Detailed information for compound 416235

Basic information

Technical information
  • TDR Targets ID: 416235
  • Name: (E)-2-(4-chlorophenyl)-N-[(3S)-1-[(2S)-1-morp holin-4-yl-1-oxopropan-2-yl]-2-oxopyrrolidin- 3-yl]ethenesulfonamide
  • MW: 441.929 | Formula: C19H24ClN3O5S
  • H donors: 1 H acceptors: 4 LogP: 1.19 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc(cc1)/C=C/S(=O)(=O)N[C@H]1CCN(C1=O)[C@H](C(=O)N1CCOCC1)C
  • InChi: 1S/C19H24ClN3O5S/c1-14(18(24)22-9-11-28-12-10-22)23-8-6-17(19(23)25)21-29(26,27)13-7-15-2-4-16(20)5-3-15/h2-5,7,13-14,17,21H,6,8-12H2,1H3/b13-7+/t14-,17-/m0/s1
  • InChiKey: DNCVZNVETAOAJO-PPYZAHLJSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (E)-2-(4-chlorophenyl)-N-[(3S)-1-[(1S)-1-methyl-2-morpholino-2-oxo-ethyl]-2-oxo-pyrrolidin-3-yl]ethenesulfonamide
  • (E)-2-(4-chlorophenyl)-N-[(3S)-1-[(1S)-1-methyl-2-morpholino-2-oxoethyl]-2-oxo-3-pyrrolidinyl]ethenesulfonamide
  • (E)-2-(4-chlorophenyl)-N-[(3S)-1-[(2S)-1-morpholin-4-yl-1-oxo-propan-2-yl]-2-oxo-pyrrolidin-3-yl]ethenesulfonamide
  • (E)-2-(4-chlorophenyl)-N-[(3S)-2-keto-1-[(1S)-2-keto-1-methyl-2-morpholino-ethyl]pyrrolidin-3-yl]ethenesulfonamide

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
Entamoeba histolytica hypothetical protein, conserved 0.079 0.5 0.5
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.079 0.5 0.5
Trypanosoma brucei DNA repair and recombination helicase protein PIF6 0.079 0.5 0.5
Trypanosoma brucei DNA repair and recombination helicase protein PIF7 0.079 0.5 0.5
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.079 0.5 0.5
Trichomonas vaginalis conserved hypothetical protein 0.079 0.5 0.5
Schistosoma mansoni hypothetical protein 0.079 0.5 0.5
Giardia lamblia Rrm3p helicase 0.079 0.5 0.5
Echinococcus multilocularis ATP dependent DNA helicase PIF1 0.079 0.5 0.5
Entamoeba histolytica DNA repair and recombination protein, putative 0.079 0.5 0.5
Trypanosoma cruzi DNA repair and recombination helicase protein PIF6, putative 0.079 0.5 0.5
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.079 0.5 0.5
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.079 0.5 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) = 63 % Binding to human serum albumin in HPLC assay ChEMBL. 17338508
Cp (ADMET) = 3 ml/min.kg Plasma clearance in Sprague-Dawley rat at 1 mg/kg, iv and 2.5 mg/kg, po ChEMBL. 17338508
F (ADMET) = 69 % Oral bioavailability in Sprague-Dawley rat at 1 mg/kg, iv and 2.5 mg/kg, po ChEMBL. 17338508
Ki (binding) = 11 nM Inhibition of human factor Xa by fluorescence assay ChEMBL. 17338508
Ki (binding) = 11 nM Inhibition of human factor Xa by fluorescence assay ChEMBL. 17338508
Log D = 1.49 Lipophilicity, log D of the compound at pH 7.4 ChEMBL. 17338508
Ratio IC50 (binding) > 1300 Selectivity for factor Xa over kallikrein by fluorogenic assay ChEMBL. 17338508
Ratio Ki (binding) = 19 Selectivity for factor Xa over thrombin by fluorogenic assay ChEMBL. 17338508
Ratio Ki (binding) > 700 Selectivity for factor Xa over plasmin by fluorogenic assay ChEMBL. 17338508
Ratio Ki (binding) > 700 Selectivity for factor Xa over trypsin by fluorogenic assay ChEMBL. 17338508
Ratio Ki (binding) > 1000 Selectivity for factor Xa over activated protein C by fluorogenic assay ChEMBL. 17338508
Ratio Ki (binding) > 3500 Selectivity for factor Xa over tissue factor/factor VIIa by fluorogenic assay ChEMBL. 17338508
Ratio Ki (binding) > 3500 Selectivity for factor Xa over factor XIIa ChEMBL. 17338508
t1/2 (ADMET) = 0.57 hr Half life in Sprague-Dawley rat at 1 mg/kg, iv and 2.5 mg/kg, po ChEMBL. 17338508
Vss (ADMET) = 0.17 L/Kg Volume of distribution at steady state in Sprague-Dawley rat at 1 mg/kg, iv and 2.5 mg/kg, po ChEMBL. 17338508

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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