Detailed information for compound 415621

Basic information

Technical information
  • TDR Targets ID: 415621
  • Name: [1-(5-chloro-1-benzothiophen-3-yl)-2-(naphtha len-2-ylamino)-2-oxoethyl]phosphonic acid
  • MW: 431.829 | Formula: C20H15ClNO4PS
  • H donors: 3 H acceptors: 4 LogP: 4.45 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc2c(c1)c(cs2)C(P(=O)(O)O)C(=O)Nc1ccc2c(c1)cccc2
  • InChi: 1S/C20H15ClNO4PS/c21-14-6-8-18-16(10-14)17(11-28-18)19(27(24,25)26)20(23)22-15-7-5-12-3-1-2-4-13(12)9-15/h1-11,19H,(H,22,23)(H2,24,25,26)
  • InChiKey: HUJXISJLAPAFBO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [1-(5-chlorobenzothiophen-3-yl)-2-(2-naphthylamino)-2-oxo-ethyl]phosphonic acid
  • [1-(5-chloro-3-benzothiophenyl)-2-(2-naphthalenylamino)-2-oxoethyl]phosphonic acid
  • [1-(5-chloro-1-benzothiophen-3-yl)-2-(naphthalen-2-ylamino)-2-oxo-ethyl]phosphonic acid
  • [1-(5-chlorobenzothiophen-3-yl)-2-keto-2-(2-naphthylamino)ethyl]phosphonic acid
  • [1-(5-chloro-3-benzothiophenyl)-2-(2-naphthylamino)-2-oxoethyl]phosphonic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens protease, serine, 1 (trypsin 1) References
Homo sapiens chymase 1, mast cell Starlite/ChEMBL References
Homo sapiens protease, serine, 3 Starlite/ChEMBL References
Homo sapiens protease, serine, 2 (trypsin 2) References
Homo sapiens cathepsin G Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Get druggable targets OG5_126639 All targets in OG5_126639
Brugia malayi Trypsin family protein Get druggable targets OG5_126639 All targets in OG5_126639
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative Get druggable targets OG5_126639 All targets in OG5_126639
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126639 All targets in OG5_126639
Onchocerca volvulus Get druggable targets OG5_126639 All targets in OG5_126639
Onchocerca volvulus Get druggable targets OG5_126639 All targets in OG5_126639
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative Get druggable targets OG5_126639 All targets in OG5_126639
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Get druggable targets OG5_126639 All targets in OG5_126639
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126639 All targets in OG5_126639
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni cercarial elastase (S01 family) protease, serine, 3 261 aa 234 aa 25.2 %
Brugia malayi Trypsin family protein chymase 1, mast cell 247 aa 295 aa 24.1 %
Schistosoma mansoni cercarial elastase (S01 family) protease, serine, 2 (trypsin 2) 247 aa 240 aa 25.8 %
Schistosoma mansoni cercarial elastase (S01 family) cathepsin G 255 aa 209 aa 25.8 %
Brugia malayi Trypsin family protein protease, serine, 1 (trypsin 1) 247 aa 287 aa 21.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni hypothetical protein 0.1398 1 1
Brugia malayi Trypsin family protein 0.0356 0 0.5
Echinococcus multilocularis ATP dependent DNA helicase PIF1 0.1398 1 0.5
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.1398 1 0.5
Trypanosoma brucei DNA repair and recombination helicase protein PIF7 0.1398 1 0.5
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.1398 1 0.5
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.1398 1 0.5
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.1398 1 0.5
Giardia lamblia Rrm3p helicase 0.1398 1 0.5
Trichomonas vaginalis conserved hypothetical protein 0.1398 1 0.5
Trypanosoma brucei DNA repair and recombination helicase protein PIF6 0.1398 1 0.5
Entamoeba histolytica hypothetical protein, conserved 0.1398 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0356 0 0.5
Trypanosoma cruzi DNA repair and recombination helicase protein PIF6, putative 0.1398 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0356 0 0.5
Entamoeba histolytica DNA repair and recombination protein, putative 0.1398 1 0.5
Onchocerca volvulus 0.0356 0 0.5

Activities

Activity type Activity value Assay description Source Reference
F (ADMET) = 3 % Oral bioavailability in rat ChEMBL. 17361995
IC50 (binding) = 29 nM Inhibition of human skin chymase ChEMBL. 17361995
IC50 (binding) = 29 nM Inhibition of human skin chymase ChEMBL. 17361995
IC50 (binding) = 12 uM Inhibition of human trypsin ChEMBL. 17361995
IC50 (binding) = 12 uM Inhibition of human trypsin ChEMBL. 17361995
Inhibition (binding) < 50 % Inhibition of human chymotrypsin at 100 uM ChEMBL. 17361995
Inhibition (binding) < 50 % Inhibition of human beta-tryptase at 100 uM ChEMBL. 17361995
Inhibition (binding) < 50 % Inhibition of human alpha-thrombin at 100 uM ChEMBL. 17361995
Inhibition (binding) < 50 % Inhibition of human factor Xa at 100 uM ChEMBL. 17361995
Inhibition (binding) < 50 % Inhibition of human factor VIIa at 100 uM ChEMBL. 17361995
Inhibition (binding) < 50 % Inhibition of human leukocyte elastase at 100 uM ChEMBL. 17361995
Inhibition (binding) < 50 % Inhibition of human factor Xa at 100 uM ChEMBL. 17361995
Inhibition (binding) < 50 % Inhibition of human factor VIIa at 100 uM ChEMBL. 17361995
Inhibition (binding) < 50 % Inhibition of human leukocyte elastase at 100 uM ChEMBL. 17361995
Ki (binding) = 36 nM Inhibition of human skin chymase ChEMBL. 17361995
Ki (binding) = 36 nM Inhibition of human skin chymase ChEMBL. 17361995
Ki (binding) = 9500 nM Inhibition of human neutrophil Cat G ChEMBL. 17361995
Ki (binding) = 9500 nM Inhibition of human neutrophil Cat G ChEMBL. 17361995
Ratio Ki (binding) = 260 Selectivity for chymase over Cat G ChEMBL. 17361995
t1/2 (ADMET) = 1.8 hr Half life in orally dosed rat ChEMBL. 17361995

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

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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