Detailed information for compound 174906

Basic information

Technical information
  • TDR Targets ID: 174906
  • Name: 2-[[2-(1H-benzimidazol-2-ylmethyl)-3-(3-methy lbutyl)benzimidazole-5-carbonyl]amino]-3-phos phonopropanoic acid
  • MW: 513.483 | Formula: C24H28N5O6P
  • H donors: 5 H acceptors: 8 LogP: 1.7 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 2
  • SMILES: CC(CCn1c(Cc2nc3c([nH]2)cccc3)nc2c1cc(cc2)C(=O)NC(C(=O)O)CP(=O)(O)O)C
  • InChi: 1S/C24H28N5O6P/c1-14(2)9-10-29-20-11-15(23(30)28-19(24(31)32)13-36(33,34)35)7-8-18(20)27-22(29)12-21-25-16-5-3-4-6-17(16)26-21/h3-8,11,14,19H,9-10,12-13H2,1-2H3,(H,25,26)(H,28,30)(H,31,32)(H2,33,34,35)
  • InChiKey: RDNPNVCQGXONSL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[[2-(1H-benzimidazol-2-ylmethyl)-3-isopentyl-benzimidazole-5-carbonyl]amino]-3-phosphono-propanoic acid
  • 2-[[[2-(1H-benzimidazol-2-ylmethyl)-3-isopentyl-5-benzimidazolyl]-oxomethyl]amino]-3-phosphonopropanoic acid
  • 2-[[2-(1H-benzimidazol-2-ylmethyl)-3-(3-methylbutyl)benzimidazol-5-yl]carbonylamino]-3-phosphono-propanoic acid
  • 2-[[2-(1H-benzimidazol-2-ylmethyl)-3-isoamyl-benzimidazole-5-carbonyl]amino]-3-phosphono-propionic acid
  • AIDS162652
  • N-{[2-(1H-Benzimidazol-2-ylmethyl)-1-(3-methylbutyl)-1H-benzimidazol-6-yl]carbonyl}-3-phosphonoalanine
  • AIDS-162652

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Hepatitis C virus Hepatitis C virus serine protease, NS3/NS4A 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
Leishmania braziliensis hypothetical protein, conserved Hepatitis C virus serine protease, NS3/NS4A   54 aa 46 aa 26.1 %
Schistosoma japonicum expressed protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 44 aa 29.5 %
Trypanosoma brucei hypothetical protein, conserved Hepatitis C virus serine protease, NS3/NS4A   54 aa 55 aa 30.9 %
Trypanosoma brucei gambiense expression site-associated gene 3 (ESAG3)-like protein, putative Hepatitis C virus serine protease, NS3/NS4A   54 aa 49 aa 28.6 %
Echinococcus granulosus 60S ribosomal protein L8 Hepatitis C virus serine protease, NS3/NS4A   54 aa 48 aa 33.3 %
Trypanosoma congolense WD40 repeats, putative Hepatitis C virus serine protease, NS3/NS4A   54 aa 46 aa 28.3 %
Entamoeba histolytica hypothetical protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 52 aa 23.1 %
Toxoplasma gondii hypothetical protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 50 aa 28.0 %
Schistosoma mansoni hypothetical protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 44 aa 29.5 %
Mycobacterium ulcerans Maf-like protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 44 aa 38.6 %
Trypanosoma brucei expression site-associated gene 3 (ESAG3)-like protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 49 aa 28.6 %
Mycobacterium tuberculosis Membrane-associated phospholipase C 2 PlcB Hepatitis C virus serine protease, NS3/NS4A   54 aa 49 aa 32.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0298 0 0.5
Echinococcus granulosus Upstream activation factor subunit UAF30 0.0838 1 1
Echinococcus multilocularis SWI:SNF matrix associated 0.0838 1 1
Plasmodium vivax hypothetical protein, conserved 0.0838 1 0.5
Schistosoma mansoni hypothetical protein 0.0838 1 1
Loa Loa (eye worm) SWIB/MDM2 domain-containing protein 0.0838 1 1
Trypanosoma brucei mitochondrial RNA binding complex 1 subunit 0.0298 0 0.5
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0298 0 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0298 0 0.5
Echinococcus granulosus tumor protein p63 0.0728 0.7959 0.7959
Leishmania major hypothetical protein, conserved 0.0298 0 0.5
Brugia malayi SWIB/MDM2 domain containing protein 0.0838 1 1
Schistosoma mansoni hypothetical protein 0.0838 1 1
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0298 0 0.5
Echinococcus multilocularis SWI:SNF matrix associated 0.0838 1 1
Onchocerca volvulus 0.0838 1 1
Chlamydia trachomatis DNA topoisomerase I 0.0838 1 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0838 1 0.5
Plasmodium vivax SWIB/MDM2 domain-containing protein, putative 0.0838 1 0.5
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.0838 1 1
Schistosoma mansoni hypothetical protein 0.0838 1 1
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.0838 1 1
Brugia malayi brahma associated protein 60 kDa 0.0838 1 1
Trypanosoma brucei Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0298 0 0.5
Trypanosoma cruzi WLM domain containing protein, putative 0.0298 0 0.5
Chlamydia trachomatis SWIB complex protein 0.0838 1 0.5
Echinococcus multilocularis SWI:SNF matrix associated 0.0838 1 1
Echinococcus multilocularis tumor protein p63 0.0728 0.7959 0.7959
Trypanosoma brucei hypothetical protein, conserved 0.0298 0 0.5
Echinococcus granulosus SWI:SNF matrix associated 0.0838 1 1
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0298 0 0.5
Trypanosoma cruzi WLM domain containing protein, putative 0.0298 0 0.5
Leishmania major hypothetical protein, conserved 0.0298 0 0.5
Toxoplasma gondii SWIB/MDM2 domain-containing protein 0.0838 1 1
Leishmania major hypothetical protein, conserved 0.0298 0 0.5
Trypanosoma cruzi Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0298 0 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0298 0 0.5
Leishmania major hypothetical protein, conserved 0.0298 0 0.5
Toxoplasma gondii DNA topoisomerase domain-containing protein 0.0838 1 1
Trypanosoma brucei hypothetical protein, conserved 0.0298 0 0.5
Leishmania major hypothetical protein, conserved 0.0298 0 0.5
Schistosoma mansoni brg-1 associated factor 0.0838 1 1
Echinococcus multilocularis Upstream activation factor subunit UAF30 0.0838 1 1
Loa Loa (eye worm) brahma associated protein 0.0838 1 1
Trypanosoma cruzi hypothetical protein, conserved 0.0298 0 0.5

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 0.87 uM Inhibition of HCV serine protease NS3/NS4A in the presence of Zn ChEMBL. 12372517
Ki (binding) = 0.87 uM Inhibition of HCV serine protease NS3/NS4A in the presence of Zn ChEMBL. 12372517
Ki (binding) > 300 uM Inhibition of HCV serine protease NS3/NS4A in the presence of EDTA. ChEMBL. 12372517
Ki (binding) > 300 uM Inhibition of HCV serine protease NS3/NS4A in the presence of EDTA. ChEMBL. 12372517

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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