Detailed information for compound 254868

Basic information

Technical information
  • TDR Targets ID: 254868
  • Name: 3-chloro-N-[2-[(4-chlorophenyl)carbamoyl]-6-m ethoxyphenyl]-1-benzothiophene-2-carboxamide
  • MW: 471.356 | Formula: C23H16Cl2N2O3S
  • H donors: 2 H acceptors: 2 LogP: 6.72 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cccc(c1NC(=O)c1sc2c(c1Cl)cccc2)C(=O)Nc1ccc(cc1)Cl
  • InChi: 1S/C23H16Cl2N2O3S/c1-30-17-7-4-6-16(22(28)26-14-11-9-13(24)10-12-14)20(17)27-23(29)21-19(25)15-5-2-3-8-18(15)31-21/h2-12H,1H3,(H,26,28)(H,27,29)
  • InChiKey: FWOCSTHXTYVZQH-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 3-chloro-N-[2-[(4-chlorophenyl)carbamoyl]-6-methoxy-phenyl]benzothiophene-2-carboxamide
  • 3-chloro-N-[2-[(4-chloroanilino)-oxomethyl]-6-methoxyphenyl]-2-benzothiophenecarboxamide
  • 3-chloro-N-[2-[(4-chlorophenyl)carbamoyl]-6-methoxy-phenyl]-1-benzothiophene-2-carboxamide
  • 3-chloro-N-[2-[[(4-chlorophenyl)amino]-oxomethyl]-6-methoxyphenyl]-2-benzothiophenecarboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens coagulation factor II (thrombin) Starlite/ChEMBL References
Homo sapiens protease, serine, 2 (trypsin 2) References
Homo sapiens protease, serine, 1 (trypsin 1) References
Homo sapiens protease, serine, 3 Starlite/ChEMBL References
Homo sapiens coagulation factor X Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) hypothetical protein 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 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
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
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

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Trypsin family protein protease, serine, 1 (trypsin 1) 247 aa 287 aa 21.6 %
Schistosoma mansoni cercarial elastase (S01 family) protease, serine, 3 261 aa 234 aa 25.2 %
Schistosoma mansoni cercarial elastase (S01 family) protease, serine, 2 (trypsin 2) 247 aa 240 aa 25.8 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0183 0.3696 0.3696
Loa Loa (eye worm) hypothetical protein 0.0183 0.3696 0.3696
Brugia malayi nuclear receptor NHR-88 0.0183 0.3696 0.3696
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0183 0.3696 0.3696
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0183 0.3696 0.3696
Loa Loa (eye worm) hypothetical protein 0.0183 0.3696 0.3696
Loa Loa (eye worm) hypothetical protein 0.0347 1 1
Schistosoma mansoni nuclear hormone receptor 0.0183 0.3696 0.3696
Schistosoma mansoni thyroid hormone receptor 0.0183 0.3696 0.3696
Brugia malayi Nuclear hormone receptor-like 1 0.0097 0.0396 0.0396
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0183 0.3696 0.3696
Loa Loa (eye worm) hypothetical protein 0.0183 0.3696 0.3696
Loa Loa (eye worm) hypothetical protein 0.0183 0.3696 0.3696
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0183 0.3696 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0183 0.3696 0.3696
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0183 0.3696 0.3696
Loa Loa (eye worm) hypothetical protein 0.0097 0.0396 0.0396
Echinococcus granulosus nuclear receptor subfamily 1 group D 0.0097 0.0396 0.1071
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0183 0.3696 0.3696
Echinococcus multilocularis FTZ F1 alpha 0.0183 0.3696 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0183 0.3696 0.3696
Loa Loa (eye worm) hypothetical protein 0.0183 0.3696 0.3696
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0183 0.3696 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0183 0.3696 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0347 1 1
Loa Loa (eye worm) hypothetical protein 0.0183 0.3696 0.3696
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0183 0.3696 1
Brugia malayi hypothetical protein 0.0097 0.0396 0.0396
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0183 0.3696 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0183 0.3696 0.3696
Echinococcus granulosus ecdysone induced protein 78C 0.0183 0.3696 1
Brugia malayi nuclear receptor RXR 0.0097 0.0396 0.0396
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0183 0.3696 0.3696
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.0097 0.0396 0.0396
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0183 0.3696 0.3696
Loa Loa (eye worm) hypothetical protein 0.0097 0.0396 0.0396
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0183 0.3696 0.3696
Echinococcus granulosus FTZ F1 alpha 0.0183 0.3696 1
Loa Loa (eye worm) hypothetical protein 0.0347 1 1
Brugia malayi photoreceptor-specific nuclear receptor 0.0183 0.3696 0.3696
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0183 0.3696 1
Brugia malayi steroid hormone receptor 0.0183 0.3696 0.3696
Schistosoma mansoni ecdysone-induced protein 78c (dr-78) 0.0097 0.0396 0.0396
Schistosoma mansoni RAR-like nuclear receptor 0.0183 0.3696 0.3696
Onchocerca volvulus 0.0319 0.8921 0.8921
Loa Loa (eye worm) hypothetical protein 0.0097 0.0396 0.0396
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0183 0.3696 0.3696
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0183 0.3696 0.3696
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0183 0.3696 0.3696
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0183 0.3696 0.3696
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0183 0.3696 1
Schistosoma mansoni steroid hormone receptor ad4bp 0.0183 0.3696 0.3696
Schistosoma mansoni thyroid hormone receptor 0.0183 0.3696 0.3696
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0183 0.3696 0.3696
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0183 0.3696 0.3696
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0183 0.3696 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0347 1 1
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0097 0.0396 0.0396
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0183 0.3696 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0183 0.3696 0.3696
Brugia malayi nuclear hormone receptor 0.0183 0.3696 0.3696
Onchocerca volvulus Bile acid receptor homolog 0.0183 0.3696 0.3696
Loa Loa (eye worm) hypothetical protein 0.0183 0.3696 0.3696
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0183 0.3696 0.3696
Loa Loa (eye worm) hypothetical protein 0.0097 0.0396 0.0396
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0183 0.3696 0.3696
Brugia malayi Nuclear hormone receptor-like 1 0.0183 0.3696 0.3696
Echinococcus multilocularis nuclear receptor subfamily 1 group D 0.0097 0.0396 0.1071
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0183 0.3696 0.3696
Onchocerca volvulus 0.0183 0.3696 0.3696
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0183 0.3696 1
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0183 0.3696 0.3696
Brugia malayi Steroid receptor seven-up type 2 0.0183 0.3696 0.3696
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0183 0.3696 1
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0183 0.3696 0.3696
Loa Loa (eye worm) hypothetical protein 0.0183 0.3696 0.3696
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0183 0.3696 1
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0183 0.3696 0.3696
Brugia malayi ecdysteroid receptor 0.0183 0.3696 0.3696
Onchocerca volvulus 0.0347 1 1
Loa Loa (eye worm) steroid hormone receptor 0.0183 0.3696 0.3696
Brugia malayi hypothetical protein 0.0097 0.0396 0.0396
Echinococcus multilocularis ecdysone induced protein 78C 0.0183 0.3696 1
Brugia malayi Nuclear hormone receptor-like 1 0.0097 0.0396 0.0396
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0183 0.3696 0.3696
Loa Loa (eye worm) hypothetical protein 0.0097 0.0396 0.0396
Schistosoma mansoni retinoic acid receptor RXR 0.0183 0.3696 0.3696
Schistosoma mansoni coup transcription factor 0.0183 0.3696 0.3696
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0183 0.3696 1
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0183 0.3696 0.3696
Echinococcus multilocularis thyroid hormone receptor alpha 0.0183 0.3696 1
Onchocerca volvulus Protein ultraspiracle homolog 0.0183 0.3696 0.3696

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 22 nM Inhibition constant against human factor Xa ChEMBL. 12565961
Ki (binding) > 5000 nM Inhibition constant of the compound against human thrombin ChEMBL. 12565961
Ki (binding) > 5000 nM Inhibition constant of the compound against bovine trypsin ChEMBL. 12565961
Ki app (binding) = 22 nM Inhibition constant against human factor Xa ChEMBL. 12565961
Ki app (binding) > 5000 nM Inhibition constant of the compound against human thrombin ChEMBL. 12565961
Ki app (binding) > 5000 nM Inhibition constant of the compound against bovine trypsin ChEMBL. 12565961

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.