Detailed information for compound 263984

Basic information

Technical information
  • TDR Targets ID: 263984
  • Name: 2-[[(E)-3-(1,3-benzodioxol-5-yl)prop-2-enoyl] -[(6-chloro-1,3-benzodioxol-5-yl)methyl]amino ]-3-(1H-indol-3-yl)propanoic acid
  • MW: 546.955 | Formula: C29H23ClN2O7
  • H donors: 2 H acceptors: 3 LogP: 5.27 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=C(N(C(C(=O)O)Cc1c[nH]c2c1cccc2)Cc1cc2OCOc2cc1Cl)/C=C/c1ccc2c(c1)OCO2
  • InChi: 1S/C29H23ClN2O7/c30-21-12-27-26(38-16-39-27)11-19(21)14-32(28(33)8-6-17-5-7-24-25(9-17)37-15-36-24)23(29(34)35)10-18-13-31-22-4-2-1-3-20(18)22/h1-9,11-13,23,31H,10,14-16H2,(H,34,35)/b8-6+
  • InChiKey: VUGYHBCNAYCAQG-SOFGYWHQSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[[(E)-3-(1,3-benzodioxol-5-yl)-1-oxoallyl]-[(6-chloro-1,3-benzodioxol-5-yl)methyl]amino]-3-(1H-indol-3-yl)propanoic acid
  • 2-[[(E)-3-(1,3-benzodioxol-5-yl)acryloyl]-[(6-chloro-1,3-benzodioxol-5-yl)methyl]amino]-3-(1H-indol-3-yl)propionic acid
  • 2-[[(E)-3-(1,3-benzodioxol-5-yl)-1-oxoprop-2-enyl]-[(6-chloro-1,3-benzodioxol-5-yl)methyl]amino]-3-(1H-indol-3-yl)propanoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Sus scrofa Endothelin receptor ET-B Starlite/ChEMBL References
Sus scrofa Endothelin receptor ET-A 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
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Endothelin receptor ET-B   443 aa 371 aa 20.5 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Endothelin receptor ET-B   443 aa 392 aa 23.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Protein kinase domain containing protein 0.026 0.3288 0.3256
Onchocerca volvulus 0.0553 1 0.5
Schistosoma mansoni tyrosine kinase 0.0118 0.0048 0.0048
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0553 1 0.5
Schistosoma mansoni tyrosine kinase 0.0118 0.0048 0.0048
Schistosoma mansoni tyrosine kinase 0.026 0.3288 0.3288
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.026 0.3288 0.3256
Loa Loa (eye worm) TK/INSR protein kinase 0.026 0.3288 0.3256
Mycobacterium ulcerans thymidylate synthase 0.0553 1 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0263 0.3365 0.5
Loa Loa (eye worm) hypothetical protein 0.0142 0.0584 0.0539
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0553 1 1
Loa Loa (eye worm) thymidylate synthase 0.0553 1 1
Echinococcus granulosus insulin growth factor 1 receptor beta 0.026 0.3288 0.3256
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0553 1 0.5
Schistosoma mansoni tyrosine kinase 0.0118 0.0048 0.0048
Brugia malayi Protein kinase domain containing protein 0.0144 0.0632 0.0587
Echinococcus granulosus insulin receptor 0.026 0.3288 0.3256
Echinococcus multilocularis thymidylate synthase 0.0553 1 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0553 1 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0553 1 0.5
Echinococcus granulosus thymidylate synthase 0.0553 1 1
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0553 1 0.5
Schistosoma mansoni tyrosine kinase 0.026 0.3288 0.3288
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0553 1 0.5
Brugia malayi hypothetical protein 0.0263 0.3365 0.3333
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0553 1 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0553 1 0.5
Echinococcus multilocularis insulin receptor 0.026 0.3288 0.3256

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.66 uM Ability to bind with Endothelin B receptor competitively in the presence of (125 I) endothelin using receptor binding assay. ChEMBL. 11229770
IC50 (binding) = 0.66 uM Ability to bind with Endothelin B receptor competitively in the presence of (125 I) endothelin using receptor binding assay. ChEMBL. 11229770
IC50 (binding) = 8.9 uM Ability to bind with Endothelin A receptor competitively in the presence of (125 I) endothelin using receptor binding assay. ChEMBL. 11229770
IC50 (binding) = 8.9 uM Ability to bind with Endothelin A receptor competitively in the presence of (125 I) endothelin using receptor binding assay. ChEMBL. 11229770

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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