert, K.; Berg, M.; Mottram, J.C.; Westrop, G.D.; Coombs, G.H.; Cos, P.; Maes, L.; Joossens, J.; Van der Veken, P.; Haemers, A.; Augustyns, K.
    alpha-Ketoheterocycles as Inhibitors of Leishmania mexicana Cysteine Protease CPB (2010), ChemMedChem, 5, 1734-1748.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.4.22.B5

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli Leishmania mexicana

Protein Variants

Protein Variants Comment Organism
additional information CBT2.8deltaCTE, CBT lacking the characteristic C-terminal extension Leishmania mexicana

Inhibitors

Inhibitors Comment Organism Structure
4-methyl N-[(S)-1-oxo-1-[(S)-1-oxo-4-phenyl-1-(5-phenylisoxazol-3-yl)butan-2-ylamino]-3-phenylpropan-2-yl]piperazine-1-carboxamide
-
 Leishmania mexicana
N-((S)-1-[(S)-1-[1-(benzyloxymethyl)-1H-1,2,3-triazol-4-yl]-1-oxo-3-phenylpropan-2-ylamino]-1-oxo-3-phenylpropan-2-yl)morpholine-4-carboxamide
-
 Leishmania mexicana
N-[(2S)-1-[(2S)-1-hydroxy-3-phenyl-1-(5-phenyl-1,2,4-oxadiazol-3-yl)propan-2-ylamino]-1-oxo-3-phenylpropan-2-yl]morpholine-4-carboxamide
-
 Leishmania mexicana
N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(1-phenyl-1H-1,2,3-triazol-4-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide
-
 Leishmania mexicana
N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(3-phenylisoxazol-5-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide
-
 Leishmania mexicana
N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(5-phenylisoxazol-3-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide
-
 Leishmania mexicana
N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(5-phenyloxazol-2-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide
-
 Leishmania mexicana
N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(5-phenylthiazol-2-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide
-
 Leishmania mexicana
N-[(S)-1-[(d)-1-(5-benzylisoxazol-3-yl)-1-oxo-4-phenylbutan-2-ylamino]-1-oxo-3-phenylpropan-2-yl]morpholine-4-carboxamide
-
 Leishmania mexicana
N-[(S)-1-[(S)-1-(benzo[d]oxazol-2-yl)-1-oxo-3-phenylpropan-2-ylamino]-1-oxo-3-phenylpropan-2-yl]morpholine-4-carboxamide
-
 Leishmania mexicana
N-[(S)-1-[(S)-1-(benzo[d]thiazol-2-yl)-1-oxo-3-phenylpropan-2-ylamino]-1-oxo-3-phenylpropan-2-yl]morpholine-4-carboxamide
-
 Leishmania mexicana
Nalpha-(morpholin-4-ylcarbonyl)-N-[(1E,3S)-5-phenyl-1-(phenylsulfonyl)pent-1-en-3-yl]-L-phenylalaninamide
-
 Leishmania mexicana
Nalpha-(morpholin-4-ylcarbonyl)-N-[(2S)-1-oxo-4-phenyl-1-(5-phenyl-1,2-oxazol-3-yl)butan-2-yl]-L-phenylalaninamide
-
 Leishmania mexicana
Nalpha-[(4-methylpiperazin-1-yl)carbonyl]-N-[(1E,3S)-5-phenyl-1-(phenylsulfonyl)pent-1-en-3-yl]-L-phenylalaninamide
-
 Leishmania mexicana

Organism

Organism UniProt Comment Textmining
Leishmania mexicana
-
-
-

Purification (Commentary)

Purification (Comment) Organism
from inclusion bodies Leishmania mexicana

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
benzyloxycarbonyl-Phe-Arg-p-nitroanilide + H2O
-
 Leishmania mexicana benzyloxycarbonyl-Phe-Arg + p-nitroaniline
-
 ?

Synonyms

Synonyms Comment Organism
cystein protease CPB2.8
-
 Leishmania mexicana

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0000016
-
 N-[(2S)-1-[(2S)-1-hydroxy-3-phenyl-1-(5-phenyl-1,2,4-oxadiazol-3-yl)propan-2-ylamino]-1-oxo-3-phenylpropan-2-yl]morpholine-4-carboxamide pH 5.0 30°C Leishmania mexicana
0.000004
-
 N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(5-phenylisoxazol-3-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide one of two purified isomers, pH 5.0 30°C Leishmania mexicana
0.000006
-
 Nalpha-(morpholin-4-ylcarbonyl)-N-[(2S)-1-oxo-4-phenyl-1-(5-phenyl-1,2-oxazol-3-yl)butan-2-yl]-L-phenylalaninamide one of two purified isomers, pH 5.0 30°C Leishmania mexicana
0.0000074
-
 4-methyl N-[(S)-1-oxo-1-[(S)-1-oxo-4-phenyl-1-(5-phenylisoxazol-3-yl)butan-2-ylamino]-3-phenylpropan-2-yl]piperazine-1-carboxamide pH 5.0 30°C Leishmania mexicana
0.000014
-
 N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(1-phenyl-1H-1,2,3-triazol-4-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide one of two purified isomers, pH 5.0 30°C Leishmania mexicana
0.000015
-
 N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(5-phenyloxazol-2-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide pH 5.0 30°C Leishmania mexicana
0.000048
-
 N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(3-phenylisoxazol-5-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide pH 5.0 30°C Leishmania mexicana
0.000115
-
 N-[(S)-1-[(S)-1-(benzo[d]oxazol-2-yl)-1-oxo-3-phenylpropan-2-ylamino]-1-oxo-3-phenylpropan-2-yl]morpholine-4-carboxamide pH 5.0 30°C Leishmania mexicana
0.000118
-
 N-[(S)-1-[(d)-1-(5-benzylisoxazol-3-yl)-1-oxo-4-phenylbutan-2-ylamino]-1-oxo-3-phenylpropan-2-yl]morpholine-4-carboxamide pH 5.0 30°C Leishmania mexicana
0.000417
-
 N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(5-phenylthiazol-2-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide pH 5.0 30°C Leishmania mexicana
0.000767
-
 N-[(S)-1-[(S)-1-(benzo[d]thiazol-2-yl)-1-oxo-3-phenylpropan-2-ylamino]-1-oxo-3-phenylpropan-2-yl]morpholine-4-carboxamide pH 5.0 30°C Leishmania mexicana
0.001706
-
 N-((S)-1-[(S)-1-[1-(benzyloxymethyl)-1H-1,2,3-triazol-4-yl]-1-oxo-3-phenylpropan-2-ylamino]-1-oxo-3-phenylpropan-2-yl)morpholine-4-carboxamide pH 5.0 30°C Leishmania mexicana

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000027
-
 pH 5.0 30°C Leishmania mexicana Nalpha-(morpholin-4-ylcarbonyl)-N-[(1E,3S)-5-phenyl-1-(phenylsulfonyl)pent-1-en-3-yl]-L-phenylalaninamide
0.00005
-
 pH 5.0 30°C Leishmania mexicana N-[(2S)-1-[(2S)-1-hydroxy-3-phenyl-1-(5-phenyl-1,2,4-oxadiazol-3-yl)propan-2-ylamino]-1-oxo-3-phenylpropan-2-yl]morpholine-4-carboxamide
0.000054
-
 pH 5.0 30°C Leishmania mexicana Nalpha-[(4-methylpiperazin-1-yl)carbonyl]-N-[(1E,3S)-5-phenyl-1-(phenylsulfonyl)pent-1-en-3-yl]-L-phenylalaninamide
0.00013
-
 one of two purified isomers, pH 5.0 30°C Leishmania mexicana N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(5-phenylisoxazol-3-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide
0.00019
-
 one of two purified isomers, pH 5.0 30°C Leishmania mexicana Nalpha-(morpholin-4-ylcarbonyl)-N-[(2S)-1-oxo-4-phenyl-1-(5-phenyl-1,2-oxazol-3-yl)butan-2-yl]-L-phenylalaninamide
0.00023
-
 pH 5.0 30°C Leishmania mexicana 4-methyl N-[(S)-1-oxo-1-[(S)-1-oxo-4-phenyl-1-(5-phenylisoxazol-3-yl)butan-2-ylamino]-3-phenylpropan-2-yl]piperazine-1-carboxamide
0.00044
-
 one of two purified isomers, pH 5.0 30°C Leishmania mexicana N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(1-phenyl-1H-1,2,3-triazol-4-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide
0.00047
-
 pH 5.0 30°C Leishmania mexicana N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(5-phenyloxazol-2-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide
0.0015
-
 pH 5.0 30°C Leishmania mexicana N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(3-phenylisoxazol-5-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide
0.00355
-
 pH 5.0 30°C Leishmania mexicana N-[(S)-1-[(S)-1-(benzo[d]oxazol-2-yl)-1-oxo-3-phenylpropan-2-ylamino]-1-oxo-3-phenylpropan-2-yl]morpholine-4-carboxamide
0.00366
-
 pH 5.0 30°C Leishmania mexicana N-[(S)-1-[(d)-1-(5-benzylisoxazol-3-yl)-1-oxo-4-phenylbutan-2-ylamino]-1-oxo-3-phenylpropan-2-yl]morpholine-4-carboxamide
0.01294
-
 pH 5.0 30°C Leishmania mexicana N-[(S)-1-oxo-1-[(S)-1-oxo-3-phenyl-1-(5-phenylthiazol-2-yl)propan-2-ylamino]-3-phenylpropan-2-yl]morpholine-4-carboxamide
0.02379
-
 pH 5.0 30°C Leishmania mexicana N-[(S)-1-[(S)-1-(benzo[d]thiazol-2-yl)-1-oxo-3-phenylpropan-2-ylamino]-1-oxo-3-phenylpropan-2-yl]morpholine-4-carboxamide
0.0529
-
 pH 5.0 30°C Leishmania mexicana N-((S)-1-[(S)-1-[1-(benzyloxymethyl)-1H-1,2,3-triazol-4-yl]-1-oxo-3-phenylpropan-2-ylamino]-1-oxo-3-phenylpropan-2-yl)morpholine-4-carboxamide