Detailed information for compound 74306

Basic information

Technical information
  • TDR Targets ID: 74306
  • Name: 2-(1,3-benzodioxol-5-yl)phenanthrene-9,10-dio ne
  • MW: 328.318 | Formula: C21H12O4
  • H donors: 0 H acceptors: 2 LogP: 4.05 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1C(=O)c2ccccc2c2c1cc(cc2)c1ccc2c(c1)OCO2
  • InChi: 1S/C21H12O4/c22-20-16-4-2-1-3-14(16)15-7-5-12(9-17(15)21(20)23)13-6-8-18-19(10-13)25-11-24-18/h1-10H,11H2
  • InChiKey: QODKWIUNITVDBJ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-(1,3-benzodioxol-5-yl)phenanthrene-9,10-quinone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens protein tyrosine phosphatase, receptor type, C 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
Mycobacterium tuberculosis Methoxy mycolic acid synthase 2 MmaA2 (methyl mycolic acid synthase 2) (MMA2) (hydroxy mycolic acid synthase) protein tyrosine phosphatase, receptor type, C 87 aa 85 aa 25.9 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Possible DNA-damage-inducible protein P DinP (DNA polymerase V) (pol IV 2) (DNA nucleotidyltransferase (DNA-directed)) 0.008 0.0598 0.0355
Mycobacterium tuberculosis Probable dehydrogenase 0.0116 0.1017 0.0785
Trypanosoma brucei unspecified product 0.0055 0.0305 0.0553
Echinococcus multilocularis lysine specific demethylase 5A 0.0037 0.0086 0.0103
Brugia malayi Kinesin motor domain containing protein 0.0085 0.0649 0.3105
Loa Loa (eye worm) ImpB/MucB/SamB family protein 0.008 0.0598 0.2858
Leishmania major DNA polymerase kappa, putative,DNA polymerase IV, putative 0.008 0.0598 0.3599
Schistosoma mansoni hypothetical protein 0.0066 0.0425 0.0657
Brugia malayi latrophilin 2 splice variant baaae 0.0142 0.132 0.6313
Echinococcus multilocularis kinesin family 1 0.0652 0.7315 1
Loa Loa (eye worm) hypothetical protein 0.0066 0.0425 0.2034
Brugia malayi PHD-finger family protein 0.003 0.0011 0.0052
Trichomonas vaginalis DNA polymerase eta, putative 0.008 0.0598 0.5
Trypanosoma brucei unspecified product 0.0055 0.0305 0.0553
Schistosoma mansoni terminal deoxycytidyl transferase 0.008 0.0598 0.093
Loa Loa (eye worm) latrophilin receptor protein 2 0.0066 0.0425 0.2034
Trypanosoma brucei DNA polymerase kappa, putative 0.008 0.0598 0.3599
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.01 0.0823 0.1112
Echinococcus multilocularis transfer RNA-Lys 0.0035 0.0069 0.0079
Trypanosoma brucei DNA polymerase kappa, putative 0.008 0.0598 0.3599
Schistosoma mansoni aryl hydrocarbon receptor 0.0048 0.0214 0.0322
Echinococcus granulosus lysine specific demethylase 5A 0.0037 0.0086 0.0103
Brugia malayi bHLH-PAS transcription factor 0.0035 0.0069 0.0328
Trypanosoma brucei DNA polymerase kappa, putative 0.0055 0.0305 0.0553
Trypanosoma brucei DNA polymerase kappa, putative 0.008 0.0598 0.3599
Schistosoma mansoni hypothetical protein 0.0066 0.0425 0.0657
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0116 0.1017 0.0785
Brugia malayi hypoxia-induced factor 1 0.0148 0.1388 0.6634
Loa Loa (eye worm) jmjC domain-containing protein 0.0037 0.0086 0.0411
Brugia malayi Thioredoxin reductase 0.0051 0.0252 0.1204
Trypanosoma brucei DNA polymerase IV, putative 0.008 0.0598 0.3599
Loa Loa (eye worm) hypothetical protein 0.0052 0.0266 0.1271
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0129 0.117 0.0941
Leishmania major DNA polymerase kappa, putative 0.008 0.0598 0.3599
Loa Loa (eye worm) PHD-finger family protein 0.003 0.0011 0.0052
Trypanosoma brucei DNA polymerase IV, putative 0.008 0.0598 0.3599
Trypanosoma cruzi DNA polymerase kappa, putative 0.008 0.0598 0.3599
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0208 0.2092 1
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0066 0.0425 0.0567
Brugia malayi Latrophilin receptor protein 2 0.0066 0.0425 0.2034
Trypanosoma cruzi DNA polymerase kappa, putative 0.008 0.0598 0.3599
Mycobacterium tuberculosis Probable reductase 0.0116 0.1017 0.0785
Plasmodium falciparum thioredoxin reductase 0.0051 0.0252 0.0241
Loa Loa (eye worm) hypothetical protein 0.0133 0.1213 0.5799
Schistosoma mansoni hypothetical protein 0.0066 0.0425 0.0657
Loa Loa (eye worm) hypothetical protein 0.016 0.1533 0.733
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0066 0.0425 0.2034
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0049 0.0232 0.0303
Echinococcus granulosus dna polymerase kappa 0.008 0.0598 0.0803
Trypanosoma cruzi DNA polymerase kappa, putative 0.008 0.0598 0.3599
Brugia malayi Bromodomain containing protein 0.003 0.0011 0.0052
Plasmodium falciparum glutathione reductase 0.0051 0.0252 0.0241
Loa Loa (eye worm) thioredoxin reductase 0.0051 0.0252 0.1204
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.01 0.0823 0.1112
Echinococcus granulosus single minded 2 0.0035 0.0069 0.0079
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0049 0.0232 0.0303
Trypanosoma cruzi DNA polymerase eta, putative 0.0077 0.0562 0.323
Giardia lamblia DINP protein human, muc B family 0.008 0.0598 0.9191
Loa Loa (eye worm) hypothetical protein 0.003 0.0011 0.0052
Echinococcus multilocularis dna polymerase kappa 0.008 0.0598 0.0803
Trypanosoma brucei DNA polymerase eta, putative 0.0133 0.1213 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0051 0.0252 0.033
Trypanosoma brucei DNA polymerase kappa, putative 0.0055 0.0305 0.0553
Loa Loa (eye worm) hypothetical protein 0.0208 0.2092 1
Schistosoma mansoni single-minded 0.0048 0.0214 0.0322
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0049 0.0232 0.0303
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.0232 0.0351
Brugia malayi hypothetical protein 0.016 0.1533 0.733
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0066 0.0425 0.0567
Plasmodium vivax kinesin-5 0.0085 0.0649 0.0639
Plasmodium vivax thioredoxin reductase, putative 0.0051 0.0252 0.0241
Schistosoma mansoni jumonji domain containing protein 0.0079 0.0583 0.0906
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0049 0.0232 0.111
Echinococcus multilocularis thioredoxin glutathione reductase 0.0051 0.0252 0.033
Trypanosoma brucei DNA polymerase kappa, putative 0.008 0.0598 0.3599
Leishmania major DNA polymerase eta, putative 0.0133 0.1213 1
Echinococcus multilocularis GPCR, family 2 0.0066 0.0425 0.0567
Brugia malayi jmjC domain containing protein 0.0037 0.0086 0.0411
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0129 0.117 0.0941
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0208 0.2092 1
Schistosoma mansoni hypothetical protein 0.0142 0.132 0.2075
Trypanosoma cruzi DNA polymerase eta, putative 0.0133 0.1213 1
Echinococcus granulosus GPCR family 2 0.0066 0.0425 0.0567
Echinococcus multilocularis jumonji domain containing protein 0.0042 0.0151 0.0191
Trypanosoma brucei DNA polymerase kappa, putative 0.008 0.0598 0.3599
Echinococcus multilocularis terminal deoxycytidyl transferase rev1 0.008 0.0598 0.0803
Trichomonas vaginalis DNA polymerase IV / kappa, putative 0.008 0.0598 0.5
Toxoplasma gondii ImpB/MucB/SamB family protein 0.0077 0.0562 0.8635
Mycobacterium tuberculosis Probable oxidoreductase 0.0129 0.117 0.0941
Brugia malayi ImpB/MucB/SamB family protein 0.0133 0.1213 0.5799
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0116 0.1017 0.0785
Schistosoma mansoni hypothetical protein 0.0066 0.0425 0.0657
Mycobacterium ulcerans bifunctional nicotinate-nucleotide adenylyltransferase NadD/hypothetical protein 0.0881 1 1
Loa Loa (eye worm) kinesin-like protein KLP2 0.0085 0.0649 0.3105
Plasmodium vivax nicotinate-nucleotide adenylyltransferase, putative 0.0881 1 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0116 0.1017 0.0785
Entamoeba histolytica kinesin, putative 0.0085 0.0649 1
Leishmania major DNA polymerase eta, putative 0.0077 0.0562 0.323
Trypanosoma brucei DNA polymerase kappa, putative 0.008 0.0598 0.3599
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0066 0.0425 0.0567
Plasmodium vivax glutathione reductase, putative 0.0051 0.0252 0.0241
Echinococcus granulosus jumonji domain containing protein 0.0042 0.0151 0.0191
Loa Loa (eye worm) jmjC domain-containing protein 0.0063 0.0391 0.1869
Brugia malayi Calcitonin receptor-like protein seb-1 0.0208 0.2092 1
Loa Loa (eye worm) hypoxia-induced factor 1 0.0148 0.1388 0.6634
Treponema pallidum hypothetical protein 0.0881 1 0.5
Schistosoma mansoni hypothetical protein 0.0568 0.632 1
Mycobacterium tuberculosis Probable nicotinate-nucleotide adenylyltransferase NadD (deamido-NAD(+) pyrophosphorylase) (deamido-NAD(+) diphosphorylase) (nic 0.0881 1 1
Trypanosoma brucei DNA polymerase kappa, putative 0.008 0.0598 0.3599
Toxoplasma gondii thioredoxin reductase 0.0051 0.0252 0.3772
Trypanosoma brucei DNA polymerase kappa, putative 0.0055 0.0305 0.0553
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0049 0.0232 0.0303
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0116 0.1017 0.0785
Trypanosoma brucei DNA polymerase IV, putative 0.008 0.0598 0.3599
Mycobacterium tuberculosis Conserved hypothetical protein 0.008 0.0598 0.0355
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.0232 0.0351
Brugia malayi PAS domain containing protein 0.0048 0.0214 0.1024
Toxoplasma gondii kinesin motor domain-containing protein 0.0085 0.0649 1
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0066 0.0425 0.0567
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.008 0.0598 0.093
Loa Loa (eye worm) glutathione reductase 0.0051 0.0252 0.1204
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0129 0.117 0.0169
Brugia malayi glutathione reductase 0.0051 0.0252 0.1204
Brugia malayi ImpB/MucB/SamB family protein 0.008 0.0598 0.2858
Echinococcus granulosus terminal deoxycytidyl transferase rev1 0.008 0.0598 0.0803
Plasmodium falciparum nicotinamide/nicotinic acid mononucleotide adenylyltransferase 0.0881 1 1
Trypanosoma brucei DNA polymerase kappa, putative 0.008 0.0598 0.3599
Brugia malayi jmjC domain containing protein 0.01 0.0823 0.3934
Onchocerca volvulus 0.0035 0.0069 1
Schistosoma mansoni kinesin eg-5 0.0085 0.0649 0.1012
Echinococcus granulosus dna polymerase eta 0.0133 0.1213 0.1646
Schistosoma mansoni DNA polymerase eta 0.0133 0.1213 0.1905
Mycobacterium ulcerans DNA polymerase IV 0.008 0.0598 0.0533
Echinococcus multilocularis dna polymerase eta 0.0133 0.1213 0.1646
Plasmodium falciparum kinesin-5 0.0085 0.0649 0.0639
Trypanosoma brucei DNA polymerase kappa, putative 0.008 0.0598 0.3599
Loa Loa (eye worm) hypothetical protein 0.0142 0.132 0.6313
Giardia lamblia Kinesin-5 0.0085 0.0649 1
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0049 0.0232 0.111
Trypanosoma brucei DNA polymerase kappa, putative 0.008 0.0598 0.3599
Mycobacterium ulcerans DNA polymerase IV 0.008 0.0598 0.0533
Trypanosoma brucei unspecified product 0.008 0.0598 0.3599
Trypanosoma cruzi DNA polymerase kappa, putative 0.008 0.0598 0.3599
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.0232 0.0351
Schistosoma mansoni jumonji/arid domain-containing protein 0.0037 0.0086 0.0119
Echinococcus granulosus kinesin family 1 0.0652 0.7315 1
Schistosoma mansoni jumonji/arid domain-containing protein 0.0037 0.0086 0.0119

Activities

Activity type Activity value Assay description Source Reference
CC50 (functional) = 5 uM Cytotoxicity of the compound measured against human T-cells ChEMBL. 11356112
IC50 (binding) = 1 uM In vitro inhibitory activity against the cytosolic portion of CD45 protein-tyrosine phosphatase using pNPP as the substrate ChEMBL. 11356112
IC50 (binding) = 1 uM In vitro inhibitory activity against the cytosolic portion of CD45 protein-tyrosine phosphatase using pNPP as the substrate ChEMBL. 11356112
IC50 (functional) = 1.7 uM In vitro inhibition of human T-cell proliferation ChEMBL. 11356112

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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