Detailed information for compound 144007

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 417.497 | Formula: C26H27NO4
  • H donors: 1 H acceptors: 2 LogP: 4.66 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCO/C(=C/1\C(=NC(=C(C1/C=C/c1ccccc1)C(=O)OCC)c1ccccc1)C)/O
  • InChi: 1S/C26H27NO4/c1-4-30-25(28)22-18(3)27-24(20-14-10-7-11-15-20)23(26(29)31-5-2)21(22)17-16-19-12-8-6-9-13-19/h6-17,21,28H,4-5H2,1-3H3/b17-16+,25-22+
  • InChiKey: KATXVTYZSYJWKY-AFDOQIGGSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Adenosine A3 receptor Starlite/ChEMBL References
Rattus norvegicus Adenosine A1 receptor Starlite/ChEMBL References
Homo sapiens adenosine A3 receptor Starlite/ChEMBL References
Rattus norvegicus Adenosine A2a receptor 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
Onchocerca volvulus Adenosine A3 receptor   320 aa 288 aa 20.8 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Adenosine A1 receptor   326 aa 286 aa 22.7 %
Schistosoma mansoni dro/myosuppressin receptor Adenosine A1 receptor   326 aa 326 aa 22.1 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 320 aa 24.4 %
Schistosoma japonicum Rhodopsin, putative Adenosine A3 receptor   320 aa 320 aa 23.8 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 308 aa 20.5 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 282 aa 20.6 %
Echinococcus granulosus thyrotropin releasing hormone receptor Adenosine A2a receptor   410 aa 342 aa 23.1 %
Schistosoma mansoni neuropeptide receptor Adenosine A3 receptor   320 aa 306 aa 23.5 %
Onchocerca volvulus Adenosine A2a receptor   410 aa 337 aa 23.1 %
Echinococcus granulosus neuropeptide receptor Adenosine A3 receptor   320 aa 290 aa 23.4 %
Schistosoma japonicum 5-hydroxytryptamine receptor 4, putative Adenosine A3 receptor   320 aa 311 aa 27.3 %
Loa Loa (eye worm) hypothetical protein Adenosine A1 receptor   326 aa 300 aa 24.3 %
Schistosoma japonicum Alpha-1A adrenergic receptor, putative Adenosine A3 receptor   320 aa 325 aa 24.9 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Adenosine A2a receptor   410 aa 366 aa 25.4 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 350 aa 24.9 %
Schistosoma mansoni peptide (allatostatin)-like receptor Adenosine A3 receptor   320 aa 296 aa 27.0 %
Loa Loa (eye worm) neuropeptide F receptor Adenosine A3 receptor   320 aa 321 aa 24.0 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 295 aa 23.4 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Adenosine A2a receptor   410 aa 352 aa 23.6 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Adenosine A3 receptor   320 aa 332 aa 24.4 %
Echinococcus multilocularis tachykinin peptides receptor 99D Adenosine A3 receptor   320 aa 297 aa 26.6 %
Schistosoma mansoni biogenic amine (5HT) receptor Adenosine A2a receptor   410 aa 399 aa 28.1 %
Schistosoma mansoni opsin-like receptor Adenosine A3 receptor   320 aa 300 aa 22.0 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 311 aa 23.5 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Adenosine A2a receptor   410 aa 346 aa 28.3 %
Echinococcus granulosus allatostatin A receptor Adenosine A2a receptor   410 aa 368 aa 22.6 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Adenosine A2a receptor   410 aa 342 aa 23.1 %
Echinococcus granulosus tachykinin peptides receptor 99D Adenosine A3 receptor   320 aa 297 aa 26.6 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Adenosine A2a receptor   410 aa 340 aa 27.9 %
Onchocerca volvulus Adenosine A2a receptor   410 aa 356 aa 23.9 %
Echinococcus multilocularis neuropeptide receptor Adenosine A3 receptor   320 aa 282 aa 24.1 %
Echinococcus multilocularis allatostatin A receptor Adenosine A2a receptor   410 aa 372 aa 22.8 %
Schistosoma japonicum ko:K04255 opsin 4 (melanopsin), putative Adenosine A3 receptor   320 aa 370 aa 21.4 %
Schistosoma mansoni adenoreceptor Adenosine A3 receptor   320 aa 319 aa 27.9 %
Schistosoma mansoni opsin-like receptor Adenosine A3 receptor   320 aa 307 aa 26.4 %
Schistosoma mansoni neuropeptide receptor Adenosine A3 receptor   320 aa 286 aa 21.3 %
Brugia malayi hypothetical protein Adenosine A1 receptor   326 aa 305 aa 21.0 %
Loa Loa (eye worm) hypothetical protein Adenosine A3 receptor   320 aa 309 aa 24.9 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Leishmania major phosphatidylinositol 3-related kinase, putative 0.0774 0.1329 0.2284
Trichomonas vaginalis PIKK family atypical protein kinase 0.0492 0.0311 0.2342
Loa Loa (eye worm) phosphatidylinositol 3 0.0646 0.0867 0.6526
Loa Loa (eye worm) hypothetical protein 0.0415 0.003 0.0229
Trypanosoma cruzi phosphatidylinositol 3-related kinase, putative 0.1246 0.3031 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Echinococcus multilocularis DNA dependent protein kinase catalytic subunit 0.3176 1 1
Trypanosoma brucei phosphatidylinositol kinase related protein, putative 0.0539 0.0479 0.3608
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Echinococcus granulosus phosphatidylinositol 3 and 4 kinase 0.1246 0.3031 0.268
Entamoeba histolytica FKBP-rapamycin associated protein (FRAP), putative 0.0646 0.0867 1
Schistosoma mansoni ataxia telangiectasia mutated (atm)-related 0.0646 0.0867 0.152
Entamoeba histolytica hypothetical protein 0.0539 0.0479 0.3025
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trypanosoma cruzi phosphatidylinositol kinase related protein, putative 0.0539 0.0479 0.1497
Trypanosoma brucei phosphatidylinositol 4-kinase, putative 0.0646 0.0867 0.6526
Trypanosoma cruzi Phosphatidylinositol 3-kinase tor1 0.0646 0.0867 0.2789
Echinococcus multilocularis FKBP12 rapamycin complex associated protein 0.0646 0.0867 0.0407
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trypanosoma brucei Phosphatidylinositol 3-kinase tor1 0.0646 0.0867 0.6526
Trypanosoma brucei target of rapamycin kinase 3, putative 0.0646 0.0867 0.6526
Toxoplasma gondii target of rapamycin (TOR), putative 0.0646 0.0867 1
Leishmania major hypothetical protein, conserved 0.1206 0.2888 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trypanosoma cruzi Phosphatidylinositol 3-kinase tor2 0.0646 0.0867 0.2789
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.1246 0.3031 1
Trypanosoma cruzi target of rapamycin kinase 3 0.0646 0.0867 0.2789
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trypanosoma brucei phosphatidylinositol 3-kinase, putative 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0539 0.0479 0.3608
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Giardia lamblia GTOR 0.0646 0.0867 0.5
Echinococcus multilocularis phosphatidylinositol 3 and 4 kinase 0.1246 0.3031 0.268
Trypanosoma cruzi hypothetical protein, conserved 0.1082 0.2439 0.8027
Loa Loa (eye worm) phosphatidylinositol 3 0.0774 0.1329 1
Trypanosoma brucei phosphatidylinositol 3-related kinase, putative 0.0774 0.1329 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Entamoeba histolytica phosphatidylinositol3-kinaseTor2, putative 0.0646 0.0867 1
Schistosoma mansoni phosphatidylinositol 3-and 4-kinase 0.1246 0.3031 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0774 0.1329 1
Trypanosoma cruzi phosphatidylinositol 3-related kinase, putative 0.1246 0.3031 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0646 0.0867 0.152
Echinococcus granulosus FKBP12 rapamycin complex associated protein 0.0646 0.0867 0.0407
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Toxoplasma gondii FATC domain-containing protein 0.0539 0.0479 0.5528
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0646 0.0867 0.6526

Activities

Activity type Activity value Assay description Source Reference
Inhibition (binding) = 0.108 % Binding affinity towards adenosine A3 receptor by measuring its ability to displace [125I]-AB-MECA binding to membranes prepared from HEK-293 cells ChEMBL. 9703464
Inhibition (binding) = 0.108 % Binding affinity towards adenosine A3 receptor by measuring its ability to displace [125I]-AB-MECA binding to membranes prepared from HEK-293 cells ChEMBL. 9703464
Inhibition (binding) = 4.77 % Binding affinity towards adenosine A2A receptor by measuring its ability to displace [3H]-CGS- 21680 in rat striatal membranes at a concentration of 10e-4 M ChEMBL. 9703464
Inhibition (binding) = 4.77 % Binding affinity towards adenosine A2A receptor by measuring its ability to displace [3H]-CGS- 21680 in rat striatal membranes at a concentration of 10e-4 M ChEMBL. 9703464
Inhibition (binding) = 5.93 % Binding affinity towards adenosine A1 receptor by measuring its ability to displace [3H]-R-PIA in rat brain membranes at a concentration of 10e-4 M ChEMBL. 9703464
Inhibition (binding) = 5.93 % Binding affinity towards adenosine A1 receptor by measuring its ability to displace [3H]-R-PIA in rat brain membranes at a concentration of 10e-4 M ChEMBL. 9703464
Inhibition (binding) < 10 % Inhibition of [3H]-isradipine binding to L-type [Ca2+] channel of rat brain membranes ChEMBL. 8709132
Inhibition (binding) < 10 % Inhibition of [3H]-isradipine binding to L-type [Ca2+] channel of rat brain membranes ChEMBL. 8709132
Ki (binding) = 0.108 uM Displacement of specific [125I]-AB-MECA binding at human adenosine A3 receptor. ChEMBL. 9258367
Ki (binding) = 0.108 uM Inhibition of [125I]- AB-MECA binding to human Adenosine A3 recptors expressed in HEK cells ChEMBL. 8917655
Ki (binding) = 0.108 uM Displacement of [125]AB-MECA binding to human Adenosine A3 receptor expressed in HEK cells ChEMBL. 8709132
Ki (binding) = 0.108 uM Displacement of specific [125I]-AB-MECA binding at human adenosine A3 receptor. ChEMBL. 9258367
Ki (binding) = 0.108 uM Inhibition of [125I]- AB-MECA binding to human Adenosine A3 recptors expressed in HEK cells ChEMBL. 8917655
Ki (binding) = 0.108 uM Displacement of [125]AB-MECA binding to human Adenosine A3 receptor expressed in HEK cells ChEMBL. 8709132
Ki (binding) = 0.11 uM Displacement of [125 I]AB-MECA from Adenosine A3 receptor expressed in HEK cells ChEMBL. 10447949
Ki (binding) = 0.11 uM Displacement of [125 I]AB-MECA from Adenosine A3 receptor expressed in HEK cells ChEMBL. 10447949
Ki (binding) = 4.16 uM Binding affinity against rat Adenosine A3 receptor from CHO cells ChEMBL. 8709132
Ki (binding) = 4.16 uM Binding affinity against rat Adenosine A3 receptor from CHO cells ChEMBL. 8709132
Ki (binding) = 4.77 uM Displacement of specific [3H]-CGS- 21680 binding at Adenosine A2A receptor in rat striatal membranes. ChEMBL. 9258367
Ki (binding) = 4.77 uM Displacement of [3H]-CGS- 21680 from Adenosine A2A receptor of rat striatal membrane ChEMBL. 8917655
Ki (binding) = 4.77 uM Displacement of [3H]-CGS-21,680 from Adenosine A2A receptor of rat striatal membrane at 10e-4 microM ChEMBL. 10447949
Ki (binding) = 4.77 uM Displacement of [3H]-CGS- 21680 binding to Adenosine A2A receptor in rat striatal membranes ChEMBL. 8709132
Ki (binding) = 4.77 uM Displacement of specific [3H]-CGS- 21680 binding at Adenosine A2A receptor in rat striatal membranes. ChEMBL. 9258367
Ki (binding) = 4.77 uM Displacement of [3H]-CGS- 21680 from Adenosine A2A receptor of rat striatal membrane ChEMBL. 8917655
Ki (binding) = 4.77 uM Displacement of [3H]-CGS-21,680 from Adenosine A2A receptor of rat striatal membrane at 10e-4 microM ChEMBL. 10447949
Ki (binding) = 4.77 uM Displacement of [3H]-CGS- 21680 binding to Adenosine A2A receptor in rat striatal membranes ChEMBL. 8709132
Ki (binding) = 5.93 uM Displacement of specific [3H]-(R)-PIA binding at adenosine A1 receptor from rat brain membranes. ChEMBL. 9258367
Ki (binding) = 5.93 uM Binding affinity against adenosine A1 receptor in rat cerebral cortex membrane by radioligand binding assay using [3H]-(R)-PIA. ChEMBL. 8917655
Ki (binding) = 5.93 uM Displacement of [3H]-R-PIA from adenosine A1 receptor of rat brain membrane ChEMBL. 10447949
Ki (binding) = 5.93 uM Displacement of [3H]-(R)-PIA binding to Adenosine A1 receptor in rat brain membranes ChEMBL. 8709132
Ki (binding) = 5.93 uM Displacement of specific [3H]-(R)-PIA binding at adenosine A1 receptor from rat brain membranes. ChEMBL. 9258367
Ki (binding) = 5.93 uM Binding affinity against adenosine A1 receptor in rat cerebral cortex membrane by radioligand binding assay using [3H]-(R)-PIA. ChEMBL. 8917655
Ki (binding) = 5.93 uM Displacement of [3H]-R-PIA from adenosine A1 receptor of rat brain membrane ChEMBL. 10447949
Ki (binding) = 5.93 uM Displacement of [3H]-(R)-PIA binding to Adenosine A1 receptor in rat brain membranes ChEMBL. 8709132
Ratio (binding) = 1.15 Selectivity ratio of Ki for rat A2A and A3 adenosine receptors ChEMBL. 8709132
Ratio (binding) = 1.43 Selectivity ratio of Ki for rat A1 and A3 adenosine receptor ChEMBL. 8709132
Ratio (binding) = 38.6 Selectivity ratio of Ki for rat A3 and human A3 adenosine receptors ChEMBL. 8709132
Ratio (binding) = 55 Selectivity for binding affinity towards A1 adenosine receptor in rat brain membrane and human A3 receptor expressed in HEK cells ChEMBL. 9703464
Selectivity ratio (functional) = 55 Selectivity ratio measured as the Ki value of rat A1 receptor to that of hA3 receptor. ChEMBL. 9258367
Selectivity ratio (binding) = 55 Relative affinities for rat adenosine A1 and human adenosine A3 receptors ChEMBL. 8917655

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

5 literature references were collected for this gene.

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