Detailed information for compound 412331

Basic information

Technical information
  • TDR Targets ID: 412331
  • Name: methyl 3-[(2R,3S,4R)-2-[(S)-[(1S)-cyclohex-2- en-1-yl]-hydroxymethyl]-4-ethyl-3-hydroxy-3-m ethyl-5-oxopyrrolidine-2-carbonyl]sulfanylpro panoate
  • MW: 399.502 | Formula: C19H29NO6S
  • H donors: 3 H acceptors: 5 LogP: 1.66 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC[C@H]1C(=O)N[C@]([C@@]1(C)O)(C(=O)SCCC(=O)OC)[C@H]([C@H]1CCCC=C1)O
  • InChi: 1S/C19H29NO6S/c1-4-13-16(23)20-19(18(13,2)25,15(22)12-8-6-5-7-9-12)17(24)27-11-10-14(21)26-3/h6,8,12-13,15,22,25H,4-5,7,9-11H2,1-3H3,(H,20,23)/t12-,13+,15+,18+,19+/m1/s1
  • InChiKey: GKILHCZWRBPHMH-MGYLJIMESA-N  

Network

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Synonyms

  • methyl 3-[(2R,3S,4R)-2-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxy-methyl]-4-ethyl-3-hydroxy-3-methyl-5-oxo-pyrrolidine-2-carbonyl]sulfanylpropanoate
  • 3-[[[(2R,3S,4R)-2-[(S)-[(1S)-1-cyclohex-2-enyl]-hydroxymethyl]-4-ethyl-3-hydroxy-3-methyl-5-oxo-2-pyrrolidinyl]-oxomethyl]thio]propanoic acid methyl ester
  • methyl 3-[(2R,3S,4R)-2-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxy-methyl]-4-ethyl-3-hydroxy-3-methyl-5-oxo-pyrrolidin-2-yl]carbonylsulfanylpropanoate
  • 3-[[(2R,3S,4R)-2-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxy-methyl]-4-ethyl-3-hydroxy-5-keto-3-methyl-prolyl]thio]propionic acid methyl ester
  • methyl 3-[(2R,3S,4R)-2-[(S)-[(1S)-1-cyclohex-2-enyl]-hydroxymethyl]-4-ethyl-3-hydroxy-3-methyl-5-oxopyrrolidine-2-carbonyl]sulfanylpropanoate
  • methyl 3-[(2R,3S,4R)-2-[(S)-[(1S)-1-cyclohex-2-enyl]-hydroxy-methyl]-4-ethyl-3-hydroxy-3-methyl-5-oxo-pyrrolidine-2-carbonyl]sulfanylpropanoate
  • 3-[[(2R,3S,4R)-2-[(S)-[(1S)-1-cyclohex-2-enyl]-hydroxy-methyl]-4-ethyl-3-hydroxy-5-keto-3-methyl-pyrrolidine-2-carbonyl]thio]propionic acid methyl ester
  • methyl 3-[(2R,3S,4R)-2-[(S)-[(1S)-1-cyclohex-2-enyl]-hydroxy-methyl]-4-ethyl-3-hydroxy-3-methyl-5-oxo-pyrrolidin-2-yl]carbonylsulfanylpropanoate

Targets

Known targets for this compound

No curated genes were found associated with this compound

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
Mycobacterium tuberculosis Proteasome beta subunit PrcB; assembles with alpha subunit PrcA. 0.0164 1 1
Brugia malayi proteasome subunit beta type 2 0.0073 0.3864 0.3864
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Brugia malayi Proteasome subunit alpha type 7-1 0.0023 0.0494 0.0494
Schistosoma mansoni tubulin subunit beta 0.0026 0.0675 0.0191
Trypanosoma brucei beta tubulin 0.0026 0.0675 0.0191
Mycobacterium ulcerans proteasome PrcB 0.0164 1 1
Echinococcus multilocularis Tubulin beta 2C chain 0.0026 0.0675 0.0191
Trichomonas vaginalis tubulin beta chain, putative 0.0026 0.0675 0.0191
Echinococcus multilocularis beta tubulin 0.0026 0.0675 0.0191
Toxoplasma gondii proteasome subunit beta type 2, putative 0.0073 0.3864 0.3546
Entamoeba histolytica probable proteasome subunit beta type 2, putative 0.0073 0.3864 0.3546
Schistosoma mansoni tubulin subunit beta 0.0026 0.0675 0.0191
Loa Loa (eye worm) hypothetical protein 0.0024 0.058 0.0091
Echinococcus multilocularis tubulin, beta 4A class IVa 0.0026 0.0675 0.0191
Toxoplasma gondii beta-1 tubulin, putative 0.0026 0.0675 0.0191
Mycobacterium leprae proteasome (beta subunit) PrcB 0.0164 1 1
Schistosoma mansoni tubulin subunit beta 0.0026 0.0675 0.0191
Entamoeba histolytica tubulin family protein 0.0026 0.0675 0.0191
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Trypanosoma brucei proteasome subunit beta type-5, putative 0.0164 1 1
Trypanosoma cruzi proteasome subunit beta type-2, putative 0.0073 0.3864 0.3546
Echinococcus granulosus proteasome prosome macropain 0.0164 1 1
Trichomonas vaginalis tubulin gamma chain, putative 0.0026 0.0675 0.0191
Trichomonas vaginalis tubulin epsilon chain, putative 0.0026 0.0675 0.0191
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Loa Loa (eye worm) tubulin beta-1 chain 0.0026 0.0675 0.0191
Giardia lamblia Proteasome subunit beta type 5 precursor 0.0164 1 1
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Echinococcus granulosus Tubulin beta 2C chain 0.0026 0.0675 0.0191
Brugia malayi proteasome subunit beta type 1 0.0023 0.0494 0.0494
Echinococcus multilocularis beta tubulin 0.0026 0.0675 0.0191
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Echinococcus granulosus Tubulin beta 2C chain 0.0026 0.0675 0.0191
Loa Loa (eye worm) beta-tubulin 0.0026 0.0675 0.0191
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Toxoplasma gondii beta-tubulin, putative 0.0026 0.0675 0.0191
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Toxoplasma gondii beta tubulin 0.0026 0.0675 0.0191
Brugia malayi proteasome subunit alpha type 1 0.0023 0.0494 0.0494
Plasmodium vivax tubulin beta chain, putative 0.0026 0.0675 0.0191
Loa Loa (eye worm) BEN-1 protein 0.0026 0.0675 0.0191
Trypanosoma brucei beta tubulin 0.0026 0.0675 0.0191
Trypanosoma brucei PAB1-binding protein , putative 0.0024 0.058 0.0091
Echinococcus granulosus tubulin beta 4A class IVa 0.0026 0.0675 0.0191
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Toxoplasma gondii proteasome subunit beta type, putative 0.0164 1 1
Brugia malayi proteasome subunit alpha type 3 0.0023 0.0494 0.0494
Loa Loa (eye worm) proteasome subunit beta type 2 0.0073 0.3864 0.3546
Trypanosoma cruzi beta tubulin, putative 0.0026 0.0675 0.0191
Echinococcus multilocularis Tubulin beta 2C chain 0.0026 0.0675 0.0191
Echinococcus multilocularis Tubulin beta 2C chain 0.0026 0.0675 0.0191
Brugia malayi beta-tubulin, identical 0.0026 0.0675 0.0675
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Echinococcus multilocularis Tubulin beta 2C chain 0.0026 0.0675 0.0191
Loa Loa (eye worm) BEN-1 protein 0.0026 0.0675 0.0191
Plasmodium vivax proteasome subunit beta type-5, putative 0.0164 1 1
Echinococcus multilocularis tubulin beta 1 chain 0.0026 0.0675 0.0191
Entamoeba histolytica proteasome subunit beta type 5 precursor, putative 0.0164 1 1
Trypanosoma brucei beta tubulin 0.0026 0.0675 0.0191
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0164 1 1
Echinococcus granulosus Tubulin beta 2C chain 0.0026 0.0675 0.0191
Giardia lamblia Beta tubulin 0.0026 0.0675 0.0191
Giardia lamblia Beta tubulin 0.0026 0.0675 0.0191
Loa Loa (eye worm) proteasome A-type and B-type family protein 0.0164 1 1
Brugia malayi proteasome subunit alpha type 4 0.0023 0.0494 0.0494
Echinococcus granulosus tubulin beta 1 chain 0.0026 0.0675 0.0191
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Trichomonas vaginalis tubulin, putative 0.0026 0.0675 0.0191
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Echinococcus granulosus Tubulin beta 2C chain 0.0026 0.0675 0.0191
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0164 1 1
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0073 0.3864 0.3546
Brugia malayi Proteasome subunit alpha type 1 0.0023 0.0494 0.0494
Plasmodium falciparum proteasome subunit beta type-5 0.0164 1 1
Echinococcus multilocularis Tubulin beta 2C chain 0.0026 0.0675 0.0191
Trypanosoma brucei proteasome subunit beta type-2, putative 0.0073 0.3864 0.3546
Plasmodium falciparum ataxin-2 like protein, putative 0.0024 0.058 0.0091
Schistosoma mansoni proteasome subunit beta 2 (T01 family) 0.0073 0.3864 0.3546
Brugia malayi proteasome subunit alpha type 6 0.0023 0.0494 0.0494
Brugia malayi Proteasome A-type and B-type family protein 0.0023 0.0494 0.0494
Brugia malayi Proteasome A-type and B-type family protein 0.0023 0.0494 0.0494
Brugia malayi proteasome subunit beta type 3 0.0023 0.0494 0.0494
Loa Loa (eye worm) tubulin beta-4 chain 0.0026 0.0675 0.0191
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Loa Loa (eye worm) tubulin beta chain 0.0026 0.0675 0.0191
Plasmodium falciparum tubulin beta chain 0.0026 0.0675 0.0191
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Toxoplasma gondii LsmAD domain-containing protein 0.0024 0.058 0.0091
Echinococcus multilocularis proteasome (prosome, macropain) subunit, beta 0.0073 0.3864 0.3546
Schistosoma mansoni tubulin subunit beta 0.0026 0.0675 0.0191
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Schistosoma mansoni proteasome subunit beta 2 (T01 family) 0.0073 0.3864 0.3546
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0164 1 1
Giardia lamblia Proteasome subunit beta type 2 0.0073 0.3864 0.3546
Echinococcus granulosus proteasome prosome macropain subunit beta 0.0073 0.3864 0.3546
Leishmania major beta tubulin 0.0026 0.0675 0.0191
Loa Loa (eye worm) tubulin beta-2A chain 0.0026 0.0675 0.0191
Leishmania major proteasome beta 5 subunit, putative 0.0164 1 1
Echinococcus granulosus tubulin subunit beta 0.0026 0.0675 0.0191
Entamoeba histolytica tubulin family protein 0.0026 0.0675 0.0191
Schistosoma mansoni proteasome catalytic subunit 3 (T01 family) 0.0164 1 1
Trypanosoma cruzi PAB1-binding protein , putative 0.0024 0.058 0.0091
Schistosoma mansoni tubulin subunit beta 0.0026 0.0675 0.0191
Echinococcus granulosus beta tubulin 0.0026 0.0675 0.0191
Brugia malayi Proteasome A-type and B-type family protein 0.0023 0.0494 0.0494
Brugia malayi hypothetical protein 0.0024 0.058 0.058
Trypanosoma cruzi 20S proteasome subunit 0.0073 0.3864 0.3546
Echinococcus granulosus Tubulin beta 2C chain 0.0026 0.0675 0.0191
Brugia malayi proteasome subunit alpha type 2 0.0023 0.0494 0.0494
Trypanosoma cruzi PAB1-binding protein , putative 0.0024 0.058 0.0091
Echinococcus multilocularis proteasome (prosome, macropain) 0.0164 1 1
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0073 0.3864 0.3546
Wolbachia endosymbiont of Brugia malayi ATP-dependent protease peptidase subunit 0.0023 0.0494 0.5
Schistosoma mansoni tubulin subunit beta 0.0026 0.0675 0.0191
Brugia malayi 20S proteasome alpha5 subunit 0.0023 0.0494 0.0494
Plasmodium falciparum proteasome subunit beta type-2, putative 0.0073 0.3864 0.3546
Echinococcus granulosus beta tubulin 0.0026 0.0675 0.0191
Leishmania major hypothetical protein, conserved 0.0024 0.058 0.0091
Plasmodium vivax ataxin-2 like protein, putative 0.0024 0.058 0.0091
Trichomonas vaginalis tubulin alpha chain, putative 0.0026 0.0675 0.0191
Trichomonas vaginalis tubulin epsilon chain, putative 0.0026 0.0675 0.0191
Echinococcus multilocularis tubulin subunit beta 0.0026 0.0675 0.0191
Onchocerca volvulus Notchless protein homolog 0.0023 0.0494 0.5
Brugia malayi Tubulin beta-1 chain 0.0026 0.0675 0.0675
Plasmodium vivax proteasome subunit beta type-2, putative 0.0073 0.3864 0.3546
Giardia lamblia Beta tubulin 0.0026 0.0675 0.0191
Trypanosoma brucei beta tubulin 0.0026 0.0675 0.0191
Leishmania major proteasome beta 2 subunit, putative 0.0073 0.3864 0.3546
Plasmodium falciparum ataxin-2 like protein, putative 0.0024 0.058 0.0091

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 50 nM Inhibition of CT-L activity of rabbit muscle 20S proteasome ChEMBL. 17243724
IC50 (ADMET) = 8000 nM Cytotoxicity against human RPMI 8226 cells ChEMBL. 17243724
IC50 (ADMET) = 8000 nM Cytotoxicity against human RPMI 8226 cells ChEMBL. 17243724

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 17243724

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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