Detailed information for compound 346252

Basic information

Technical information
  • TDR Targets ID: 346252
  • Name: 2-[[(2-methyl-1-benzofuran-5-yl)amino]-[[(3S) -2-oxo-1-(2-oxo-2-pyrrolidin-1-ylethyl)azepan -3-yl]amino]methylidene]propanedinitrile
  • MW: 460.528 | Formula: C25H28N6O3
  • H donors: 2 H acceptors: 4 LogP: 4.22 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#CC(=C(N[C@H]1CCCCN(C1=O)CC(=O)N1CCCC1)Nc1ccc2c(c1)cc(o2)C)C#N
  • InChi: 1S/C25H28N6O3/c1-17-12-18-13-20(7-8-22(18)34-17)28-24(19(14-26)15-27)29-21-6-2-3-11-31(25(21)33)16-23(32)30-9-4-5-10-30/h7-8,12-13,21,28-29H,2-6,9-11,16H2,1H3/t21-/m0/s1
  • InChiKey: NGQJIZMPUWIXFI-NRFANRHFSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[[(2-methylbenzofuran-5-yl)amino]-[[(3S)-2-oxo-1-(2-oxo-2-pyrrolidin-1-yl-ethyl)azepan-3-yl]amino]methylene]propanedinitrile
  • 2-[[(2-methyl-5-benzofuranyl)amino]-[[(3S)-2-oxo-1-[2-oxo-2-(1-pyrrolidinyl)ethyl]-3-azepanyl]amino]methylene]propanedinitrile
  • 2-[[(2-methyl-1-benzofuran-5-yl)amino]-[[(3S)-2-oxo-1-(2-oxo-2-pyrrolidin-1-yl-ethyl)azepan-3-yl]amino]methylidene]propanedinitrile
  • 2-[[[(3S)-2-keto-1-(2-keto-2-pyrrolidino-ethyl)azepan-3-yl]amino]-[(2-methylbenzofuran-5-yl)amino]methylene]malononitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens coagulation factor X 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0035 0.0449 0.1032
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.025 0.9787 1
Toxoplasma gondii LsmAD domain-containing protein 0.0025 0 0.5
Echinococcus multilocularis 0.0121 0.4183 1
Loa Loa (eye worm) hypothetical protein 0.015 0.5449 0.5568
Schistosoma mansoni hypothetical protein 0.0212 0.8146 1
Brugia malayi Nuclear hormone receptor-like 1 0.025 0.9787 0.9787
Loa Loa (eye worm) hypothetical protein 0.0059 0.1471 0.1503
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0249 0.9762 0.9974
Trypanosoma brucei RNA helicase, putative 0.0212 0.8146 1
Echinococcus multilocularis neuroendocrine convertase 2 0.0094 0.3017 0.6877
Schistosoma mansoni subfamily S8B non-peptidase homologue (S08 family) 0.0035 0.0449 0.0351
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0 0.5
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0 0.5
Giardia lamblia High cysteine membrane protein Group 2 0.0056 0.1336 1
Loa Loa (eye worm) endoprotease bli-4 0.015 0.5449 0.5568
Loa Loa (eye worm) proprotein convertase 2 0.0035 0.0449 0.0459
Brugia malayi proprotein convertase 2 0.0094 0.3017 0.3017
Brugia malayi celfurPC protein 0.0121 0.4183 0.4183
Plasmodium vivax ataxin-2 like protein, putative 0.0025 0 0.5
Brugia malayi Nuclear hormone receptor-like 1 0.025 0.9787 0.9787
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0091 0.2882 1
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0035 0.0449 0.1032
Echinococcus granulosus neuroendocrine convertase 2 0.0094 0.3017 0.5135
Brugia malayi endoprotease bli-4 precursor 0.015 0.5449 0.5449
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0091 0.2882 1
Echinococcus granulosus proprotein convertase subtilisin:kexin type 5 0.0091 0.2882 0.4865
Schistosoma mansoni furin-1 (S08 family) 0.0065 0.1751 0.1982
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0035 0.0449 0.1032
Echinococcus granulosus furin 0.015 0.5449 1
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0035 0.0449 0.1032
Brugia malayi neuroendocrine convertase 1 precursor 0.0094 0.3017 0.3017
Schistosoma mansoni subfamily S8B unassigned peptidase (S08 family) 0.015 0.5449 0.6619
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0035 0.0449 0.1032
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0 0.5
Echinococcus multilocularis proprotein convertase subtilisin:kexin type 5 0.0091 0.2882 0.6515
Leishmania major hypothetical protein, conserved 0.0025 0 0.5
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0035 0.0449 0.1032

Activities

Activity type Activity value Assay description Source Reference
2PT (functional) = 19 uM Anticoagulant potency in human plasma as measured by prothrombin time ChEMBL. 16213711
2PT (functional) = 19 uM Anticoagulant potency in human plasma as measured by prothrombin time ChEMBL. 16213711
2PT (functional) = 19 uM Anticoagulant activity in human plasma assessed as concentration required to double prothrombin-based clotting time after 30 secs using mechanical fibrometer relative to control ChEMBL. 22041058
Activity (functional) = 19 uM Anticoagulant activity in human plasma assessed as concentration required to double the prothrombin based clotting time ChEMBL. 18998662
IC50 (binding) = 30 nM Inhibitory activity against human FXa ChEMBL. 16213711
IC50 (binding) = 30 nM Inhibitory activity against human FXa ChEMBL. 16213711
IC50 (binding) = 30 nM Inhibition of human factor 10a assessed as cleavage of S-2222 substrate ChEMBL. 18998662
IC50 (binding) = 30 nM Inhibition of human factor 10a-mediated cleavage of synthetic substrate S-2222 ChEMBL. 19541481
IC50 (binding) = 30 nM Inhibition of human factor 10a using phenyl-Ile-Glu-Gly-Arg-pNA as substrate preincubated for 3 mins prior to substrate addition by spectrophotometry ChEMBL. 22041058
PB (ADMET) = 92 % Protein binding in human serum at 10 uM after 4 hrs by equilibrium dialysis ChEMBL. 18998662

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

4 literature references were collected for this gene.

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