Detailed information for compound 1257130

Basic information

Technical information
  • TDR Targets ID: 1257130
  • Name: N-[amino-[(2-nitrophenyl)methoxy]phosphoryl]- 2-chloro-N-(2-chloroethyl)ethanamine
  • MW: 356.142 | Formula: C11H16Cl2N3O4P
  • H donors: 1 H acceptors: 3 LogP: 1.42 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: ClCCN(P(=O)(OCc1ccccc1[N+](=O)[O-])N)CCCl
  • InChi: 1S/C11H16Cl2N3O4P/c12-5-7-15(8-6-13)21(14,19)20-9-10-3-1-2-4-11(10)16(17)18/h1-4H,5-9H2,(H2,14,19)
  • InChiKey: VWSOGIZHXGRMDM-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [amino-(2-nitrobenzyl)oxy-phosphoryl]-bis(2-chloroethyl)amine

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
Giardia lamblia Kinase, CMGC CK2 0.0141112 0.0236034 0.681636
Loa Loa (eye worm) CMGC/CLK protein kinase 0.00649748 0.00664472 0.0743622
Giardia lamblia Kinase, CMGC DYRK 0.00761912 0.00914307 0.26404
Entamoeba histolytica casein kinase, putative 0.0141112 0.0236034 0.661294
Trichomonas vaginalis CMGC family protein kinase 0.00649748 0.00664472 0.281515
Trichomonas vaginalis CMGC family protein kinase 0.0141112 0.0236034 1
Loa Loa (eye worm) hypothetical protein 0.0436312 0.089356 1
Echinococcus granulosus dual specificity 0.0195387 0.0356927 0.471776
Trypanosoma brucei CMGC/DYRK protein kinase, putative 0.0195387 0.0356927 1
Giardia lamblia CAMP-specific 3,5-cyclic phosphodiesterase 4B 0.0190605 0.0346275 1
Trypanosoma brucei phosphatidylinositol 3-kinase, putative 0.00387379 0.000800727 0.0224339
Trichomonas vaginalis CMGC family protein kinase 0.00761912 0.00914307 0.387363
Loa Loa (eye worm) hypothetical protein 0.00408 0.00126004 0.0141013
Trypanosoma brucei dual specificity tyrosine-phosphorylation-regulated kinase 2, putative 0.00761912 0.00914307 0.25616
Trichomonas vaginalis phopsphatidylinositol 3-kinase, drosophila, putative 0.0115805 0.0179665 0.761184
Brugia malayi Dual-specificity tyrosine-phosphorylation regulated kinase 2 0.00761912 0.00914307 0.102322
Loa Loa (eye worm) CMGC/CK2 protein kinase 0.0141112 0.0236034 0.26415
Entamoeba histolytica protein kinase, putative 0.0195387 0.0356927 1
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0190605 0.0346275 1
Echinococcus granulosus dual specificity 0.00761912 0.00914307 0.12085
Brugia malayi Probable 3',5'-cyclic phosphodiesterase R153.1, putative 0.0157767 0.0273131 0.305666
Loa Loa (eye worm) CMGC/DYRK/DYRK2 protein kinase 0.00761912 0.00914307 0.102322
Loa Loa (eye worm) phosphatidylinositol 3 0.00353093 0.0000370494 0.000414627
Entamoeba histolytica protein kinase, putative 0.00761912 0.00914307 0.25616
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0190605 0.0346275 0.457697
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0190605 0.0346275 0.457697
Mycobacterium ulcerans arylamine N-acetyltransferase Nat 0.452469 1 1
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0157767 0.0273131 0.361017
Trypanosoma cruzi phosphatidylinositol 3-kinase 2, putative 0.0115805 0.0179665 0.503366
Echinococcus multilocularis 0.00621116 0.00600697 0.0793984
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0115805 0.0179665 0.503366
Loa Loa (eye worm) hypothetical protein 0.0403473 0.0820416 0.918143
Entamoeba histolytica protein kinase, putative 0.0195387 0.0356927 1
Trypanosoma brucei Casein kinase II 0.0141112 0.0236034 0.661294
Toxoplasma gondii cell-cycle-associated protein kinase DYRK2, putative 0.00761912 0.00914307 0.26404
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0157767 0.0273131 0.361017
Onchocerca volvulus 0.0157882 0.0273388 1
Brugia malayi Casein kinase II, alpha chain 0.0141112 0.0236034 0.26415
Trypanosoma cruzi kinetoplastid kinetochore protein 19, putative 0.00649748 0.00664472 0.186164
Echinococcus granulosus phosphatidylinositol 4 phosphate 3 kinase C2 0.00750045 0.00887874 0.117357
Loa Loa (eye worm) hypothetical protein 0.00621116 0.00600697 0.0672252
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0190605 0.0346275 0.457697
Echinococcus multilocularis dual specificity 0.00761912 0.00914307 0.12085
Loa Loa (eye worm) phosphatidylinositol 3 0.00921524 0.0126982 0.142108
Entamoeba histolytica hypothetical protein 0.0195387 0.0356927 1
Schistosoma mansoni serine/threonine protein kinase 0.00761912 0.00914307 0.1138
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.00921524 0.0126982 0.355765
Trichomonas vaginalis CMGC family protein kinase 0.0141112 0.0236034 1
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit alpha, beta, delta, putative 0.00795379 0.0098885 0.418944
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit gamma, putative 0.0115805 0.0179665 0.761184
Brugia malayi Protein kinase domain containing protein 0.0195387 0.0356927 0.399444
Entamoeba histolytica protein kinase domain containing protein 0.0141112 0.0236034 0.661294
Plasmodium vivax unspecified product 0.0141112 0.0236034 1
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.00387379 0.000800727 0.0339243
Echinococcus multilocularis dual specificity 0.00761912 0.00914307 0.12085
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0115805 0.0179665 0.201067
Trichomonas vaginalis CMGC family protein kinase 0.00761912 0.00914307 0.387363
Echinococcus multilocularis dual specificity 0.0195387 0.0356927 0.471776
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0115805 0.0179665 0.223622
Loa Loa (eye worm) hypothetical protein 0.0190605 0.0346275 0.387523
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.00750045 0.00887874 0.0993637
Entamoeba histolytica hypothetical protein 0.00921524 0.0126982 0.355765
Echinococcus granulosus dual specificity 0.00761912 0.00914307 0.12085
Trypanosoma cruzi kinetoplastid kinetochore protein 10, putative 0.00649748 0.00664472 0.186164
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.00387379 0.000800727 0.0224339
Plasmodium vivax serine/threonine kinase-1, putative 0.00649748 0.00664472 0.281515
Trichomonas vaginalis CMGC family protein kinase 0.0141112 0.0236034 1
Brugia malayi Uncharacterized hematopoietic stem/progenitor cells protein MDS029 0.0157882 0.0273388 0.305954
Schistosoma mansoni hypothetical protein 0.0395847 0.0803431 1
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.00387379 0.000800727 0.0339243
Echinococcus multilocularis phosphatidylinositol 4 phosphate 3 kinase C2 0.00750045 0.00887874 0.117357
Trypanosoma cruzi kinetoplastid kinetochore protein 19, putative 0.00649748 0.00664472 0.186164
Entamoeba histolytica phosphatidylinositol 3-kinase 1, putative 0.0112376 0.0172028 0.48197
Schistosoma mansoni serine/threonine protein kinase 0.00649748 0.00664472 0.0827042
Trichomonas vaginalis CMGC family protein kinase 0.00761912 0.00914307 0.387363
Leishmania major protein kinase, putative,dual-specificity protein kinase, putative 0.00761912 0.00914307 0.25616
Giardia lamblia Phosphoinositide-3-kinase, catalytic, alpha polypeptide 0.00558857 0.00462022 0.133426
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.00513524 0.00361047 0.101154
Echinococcus granulosus cdgsh iron sulfur domain containing protein 0.0374805 0.0756561 1
Trypanosoma cruzi casein kinase II, putative 0.0141112 0.0236034 0.661294
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.00387379 0.000800727 0.00996635
Loa Loa (eye worm) hypothetical protein 0.0192524 0.035055 0.392307
Entamoeba histolytica protein kinase domain containing protein 0.0195387 0.0356927 1
Echinococcus granulosus phosphatidylinositol 45 bisphosphate 3 kinase 0.0115805 0.0179665 0.237476
Echinococcus granulosus hypothetical protein 0.00621116 0.00600697 0.0793984
Loa Loa (eye worm) CMGC/DYRK/DYRK1 protein kinase 0.0195387 0.0356927 0.399444
Leishmania major protein kinase, putative 0.00649748 0.00664472 0.186164
Loa Loa (eye worm) hypothetical protein 0.0157882 0.0273388 0.305954
Trypanosoma cruzi phosphatidylinositol 3-kinase 2, putative 0.0115805 0.0179665 0.503366
Entamoeba histolytica protein kinase domain containing protein 0.00761912 0.00914307 0.25616
Leishmania major serine/threonine-protein kinase, putative,protein kinase, putative 0.0195387 0.0356927 1
Echinococcus multilocularis cdgsh iron sulfur domain containing protein 0.0374805 0.0756561 1
Trypanosoma brucei kinetoplastid kinetochore protein 10 0.00649748 0.00664472 0.186164
Trypanosoma cruzi CMGC/DYRK protein kinase, putative 0.0195387 0.0356927 1
Echinococcus multilocularis dual specificity protein kinase clk2 0.00649748 0.00664472 0.0878279
Echinococcus multilocularis casein kinase ii subunit alpha 0.0141112 0.0236034 0.311983
Echinococcus multilocularis phosphatidylinositol 4,5 bisphosphate 3 kinase 0.0115805 0.0179665 0.237476
Leishmania major casein kinase II, putative 0.0141112 0.0236034 0.661294
Leishmania major protein kinase, putative 0.00649748 0.00664472 0.186164
Schistosoma mansoni protein kinase 0.0141112 0.0236034 0.293782
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0190605 0.0346275 0.430996
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0190605 0.0346275 0.457697
Trypanosoma cruzi kinetoplastid kinetochore protein 10, putative 0.00649748 0.00664472 0.186164
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.00795379 0.0098885 0.418944
Trichomonas vaginalis CMGC family protein kinase 0.00761912 0.00914307 0.387363
Trichomonas vaginalis CMGC family protein kinase 0.0141112 0.0236034 1
Trypanosoma cruzi CMGC/DYRK protein kinase, putative 0.0195387 0.0356927 1
Schistosoma mansoni serine/threonine protein kinase 0.0195387 0.0356927 0.444254
Trichomonas vaginalis CMGC family protein kinase 0.00761912 0.00914307 0.387363
Loa Loa (eye worm) cyclic AMP specific phosphodiesterase PDE4D5A 0.0157767 0.0273131 0.305666
Plasmodium vivax casein kinase 2, alpha subunit, putative 0.0141112 0.0236034 1
Echinococcus granulosus dual specificity 0.00761912 0.00914307 0.12085
Trypanosoma cruzi phosphatidylinositol 3-kinase vps34-like 0.00387379 0.000800727 0.0224339
Trichomonas vaginalis CMGC family protein kinase 0.0141112 0.0236034 1
Toxoplasma gondii CMGC kinase, CK2 family 0.0141112 0.0236034 0.681636
Giardia lamblia Kinase, CMGC CLK 0.00649748 0.00664472 0.191891
Trypanosoma brucei kinetoplastid kinetochore protein 19 0.00649748 0.00664472 0.186164
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.00387379 0.000800727 0.0224339
Trypanosoma cruzi phosphatidylinositol 3-kinase, putative 0.00353093 0.0000370494 0.00103801
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.00387379 0.000800727 0.00896109
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0115805 0.0179665 0.761184
Plasmodium falciparum protein serine/threonine kinase-1 0.00649748 0.00664472 0.281515
Echinococcus granulosus dual specificity protein kinase clk2 0.00649748 0.00664472 0.0878279
Brugia malayi Protein kinase domain containing protein 0.00649748 0.00664472 0.0743622
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit alpha, beta, delta, putative 0.00387379 0.000800727 0.0339243
Trichomonas vaginalis CMGC family protein kinase 0.0141112 0.0236034 1
Schistosoma mansoni serine/threonine protein kinase 0.00649748 0.00664472 0.0827042
Loa Loa (eye worm) hypothetical protein 0.00750045 0.00887874 0.0993637
Trypanosoma cruzi dual specificity tyrosine-phosphorylation-regulated kinase 2, putative 0.00761912 0.00914307 0.25616
Schistosoma mansoni CDGSH-type Zn finger-containing protein-like protein 0.0395847 0.0803431 1
Toxoplasma gondii cell-cycle-associated protein kinase CLK, putative 0.00649748 0.00664472 0.191891
Plasmodium falciparum casein kinase 2, alpha subunit 0.0141112 0.0236034 1
Trichomonas vaginalis CMGC family protein kinase 0.00761912 0.00914307 0.387363
Brugia malayi 3'5'-cyclic nucleotide phosphodiesterase family protein 0.0436312 0.089356 1
Echinococcus granulosus casein kinase ii subunit alpha 0.0141112 0.0236034 0.311983
Mycobacterium tuberculosis Arylamine N-acetyltransferase Nat (arylamine acetylase) 0.452469 1 1
Trichomonas vaginalis CMGC family protein kinase 0.0141112 0.0236034 1
Loa Loa (eye worm) hypothetical protein 0.0192524 0.035055 0.392307
Echinococcus multilocularis dual specificity 0.00761912 0.00914307 0.12085

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 1.8 uM Antiparasitic activity against Trypanosoma brucei BSF after 3 days by Alamar blue assay ChEMBL. 20028822
IC50 (functional) = 5.23 uM Antiproliferative activity against human SKOV3 cells transfected with Escherichia coli nitroreductase nfsB assessed as reduction in cell number after 18 hrs ChEMBL. 21620697
IC50 (functional) > 10 uM Trypanocidal activity against Trypanosoma cruzi intracellular amastigotes forms assessed as inhibition of parasite growth ChEMBL. 21620697
IC50 (functional) > 10 uM Trypanocidal activity against of Trypanosoma brucei bloodstream trypomastigote forms assessed as inhibition of parasite growth ChEMBL. 21620697
IC50 (functional) > 30 uM Trypanocidal activity against Leishmania major promastigote forms infected in sandfly gut assessed as inhibition of parasite growth ChEMBL. 21620697
IC50 (ADMET) = 64.8 uM Cytotoxicity against human THP1 cells after 6 days by Alamar blue assay ChEMBL. 20028822
IC50 (functional) > 1000 uM Antiproliferative activity against human SKOV3 cells after 18 hrs assessed as reduction in cell number ChEMBL. 21620697

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 21620697
Trypanosoma cruzi ChEMBL23 21620697
Trypanosoma brucei gambiense 20028822
Trypanosoma brucei ChEMBL23 20028822

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.
 
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External resources for this compound

Bibliographic References

No literature references available for this target.

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