Detailed information for compound 228099

Basic information

Technical information
  • TDR Targets ID: 228099
  • Name: (2S)-3-(1-benzothiophen-3-yl)-2-[[(2R)-2-(ben zylsulfonylamino)-3-phenylpropanoyl]amino]-N- [(2S)-5-(diaminomethylideneamino)-1-oxo-1-(1, 3-thiazol-2-yl)pentan-2-yl]propanamide
  • MW: 745.934 | Formula: C36H39N7O5S3
  • H donors: 5 H acceptors: 6 LogP: 4.87 Rotable bonds: 21
    Rule of 5 violations (Lipinski): 2
  • SMILES: NC(=N)NCCC[C@@H](C(=O)c1nccs1)NC(=O)[C@H](Cc1csc2c1cccc2)NC(=O)[C@H](NS(=O)(=O)Cc1ccccc1)Cc1ccccc1
  • InChi: 1S/C36H39N7O5S3/c37-36(38)40-17-9-15-28(32(44)35-39-18-19-49-35)41-33(45)29(21-26-22-50-31-16-8-7-14-27(26)31)42-34(46)30(20-24-10-3-1-4-11-24)43-51(47,48)23-25-12-5-2-6-13-25/h1-8,10-14,16,18-19,22,28-30,43H,9,15,17,20-21,23H2,(H,41,45)(H,42,46)(H4,37,38,40)/t28-,29-,30+/m0/s1
  • InChiKey: VOSZMHUDIZCKMU-OIFRRMEBSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-3-(benzothiophen-3-yl)-2-[[(2R)-2-(benzylsulfonylamino)-3-phenyl-propanoyl]amino]-N-[(1S)-4-guanidino-1-(thiazole-2-carbonyl)butyl]propanamide
  • (2S)-3-(3-benzothiophenyl)-2-[[(2R)-2-(benzylsulfonylamino)-1-oxo-3-phenylpropyl]amino]-N-[(1S)-4-guanidino-1-[oxo(2-thiazolyl)methyl]butyl]propanamide
  • (2S)-3-(1-benzothiophen-3-yl)-N-[(2S)-5-[bis(azanyl)methylideneamino]-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-yl]-2-[[(2R)-3-phenyl-2-(phenylmethylsulfonylamino)propanoyl]amino]propanamide
  • (2S)-3-(benzothiophen-3-yl)-2-[[(2R)-2-(benzylsulfonylamino)-3-phenyl-propanoyl]amino]-N-[(1S)-4-guanidino-1-(thiazole-2-carbonyl)butyl]propionamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens coagulation factor X Starlite/ChEMBL References
Homo sapiens coagulation factor VII (serum prothrombin conversion accelerator) Starlite/ChEMBL References
Homo sapiens coagulation factor II (thrombin) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus glycoprotein Antigen 5 coagulation factor VII (serum prothrombin conversion accelerator) 466 aa 384 aa 23.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis glutamate receptor NMDA 0.0308 0.6626 0.6626
Chlamydia trachomatis glutamine binding protein 0.0093 0.0995 0.5
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0129 0.1941 0.1941
Schistosoma mansoni glutamate receptor NMDA 0.0363 0.8059 0.5
Echinococcus multilocularis nmda type glutamate receptor 0.0437 1 1
Mycobacterium tuberculosis Probable glutamine-binding lipoprotein GlnH (GLNBP) 0.0093 0.0995 0.5
Treponema pallidum amino acid ABC transporter, periplasmic binding protein 0.0093 0.0995 0.5
Chlamydia trachomatis arginine ABC transporter substrate-binding protein ArtJ 0.0093 0.0995 0.5
Echinococcus granulosus glutamate receptor NMDA 0.0308 0.6626 0.6626
Echinococcus granulosus nmda type glutamate receptor 0.0327 0.7112 0.7112
Treponema pallidum amino acid ABC transporter, periplasmic binding protein (hisJ) 0.0093 0.0995 0.5
Mycobacterium ulcerans glutamine-binding lipoprotein GlnH 0.0093 0.0995 0.5
Echinococcus multilocularis nmda type glutamate receptor 0.0327 0.7112 0.7112

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.15 uM Inhibitory activity against coagulation factor X. ChEMBL. 12954057
IC50 (binding) = 0.15 uM Inhibitory activity against coagulation factor X. ChEMBL. 12954057
IC50 (binding) = 0.5 uM Inhibitory activity against tissue coagulation factor VII. ChEMBL. 12954057
IC50 (binding) = 0.5 uM Inhibitory activity against tissue coagulation factor VII. ChEMBL. 12954057
IC50 (binding) = 15.4 uM Inhibitory activity against thrombin (IIa). ChEMBL. 12954057
IC50 (binding) = 15.4 uM Inhibitory activity against thrombin (IIa). ChEMBL. 12954057
Selectivity (binding) = 3 Selectivity for coagulation factor VIIa over thrombin IIa. ChEMBL. 12954057

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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