Detailed information for compound 323434

Basic information

Technical information
  • TDR Targets ID: 323434
  • Name: 6-[2-[2-hydroxyethyl-[3-(4-nitrophenyl)propyl ]amino]ethylamino]-1,3-dimethylpyrimidine-2,4 -dione
  • MW: 405.448 | Formula: C19H27N5O5
  • H donors: 2 H acceptors: 5 LogP: 1.08 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: OCCN(CCNc1cc(=O)n(c(=O)n1C)C)CCCc1ccc(cc1)[N+](=O)[O-]
  • InChi: 1S/C19H27N5O5/c1-21-17(14-18(26)22(2)19(21)27)20-9-11-23(12-13-25)10-3-4-15-5-7-16(8-6-15)24(28)29/h5-8,14,20,25H,3-4,9-13H2,1-2H3
  • InChiKey: OEBPANQZQGQPHF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 6-[2-[2-hydroxyethyl-[3-(4-nitrophenyl)propyl]amino]ethylamino]-1,3-dimethyl-pyrimidine-2,4-dione
  • 6-[2-[2-hydroxyethyl-[3-(4-nitrophenyl)propyl]amino]ethylamino]-1,3-dimethyl-pyrimidine-2,4-quinone
  • MS 551
  • 130636-43-0
  • MLS000759497
  • NCGC00164637-01
  • 6-((2-((2-Hydroxyethyl)(3-(4-nitrophenyl)propyl)amino)ethyl)amino)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione
  • 6-((2-((2-hydroxyethyl)(3-(p-nitrophenyl)propyl)amino)ethyl)amino)-1,3-dimethyl-uracil
  • Nifekalant
  • Nifekalant [INN]

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens solute carrier family 47 (multidrug and toxin extrusion), member 1 Starlite/ChEMBL References
Homo sapiens solute carrier family 47 (multidrug and toxin extrusion), member 2 Starlite/ChEMBL References
Homo sapiens potassium voltage-gated channel, subfamily H (eag-related), member 2 Starlite/ChEMBL References
Homo sapiens solute carrier family 22 (organic cation transporter), member 2 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis potassium voltage gated channel subfamily H Get druggable targets OG5_128858 All targets in OG5_128858
Trypanosoma cruzi hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Trichomonas vaginalis voltage and ligand gated potassium channel, putative Get druggable targets OG5_128858 All targets in OG5_128858
Leishmania infantum hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma cruzi hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma cruzi hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Schistosoma japonicum Multidrug and toxin extrusion protein 1, putative Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma brucei gambiense hypothetical protein, conserved,membrane transporter protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128858 All targets in OG5_128858
Trypanosoma congolense hypothetical protein Get druggable targets OG5_126647 All targets in OG5_126647
Candida albicans potential Multi Antimicrobial Extrusion (MATE) family drug/sodium antiporter Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma cruzi membrane transporter protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
Leishmania major hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Leishmania braziliensis hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Schistosoma japonicum Multidrug and toxin extrusion protein 1, putative Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma cruzi hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma brucei gambiense membrane transporter protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma brucei membrane transporter protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma brucei gambiense membrane transporter protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
Echinococcus multilocularis multidrug and toxin extrusion protein 2 Get druggable targets OG5_126647 All targets in OG5_126647
Leishmania donovani hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Leishmania mexicana hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Leishmania donovani hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog Get druggable targets OG5_128858 All targets in OG5_128858
Candida albicans potential Multi Antimicrobial Extrusion (MATE) family drug/sodium antiporter Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma brucei membrane transporter protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
Schistosoma mansoni multidrug resistance protein Get druggable targets OG5_126647 All targets in OG5_126647
Leishmania mexicana hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Loa Loa (eye worm) voltage and ligand gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Leishmania major hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Candida albicans potential Multi Antimicrobial Extrusion (MATE) family drug/sodium antiporter Get druggable targets OG5_126647 All targets in OG5_126647
Schistosoma mansoni voltage-gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Leishmania infantum hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Echinococcus multilocularis Multi antimicrobial extrusion protein MatE Get druggable targets OG5_126647 All targets in OG5_126647
Candida albicans potential Multi Antimicrobial Extrusion (MATE) family drug/sodium antiporter Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma brucei membrane transporter protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
Schistosoma japonicum ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative Get druggable targets OG5_128858 All targets in OG5_128858
Schistosoma japonicum Potassium voltage-gated channel subfamily H member 2, putative Get druggable targets OG5_128858 All targets in OG5_128858
Schistosoma mansoni voltage-gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Candida albicans potential Multi Antimicrobial Extrusion (MATE) family drug/sodium antiporter Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma brucei gambiense membrane transporter protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
Schistosoma japonicum ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative Get druggable targets OG5_128858 All targets in OG5_128858
Echinococcus granulosus multidrug and toxin extrusion protein 2 Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma congolense membrane transporter protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
Echinococcus granulosus potassium voltage gated channel subfamily H Get druggable targets OG5_128858 All targets in OG5_128858
Candida albicans potential Multi Antimicrobial Extrusion (MATE) family drug/sodium antiporter Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma cruzi hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma congolense membrane transporter protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma congolense membrane transporter protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma brucei gambiense hypothetical protein, conserved,membrane transporter protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
Trichomonas vaginalis voltage and ligand gated potassium channel, putative Get druggable targets OG5_128858 All targets in OG5_128858
Candida albicans hypothetical protein Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma brucei MATE efflux family protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
Candida albicans potential Multi Antimicrobial Extrusion (MATE) family drug/sodium antiporter Get druggable targets OG5_126647 All targets in OG5_126647
Leishmania braziliensis hypothetical protein, conserved Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma brucei gambiense membrane transporter protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
Trypanosoma brucei gambiense membrane transporter protein, putative Get druggable targets OG5_126647 All targets in OG5_126647
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi major facilitator superfamily protein solute carrier family 22 (organic cation transporter), member 2 555 aa 550 aa 28.2 %
Trypanosoma cruzi hypothetical protein, conserved solute carrier family 47 (multidrug and toxin extrusion), member 2 566 aa 470 aa 23.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0042 0.4574 1
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0013 0.0756 0.0756
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0013 0.0756 0.0756
Trypanosoma cruzi hypothetical protein, conserved 0.0082 1 1
Echinococcus multilocularis hyperpolarization activated cyclic 0.0009 0.0212 0.0212
Trypanosoma cruzi hypothetical protein, conserved 0.0082 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0049 0.5509 0.5509
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0045 0.4964 0.4964
Loa Loa (eye worm) hypothetical protein 0.0039 0.4182 0.8354
Echinococcus multilocularis cyclic nucleotide gated cation channel 0.0009 0.0212 0.0212
Trypanosoma brucei membrane transporter protein, putative 0.0082 1 1
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0009 0.0212 0.0212
Schistosoma mansoni voltage-gated potassium channel 0.0013 0.0756 0.0756
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0009 0.0212 0.0463
Treponema pallidum hypothetical protein 0.0007 0 0.5
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0045 0.4964 1
Giardia lamblia Na+ driven multidrug efflux pump 0.0007 0 0.5
Schistosoma mansoni voltage-gated potassium channel 0.0049 0.5509 0.5509
Trypanosoma brucei membrane transporter protein, putative 0.0082 1 1
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0009 0.0212 0.0212
Echinococcus granulosus voltage gated potassium channel 0.0013 0.0756 0.0756
Echinococcus granulosus potassium:sodium hyperpolarization activated 0.0009 0.0212 0.0212
Giardia lamblia Na+ driven multidrug efflux pump 0.0007 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0013 0.0756 0.1145
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0045 0.4964 0.4964
Giardia lamblia Na+ driven multidrug efflux pump 0.0007 0 0.5
Plasmodium falciparum multidrug efflux pump, putative 0.0007 0 0.5
Echinococcus granulosus hyperpolarization activated cyclic 0.0009 0.0212 0.0212
Trypanosoma brucei membrane transporter protein, putative 0.0082 1 1
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0009 0.0212 0.0212
Echinococcus granulosus hyperpolarization activated cyclic 0.0009 0.0212 0.0212
Trypanosoma cruzi hypothetical protein, conserved 0.0082 1 1
Echinococcus multilocularis Multi antimicrobial extrusion protein MatE 0.0075 0.9039 0.9039
Trypanosoma cruzi hypothetical protein, conserved 0.0082 1 1
Echinococcus multilocularis cyclic nucleotide gated cation channel alpha 3 0.0009 0.0212 0.0212
Echinococcus multilocularis potassium:sodium hyperpolarization activated 0.0009 0.0212 0.0212
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0009 0.0212 0.0212
Echinococcus granulosus cyclic nucleotide gated cation channel alpha 3 0.0009 0.0212 0.0212
Schistosoma mansoni voltage-gated potassium channel 0.0009 0.0212 0.0212
Mycobacterium ulcerans DNA-damage-inducible protein F DinF 0.0007 0 0.5
Leishmania major hypothetical protein, conserved 0.0082 1 1
Trypanosoma cruzi hypothetical protein, conserved 0.0082 1 1
Leishmania major hypothetical protein, conserved 0.0082 1 1
Echinococcus granulosus cyclic nucleotide gated cation channel 0.0009 0.0212 0.0212
Schistosoma mansoni multidrug resistance protein 0.0082 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0013 0.0756 0.0756
Echinococcus granulosus cyclic nucleotide gated cation channel 0.0009 0.0212 0.0212
Echinococcus multilocularis voltage gated potassium channel 0.0013 0.0756 0.0756
Echinococcus multilocularis hyperpolarization activated cyclic 0.0009 0.0212 0.0212
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.0013 0.0756 0.1145
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0009 0.0212 0.0463
Echinococcus multilocularis multidrug and toxin extrusion protein 2 0.0082 1 1
Trypanosoma brucei MATE efflux family protein, putative 0.0082 1 1
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0042 0.4574 1
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0009 0.0212 0.0212
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0045 0.4964 1
Trypanosoma cruzi membrane transporter protein, putative 0.0082 1 1

Activities

Activity type Activity value Assay description Source Reference
Cmax (ADMET) = 3.43 uM Cmax in iv dosed human ChEMBL. 23241029
IC50 (binding) = 0.65 uM Inhibition of human MATE1-mediated [14]-metformin uptake expressed in polarized MDCK2 cells after 5 mins by liquid scintillation counting analysis ChEMBL. 23241029
IC50 (binding) = 1.1 uM Inhibition of human MATE1-mediated [14]-metformin uptake expressed in HEK293 cells after 1.5 mins by scintillation counting analysis ChEMBL. 23241029
IC50 (binding) = 2.7 uM Inhibition of human MATE2K-mediated ASP+ uptake expressed in HEK293 cells after 1.5 mins by fluorescence assay ChEMBL. 23241029
IC50 (binding) = 6.5 uM Inhibition of human MATE2K-mediated ASP+ uptake expressed in HEK293 cells up to 500 uM after 1.5 mins by fluorescence assay ChEMBL. 23241029
IC50 (binding) = 6.5 uM Inhibition of human MATE1-mediated ASP+ uptake expressed in HEK293 cells after 1.5 mins by fluorescence assay ChEMBL. 23241029
IC50 (binding) = 10 uM Inhibitory concentration against IKr potassium channel ChEMBL. 15324906
IC50 (binding) = 10 uM Inhibitory concentration against IKr potassium channel ChEMBL. 15324906
IC50 (binding) = 10.3 uM Inhibition of human OCT2-mediated ASP+ uptake expressed in HEK293 cells after 3 mins by fluorescence assay ChEMBL. 23241029
IC50 (binding) = 146 uM Inhibition of human OCT3-mediated ASP+ uptake expressed in HEK293 cells after 3 mins by fluorescence assay ChEMBL. 23241029
IC50 (binding) > 300 uM Inhibition of human OCT1-mediated ASP+ uptake expressed in HEK293 cells after 3 mins by fluorescence assay ChEMBL. 23241029
Potency (functional) 4.7755 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 39.8107 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504404] ChEMBL. No reference
Potency (functional) 50.1187 uM PUBCHEM_BIOASSAY: Inhibitors of the vitamin D receptor (VDR): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504855] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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

2 literature references were collected for this gene.

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