Detailed information for compound 1781584
Basic information
Technical information
- Name: Unnamed compound
- MW: 402.418 | Formula: C24H19FN2O3
-
H donors: 1
H acceptors: 3
LogP: 4.07
Rotable bonds: 4
Rule of 5 violations (Lipinski): 1 - SMILES: Fc1ccc2c(c1)c1CN(CCc1n2CC(=O)O)C(=O)c1cccc2c1cccc2
- InChi: 1S/C24H19FN2O3/c25-16-8-9-21-19(12-16)20-13-26(11-10-22(20)27(21)14-23(28)29)24(30)18-7-3-5-15-4-1-2-6-17(15)18/h1-9,12H,10-11,13-14H2,(H,28,29)
- InChiKey: IHAXLPDVOWLUOS-UHFFFAOYSA-N
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 | prostaglandin E receptor 4 (subtype EP4) | Starlite/ChEMBL | References |
| Homo sapiens | prostaglandin E receptor 2 (subtype EP2), 53kDa | Starlite/ChEMBL | References |
| Homo sapiens | prostaglandin D2 receptor 2 | Starlite/ChEMBL | References |
| Homo sapiens | prostaglandin D2 receptor (DP) | Starlite/ChEMBL | References |
| Ovis aries | Cyclooxygenase-1 | 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 |
|---|---|---|---|---|---|
| Echinococcus multilocularis | rhodopsin orphan GPCR | prostaglandin D2 receptor (DP) | 359 aa | 312 aa | 23.1 % |
Obtained from network model
Ranking Plot
Putative Targets List
| Species | Potential target | Raw | Global | Species |
|---|---|---|---|---|
| Entamoeba histolytica | histone deacetylase, putative | 0.4971 | 1 | 0.5 |
| Trichomonas vaginalis | histone deacetylase, putative | 0.4971 | 1 | 0.5 |
| Trypanosoma brucei | histone deacetylase 4 | 0.4483 | 0.8787 | 0.8151 |
| Loa Loa (eye worm) | histone deacetylase 1 | 0.4971 | 1 | 1 |
| Giardia lamblia | Histone deacetylase | 0.4971 | 1 | 0.5 |
| Echinococcus multilocularis | histone deacetylase 8 | 0.2331 | 0.3439 | 0.3439 |
| Loa Loa (eye worm) | histone deacetylase 3 | 0.4971 | 1 | 1 |
| Plasmodium vivax | histone deacetylase 1, putative | 0.4971 | 1 | 1 |
| Schistosoma mansoni | histone deacetylase 4 5 | 0.4483 | 0.8787 | 0.8151 |
| Trichomonas vaginalis | histone deacetylase, putative | 0.4971 | 1 | 0.5 |
| Brugia malayi | Histone deacetylase 1 | 0.4971 | 1 | 1 |
| Echinococcus granulosus | histone deacetylase | 0.4483 | 0.8787 | 0.8787 |
| Toxoplasma gondii | histone deacetylase HDAC1 | 0.4483 | 0.8787 | 0.8151 |
| Loa Loa (eye worm) | histone deacetylase | 0.4483 | 0.8787 | 0.8268 |
| Leishmania major | histone deacetylase, putative | 0.4971 | 1 | 1 |
| Loa Loa (eye worm) | hypothetical protein | 0.4971 | 1 | 1 |
| Schistosoma mansoni | histone deacetylase | 0.4971 | 1 | 1 |
| Echinococcus multilocularis | histone deacetylase | 0.4483 | 0.8787 | 0.8787 |
| Brugia malayi | Histone deacetylase family protein | 0.4483 | 0.8787 | 0.8151 |
| Echinococcus multilocularis | histone deacetylase 6 | 0.4483 | 0.8787 | 0.8787 |
| Loa Loa (eye worm) | hypothetical protein | 0.2331 | 0.3439 | 0.0632 |
| Echinococcus multilocularis | histone deacetylase 3 | 0.4971 | 1 | 1 |
| Trichomonas vaginalis | histone deacetylase, putative | 0.4971 | 1 | 0.5 |
| Toxoplasma gondii | histone deacetylase HDAC3 | 0.4971 | 1 | 1 |
| Echinococcus multilocularis | histone deacetylase 6 | 0.4483 | 0.8787 | 0.8787 |
| Trypanosoma cruzi | histone deacetylase 1, putative | 0.4971 | 1 | 1 |
| Trypanosoma cruzi | histone deacetylase, putative | 0.4483 | 0.8787 | 0.8151 |
| Schistosoma mansoni | histone deacetylase hda2 | 0.459 | 0.9052 | 0.8555 |
| Trypanosoma cruzi | histone deacetylase, putative | 0.4483 | 0.8787 | 0.8151 |
| Plasmodium vivax | histone deacetylase, putative | 0.4483 | 0.8787 | 0.8781 |
| Trichomonas vaginalis | histone deacetylase 1, 2 ,3, putative | 0.4971 | 1 | 0.5 |
| Leishmania major | histone deacetylase, putative | 0.4971 | 1 | 1 |
| Trichomonas vaginalis | histone deacetylase 1, 2 ,3, putative | 0.4971 | 1 | 0.5 |
| Plasmodium falciparum | histone deacetylase 2 | 0.4483 | 0.8787 | 0.8781 |
| Plasmodium vivax | histone deacetylase 2, putative | 0.4483 | 0.8787 | 0.8781 |
| Onchocerca volvulus | Histone deacetylase 10 homolog | 0.2331 | 0.3439 | 0.5 |
| Echinococcus granulosus | histone deacetylase 3 | 0.4971 | 1 | 1 |
| Echinococcus multilocularis | histone deacetylase 7 | 0.4483 | 0.8787 | 0.8787 |
| Trypanosoma cruzi | histone deacetylase, putative | 0.4483 | 0.8787 | 0.8151 |
| Echinococcus granulosus | histone deacetylase 8 | 0.2331 | 0.3439 | 0.3439 |
| Loa Loa (eye worm) | histone deacetylase 11 | 0.2331 | 0.3439 | 0.0632 |
| Schistosoma mansoni | histone deacetylase | 0.4971 | 1 | 1 |
| Trypanosoma brucei | histone deacetylase, putative | 0.4483 | 0.8787 | 0.8151 |
| Trichomonas vaginalis | histone deacetylase 1, 2 ,3, putative | 0.4971 | 1 | 0.5 |
| Echinococcus granulosus | histone deacetylase 6 | 0.4483 | 0.8787 | 0.8787 |
| Plasmodium falciparum | histone deacetylase 1 | 0.4971 | 1 | 1 |
| Echinococcus multilocularis | histone deacetylase 1 | 0.4971 | 1 | 1 |
| Trichomonas vaginalis | histone deacetylase, putative | 0.4971 | 1 | 0.5 |
| Echinococcus granulosus | histone deacetylase 7 | 0.4483 | 0.8787 | 0.8787 |
| Loa Loa (eye worm) | hypothetical protein | 0.2259 | 0.3261 | 0.0378 |
| Echinococcus granulosus | histone deacetylase 6 | 0.4483 | 0.8787 | 0.8787 |
| Loa Loa (eye worm) | histone deacetylase 7A | 0.4483 | 0.8787 | 0.8268 |
| Plasmodium vivax | histone deacetylase, putative | 0.2331 | 0.3439 | 0.3407 |
| Toxoplasma gondii | histone deacetylase HDAC2 | 0.4971 | 1 | 1 |
| Brugia malayi | Histone deacetylase family protein | 0.4483 | 0.8787 | 0.8151 |
| Trypanosoma cruzi | histone deacetylase 1, putative | 0.4971 | 1 | 1 |
| Trichomonas vaginalis | histone deacetylase, putative | 0.4971 | 1 | 0.5 |
| Trypanosoma brucei | histone deacetylase 3 | 0.4483 | 0.8787 | 0.8151 |
| Plasmodium falciparum | histone deacetylase, putative | 0.4483 | 0.8787 | 0.8781 |
| Schistosoma mansoni | histone deacetylase 4 5 | 0.4483 | 0.8787 | 0.8151 |
| Brugia malayi | histone deacetylase 1 (HD1) | 0.4971 | 1 | 1 |
| Echinococcus granulosus | histone deacetylase 1 | 0.4971 | 1 | 1 |
| Echinococcus multilocularis | histone deacetylase 6 | 0.459 | 0.9052 | 0.9052 |
| Schistosoma mansoni | amine GPCR | 0.3046 | 0.5215 | 0.2707 |
| Echinococcus granulosus | histone deacetylase 6 | 0.459 | 0.9052 | 0.9052 |
| Trypanosoma brucei | histone deacetylase 1 | 0.4971 | 1 | 1 |
| Trichomonas vaginalis | histone deacetylase, putative | 0.4971 | 1 | 0.5 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| Activity (binding) | Partial agonist activity at guinea pig CRTH2 receptor assessed as calcium flux by cell-based FLIPR assay | ChEMBL. | 23721423 | |
| Activity (binding) | Partial agonist activity at mouse CRTH2 receptor assessed as calcium flux by cell-based FLIPR assay | ChEMBL. | 23721423 | |
| Activity (binding) | < 30 % | Antagonist activity at ovine COX-1 at 10 uM relative to control | ChEMBL. | 23721423 |
| IC50 (binding) | = 6 nM | Displacement of [3H]PGD2 from recombinant human CRTH2 receptor expressed in HEK293 cell membranes after 90 mins by scintillation counting analysis | ChEMBL. | 23721423 |
| IC50 (binding) | = 30 nM | Antagonist activity at human CRTH2 receptor expressed in HEK293 cells assessed as inhibition of PGD2-induced calcium flux after 5 mins by FLIPR assay | ChEMBL. | 23721423 |
| IC50 (functional) | = 80 nM | Antagonist activity at human CRTH2 receptor expressed in HEK293 cells assessed as inhibition of PGD2/forskolin-induced intracellular cAMP production after 20 mins by ELISA | ChEMBL. | 23721423 |
| IC50 (binding) | = 235 nM | Antagonist activity at CRTH2 receptor in human eosinophils assessed as inhibition of PGD2-induced cell shape change incubated for 1 hr prior to PGD2 induction measured after 5 mins by FACS flow cytometric analysis in presence of human plasma | ChEMBL. | 23721423 |
| IC50 (binding) | = 340 nM | Displacement of [3H]PGD2 from recombinant human CRTH2 receptor expressed in HEK293 cell membranes after 90 mins by scintillation counting analysis in presence of human serum albumin | ChEMBL. | 23721423 |
| IC50 (binding) | = 1290 nM | Displacement of [3H]PGD2 from recombinant human prostanoid DP1 receptor expressed in CHO cells after 90 mins by scintillation counting analysis | ChEMBL. | 23721423 |
| IC50 (binding) | = 2600 nM | Inhibition of beta-arrestin binding to recombinant human prostanoid EP2 receptor expressed in HEK293 cell membranes by beta-lactamase complementation assay | ChEMBL. | 23721423 |
| IC50 (binding) | > 10000 nM | Inhibition of beta-arrestin binding to recombinant human prostanoid EP4 receptor expressed in HEK293 cell membranes by beta-lactamase complementation assay | ChEMBL. | 23721423 |
| IC50 (binding) | > 10 uM | Antagonist activity at ovine COX-1 | ChEMBL. | 23721423 |
| IC50 (binding) | > 10 uM | Displacement of [3H]PGE2 from recombinant human prostanoid EP4 receptor expressed in HEK293 cell membranes after 90 mins by scintillation counting analysis | ChEMBL. | 23721423 |
| IC50 (binding) | > 25 uM | Antagonist activity at human prostanoid TP2 receptor expressed in HEK293 cells assessed as inhibition of calcium flux after 30 to 40 mins by FLIPR assay | ChEMBL. | 23721423 |
| IC50 (binding) | > 25 uM | Antagonist activity at human prostanoid EP3 receptor expressed in HEK293 cells assessed as inhibition of PGE2-induced calcium flux after 60 mins by FLIPR assay | ChEMBL. | 23721423 |
| IC50 (binding) | > 25 uM | Antagonist activity at human prostanoid EP1 receptor expressed in CHOK1 cells assessed as inhibition of PGE2-induced calcium flux after 60 mins by FLIPR assay | ChEMBL. | 23721423 |
| IC50 (ADMET) | > 50 uM | Inhibition of CYP2C9 in human liver microsomes assessed as diclofenac 4'-hydroxylation by LC-MS/MS analysis | ChEMBL. | 23721423 |
| IC50 (ADMET) | > 50 uM | Inhibition of CYP3A4 in human liver microsomes assessed as midazolam-1'-hydroxylation by LC-MS/MS analysis | ChEMBL. | 23721423 |
| IC50 (ADMET) | > 50 uM | Inhibition of CYP2D6 in human liver microsomes assessed as dextromethorphan O-demethylation by LC-MS/MS analysis | ChEMBL. | 23721423 |
| Inhibition (binding) | Antagonist activity at dog CRTH2 receptor assessed as inhibition of calcium flux by cell-based FLIPR assay | ChEMBL. | 23721423 | |
| Inhibition (binding) | Antagonist activity at rat CRTH2 receptor assessed as inhibition of calcium flux by cell-based FLIPR assay | ChEMBL. | 23721423 | |
| Ratio IC50 (binding) | = 57 | Selectivity factor, ratio of IC50 for recombinant human CRTH2 receptor in presence of human serum albumin to IC50 for recombinant human CRTH2 receptor in absence of human serum albumin | ChEMBL. | 23721423 |
| T1/2 (ADMET) | > 4 hr | Elimination half life in human plasma at 1 mM by HR-LC-MS analysis | ChEMBL. | 23721423 |
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.
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
- ChEMBL: CHEMBL2386081
Bibliographic References
1 literature reference was collected for this gene.
If you have references for this compound, please enter them in a user comment (below) or Contact us.