Detailed information for compound 579277

Basic information

Technical information
  • TDR Targets ID: 579277
  • Name: N1,N1-diethyl-N4-[6-methoxy-2-[(E)-2-(4-nitro phenyl)vinyl]-4-quinolyl]pentane-1,4-diamine
  • MW: 462.584 | Formula: C27H34N4O3
  • H donors: 1 H acceptors: 3 LogP: 6.2 Rotable bonds: 12
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCN(CCCC(Nc1cc(/C=C/c2ccc(cc2)[N+](=O)[O-])nc2c1cc(OC)cc2)C)CC
  • InChi: 1S/C27H34N4O3/c1-5-30(6-2)17-7-8-20(3)28-27-18-22(29-26-16-15-24(34-4)19-25(26)27)12-9-21-10-13-23(14-11-21)31(32)33/h9-16,18-20H,5-8,17H2,1-4H3,(H,28,29)/b12-9+
  • InChiKey: XWBADQOPXPRKBX-FMIVXFBMSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N1,N1-diethyl-N4-[6-methoxy-2-[(E)-2-(4-nitrophenyl)ethenyl]quinolin-4-yl]pentane-1,4-diamine
  • diethyl-[4-[[6-methoxy-2-[(E)-2-(4-nitrophenyl)vinyl]-4-quinolyl]amino]pentyl]amine
  • 1-N,1-N-diethyl-4-N-[6-methoxy-2-[(E)-2-(4-nitrophenyl)ethenyl]quinolin-4-yl]pentane-1,4-diamine
  • trichomonacid
  • N,N-diethyl-N'-[6-methoxy-2-[(E)-2-(4-nitrophenyl)ethenyl]quinolin-4-yl]pentane-1,4-diamine
  • N,N-diethyl-N'-[6-methoxy-2-[2-(4-nitrophenyl)ethenyl]quinolin-4-yl]pentane-1,4-diamine
  • N,N-diethyl-N'-[6-methoxy-2-[(E)-2-(4-nitrophenyl)vinyl]-4-quinolyl]pentane-1,4-diamine
  • N,N-diethyl-N'-[6-methoxy-2-[2-(4-nitrophenyl)vinyl]-4-quinolyl]pentane-1,4-diamine
  • diethyl-[4-[[6-methoxy-2-[2-(4-nitrophenyl)vinyl]-4-quinolyl]amino]pentyl]amine
  • 7195-14-4
  • BAS 00327426
  • A0848/0039741
  • STK097088
  • CBDivE_008628
  • 1,4-Pentanediamine, N1,N1-diethyl-N4-(6-methoxy-2-(2-(4-nitrophenyl)ethenyl)-4-quinolinyl)-, phosphate (1:3)

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
Entamoeba histolytica acyl-CoA synthetase, putative 0.00143759 0 0.5
Trypanosoma cruzi squalene synthase, putative 0.0232983 0.468745 0.48268
Entamoeba histolytica long-chain-fatty-acid--CoA ligase, putative 0.00143759 0 0.5
Toxoplasma gondii AMP-binding enzyme domain-containing protein 0.00143759 0 0.5
Leishmania major squalene synthase, putative 0.0232983 0.468745 0.483654
Echinococcus granulosus long chain fatty acid transport protein 4 0.046728 0.97113 1
Toxoplasma gondii Acetyl-coenzyme A synthetase 2, putative 0.00143759 0 0.5
Mycobacterium ulcerans phytoene synthase, CrtB 0.00687822 0.11666 0.11666
Entamoeba histolytica acyl-CoA synthetase, putative 0.00143759 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00687822 0.11666 0.11666
Plasmodium vivax acetyl-CoA synthetase, putative 0.00143759 0 0.5
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD6 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0466368 0.969175 1
Trichomonas vaginalis antibiotic synthetase, putative 0.00143759 0 0.5
Echinococcus granulosus Squalene phytoene synthase 0.00687822 0.11666 0.120128
Leishmania major hypothetical protein, conserved 0.00687822 0.11666 0.12037
Mycobacterium tuberculosis Probable phytoene synthase PhyA 0.00687822 0.11666 0.12037
Toxoplasma gondii propionate-CoA ligase 0.00143759 0 0.5
Plasmodium falciparum acetyl-CoA synthetase, putative 0.00143759 0 0.5
Schistosoma mansoni hypothetical protein 0.00687822 0.11666 0.120128
Loa Loa (eye worm) AMP-binding enzyme family protein 0.0480743 1 1
Brugia malayi AMP-binding enzyme family protein 0.0480743 1 1
Entamoeba histolytica acyl-coA synthetase, putative 0.00143759 0 0.5
Onchocerca volvulus NADH dehydrogenase (ubiquinone) complex I, assembly factor 6 homolog 0.00687822 0.11666 1
Trypanosoma cruzi phytoene synthase, putative 0.00687822 0.11666 0.120128
Leishmania major fatty acid transporter protein-like protein 0.0466368 0.969175 1
Trypanosoma cruzi fatty acid transporter protein-like, putative 0.046728 0.97113 1
Trichomonas vaginalis antibiotic synthetase, putative 0.00143759 0 0.5
Echinococcus multilocularis Squalene phytoene synthase 0.00687822 0.11666 0.120128
Mycobacterium leprae possible long-chain acyl-CoA synthase 0.0466368 0.969175 1
Trypanosoma brucei squalene synthase, putative 0.0232983 0.468745 1
Trypanosoma cruzi squalene synthase, putative 0.0232983 0.468745 0.48268
Trypanosoma cruzi fatty acid transporter protein-like, putative 0.046728 0.97113 1
Echinococcus multilocularis long chain fatty acid transport protein 4 0.046728 0.97113 1
Mycobacterium ulcerans long-chain-acyl-CoA synthetase 0.0480743 1 1
Schistosoma mansoni FFA transport protein 0.046728 0.97113 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) NOVARTIS: Antimalarial liver stage activity measured as a greater than 50% reduction in Plasmodium yoelii schizont area in HepG2-A16-CD81 cells at 10uM compound concentration, determined by immuno-fluorescence. ChEMBL. 22096101
CC50 (functional) > 6.25 uM Huh7 cytotoxicity for Pf inhibitors Novartis-GNF Malaria Box. No reference
CC50 > 6.25 uM NOVARTIS: Cytotoxicity against human hepatocellular carcinoma cell line (Huh7) ChEMBL. 18579783
EC50 (functional) = 0.743 uM PF proliferation inhibition 3D7 Novartis-GNF Malaria Box. No reference
EC50 (functional) = 0.743 uM NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
EC50 (functional) = 1.296 uM W2 Pf proliferation inhibition Novartis-GNF Malaria Box. No reference
EC50 (functional) = 1.296 uM NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
IFI promiscuity index = 0.04545 IFI promiscuity index Novartis-GNF Malaria Box. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 18579783

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

No literature references available for this target.

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