Detailed information for compound 310252

Basic information

Technical information
  • TDR Targets ID: 310252
  • Name: 1,3-bis(3-carbamimidoylphenyl)urea
  • MW: 296.327 | Formula: C15H16N6O
  • H donors: 4 H acceptors: 1 LogP: 0.41 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(Nc1cccc(c1)C(=N)N)Nc1cccc(c1)C(=N)N
  • InChi: 1S/C15H16N6O/c16-13(17)9-3-1-5-11(7-9)20-15(22)21-12-6-2-4-10(8-12)14(18)19/h1-8H,(H3,16,17)(H3,18,19)(H2,20,21,22)
  • InChiKey: KRUVSRGJKCHYMY-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1,3-bis(3-amidinophenyl)urea
  • 3459-96-9
  • 3,3'-Diamidinocarbanilide
  • 3,3'-Ureylendibenzamidin
  • Amicarbalida [INN-Spanish]
  • Amicarbalide
  • Amicarbalide [BAN:INN]
  • Amicarbalidum [INN-Latin]
  • EINECS 222-402-7
  • 3,3'-(Carbonyldiimino)bisbenzenecarboximidamide
  • AIDS-007950
  • AIDS007950
  • TimTec1_001390

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
West Nile virus Genome polyprotein 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
Toxoplasma gondii aminopeptidase N, putative 0.0141 0 0.5
Loa Loa (eye worm) leukotriene A4 hydrolase 0.260332 0.5 0.5
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0141 0 0.5
Plasmodium vivax M1-family alanyl aminopeptidase, putative 0.0141 0 0.5
Trypanosoma brucei Aminopeptidase M1, putative 0.0141 0 0.5
Plasmodium falciparum M1-family alanyl aminopeptidase, putative 0.0141 0 0.5
Trypanosoma brucei metallo-peptidase, Clan MA(E) Family M1 0.0141 0 0.5
Plasmodium vivax M1-family alanyl aminopeptidase, putative 0.0141 0 0.5
Echinococcus multilocularis leukotriene A 4 hydrolase 0.260332 0.5 0.5
Schistosoma mansoni leukotriene A4 hydrolase (M01 family) 0.260332 0.5 0.5
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0141 0 0.5
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0141 0 0.5
Schistosoma mansoni leukotriene A4 hydrolase (M01 family) 0.2651 1 1
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0141 0 0.5
Brugia malayi hypothetical protein 0.1219 0.4294 1
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0141 0 0.5
Trypanosoma cruzi aminopeptidase, putative 0.0141 0 0.5
Mycobacterium ulcerans aminopeptidase N PepN 0.0141 0 0.5
Trypanosoma brucei aminopeptidase, putative 0.0141 0 0.5
Trypanosoma brucei Aminopeptidase M1, putative 0.0141 0 0.5
Toxoplasma gondii aminopeptidase n, putative 0.0141 0 0.5
Echinococcus granulosus leukotriene A 4 hydrolase 0.260332 0.5 0.5
Onchocerca volvulus 0.0141 0 0.5
Trypanosoma cruzi Aminopeptidase M1, putative 0.0141 0 0.5
Trypanosoma cruzi aminopeptidase, putative 0.0141 0 0.5
Entamoeba histolytica aminopeptidase, putative 0.0141 0 0.5
Leishmania major puromycin-sensitive aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0141 0 0.5
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0141 0 0.5
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0141 0 0.5
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0141 0 0.5
Trypanosoma cruzi puromycin-sensitive aminopeptidase-like protein, putative 0.0141 0 0.5
Mycobacterium ulcerans aminopeptidase N PepN 0.0141 0 0.5
Toxoplasma gondii aminopeptidase N protein 0.0141 0 0.5
Onchocerca volvulus 0.0141 0 0.5
Onchocerca volvulus 0.0141 0 0.5
Trypanosoma cruzi puromycin-sensitive aminopeptidase-like protein, putative 0.0141 0 0.5
Plasmodium falciparum M1-family alanyl aminopeptidase 0.0141 0 0.5
Loa Loa (eye worm) leukotriene A4 hydrolase 0.2651 1 1
Trypanosoma cruzi metallo-peptidase, Clan MA(E) Family M1 0.0141 0 0.5
Echinococcus multilocularis leukotriene A 4 hydrolase 0.2651 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 5 nM In vitro antimalarial activity against the Plasmodium falciparum clone Dd2 ChEMBL. 15050641
IC50 (functional) = 5 nM In vitro antimalarial activity against the Plasmodium falciparum clone Dd2 ChEMBL. 15050641
IC50 (binding) = 2.8 uM Inhibition of WNV NS2B-NS3 protease by enzymatic assay ChEMBL. 19572550
Kd (binding) = 15 uM Inhibition of WNV NS2B-NS3 protease by tryptophan fluorescence assay ChEMBL. 19572550
Kd (binding) = 70 uM Binding affinity to WNV NS2B(K96A)-NS3 protease measured as change of 1H chemical shift of Glu101 by NMR spectroscopy ChEMBL. 19572550
Kd (binding) = 90 uM Binding affinity to WNV NS2B(K96A)-NS3 protease measured as change of 15N chemical shift of Ala36 by NMR spectroscopy ChEMBL. 19572550
Kd (binding) = 90 uM Binding affinity to WNV NS2B(K96A)-NS3 protease measured as change of 15N chemical shift of Val100 by NMR spectroscopy ChEMBL. 19572550
Kd (binding) = 90 uM Binding affinity to WNV NS2B(K96A)-NS3 protease measured as change of 15N chemical shift of Ser137 by NMR spectroscopy ChEMBL. 19572550

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 15050641

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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