Detailed information for compound 555208
Basic information
Technical information
- TDR Targets ID: 555208
- Name: 7-(dimethylamino)phenothiazin-3-one
- MW: 256.323 | Formula: C14H12N2OS
-
H donors: 0
H acceptors: 1
LogP: 2.15
Rotable bonds: 1
Rule of 5 violations (Lipinski): 1 - SMILES: O=c1ccc2c(c1)sc1c(n2)ccc(c1)N(C)C
- InChi: 1S/C14H12N2OS/c1-16(2)9-3-5-11-13(7-9)18-14-8-10(17)4-6-12(14)15-11/h3-8H,1-2H3
- InChiKey: ALJHHTHBYJROOG-UHFFFAOYSA-N
Network
Hover on a compound node to display the structore
Synonyms
- 7-(dimethylamino)-3-phenothiazinone
- methylene violet
- 7-dimethylaminophenothiazin-3-one
- 7-dimethylamino-3-phenothiazinone
- 2516-05-4
- NSC187694
- 3H-Phenothiazin-3-one, 7-(dimethylamino)-
- 7-(Dimethylamino)-3H-phenothiazin-3-one
- Dimethylthionoline
- EINECS 219-733-4
- Methylene violet (biological stain)
- Methylene violet Bernthsen
- NSC 187694
- ZINC03861522
- 216313_SIAL
- Methylene Violet (Bernthsen)
- SBB012463
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Homo sapiens | TAR DNA binding protein | Starlite/ChEMBL | No references |
| Homo sapiens | glycoprotein hormones, alpha polypeptide | Starlite/ChEMBL | No references |
| Homo sapiens | polo-like kinase 1 | Starlite/ChEMBL | No references |
| Homo sapiens | isocitrate dehydrogenase 1 (NADP+), soluble | Starlite/ChEMBL | No references |
| Homo sapiens | glucagon-like peptide 1 receptor | Starlite/ChEMBL | No references |
| Yersinia pestis | DNA topoisomerase | Starlite/ChEMBL | No references |
| Homo sapiens | phosphatidylinositol-5-phosphate 4-kinase, type II, alpha | Starlite/ChEMBL | No references |
| Plasmodium berghei | glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase, putative | Starlite/ChEMBL | No references |
| Homo sapiens | SMAD family member 2 | Starlite/ChEMBL | No references |
Predicted pathogen targets for this compound
By orthology
By sequence similarity to non orthologous known druggable targets
| Species | Potential target | Known druggable target | Length | Alignment span | Identity |
|---|---|---|---|---|---|
| Loa Loa (eye worm) | pigment dispersing factor receptor c | glucagon-like peptide 1 receptor | 463 aa | 388 aa | 25.8 % |
| Brugia malayi | MH2 domain containing protein | SMAD family member 2 | 467 aa | 405 aa | 31.6 % |
| Trypanosoma brucei | phosphatidylinositol phosphate kinase alpha | phosphatidylinositol-5-phosphate 4-kinase, type II, alpha | 406 aa | 341 aa | 32.0 % |
| Toxoplasma gondii | intraflagellar transport protein 172, putative | glycoprotein hormones, alpha polypeptide | 116 aa | 94 aa | 26.6 % |
Obtained from network model
Ranking Plot
Putative Targets List
| Species | Potential target | Raw | Global | Species |
|---|---|---|---|---|
| Schistosoma mansoni | serine/threonine protein kinase | 0.0114 | 0.5253 | 0.5197 |
| Trypanosoma cruzi | glucose-6-phosphate 1-dehydrogenase, putative | 0.0037 | 0.0822 | 0.1372 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0076 | 0.3084 | 0.3002 |
| Echinococcus granulosus | glucose 6 phosphate 1 dehydrogenase | 0.0113 | 0.5169 | 0.5112 |
| Mycobacterium ulcerans | glucose-6-phosphate 1-dehydrogenase | 0.0113 | 0.5169 | 1 |
| Brugia malayi | TAR-binding protein | 0.0076 | 0.3084 | 0.3002 |
| Echinococcus granulosus | DNA topoisomerase 3 alpha | 0.0048 | 0.1449 | 0.1348 |
| Plasmodium vivax | glucose-6-phosphate 1-dehydrogenase, putative | 0.0123 | 0.5748 | 1 |
| Loa Loa (eye worm) | transcription factor SMAD2 | 0.0144 | 0.6991 | 0.6955 |
| Mycobacterium tuberculosis | Probable glucose-6-phosphate 1-dehydrogenase Zwf2 (G6PD) | 0.0039 | 0.0923 | 1 |
| Leishmania major | glucose-6-phosphate 1-dehydrogenase, putative | 0.0113 | 0.5169 | 0.9836 |
| Loa Loa (eye worm) | DNA topoisomerase III | 0.0048 | 0.1449 | 0.1348 |
| Trypanosoma brucei | glucose-6-phosphate 1-dehydrogenase | 0.0113 | 0.5169 | 0.9836 |
| Trypanosoma cruzi | Glucose-6-phosphate dehydrogenase, putative | 0.0036 | 0.0759 | 0.1251 |
| Trypanosoma cruzi | DNA topoisomerase III, putative | 0.0048 | 0.1449 | 0.2594 |
| Echinococcus multilocularis | phosphatidylinositol 5 phosphate 4 kinase type 2 | 0.0196 | 1 | 1 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0076 | 0.3084 | 0.3002 |
| Onchocerca volvulus | 0.0196 | 1 | 1 | |
| Loa Loa (eye worm) | hypothetical protein | 0.0196 | 1 | 1 |
| Mycobacterium ulcerans | glucose-6-phosphate 1-dehydrogenase | 0.0074 | 0.2914 | 0.3937 |
| Trichomonas vaginalis | CAMK family protein kinase | 0.0114 | 0.5253 | 0.885 |
| Onchocerca volvulus | Serine\/threonine kinase homolog | 0.0114 | 0.5253 | 0.5197 |
| Loa Loa (eye worm) | TAR-binding protein | 0.0076 | 0.3084 | 0.3002 |
| Echinococcus granulosus | serine:threonine protein kinase PLK1 | 0.0114 | 0.5253 | 0.5197 |
| Brugia malayi | glucose-6-phosphate dehydrogenase | 0.0113 | 0.5169 | 0.5112 |
| Schistosoma mansoni | hypothetical protein | 0.0041 | 0.1043 | 0.0938 |
| Loa Loa (eye worm) | pip kinase 2 | 0.0196 | 1 | 1 |
| Trypanosoma cruzi | DNA topoisomerase IA, putative | 0.0048 | 0.1449 | 0.2594 |
| Trichomonas vaginalis | CAMK family protein kinase | 0.0114 | 0.5253 | 0.885 |
| Brugia malayi | RNA recognition motif domain containing protein | 0.0076 | 0.3084 | 0.3002 |
| Schistosoma mansoni | phosphatidylinositol-4-phosphate 5-kinase type II | 0.0196 | 1 | 1 |
| Schistosoma mansoni | kinase | 0.0058 | 0.2015 | 0.192 |
| Brugia malayi | latrophilin 2 splice variant baaae | 0.0041 | 0.1043 | 0.0938 |
| Trichomonas vaginalis | CAMK family protein kinase | 0.0114 | 0.5253 | 0.885 |
| Plasmodium falciparum | glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase | 0.0123 | 0.5748 | 1 |
| Brugia malayi | serine/threonine-protein kinase plk-2 | 0.0114 | 0.5253 | 0.5197 |
| Giardia lamblia | Kinase, PLK | 0.0114 | 0.5253 | 0.9122 |
| Trichomonas vaginalis | CAMK family protein kinase | 0.0114 | 0.5253 | 0.885 |
| Trichomonas vaginalis | 6-phosphogluconolactonase, putative | 0.0123 | 0.5748 | 1 |
| Treponema pallidum | glucose-6-phosphate 1-dehydrogenase | 0.0113 | 0.5169 | 1 |
| Giardia lamblia | DNA topoisomerase III | 0.0048 | 0.1449 | 0.2366 |
| Brugia malayi | RNA binding protein | 0.0076 | 0.3084 | 0.3002 |
| Echinococcus multilocularis | rho GTPase activating protein 20 | 0.0048 | 0.1449 | 0.1348 |
| Echinococcus multilocularis | tar DNA binding protein | 0.0076 | 0.3084 | 0.3002 |
| Loa Loa (eye worm) | PLK/PLK1 protein kinase | 0.0114 | 0.5253 | 0.5197 |
| Brugia malayi | Corticotropin releasing factor receptor 2 precursor, putative | 0.006 | 0.2143 | 0.205 |
| Loa Loa (eye worm) | pigment dispersing factor receptor c | 0.006 | 0.2143 | 0.205 |
| Schistosoma mansoni | glucose-6-phosphate 1-dehydrogenase | 0.0113 | 0.5169 | 0.5112 |
| Trichomonas vaginalis | glucosamine-6-phosphate isomerase, putative | 0.0123 | 0.5748 | 1 |
| Loa Loa (eye worm) | MH2 domain-containing protein | 0.0144 | 0.6991 | 0.6955 |
| Leishmania major | DNA topoisomerase III, putative | 0.0097 | 0.4279 | 0.8103 |
| Loa Loa (eye worm) | hypothetical protein | 0.006 | 0.2143 | 0.205 |
| Chlamydia trachomatis | glucose-6-phosphate 1-dehydrogenase | 0.0113 | 0.5169 | 1 |
| Toxoplasma gondii | DNA topoisomerase domain-containing protein | 0.0074 | 0.2946 | 0.3483 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0076 | 0.3084 | 0.3002 |
| Trypanosoma cruzi | polo-like protein kinase, putative | 0.0114 | 0.5253 | 1 |
| Trypanosoma brucei | polo-like protein kinase | 0.0114 | 0.5253 | 1 |
| Toxoplasma gondii | glucose-6-phosphate 1-dehydrogenase | 0.0123 | 0.5748 | 1 |
| Brugia malayi | Calcitonin receptor-like protein seb-1 | 0.006 | 0.2143 | 0.205 |
| Trichomonas vaginalis | CAMK family protein kinase | 0.0056 | 0.1928 | 0.1113 |
| Leishmania major | protein kinase, putative,polo-like protein kinase, putative | 0.0114 | 0.5253 | 1 |
| Trypanosoma cruzi | DNA topoisomerase IA, putative | 0.0048 | 0.1449 | 0.2594 |
| Trichomonas vaginalis | CAMK family protein kinase | 0.0114 | 0.5253 | 0.885 |
| Mycobacterium leprae | Probable DNA topoisomerase I TopA (omega-protein) (relaxing enzyme) (untwisting enzyme) (swivelase) (type I DNA topoisomerase) ( | 0.0048 | 0.1449 | 0.5 |
| Trypanosoma cruzi | glucose-6-phosphate 1-dehydrogenase, putative | 0.0113 | 0.5169 | 0.9836 |
| Trichomonas vaginalis | CAMK family protein kinase | 0.0056 | 0.1928 | 0.1113 |
| Brugia malayi | MH2 domain containing protein | 0.0144 | 0.6991 | 0.6955 |
| Echinococcus granulosus | tar DNA binding protein | 0.0076 | 0.3084 | 0.3002 |
| Entamoeba histolytica | DNA topoisomerase III, putative | 0.0048 | 0.1449 | 0.2594 |
| Echinococcus granulosus | phosphatidylinositol 5 phosphate 4 kinase type 2 | 0.0196 | 1 | 1 |
| Echinococcus multilocularis | serine:threonine protein kinase PLK1 | 0.0114 | 0.5253 | 0.5197 |
| Leishmania major | DNA topoisomerase 1A | 0.0048 | 0.1449 | 0.2594 |
| Toxoplasma gondii | SWI2/SNF2-containing protein | 0.0049 | 0.1497 | 0.0111 |
| Trichomonas vaginalis | CAMK family protein kinase | 0.0114 | 0.5253 | 0.885 |
| Trichomonas vaginalis | glucosamine-6-phosphate isomerase, putative | 0.0123 | 0.5748 | 1 |
| Trypanosoma cruzi | polo-like protein kinase, putative | 0.0114 | 0.5253 | 1 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0076 | 0.3084 | 0.3002 |
| Trypanosoma brucei | DNA topoisomerase IA, putative | 0.0048 | 0.1449 | 0.2594 |
| Wolbachia endosymbiont of Brugia malayi | topoisomerase IA, TopA | 0.0097 | 0.4279 | 0.5 |
| Echinococcus multilocularis | glucose 6 phosphate 1 dehydrogenase | 0.0113 | 0.5169 | 0.5112 |
| Loa Loa (eye worm) | RNA binding protein | 0.0076 | 0.3084 | 0.3002 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0076 | 0.3084 | 0.3002 |
| Entamoeba histolytica | serine/threonine protein kinase, putative | 0.0114 | 0.5253 | 1 |
| Giardia lamblia | Glucose-6-phosphate 1-dehydrogenase | 0.0123 | 0.5748 | 1 |
| Loa Loa (eye worm) | RNA recognition domain-containing protein domain-containing protein | 0.0076 | 0.3084 | 0.3002 |
| Brugia malayi | DNA topoisomerase III | 0.0048 | 0.1449 | 0.1348 |
| Loa Loa (eye worm) | hypothetical protein | 0.0041 | 0.1043 | 0.0938 |
| Trichomonas vaginalis | CAMK family protein kinase | 0.0114 | 0.5253 | 0.885 |
| Trypanosoma brucei | DNA topoisomerase III, putative | 0.0048 | 0.1449 | 0.2594 |
| Toxoplasma gondii | glucose-6-phosphate 1-dehydrogenase | 0.0074 | 0.2914 | 0.3407 |
| Schistosoma mansoni | prokaryotic DNA topoisomerase | 0.0097 | 0.4279 | 0.4211 |
| Loa Loa (eye worm) | glucose-6-phosphate dehydrogenase | 0.0113 | 0.5169 | 0.5112 |
| Trypanosoma cruzi | DNA topoisomerase III, putative | 0.0048 | 0.1449 | 0.2594 |
| Schistosoma mansoni | phosphatidylinositol-4-phosphate 5-kinase type II | 0.0196 | 1 | 1 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| AC50 (binding) | = 4.67 uM | PUBCHEM_BIOASSAY: Inhibitors of Y. pestis Topo-I using cleavage product accumulation Measured in Biochemical System Using Plate Reader - 2123-01_Inhibitor_Dose_CherryPick_Activity. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID540310] | ChEMBL. | No reference |
| IC50 (functional) | = 13.2 uM | PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS small molecule inhibitors of Plasmodium falciparum Glucose-6-phosphate dehydrogenase via a fluorescence intensity assay. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504690, AID504696] | ChEMBL. | No reference |
| IC50 (functional) | > 80 uM | PUBCHEM_BIOASSAY: Human Glucose-6-Phosphate Dehydrogenase Dose Response Selectivity Assay for Inhibitors of Plasmodium falciparum Glucose-6-Phosphate Dehydrogenase. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504690, AID504696] | ChEMBL. | No reference |
| IC50 (functional) | > 80 uM | PUBCHEM_BIOASSAY: Dose Response orthogonal assay utilizing the direct end-point detection of NADPH for uHTS small molecule inhibitors of Plasmodium falciparum Glucose-6-phosphate dehydrogenase. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504690, AID504696] | ChEMBL. | No reference |
| IC50 (functional) | > 80 uM | PUBCHEM_BIOASSAY: Dose Response orthogonal kinetic assay utilizing the direct detection of NADPH for uHTS small molecule inhibitors of Plasmodium falciparum Glucose-6-phosphate dehydrogenase. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504690, AID504696] | ChEMBL. | No reference |
| Potency (functional) | 10 uM | PubChem BioAssay. qHTS for Activators of Integrin-Mediated Alleviation for Muscular Dystrophy. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 11.2202 uM | PubChem BioAssay. qHTS for Inhibitors of PI5P4K: Confirmation in Primary Assay. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 12.5893 uM | PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 12.5893 uM | PubChem BioAssay. qHTS of TDP-43 Inhibitors. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 16.3601 uM | PubChem BioAssay. qHTS for induction of synthetic lethality in tumor cells producing 2HG: qHTS for the HT-1080-NT fibrosarcoma cell line. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 16.8336 uM | PubChem BioAssay. qHTS for Inhibitors of PLK1-PDB (polo-like kinase 1 - polo-box domain): Primary Screen. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 19.9526 uM | PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588856, AID588860] | ChEMBL. | No reference |
| Potency (functional) | 19.9526 uM | PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b: Cytotox Counterscreen. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588855, AID588860] | ChEMBL. | No reference |
| Potency (functional) | 22.3872 uM | PUBCHEM_BIOASSAY: qHTS Assay to Find Inhibitors of Phosphoglycerate Kinase. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 28.1838 uM | PubChem BioAssay. qHTS of Trypanosoma Brucei Inhibitors. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 35.4813 uM | PubChem BioAssay. qHTS of PTHR Inhibitors: Primary Screen. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 39.8107 uM | PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Eta. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588636] | ChEMBL. | No reference |
| Potency (functional) | 42.5615 uM | PubChem BioAssay. qHTS Assay for the Inhibitors of FEN1: Confirmatory Assay for Cherry-picked Compounds. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 44.6684 uM | PubChem BioAssay. qHTS Assay for Inhibitors of the HIV-1 protein Vpr. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 50.1187 uM | PubChem BioAssay. qHTS for Agonist of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 56.2341 uM | PubChem BioAssay. qHTS for Inhibitors of WRN Helicase. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 84.9214 uM | PubChem BioAssay. qHTS for Inhibitors of Polymerase Eta: Confirmatory Assay for Cherry-picked Compounds. (Class of assay: confirmatory) | ChEMBL. | No reference |
Phenotypes
Whole-cell/tissue/organism interactions
| Species name | Source | Reference | Is orphan |
|---|---|---|---|
| Homo sapiens | ChEMBL23 |
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
- Search by CAS
- ChEMBL: CHEMBL1713097
- PubChem: 73024
Bibliographic References
No literature references available for this target.
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