Detailed information for compound 144756

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 443.534 | Formula: C28H29NO4
  • H donors: 1 H acceptors: 2 LogP: 5.03 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCO/C(=C/1\C(=NC(=C(C1C#Cc1ccccc1)C(=O)OC(C)(C)C)c1ccccc1)C)/O
  • InChi: 1S/C28H29NO4/c1-6-32-26(30)23-19(2)29-25(21-15-11-8-12-16-21)24(27(31)33-28(3,4)5)22(23)18-17-20-13-9-7-10-14-20/h7-16,22,30H,6H2,1-5H3/b26-23+
  • InChiKey: VTVFRXLORHVHKL-WNAAXNPUSA-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
Homo sapiens adenosine A3 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Entamoeba histolytica hexokinase 1 0.0077 0.0923 0.5734
Echinococcus granulosus ATP binding cassette subfamily B MDR:TAP 0.001 0.0002 0.0002
Leishmania major dihydroorotate dehydrogenase 0.0324 0.4345 0.4344
Mycobacterium tuberculosis Probable cytochrome P450 monooxygenase 142 Cyp142 0.0017 0.0091 0.0207
Brugia malayi MH2 domain containing protein 0.0118 0.1492 0.149
Loa Loa (eye worm) hypothetical protein 0.001 0.0002 0.0002
Plasmodium falciparum dihydroorotate dehydrogenase 0.0324 0.4345 1
Entamoeba histolytica dihydropyrimidine dehydrogenase, putative 0.0126 0.1609 1
Echinococcus multilocularis hexokinase 0.0077 0.0923 0.0923
Echinococcus multilocularis mitogen activated protein kinase 14 0.0732 1 1
Brugia malayi Cytochrome P450 family protein 0.0027 0.0237 0.0235
Mycobacterium tuberculosis Probable cytochrome P450 138 Cyp138 0.0017 0.0091 0.0207
Schistosoma mansoni dihydroorotate dehydrogenase 0.0324 0.4345 1
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0016 0.0072 0.0071
Brugia malayi latrophilin 2 splice variant baaae 0.0034 0.0323 0.0322
Toxoplasma gondii cytochrome p450 superfamily protein 0.0017 0.0091 0.0207
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0016 0.0072 0.0072
Echinococcus granulosus GPCR family 2 0.0016 0.0072 0.0072
Wolbachia endosymbiont of Brugia malayi dihydroorotate dehydrogenase 2 0.0324 0.4345 0.5
Echinococcus granulosus multidrug resistance protein 1 0.001 0.0002 0.0002
Loa Loa (eye worm) hexokinase 0.0024 0.0186 0.0186
Mycobacterium tuberculosis Probable cytochrome P450 140 Cyp140 0.0017 0.0091 0.0207
Loa Loa (eye worm) hypothetical protein 0.0024 0.0196 0.0196
Loa Loa (eye worm) CMGC/MAPK/P38 protein kinase 0.0732 1 1
Loa Loa (eye worm) latrophilin receptor protein 2 0.0016 0.0072 0.0072
Loa Loa (eye worm) cytochrome P450 0.0017 0.0091 0.0091
Loa Loa (eye worm) cytochrome P450 family protein 0.0027 0.0237 0.0237
Echinococcus multilocularis mitogen activated protein kinase 11 0.0732 1 1
Mycobacterium tuberculosis Probable cytochrome P450 124 Cyp124 0.0017 0.0091 0.0207
Echinococcus multilocularis hexokinase 0.0077 0.0923 0.0923
Trypanosoma brucei mitogen-activated protein kinase 3, putative 0.0732 1 1
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.0324 0.4345 0.4293
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0027 0.0237 0.0342
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0126 0.1609 1
Loa Loa (eye worm) hexokinase 0.0077 0.0923 0.0923
Echinococcus granulosus multidrug resistance protein 1 0.001 0.0002 0.0002
Loa Loa (eye worm) hypothetical protein 0.0034 0.0323 0.0323
Leishmania major lanosterol 14-alpha-demethylase, putative 0.0017 0.0091 0.009
Entamoeba histolytica hexokinase 2 0.0077 0.0923 0.5734
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0016 0.0072 0.0072
Brugia malayi cytochrome P450 0.0017 0.0091 0.009
Mycobacterium leprae Probable dihydroorotate dehydrogenase PyrD 0.0324 0.4345 1
Mycobacterium tuberculosis Probable cytochrome P450 125 Cyp125 0.0017 0.0091 0.0207
Echinococcus multilocularis mitogen activated protein kinase 14 0.0732 1 1
Mycobacterium tuberculosis Probable cytochrome P450 141 Cyp141 0.0017 0.0091 0.0207
Trypanosoma cruzi dihydroorotate dehydrogenase (fumarate), putative 0.0324 0.4345 0.4293
Trypanosoma brucei hexokinase, putative 0.0077 0.0923 0.084
Schistosoma mansoni hypothetical protein 0.0034 0.0323 0.074
Onchocerca volvulus 0.0077 0.0923 1
Mycobacterium tuberculosis Probable cytochrome P450 128 Cyp128 0.0017 0.0091 0.0207
Mycobacterium tuberculosis Probable cytochrome P450 139 Cyp139 0.0017 0.0091 0.0207
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.001 0.0002 0.0002
Echinococcus multilocularis dihydropyrimidine dehydrogenase (NADP+) 0.0126 0.1609 0.1609
Echinococcus granulosus hexokinase 0.0077 0.0923 0.0923
Echinococcus multilocularis GPCR, family 2 0.0016 0.0072 0.0072
Loa Loa (eye worm) hexokinase 0.0048 0.0526 0.0526
Echinococcus granulosus ATP binding cassette subfamily B MDR:TAP 0.001 0.0002 0.0002
Brugia malayi Cytochrome P450 family protein 0.0027 0.0237 0.0235
Brugia malayi Zinc finger, C2H2 type family protein 0.0126 0.1609 0.1608
Brugia malayi Calcitonin receptor-like protein seb-1 0.0049 0.0539 0.0538
Treponema pallidum hexokinase (hxk) 0.0077 0.0923 0.5
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.001 0.0002 0.0002
Plasmodium vivax dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.0324 0.4345 1
Loa Loa (eye worm) hypothetical protein 0.001 0.0002 0.0002
Schistosoma mansoni hypothetical protein 0.0016 0.0072 0.0163
Loa Loa (eye worm) hypothetical protein 0.0049 0.0539 0.0539
Mycobacterium tuberculosis Probable cytochrome P450 143 Cyp143 0.0017 0.0091 0.0207
Mycobacterium tuberculosis Probable cytochrome P450 144 Cyp144 0.0017 0.0091 0.0207
Brugia malayi Hexokinase family protein 0.0048 0.0526 0.0524
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0126 0.1609 1
Trypanosoma brucei cytochrome P450, putative 0.0027 0.0237 0.0147
Leishmania major hexokinase, putative 0.0077 0.0923 0.0922
Mycobacterium tuberculosis Possible cytochrome P450 135B1 Cyp135B1 0.0017 0.0091 0.0207
Leishmania major hexokinase, putative 0.0077 0.0923 0.0922
Onchocerca volvulus 0.0077 0.0923 1
Leishmania major cytochrome p450-like protein 0.0017 0.0091 0.009
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.001 0.0002 0.0002
Trypanosoma cruzi mitogen-activated protein kinase 3, putative 0.0732 1 1
Trypanosoma cruzi hexokinase, putative 0.0077 0.0923 0.084
Toxoplasma gondii dihydroorotate dehydrogenase reveal, putative 0.0324 0.4345 1
Mycobacterium tuberculosis Cytochrome P450 121 Cyp121 0.0017 0.0091 0.0207
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.0324 0.4345 0.4344
Schistosoma mansoni hypothetical protein 0.0016 0.0072 0.0163
Brugia malayi Cytochrome P450 family protein 0.004 0.0408 0.0407
Loa Loa (eye worm) hexokinase 0.0077 0.0923 0.0923
Onchocerca volvulus Hexokinase homolog 0.0048 0.0526 0.5686
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.0324 0.4345 0.4344
Mycobacterium tuberculosis Possible cytochrome P450 126 Cyp126 0.0017 0.0091 0.0207
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP 0.0126 0.1609 0.1609
Echinococcus granulosus ATP binding cassette subfamily B MDR:TAP 0.001 0.0002 0.0002
Schistosoma mansoni hypothetical protein 0.0016 0.0072 0.0163
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0126 0.1609 1
Mycobacterium tuberculosis Probable cytochrome P450 132 Cyp132 0.0017 0.0091 0.0207
Trypanosoma cruzi hexokinase, putative 0.0077 0.0923 0.084
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP 0.0126 0.1609 0.1609
Echinococcus granulosus hexokinase 0.0077 0.0923 0.0923
Leishmania major cytochrome p450-like protein 0.0017 0.0091 0.009
Trypanosoma cruzi cytochrome P450, putative 0.0027 0.0237 0.0147
Loa Loa (eye worm) MH2 domain-containing protein 0.0118 0.1492 0.1492
Leishmania major mitogen-activated protein kinase 3, putative,map kinase 3, putative 0.0732 1 1
Mycobacterium tuberculosis Probable dihydroorotate dehydrogenase PyrD 0.0324 0.4345 1
Trypanosoma brucei hexokinase 0.0077 0.0923 0.084
Echinococcus multilocularis 0.0017 0.0091 0.0091
Echinococcus multilocularis mitogen activated protein kinase 11 0.0732 1 1
Loa Loa (eye worm) hypothetical protein 0.0016 0.0072 0.0072
Echinococcus granulosus ATP binding cassette subfamily B MDR:TAP 0.001 0.0002 0.0002
Trypanosoma cruzi cytochrome P450, putative 0.0027 0.0237 0.0147
Schistosoma mansoni hypothetical protein 0.0016 0.0072 0.0163
Loa Loa (eye worm) cytochrome P450 family protein 0.0027 0.0237 0.0237
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 0.0017 0.0091 0.0207
Onchocerca volvulus 0.0077 0.0923 1
Brugia malayi Cytochrome P450 family protein 0.0017 0.0091 0.009
Mycobacterium tuberculosis Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM) 0.0017 0.0091 0.0207
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.0126 0.1609 0.1532
Mycobacterium tuberculosis Probable cytochrome P450 130 Cyp130 0.0017 0.0091 0.0207
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.001 0.0002 0.0002
Schistosoma mansoni hexokinase 0.0077 0.0923 0.2122
Leishmania major cytochrome p450-like protein 0.0027 0.0237 0.0235
Mycobacterium tuberculosis Possible cytochrome P450 135A1 Cyp135A1 0.0017 0.0091 0.0207
Loa Loa (eye worm) transcription factor SMAD2 0.0118 0.1492 0.1492
Echinococcus multilocularis hexokinase type 2 0.0077 0.0923 0.0923
Loa Loa (eye worm) cytochrome P450 family protein 0.004 0.0408 0.0408
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0016 0.0072 0.0072
Loa Loa (eye worm) CYP4Cod1 0.0027 0.0237 0.0237
Schistosoma mansoni hypothetical protein 0.0017 0.0091 0.0207
Mycobacterium tuberculosis Probable cytochrome P450 137 Cyp137 0.0017 0.0091 0.0207
Echinococcus multilocularis dihydropyrimidine dehydrogenase (NADP+) 0.0126 0.1609 0.1609
Onchocerca volvulus 0.0048 0.0526 0.5686
Brugia malayi Hexokinase family protein 0.0077 0.0923 0.0922
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.001 0.0002 0.0002
Brugia malayi Hexokinase family protein 0.0024 0.0186 0.0185
Trypanosoma brucei dihydroorotate dehydrogenase (fumarate) 0.0324 0.4345 0.4293
Loa Loa (eye worm) hexokinase type II 0.0077 0.0923 0.0923
Brugia malayi hexokinase type II 0.0024 0.0196 0.0194
Toxoplasma gondii hexokinase 0.0077 0.0923 0.2122
Mycobacterium tuberculosis Probable cytochrome P450 123 Cyp123 0.0017 0.0091 0.0207
Echinococcus granulosus hexokinase type 2 0.0077 0.0923 0.0923
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0016 0.0072 0.0072
Brugia malayi Latrophilin receptor protein 2 0.0016 0.0072 0.0071
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.0324 0.4345 0.4293
Echinococcus granulosus mitogen activated protein kinase 11 0.0732 1 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0049 0.0539 0.0538
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0049 0.0539 0.0539
Echinococcus multilocularis multidrug resistance protein 1 0.001 0.0002 0.0002
Echinococcus granulosus mitogen activated protein kinase 14 0.0732 1 1
Echinococcus multilocularis multidrug resistance protein 1 0.001 0.0002 0.0002
Loa Loa (eye worm) hypothetical protein 0.001 0.0002 0.0002
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0126 0.1609 1
Plasmodium falciparum hexokinase 0.0077 0.0923 0.2122
Loa Loa (eye worm) hypothetical protein 0.0052 0.0584 0.0584
Trichomonas vaginalis dihydropyrimidine dehydrogenase, putative 0.0126 0.1609 1
Mycobacterium ulcerans dihydroorotate dehydrogenase 2 0.0324 0.4345 1
Schistosoma mansoni cytochrome P450 0.0017 0.0091 0.0207
Loa Loa (eye worm) hypothetical protein 0.0024 0.0196 0.0196
Echinococcus granulosus cytochrome P450 2K1 0.0017 0.0091 0.0091
Chlamydia trachomatis ABC transporter ATP binding protein/permease 0.001 0.0002 0.5
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0126 0.1609 1
Loa Loa (eye worm) ATP-binding cassette sub-family B member 2 0.001 0.0002 0.0002
Trypanosoma cruzi mitogen-activated protein kinase 3, putative 0.0732 1 1
Echinococcus granulosus multidrug resistance protein 1 0.001 0.0002 0.0002
Echinococcus multilocularis hexokinase 0.0077 0.0923 0.0923
Brugia malayi hexokinase 0.0077 0.0923 0.0922
Echinococcus granulosus hexokinase 0.0077 0.0923 0.0923
Loa Loa (eye worm) multidrug resistance protein 3 0.001 0.0002 0.0002
Trypanosoma brucei hexokinase 0.0077 0.0923 0.084
Plasmodium vivax hexokinase, putative 0.0077 0.0923 0.2122

Activities

Activity type Activity value Assay description Source Reference
Inhibition (binding) = 25.3 % Displacement of specific [3H]-(R)-PIA binding at Adenosine A1 receptor from rat brain membranes ChEMBL. 9258367
Inhibition (binding) = 25.3 % Displacement of specific [3H]-(R)-PIA binding at Adenosine A1 receptor from rat brain membranes ChEMBL. 9258367
Inhibition (binding) = 27 % Displacement of specific [3H]-CGS- 21680 binding at adenosine A2A receptor in rat striatal membranes. ChEMBL. 9258367
Inhibition (binding) = 27 % Displacement of specific [3H]-CGS- 21680 binding at adenosine A2A receptor in rat striatal membranes. ChEMBL. 9258367
Ki (binding) = 3.1 uM Displacement of specific [125I]-AB-MECA binding at human adenosine A3 receptor. ChEMBL. 9258367
Ki (binding) = 3.1 uM Displacement of specific [125I]-AB-MECA binding at human adenosine A3 receptor. ChEMBL. 9258367
Selectivity ratio (functional) = 8.2 Selectivity ratio measured as the Ki value of rat A1 receptor to that of hA3 receptor. ChEMBL. 9258367

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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