Detailed information for compound 1683671

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 477.428 | Formula: C27H26Cl2N4
  • H donors: 2 H acceptors: 1 LogP: 5.8 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1cccc(c1)C(c1ccc(cc1)CN1CCNCC1)Nc1ccnc2c1ccc(c2)Cl
  • InChi: 1S/C27H26Cl2N4/c28-22-3-1-2-21(16-22)27(32-25-10-11-31-26-17-23(29)8-9-24(25)26)20-6-4-19(5-7-20)18-33-14-12-30-13-15-33/h1-11,16-17,27,30H,12-15,18H2,(H,31,32)
  • InChiKey: KCWHLHQCEFYQKX-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Plasmodium falciparum chloroquine resistance transporter Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium vivax chloroquine resistance transporter, putative Get druggable targets OG5_133154 All targets in OG5_133154
Babesia bovis conserved hypothetical protein Get druggable targets OG5_133154 All targets in OG5_133154
Theileria parva hypothetical protein Get druggable targets OG5_133154 All targets in OG5_133154
Cryptosporidium parvum transporter protein with conserved Zn ribbon C11C7CxxC Get druggable targets OG5_133154 All targets in OG5_133154
Plasmodium yoelii putative transporter protein CG10 Get druggable targets OG5_133154 All targets in OG5_133154
Toxoplasma gondii transmembrane protein Get druggable targets OG5_133154 All targets in OG5_133154
Cryptosporidium hominis transporter Get druggable targets OG5_133154 All targets in OG5_133154
Plasmodium berghei chloroquine resistance transporter, putative Get druggable targets OG5_133154 All targets in OG5_133154
Plasmodium knowlesi chloroquine resistance transporter, putative Get druggable targets OG5_133154 All targets in OG5_133154
Neospora caninum hypothetical protein, conserved Get druggable targets OG5_133154 All targets in OG5_133154
Plasmodium falciparum chloroquine resistance transporter Get druggable targets OG5_133154 All targets in OG5_133154
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
Loa Loa (eye worm) hypothetical protein 0.0021 0.0597 0.0597
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0023 0.0738 0.5
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0019 0.0524 0.5776
Loa Loa (eye worm) hypothetical protein 0.0023 0.0738 0.0738
Echinococcus multilocularis flap endonuclease 1 0.0026 0.0907 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0023 0.0738 0.9577
Plasmodium falciparum conserved Plasmodium membrane protein, unknown function 0.0058 0.2627 0.2436
Toxoplasma gondii flap structure-specific endonuclease 1, putative 0.0026 0.0907 0.0515
Toxoplasma gondii transmembrane protein 0.0157 0.7967 1
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0019 0.0524 0.68
Onchocerca volvulus 0.0023 0.0738 0.0226
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.003 0.1112 0.1112
Mycobacterium ulcerans hypothetical protein 0.0023 0.0738 0.5
Giardia lamblia Flap structure-specific endonuclease 0.0026 0.0907 0.5
Loa Loa (eye worm) MH2 domain-containing protein 0.0077 0.3639 0.3639
Mycobacterium ulcerans esterase/lipase LipP 0.0023 0.0738 0.5
Brugia malayi beta-lactamase family protein 0.0023 0.0738 0.0738
Loa Loa (eye worm) hypothetical protein 0.0019 0.0524 0.0524
Brugia malayi beta-lactamase family protein 0.0023 0.0738 0.0738
Loa Loa (eye worm) hypothetical protein 0.003 0.1112 0.1112
Toxoplasma gondii hypothetical protein 0.0058 0.2627 0.2825
Entamoeba histolytica Flap nuclease, putative 0.0026 0.0907 0.5
Plasmodium falciparum chloroquine resistance transporter 0.0157 0.7967 1
Echinococcus multilocularis beta LACTamase domain containing family member 0.0023 0.0738 0.8135
Plasmodium vivax chloroquine resistance transporter, putative 0.0157 0.7967 1
Loa Loa (eye worm) hypothetical protein 0.0023 0.0738 0.0738
Onchocerca volvulus 0.0153 0.7727 0.7601
Mycobacterium ulcerans lipase LipD 0.0023 0.0738 0.5
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0148 0.7488 1
Loa Loa (eye worm) beta-lactamase 0.0023 0.0738 0.0738
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0134 0.6726 0.6726
Echinococcus granulosus flap endonuclease 1 0.0026 0.0907 1
Trichomonas vaginalis flap endonuclease-1, putative 0.0026 0.0907 0.0242
Loa Loa (eye worm) hypothetical protein 0.0023 0.0738 0.0738
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0023 0.0738 0.0738
Mycobacterium ulcerans beta-lactamase 0.0023 0.0738 0.5
Brugia malayi beta-lactamase 0.0023 0.0738 0.0738
Echinococcus granulosus histone lysine methyltransferase setb 0.0019 0.0524 0.5776
Brugia malayi Calcitonin receptor-like protein seb-1 0.003 0.1112 0.1112
Brugia malayi Pre-SET motif family protein 0.0019 0.0524 0.0524
Loa Loa (eye worm) flap endonuclease-1 0.0026 0.0907 0.0907
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0019 0.0524 0.5776
Schistosoma mansoni hypothetical protein 0.0021 0.0597 0.7748
Loa Loa (eye worm) hypothetical protein 0.0023 0.0738 0.0738
Mycobacterium leprae conserved hypothetical protein 0.0023 0.0738 0.5
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0019 0.0486 0.5355
Plasmodium vivax flap endonuclease 1, putative 0.0026 0.0907 0.0515
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0023 0.0738 0.0738
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0019 0.0524 0.68
Onchocerca volvulus 0.0023 0.0738 0.0226
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0019 0.0524 0.68
Trypanosoma cruzi flap endonuclease-1 (FEN-1), putative 0.0026 0.0907 0.0896
Brugia malayi Pre-SET motif family protein 0.0134 0.6726 0.6726
Trichomonas vaginalis set domain proteins, putative 0.0153 0.7727 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.003 0.1112 0.1112
Mycobacterium leprae Probable lipase LipE 0.0023 0.0738 0.5
Loa Loa (eye worm) hypothetical protein 0.0023 0.0738 0.0738
Loa Loa (eye worm) hypothetical protein 0.0195 1 1
Leishmania major flap endonuclease-1 (FEN-1), putative 0.0026 0.0907 1
Trypanosoma cruzi hypothetical protein, conserved 0.0058 0.2627 1
Brugia malayi latrophilin 2 splice variant baaae 0.0021 0.0597 0.0597
Trichomonas vaginalis conserved hypothetical protein 0.0058 0.2627 0.2702
Brugia malayi Flap endonuclease-1 0.0026 0.0907 0.0907
Schistosoma mansoni flap endonuclease-1 0.0024 0.0771 1
Onchocerca volvulus 0.0195 1 1
Trypanosoma cruzi hypothetical protein, conserved 0.0058 0.2627 1
Loa Loa (eye worm) hypothetical protein 0.0023 0.0738 0.0738
Toxoplasma gondii ABC1 family protein 0.0023 0.0738 0.0288
Loa Loa (eye worm) transcription factor SMAD2 0.0077 0.3639 0.3639
Trypanosoma brucei flap endonuclease-1 (FEN-1), putative 0.0026 0.0907 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0023 0.0738 0.9577
Echinococcus granulosus beta LACTamase domain containing family member 0.0023 0.0738 0.8135
Brugia malayi MH2 domain containing protein 0.0077 0.3639 0.3639
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0019 0.0524 0.68
Onchocerca volvulus 0.0023 0.0738 0.0226
Plasmodium vivax hypothetical protein, conserved 0.0023 0.0738 0.0288

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 19 nM Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum NF54 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine incorporation incubated for 48 hrs prior to [3H]hypoxanthine addition measured after 48 hrs by liquid scintillation counting ChEMBL. 22783984
IC50 (binding) = 10.5 uM Inhibition of chloroquine-resistant Plasmodium falciparum Dd2 CRT expressed in Xenopus laevis oocyte assessed as inhibition of [3H]chloroquine uptake measured from 1 to 2 hrs ChEMBL. 22783984
MSD (functional) = 30 day Antimalarial activity against Plasmodium berghei ANKA expressing GFP infected in mouse assessed as mean survival days at 30 mg/kg, po administered at 6,24,48 and 72 hrs post-infection (Rvb = 6 to 7 days) ChEMBL. 22783984
Ratio IC50 (functional) = 1.2 Resistance ratio of IC50 for chloroquine-resistant Plasmodium falciparum K1 to IC50 for chloroquine-sensitive Plasmodium falciparum NF54 ChEMBL. 22783984
Ratio IC50 (functional) = 1.4 Resistance ratio of IC50 for chloroquine-resistant Plasmodium falciparum W2 to IC50 for chloroquine-sensitive Plasmodium falciparum D10 ChEMBL. 22783984
TC50 (ADMET) < 4 uM Cytotoxicity against human HepG2 cells after 24 hrs by neutral red dye uptake assay ChEMBL. 22783984
TC50 (ADMET) = 16 uM Cytotoxicity against mouse NIH3T3 cells after 24 hrs by neutral red dye uptake assay ChEMBL. 22783984

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 22783984

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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