Detailed information for compound 345826

Basic information

Technical information
  • TDR Targets ID: 345826
  • Name: 2-(4-carbamimidoylanilino)-2-[3-ethoxy-5-[(3S )-oxolan-3-yl]oxyphenyl]acetic acid
  • MW: 399.44 | Formula: C21H25N3O5
  • H donors: 3 H acceptors: 2 LogP: 2.52 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOc1cc(O[C@@H]2COCC2)cc(c1)C(C(=O)O)Nc1ccc(cc1)C(=N)N
  • InChi: 1S/C21H25N3O5/c1-2-28-17-9-14(10-18(11-17)29-16-7-8-27-12-16)19(21(25)26)24-15-5-3-13(4-6-15)20(22)23/h3-6,9-11,16,19,24H,2,7-8,12H2,1H3,(H3,22,23)(H,25,26)/t16-,19?/m0/s1
  • InChiKey: ZKEPSHHZWYCVRH-UCFFOFKASA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-(4-carbamimidoylanilino)-2-[3-ethoxy-5-[(3S)-tetrahydrofuran-3-yl]oxy-phenyl]acetic acid
  • 2-(4-carbamimidoylanilino)-2-[3-ethoxy-5-[[(3S)-3-tetrahydrofuranyl]oxy]phenyl]acetic acid
  • 2-[(4-carbamimidoylphenyl)amino]-2-[3-ethoxy-5-[(3S)-oxolan-3-yl]oxy-phenyl]ethanoic acid
  • 2-(4-amidinoanilino)-2-[3-ethoxy-5-[(3S)-tetrahydrofuran-3-yl]oxy-phenyl]acetic acid
  • 2-[(4-carbamimidoylphenyl)amino]-2-[3-ethoxy-5-[(3S)-oxolan-3-yl]oxyphenyl]acetic acid
  • 2-[(4-carbamimidoylphenyl)amino]-2-[3-ethoxy-5-[(3S)-tetrahydrofuran-3-yl]oxy-phenyl]acetic acid
  • 2-[(4-carbamimidoylphenyl)amino]-2-[3-ethoxy-5-[[(3S)-3-tetrahydrofuranyl]oxy]phenyl]acetic acid
  • 2-[(4-amidinophenyl)amino]-2-[3-ethoxy-5-[(3S)-tetrahydrofuran-3-yl]oxy-phenyl]acetic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens coagulation factor III (thromboplastin, tissue factor) References
Homo sapiens protease, serine, 2 (trypsin 2) References
Homo sapiens coagulation factor X Starlite/ChEMBL References
Homo sapiens coagulation factor VII (serum prothrombin conversion accelerator) References
Homo sapiens protease, serine, 1 (trypsin 1) References
Homo sapiens Coagulation factor VII/tissue factor Starlite/ChEMBL References
Homo sapiens protease, serine, 3 Starlite/ChEMBL References
Homo sapiens coagulation factor II (thrombin) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative 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
Onchocerca volvulus 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
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
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 %
Echinococcus granulosus glycoprotein Antigen 5 coagulation factor VII (serum prothrombin conversion accelerator) 466 aa 384 aa 23.7 %
Brugia malayi Trypsin family protein protease, serine, 1 (trypsin 1) 247 aa 287 aa 21.6 %
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
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis cAMP and cAMP-inhibited cGMP 3,5-cyclic phosphodiesterase, putative 0.0209 0.3891 0.5325
Loa Loa (eye worm) hypothetical protein 0.0354 0.8989 0.8989
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis conserved hypothetical protein 0.0268 0.5988 0.8196
Trichomonas vaginalis conserved hypothetical protein 0.0268 0.5988 0.8196
Echinococcus multilocularis dual 3',5' cyclic AMP and GMP phosphodiesterase 0.0306 0.7307 1
Brugia malayi Trypsin family protein 0.0354 0.8989 0.8836
Trichomonas vaginalis cGMP-inhibited 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Toxoplasma gondii hypothetical protein 0.0268 0.5988 1
Schistosoma mansoni camp/cgmp cyclic nucleotide phosphodiesterase 0.0306 0.7307 0.7807
Plasmodium vivax hypothetical protein, conserved 0.0097 0 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0306 0.7307 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0306 0.7307 1
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.0306 0.7307 1
Loa Loa (eye worm) hypothetical protein 0.0383 1 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0354 0.8989 1
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.0306 0.7307 1
Trypanosoma brucei cAMP-specific phosphodiesterase 0.0306 0.7307 0.5
Trypanosoma brucei cAMP-specific phosphodiesterase 0.0306 0.7307 0.5
Mycobacterium ulcerans putative regulatory protein 0.0097 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0354 0.8989 0.8989
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis conserved hypothetical protein 0.0268 0.5988 0.8196
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Mycobacterium ulcerans two component sensor histidine kinase DevS 0.0097 0 0.5
Onchocerca volvulus Phospholipase A2 homolog 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0135 0.1318 0.1318
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0354 0.8989 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0306 0.7307 1
Mycobacterium tuberculosis Two component sensor histidine kinase DevS 0.0097 0 0.5
Echinococcus granulosus dual 3'5' cyclic AMP and GMP phosphodiesterase 0.0306 0.7307 1
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0135 0.1318 0.1804
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Onchocerca volvulus Phospholipase A2 homolog 0.0383 1 1
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0135 0.1318 0.1804
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis cAMP/cGMP cyclic nucleotide phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0209 0.3891 0.5325
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0306 0.7307 1
Plasmodium falciparum GAF domain-related protein, putative 0.0097 0 0.5
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Onchocerca volvulus 0.0319 0.7767 0.7216
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0306 0.7307 1
Mycobacterium ulcerans putative regulatory protein 0.0097 0 0.5
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0306 0.7307 1
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0135 0.1318 0.1804
Mycobacterium tuberculosis Two component sensor histidine kinase DosT 0.0097 0 0.5
Mycobacterium leprae conserved hypothetical protein 0.0097 0 0.5
Onchocerca volvulus 0.0354 0.8989 0.874

Activities

Activity type Activity value Assay description Source Reference
2aPTT (functional) = 17.2 uM Activated partial thromboplastin time ChEMBL. 16213138
2aPTT (functional) = 17.2 uM Activated partial thromboplastin time ChEMBL. 16213138
2PT (functional) = 4.5 uM Anticoagulant potency in human citrated plasma as measured by prothrombin time ChEMBL. 16213138
2PT (functional) = 4.5 uM Anticoagulant potency in human citrated plasma as measured by prothrombin time ChEMBL. 16213138
CL (ADMET) = 5.7 ml/min/kg Clearance in rat at 3 mg/kg ChEMBL. 16213138
Ki (binding) = 0.33 uM Binding affinity to FVIIa/TF ChEMBL. 16213138
Ki (binding) = 0.33 uM Binding affinity to FVIIa/TF ChEMBL. 16213138
Ki (binding) = 2.3 uM Binding affinity to FXa ChEMBL. 16213138
Ki (binding) = 2.3 uM Binding affinity to FXa ChEMBL. 16213138
Ki (binding) = 7.3 uM Binding affinity to trypsin ChEMBL. 16213138
Ki (binding) = 7.3 uM Binding affinity to trypsin ChEMBL. 16213138
Ki (binding) = 8.6 uM Binding affinity to thrombin ChEMBL. 16213138
Ki (binding) = 8.6 uM Binding affinity to thrombin ChEMBL. 16213138
Ratio (functional) = 3.8 Ratio of activated partial thromboplastin time against prothrombin time (aPTT/PT) ChEMBL. 16213138
Ratio Ki (binding) = 25.8 Selectivity ratio of Thrombin over FVIIa ChEMBL. 16213138
T1/2 (ADMET) = 1.4 hr Half life in rat administered with 3 mg/kg, iv ChEMBL. 16213138
Vdss (ADMET) = 0.5 L/kg Volume of distribution in rat at 3 mg/kg ChEMBL. 16213138

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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