Detailed information for compound 516711
Basic information
Technical information
- TDR Targets ID: 516711
- Name: [9-(2-ethoxycarbonylphenyl)-6-(ethylamino)-2, 7-dimethylxanthen-3-ylidene]-ethylazanium chl oride
- MW: 479.01 | Formula: C28H31ClN2O3
-
H donors: 1
H acceptors: 1
LogP: 5.86
Rotable bonds: 7
Rule of 5 violations (Lipinski): 1 - SMILES: CCOC(=O)c1ccccc1c1c2cc(C)/c(=N/CC)/cc2oc2c1cc(C)c(c2)NCC.Cl
- InChi: 1S/C28H30N2O3.ClH/c1-6-29-23-15-25-21(13-17(23)4)27(19-11-9-10-12-20(19)28(31)32-8-3)22-14-18(5)24(30-7-2)16-26(22)33-25;/h9-16,29H,6-8H2,1-5H3;1H/b30-24+;
- InChiKey: VYXSBFYARXAAKO-WTKGSRSZSA-N
Network
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Synonyms
- [9-(2-ethoxycarbonylphenyl)-6-(ethylamino)-2,7-dimethyl-xanthen-3-ylidene]-ethyl-ammonium chloride
- [9-(2-ethoxycarbonylphenyl)-6-(ethylamino)-2,7-dimethyl-3-xanthenylidene]-ethylammonium chloride
- [9-(2-ethoxycarbonylphenyl)-6-(ethylamino)-2,7-dimethyl-xanthen-3-ylidene]-ethyl-azanium chloride
- [9-(2-carbethoxyphenyl)-6-(ethylamino)-2,7-dimethyl-xanthen-3-ylidene]-ethyl-ammonium chloride
- ethyl 2-[3-(ethylamino)-6-ethylimino-2,7-dimethylxanthen-9-yl]benzoate hydrochloride
- ethyl 2-[3-(ethylamino)-6-ethylimino-2,7-dimethyl-xanthen-9-yl]benzoate hydrochloride
- 2-[3-(ethylamino)-6-ethylimino-2,7-dimethyl-9-xanthenyl]benzoic acid ethyl ester hydrochloride
- 2-[3-(ethylamino)-6-ethylimino-2,7-dimethyl-xanthen-9-yl]benzoic acid ethyl ester hydrochloride
- rhodamine 6G
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Escherichia coli | multidrug efflux system transporter | Starlite/ChEMBL | References |
| Escherichia coli | multidrug efflux system protein | Starlite/ChEMBL | References |
Predicted pathogen targets for this compound
By orthology
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 |
|---|---|---|---|---|
| Schistosoma mansoni | jun-related protein | 0.0082 | 0.202 | 1 |
| Leishmania major | hypothetical protein, conserved | 0.0041 | 0.0163 | 0.5 |
| Echinococcus granulosus | jun protein | 0.0101 | 0.2877 | 1 |
| Loa Loa (eye worm) | hypothetical protein | 0.0259 | 1 | 1 |
| Trypanosoma cruzi | hypothetical protein, conserved | 0.0041 | 0.0163 | 0.5 |
| Trypanosoma cruzi | hypothetical protein, conserved | 0.0041 | 0.0163 | 0.5 |
| Onchocerca volvulus | 0.008 | 0.1895 | 0.5 | |
| Brugia malayi | bZIP transcription factor family protein | 0.0101 | 0.2877 | 0.1211 |
| Trypanosoma brucei | membrane transporter protein, putative | 0.0041 | 0.0163 | 0.5 |
| Echinococcus granulosus | Basic leucine zipper bZIP transcription factor | 0.0101 | 0.2877 | 1 |
| Leishmania major | hypothetical protein, conserved | 0.0041 | 0.0163 | 0.5 |
| Trypanosoma cruzi | hypothetical protein, conserved | 0.0041 | 0.0163 | 0.5 |
| Trypanosoma brucei | membrane transporter protein, putative | 0.0041 | 0.0163 | 0.5 |
| Trypanosoma brucei | MATE efflux family protein, putative | 0.0041 | 0.0163 | 0.5 |
| Echinococcus multilocularis | jun protein | 0.0101 | 0.2877 | 1 |
| Echinococcus multilocularis | Basic leucine zipper (bZIP) transcription factor | 0.0101 | 0.2877 | 1 |
| Trypanosoma cruzi | hypothetical protein, conserved | 0.0041 | 0.0163 | 0.5 |
| Trypanosoma cruzi | membrane transporter protein, putative | 0.0041 | 0.0163 | 0.5 |
| Trypanosoma brucei | membrane transporter protein, putative | 0.0041 | 0.0163 | 0.5 |
| Schistosoma mansoni | hypothetical protein | 0.0082 | 0.202 | 1 |
| Trypanosoma cruzi | hypothetical protein, conserved | 0.0041 | 0.0163 | 0.5 |
| Echinococcus multilocularis | multidrug and toxin extrusion protein 2 | 0.0041 | 0.0163 | 0.0566 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| Activity (binding) | Inhibition of Candida krusei ABC1 expressed in Saccharomyces cerevisiae isolate ADdelta at 16 nM | ChEMBL. | 19015352 | |
| Activity (binding) | Binding affinity to Escherichia coli K-12 multidrug efflux protein YdhE preincubated with 1 uM rhodamine 6G by competition binding assay using tritiated compound | ChEMBL. | 18591276 | |
| Activity (functional) | TP_TRANSPORTER: intracellular accumulation in MRP1-expressing GLC4/ADR cell | ChEMBL. | 12944313 | |
| FICI (functional) | = 0.0013 | Antifungal activity against Candida albicans by checkerboard method in presence of R6G | ChEMBL. | 19470507 |
| IZ (functional) | = 0.2 cm | Antifungal activity against yeast AD1-8u expressing Candida albicans CaMdr1p by agar disk diffusion assay | ChEMBL. | 20739103 |
| IZ (functional) | = 0.8 cm | Antifungal activity against yeast AD1-8u expressing Candida albicans CaCdr1p by agar disk diffusion assay | ChEMBL. | 20739103 |
| Kd (binding) | = 3 uM | Binding affinity to purified detergent-solubilized Escherichia coli K-12 multidrug efflux protein YdhE by equilibrium dialysis method | ChEMBL. | 18591276 |
| Kd (binding) | = 3 uM | Binding affinity to Escherichia coli K-12 multidrug efflux protein YdhE expressed in Escherichia coli AG100AX in presence of 0.02% DDM surfactant by fluorescence polarization assay | ChEMBL. | 18591276 |
| Kd (binding) | = 10.3 uM | Binding affinity to Escherichia coli K-12 multidrug efflux protein AcrB at pH 8.4 by equilibrium dialysis method | ChEMBL. | 18591276 |
| MIC (functional) | = 3.125 ug ml-1 | Antimicrobial activity against AcrAB-deficient Escherichia coli AG100AX harboring pBAD plasmid after 18 to 24 hrs by two fold dilution method | ChEMBL. | 18591276 |
| MIC (functional) | = 4 ug ml-1 | Antimicrobial activity against Escherichia coli KAM32 expressing deltaacrB ydhE hsd gene by agar dilution method | ChEMBL. | 17548499 |
| MIC (functional) | = 4 ug ml-1 | Antimicrobial activity against Escherichia coli KAM32 pHPA containing mutated GyrA gene by agar dilution method | ChEMBL. | 17548499 |
| MIC (functional) | = 4 ug ml-1 | Antimicrobial activity against Escherichia coli KAM32 pSTV28 containing chloramphenicol-resistant vector by agar dilution method | ChEMBL. | 17548499 |
| MIC (functional) | = 4 ug ml-1 | Antimicrobial activity against Escherichia coli KAM32 pSTVqepA containing qepA gene ligated to pSTV28 plasmid by agar dilution method | ChEMBL. | 17548499 |
| MIC (functional) | = 4 ug ml-1 | Antimicrobial activity against Escherichia coli KAM32 pSTVdeltaqepA containing disrupted qepA gene by agar dilution method | ChEMBL. | 17548499 |
| MIC (functional) | = 8 ug ml-1 | Antimicrobial activity against Candida albicans SC5314 after 24 hrs by broth macrodilution method | ChEMBL. | 17325226 |
| MIC (functional) | = 8 ug ml-1 | Antimicrobial activity against Candida albicans P5 after 24 hrs by broth macrodilution method | ChEMBL. | 17325226 |
| MIC (functional) | = 8 ug ml-1 | Antimicrobial activity against Candida albicans SC5314 after 48 hrs by broth macrodilution method | ChEMBL. | 17325226 |
| MIC (functional) | = 8 ug ml-1 | Antimicrobial activity against Candida albicans P5 after 48 hrs by broth macrodilution method | ChEMBL. | 17325226 |
| MIC (functional) | = 8 ug ml-1 | Antimicrobial activity against Candida albicans P5 after 24 hrs by broth macrodilution method | ChEMBL. | 17325226 |
| MIC (functional) | = 8 ug ml-1 | Antimicrobial activity against Candida albicans P5 after 48 hrs by broth macrodilution method | ChEMBL. | 17325226 |
| MIC (functional) | = 12.5 ug ml-1 | Antimicrobial activity against AcrAB-deficient Escherichia coli AG100AX harboring pBADomeganorM plasmid containing Neisseria gonorrhoeae multidrug efflux pump NorM after 18 to 24 hrs by two fold dilution method | ChEMBL. | 18591276 |
| MIC (functional) | = 12.5 ug ml-1 | Antimicrobial activity against AcrAB-deficient Escherichia coli AG100AX harboring pBADomegaydhE plasmid containing Escherichia coli multidrug efflux pump YdhE after 18 to 24 hrs by two fold dilution method | ChEMBL. | 18591276 |
| MIC (functional) | > 128 ug ml-1 | Antimicrobial activity against multidrug-resistant Escherichia coli C316 pHPA containing mutated GyrA gene by agar dilution method | ChEMBL. | 17548499 |
| MIC50 (functional) | = 2 ug ml-1 | Antifungal activity against tac1/tac1 deficient Candida albicans SZY31 after 48 hrs | ChEMBL. | 19223631 |
| MIC50 (functional) | = 8 ug ml-1 | Antifungal activity against azole-susceptible Candida albicans 5457 after 48 hrs | ChEMBL. | 19223631 |
| MIC50 (functional) | = 8 ug ml-1 | Antifungal activity against cdr1/cdr1 deficient Candida albicans STY19 after 48 hrs | ChEMBL. | 19223631 |
| MIC50 (functional) | = 8 ug ml-1 | Antifungal activity against cdr1/cdr1/cdr2/cdr2 deficient Candida albicans STY31 after 48 hrs | ChEMBL. | 19223631 |
| MIC50 (functional) | = 16 ug ml-1 | Antifungal activity against azole-resistant Candida albicans 5674 after 48 hrs | ChEMBL. | 19223631 |
| MIC50 (functional) | = 16 ug ml-1 | Antifungal activity against cdr2/cdr2 deficient Candida albicans STY7 after 48 hrs | ChEMBL. | 19223631 |
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
Bibliographic References
5 literature references were collected for this gene.
If you have references for this compound, please enter them in a user comment (below) or Contact us.