Detailed information for compound 60528

Basic information

Technical information
  • TDR Targets ID: 60528
  • Name: ethyl (E,4S)-7-amino-4-[[(2S)-2-[3-[(5-chloro -1,2-oxazole-3-carbonyl)amino]-2-oxopyridin-1 -yl]-3-phenylpropanoyl]amino]-7-oxohept-2-eno ate
  • MW: 569.994 | Formula: C27H28ClN5O7
  • H donors: 3 H acceptors: 6 LogP: 2.26 Rotable bonds: 16
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCOC(=O)/C=C/[C@@H](NC(=O)[C@@H](n1cccc(c1=O)NC(=O)c1noc(c1)Cl)Cc1ccccc1)CCC(=O)N
  • InChi: 1S/C27H28ClN5O7/c1-2-39-24(35)13-11-18(10-12-23(29)34)30-26(37)21(15-17-7-4-3-5-8-17)33-14-6-9-19(27(33)38)31-25(36)20-16-22(28)40-32-20/h3-9,11,13-14,16,18,21H,2,10,12,15H2,1H3,(H2,29,34)(H,30,37)(H,31,36)/b13-11+/t18-,21-/m0/s1
  • InChiKey: ZYFWIVUJZBWREH-VPBAUWQKSA-N  


Substructure search Similarity search

Network

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Synonyms

  • ethyl (E,4S)-7-amino-4-[[(2S)-2-[3-[(5-chloroisoxazole-3-carbonyl)amino]-2-oxo-1-pyridyl]-3-phenyl-propanoyl]amino]-7-oxo-hept-2-enoate
  • (E,4S)-7-amino-4-[[(2S)-2-[3-[[(5-chloro-3-isoxazolyl)-oxomethyl]amino]-2-oxo-1-pyridyl]-1-oxo-3-phenylpropyl]amino]-7-oxo-2-heptenoic acid ethyl ester
  • ethyl (E,4S)-7-azanyl-4-[[(2S)-2-[3-[(5-chloro-1,2-oxazol-3-yl)carbonylamino]-2-oxo-pyridin-1-yl]-3-phenyl-propanoyl]amino]-7-oxo-hept-2-enoate
  • (E,4S)-7-amino-4-[[(2S)-2-[3-[(5-chloroisoxazole-3-carbonyl)amino]-2-keto-1-pyridyl]-3-phenyl-propanoyl]amino]-7-keto-hept-2-enoic acid ethyl ester
  • (E)-(S)-6-Carbamoyl-4-[(S)-2-(3-{[1-(5-chloro-isoxazol-3-yl)-methanoyl]-amino}-2-oxo-2H-pyridin-1-yl)-3-phenyl-propanoylamino]-hex-2-enoic acid ethyl ester
  • AIDS-154401
  • AIDS154401

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Human rhinovirus sp. Human rhinovirus A protease Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0037 0.0075 0.0127
Trypanosoma cruzi DNA polymerase kappa, putative 0.012 0.0757 0.238
Leishmania major trypanothione reductase 0.0388 0.2977 1
Loa Loa (eye worm) flap endonuclease-1 0.0053 0.0203 0.0344
Treponema pallidum NADH oxidase 0.0135 0.088 1
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0135 0.088 0.2803
Loa Loa (eye worm) MH1 domain-containing protein 0.0051 0.0187 0.0316
Leishmania major DNA polymerase kappa, putative 0.0037 0.0075 0.004
Echinococcus multilocularis Smad4 0.0051 0.0187 0.0426
Trypanosoma brucei DNA polymerase IV, putative 0.012 0.0757 0.238
Giardia lamblia DINP protein human, muc B family 0.012 0.0757 0.8489
Leishmania major DNA polymerase eta, putative 0.0037 0.0075 0.004
Plasmodium vivax thioredoxin reductase, putative 0.0388 0.2977 1
Brugia malayi Thioredoxin reductase 0.0388 0.2977 0.5028
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0886 0.7087 0.8958
Toxoplasma gondii NADPH-glutathione reductase 0.0135 0.088 0.2803
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0135 0.088 0.0822
Trypanosoma brucei DNA polymerase kappa, putative 0.012 0.0757 0.238
Schistosoma mansoni smad1 5 8 and 0.0051 0.0187 0.0125
Schistosoma mansoni smad 0.0051 0.0187 0.0125
Trichomonas vaginalis mercuric reductase, putative 0.0135 0.088 1
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0985 0.7903 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0744 0.592 1
Giardia lamblia Flap structure-specific endonuclease 0.0053 0.0203 0.1715
Echinococcus granulosus Smad4 0.0051 0.0187 0.0426
Plasmodium falciparum glutathione reductase 0.0388 0.2977 1
Schistosoma mansoni terminal deoxycytidyl transferase 0.012 0.0757 0.0698
Brugia malayi hypothetical protein 0.0097 0.0569 0.0961
Trypanosoma cruzi DNA polymerase kappa, putative 0.012 0.0757 0.238
Trypanosoma brucei DNA damage repair protein, putative 0.0037 0.0075 0.004
Trypanosoma brucei DNA polymerase kappa, putative 0.012 0.0757 0.238
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0886 0.7087 0.8958
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0135 0.088 1
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0135 0.088 0.2803
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0135 0.088 0.2803
Trypanosoma cruzi trypanothione reductase, putative 0.0388 0.2977 1
Echinococcus multilocularis thioredoxin glutathione reductase 0.0388 0.2977 1
Leishmania major DNA damage repair protein, putative 0.0037 0.0075 0.004
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0099 0.0585 0.0988
Giardia lamblia NADH oxidase lateral transfer candidate 0.0135 0.088 1
Schistosoma mansoni Smad4 0.0051 0.0187 0.0125
Plasmodium falciparum thioredoxin reductase 0.0135 0.088 0.2803
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0135 0.088 0.2803
Schistosoma mansoni DNA polymerase eta 0.012 0.0757 0.0698
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0886 0.7087 0.8958
Echinococcus granulosus TGF beta signal transducer SmadC 0.0051 0.0187 0.0426
Schistosoma mansoni smad1 5 8 and 0.0051 0.0187 0.0125
Trypanosoma brucei DNA polymerase kappa, putative 0.0082 0.045 0.1327
Brugia malayi hypothetical protein 0.0163 0.1117 0.1888
Echinococcus multilocularis smad 0.0051 0.0187 0.0426
Loa Loa (eye worm) pyridine nucleotide-disufhide oxidoreductase 0.0036 0.0063 0.0107
Giardia lamblia DNA damage repair protein 0.0037 0.0075 0.0143
Leishmania major DNA polymerase eta, putative 0.012 0.0757 0.238
Trypanosoma cruzi trypanothione reductase, putative 0.0135 0.088 0.2803
Mycobacterium tuberculosis Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot 0.0135 0.088 0.1042
Trypanosoma brucei DNA polymerase eta, putative 0.012 0.0757 0.238
Trypanosoma brucei DNA polymerase kappa, putative 0.012 0.0757 0.238
Loa Loa (eye worm) hypothetical protein 0.012 0.0757 0.1278
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0135 0.088 0.2803
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0135 0.088 0.2803
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0886 0.7087 0.8958
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0985 0.7903 1
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0135 0.088 1
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.012 0.0757 0.0698
Mycobacterium ulcerans DNA polymerase IV 0.012 0.0757 0.8489
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0135 0.088 1
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0135 0.088 0.2803
Loa Loa (eye worm) MH2 domain-containing protein 0.0051 0.0187 0.0316
Trypanosoma brucei unspecified product 0.0082 0.045 0.1327
Trypanosoma brucei DNA polymerase kappa, putative 0.012 0.0757 0.238
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0135 0.088 0.2803
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0135 0.088 0.2803
Trypanosoma cruzi DNA damage repair protein, putative 0.0037 0.0075 0.004
Brugia malayi MH1 domain containing protein 0.0051 0.0187 0.0316
Loa Loa (eye worm) ImpB/MucB/SamB family protein 0.012 0.0757 0.1278
Echinococcus granulosus dna polymerase kappa 0.012 0.0757 0.238
Plasmodium falciparum flap endonuclease 1 0.0053 0.0203 0.0481
Echinococcus multilocularis mothers against decapentaplegic 5 0.0051 0.0187 0.0426
Trypanosoma brucei DNA polymerase kappa, putative 0.012 0.0757 0.238
Trypanosoma brucei DNA polymerase kappa, putative 0.012 0.0757 0.238
Schistosoma mansoni eyes absent homolog 0.0097 0.0569 0.0509
Mycobacterium ulcerans hypothetical protein 0.0037 0.0075 0.0143
Trypanosoma cruzi DNA polymerase eta, putative 0.012 0.0757 0.238
Trypanosoma brucei dihydrolipoyl dehydrogenase 0.0135 0.088 0.2803
Trypanosoma brucei DNA polymerase kappa, putative 0.012 0.0757 0.238
Trypanosoma cruzi DNA polymerase eta, putative 0.0037 0.0075 0.004
Schistosoma mansoni flap endonuclease-1 0.0048 0.0162 0.0099
Echinococcus multilocularis dna polymerase kappa 0.012 0.0757 0.238
Trypanosoma cruzi hypothetical protein, conserved 0.0037 0.0075 0.004
Mycobacterium ulcerans DNA polymerase IV 0.012 0.0757 0.8489
Trichomonas vaginalis DNA polymerase IV / kappa, putative 0.012 0.0757 0.8489
Echinococcus multilocularis terminal deoxycytidyl transferase rev1 0.012 0.0757 0.238
Loa Loa (eye worm) hypothetical protein 0.0163 0.1117 0.1888
Schistosoma mansoni smad1 5 8 and 0.0051 0.0187 0.0125
Brugia malayi MH2 domain containing protein 0.0051 0.0187 0.0316
Brugia malayi NADPH:adrenodoxin oxidoreductase, mitochondrial precursor 0.0036 0.0063 0.0107
Brugia malayi glutamate synthase 0.0036 0.0063 0.0107
Trichomonas vaginalis DNA polymerase eta, putative 0.012 0.0757 0.8489
Brugia malayi MH1 domain containing protein 0.0051 0.0187 0.0316
Loa Loa (eye worm) hypothetical protein 0.0036 0.0063 0.0107
Entamoeba histolytica deoxycytidyl transferase, putative 0.012 0.0757 1
Brugia malayi glutathione reductase 0.0388 0.2977 0.5028
Mycobacterium tuberculosis Probable dehydrogenase 0.0886 0.7087 0.8958
Plasmodium falciparum thioredoxin reductase 0.0388 0.2977 1
Echinococcus granulosus mothers against decapentaplegic 5 0.0051 0.0187 0.0426
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0388 0.2977 0.3716
Trypanosoma brucei DNA polymerase kappa, putative 0.012 0.0757 0.238
Trypanosoma brucei DNA polymerase kappa, putative 0.012 0.0757 0.238
Mycobacterium tuberculosis Probable reductase 0.0886 0.7087 0.8958
Entamoeba histolytica Flap nuclease, putative 0.0053 0.0203 0.2021
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase family protein 0.0036 0.0063 0.0107
Plasmodium falciparum glutathione reductase 0.0135 0.088 0.2803
Trichomonas vaginalis glutathione reductase, putative 0.0135 0.088 1
Loa Loa (eye worm) transcription factor SMAD2 0.0744 0.592 1
Brugia malayi Smad1 0.0051 0.0187 0.0316
Trypanosoma brucei chrX additional, unordered contigs 0.0037 0.0075 0.004
Toxoplasma gondii ImpB/MucB/SamB family protein 0.0037 0.0075 0.004
Brugia malayi polk-prov protein 0.0037 0.0075 0.0127
Toxoplasma gondii thioredoxin reductase 0.0388 0.2977 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0037 0.0075 0.004
Trypanosoma cruzi DNA damage repair protein, putative 0.0037 0.0075 0.004
Toxoplasma gondii ImpB/MucB/SamB family protein 0.0037 0.0075 0.004
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0135 0.088 0.2803
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0135 0.088 0.2803
Schistosoma mansoni TGF-beta signal transducer Smad2 0.0051 0.0187 0.0125
Toxoplasma gondii BRCA1 C Terminus (BRCT) domain-containing protein 0.0037 0.0075 0.004
Trypanosoma cruzi hypothetical protein, conserved 0.0037 0.0075 0.004
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation 0.0135 0.088 0.2803
Echinococcus multilocularis flap endonuclease 1 0.0053 0.0203 0.0481
Mycobacterium tuberculosis Probable oxidoreductase 0.0985 0.7903 1
Trypanosoma brucei hypothetical protein, conserved 0.0037 0.0075 0.004
Trypanosoma cruzi DNA polymerase kappa, putative 0.012 0.0757 0.238
Echinococcus granulosus dna polymerase eta 0.012 0.0757 0.238
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0135 0.088 0.2803
Leishmania major DNA polymerase kappa, putative,DNA polymerase IV, putative 0.012 0.0757 0.238
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0886 0.7087 0.8958
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0135 0.088 1
Loa Loa (eye worm) glutathione reductase 0.0388 0.2977 0.5028
Echinococcus granulosus smad 0.0051 0.0187 0.0426
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0135 0.088 0.2803
Trypanosoma brucei DNA polymerase kappa, putative 0.0082 0.045 0.1327
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0135 0.088 1
Brugia malayi MH2 domain containing protein 0.0744 0.592 1
Mycobacterium tuberculosis Possible DNA-damage-inducible protein P DinP (DNA polymerase V) (pol IV 2) (DNA nucleotidyltransferase (DNA-directed)) 0.012 0.0757 0.0884
Echinococcus granulosus thioredoxin glutathione reductase 0.0388 0.2977 1
Trypanosoma cruzi flap endonuclease-1 (FEN-1), putative 0.0053 0.0203 0.0481
Echinococcus granulosus flap endonuclease 1 0.0053 0.0203 0.0481
Loa Loa (eye worm) hypothetical protein 0.0097 0.0569 0.0961
Echinococcus multilocularis TGF beta signal transducer SmadC 0.0051 0.0187 0.0426
Trypanosoma brucei unspecified product 0.0082 0.045 0.1327
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0135 0.088 0.2803
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.0135 0.088 0.2803
Trypanosoma brucei unspecified product 0.012 0.0757 0.238
Trypanosoma brucei DNA polymerase IV, putative 0.012 0.0757 0.238
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase family protein 0.0036 0.0063 0.0107
Plasmodium falciparum DNA repair protein REV1, putative 0.0037 0.0075 0.004
Brugia malayi ImpB/MucB/SamB family protein 0.012 0.0757 0.1278
Loa Loa (eye worm) Smad1 0.0051 0.0187 0.0316
Trypanosoma brucei DNA polymerase IV, putative 0.012 0.0757 0.238
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0135 0.088 0.2803
Leishmania major acetoin dehydrogenase e3 component-like protein 0.0135 0.088 0.2803
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0135 0.088 0.2803
Trypanosoma brucei flap endonuclease-1 (FEN-1), putative 0.0053 0.0203 0.0481
Plasmodium vivax flap endonuclease 1, putative 0.0053 0.0203 0.0481
Leishmania major flap endonuclease-1 (FEN-1), putative 0.0053 0.0203 0.0481
Trypanosoma brucei DNA polymerase kappa, putative 0.012 0.0757 0.238
Schistosoma mansoni DNA polymerase IV / kappa 0.0037 0.0075 0.0012
Trypanosoma brucei DNA damage repair protein, putative 0.0037 0.0075 0.004
Trypanosoma brucei trypanothione reductase 0.0388 0.2977 1
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0135 0.088 0.2803
Echinococcus granulosus terminal deoxycytidyl transferase rev1 0.012 0.0757 0.238
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0135 0.088 0.1487
Trypanosoma brucei hypothetical protein, conserved 0.0037 0.0075 0.004
Echinococcus multilocularis dna polymerase eta 0.012 0.0757 0.238
Toxoplasma gondii flap structure-specific endonuclease 1, putative 0.0053 0.0203 0.0481
Mycobacterium tuberculosis Conserved hypothetical protein 0.012 0.0757 0.0884
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0135 0.088 0.2803
Trypanosoma cruzi DNA polymerase kappa, putative 0.012 0.0757 0.238
Plasmodium vivax DNA repair protein REV1, putative 0.0037 0.0075 0.004
Brugia malayi Flap endonuclease-1 0.0053 0.0203 0.0344
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0099 0.0585 0.0988
Loa Loa (eye worm) thioredoxin reductase 0.0388 0.2977 0.5028
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0135 0.088 1
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0985 0.7903 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0082 0.045 0.1327
Leishmania major DNA polymerase kappa, putative 0.012 0.0757 0.238
Loa Loa (eye worm) programmed cell death 8 0.0036 0.0063 0.0107
Plasmodium vivax glutathione reductase, putative 0.0388 0.2977 1
Loa Loa (eye worm) hypothetical protein 0.0097 0.0569 0.0961
Brugia malayi ImpB/MucB/SamB family protein 0.012 0.0757 0.1278
Trichomonas vaginalis flap endonuclease-1, putative 0.0053 0.0203 0.1715
Brugia malayi MH2 domain containing protein 0.0051 0.0187 0.0316
Onchocerca volvulus 0.0163 0.1117 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0135 0.088 0.2803
Trypanosoma brucei DNA polymerase kappa, putative 0.0037 0.0075 0.004

Activities

Activity type Activity value Assay description Source Reference
CC50 (binding) > 10 uM cytotoxicity against HRV Protease 3CP (serotype 14) ChEMBL. 11931615
CC50 (binding) > 10 uM cytotoxicity against HRV Protease 3CP (serotype 14) ChEMBL. 11931615
EC50 (binding) = 0.024 uM Inhibition of HRV Protease 3CP (serotype 14). ChEMBL. 11931615
EC50 (binding) = 0.024 uM Inhibition of HRV Protease 3CP (serotype 14). ChEMBL. 11931615
K obs / 1 (binding) = 133500 M-1 s-1 Inhibitory activity against Human Rhinovirus Protease 3C (serotype 14) ChEMBL. 11931615
K obs / 1 (binding) = 133500 M-1 s-1 Inhibitory activity against Human Rhinovirus Protease 3C (serotype 14) ChEMBL. 11931615

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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