Detailed information for compound 1728279

Basic information

Technical information
  • TDR Targets ID: 1728279
  • Name: 8-methoxy-3,3,5-trimethyl-11H-pyrano[5,6-a]ca rbazole
  • MW: 293.36 | Formula: C19H19NO2
  • H donors: 1 H acceptors: 0 LogP: 4.65 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc2c(c1)c1cc(C)c3c(c1[nH]2)C=CC(O3)(C)C
  • InChi: 1S/C19H19NO2/c1-11-9-15-14-10-12(21-4)5-6-16(14)20-17(15)13-7-8-19(2,3)22-18(11)13/h5-10,20H,1-4H3
  • InChiKey: OSERHKINMDLESD-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 21087-98-9
  • 3,11-Dihydro-8-methoxy-3,3,5-trimethylpyrano(3,2-a)carbazole
  • Koenimbin
  • NSC127152
  • NSC 127152
  • Pyrano(3,2-a)carbazole, 3,11-dihydro-8-methoxy-3,3,5-trimethyl-

Targets

Known targets for this compound

No curated genes were found associated with this compound

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
Loa Loa (eye worm) calpain 0.0019 0.0066 0.0066
Echinococcus granulosus FTZ F1 alpha 0.001 0.0008 0.0035
Schistosoma mansoni serine-rich repeat protein 0.0084 0.0482 0.5108
Brugia malayi Nuclear hormone receptor-like 1 0.001 0.0008 0.0008
Brugia malayi Nuclear hormone receptor family member nhr-31 0.001 0.0008 0.0008
Brugia malayi nuclear receptor NHR-88 0.001 0.0008 0.0008
Echinococcus multilocularis voltage dependent calcium channel subunit 0.0356 0.2236 1
Loa Loa (eye worm) calpain family protein 1 0.0045 0.0232 0.0232
Echinococcus multilocularis GPCR, family 2 0.0016 0.0044 0.0196
Loa Loa (eye worm) hypothetical protein 0.001 0.0008 0.0008
Brugia malayi Steroid receptor seven-up type 2 0.001 0.0008 0.0008
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.001 0.0008 0.0035
Loa Loa (eye worm) hypothetical protein 0.0045 0.0232 0.0232
Schistosoma mansoni hypothetical protein 0.0016 0.0044 0.0465
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.001 0.0008 0.0035
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0016 0.0044 0.0196
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0016 0.0044 0.0044
Trypanosoma brucei low molecular weight protein tyrosine phosphatase, putative 0.0481 0.3043 1
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.001 0.0008 0.0082
Echinococcus multilocularis family C2 unassigned peptidase (C02 family) 0.0067 0.0375 0.1676
Brugia malayi latrophilin 2 splice variant baaae 0.0034 0.016 0.016
Onchocerca volvulus 0.0045 0.0232 0.0232
Echinococcus granulosus voltage dependent calcium channel subunit 0.0162 0.0986 0.441
Echinococcus multilocularis calpain 0.0019 0.0066 0.0293
Schistosoma mansoni thyroid hormone receptor 0.001 0.0008 0.0082
Echinococcus granulosus GPCR family 2 0.0016 0.0044 0.0196
Brugia malayi Latrophilin receptor protein 2 0.0016 0.0044 0.0044
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0016 0.0044 0.0196
Echinococcus granulosus calpain 5 0.0019 0.0066 0.0293
Schistosoma mansoni hypothetical protein 0.0016 0.0044 0.0465
Onchocerca volvulus Protein ultraspiracle homolog 0.001 0.0008 0.0008
Brugia malayi Nuclear hormone receptor family member nhr-49 0.001 0.0008 0.0008
Brugia malayi Nuclear hormone receptor family member nhr-40 0.001 0.0008 0.0008
Schistosoma mansoni thyroid hormone receptor 0.001 0.0008 0.0082
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.001 0.0008 0.0008
Schistosoma mansoni coup transcription factor 0.001 0.0008 0.0082
Brugia malayi Nuclear hormone receptor family member nhr-1 0.001 0.0008 0.0008
Schistosoma mansoni hypothetical protein 0.0084 0.0482 0.5108
Brugia malayi ecdysteroid receptor 0.001 0.0008 0.0008
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0235 0.2488
Brugia malayi Nuclear hormone receptor family member nhr-25 0.001 0.0008 0.0008
Loa Loa (eye worm) hypothetical protein 0.0072 0.0405 0.0405
Brugia malayi Nuclear hormone receptor family member nhr-25 0.001 0.0008 0.0008
Echinococcus granulosus calpain A 0.0019 0.0066 0.0293
Plasmodium vivax calpain, putative 0.0019 0.0066 0.5
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0049 0.0261 0.0261
Trypanosoma cruzi hypothetical protein, conserved 0.0481 0.3043 1
Schistosoma mansoni dihydropyridine-sensitive l-type calcium channel 0.0155 0.0944 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.001 0.0008 0.0008
Echinococcus granulosus calpain 7 C02 family 0.0019 0.0066 0.0293
Schistosoma mansoni hypothetical protein 0.0034 0.016 0.1701
Echinococcus multilocularis calpain family protein 1, d 0.0045 0.0232 0.1036
Echinococcus granulosus nuclear receptor 2DBD gamma 0.001 0.0008 0.0035
Loa Loa (eye worm) latrophilin receptor protein 2 0.0016 0.0044 0.0044
Leishmania major hypothetical protein, conserved 0.0481 0.3043 1
Loa Loa (eye worm) hypothetical protein 0.001 0.0008 0.0008
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.001 0.0008 0.0035
Brugia malayi Calcitonin receptor-like protein seb-1 0.0049 0.0261 0.0261
Brugia malayi calpain family protein 1 0.0064 0.0354 0.0354
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.001 0.0008 0.0008
Schistosoma mansoni Mername-AA248 (C02 family) 0.0019 0.0066 0.0694
Schistosoma mansoni RAR-like nuclear receptor 0.001 0.0008 0.0082
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.001 0.0008 0.0035
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.001 0.0008 0.0035
Echinococcus multilocularis hypothetical protein 0.0019 0.0066 0.0293
Echinococcus multilocularis FTZ F1 alpha 0.001 0.0008 0.0035
Schistosoma mansoni calpain C (C02 family) 0.0019 0.0066 0.0694
Loa Loa (eye worm) hypothetical protein 0.001 0.0008 0.0008
Brugia malayi calpain 7 0.0019 0.0066 0.0066
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0235 0.105
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0049 0.0261 0.0261
Echinococcus multilocularis voltage dependent calcium channel subunit 0.0162 0.0986 0.441
Brugia malayi Nuclear hormone receptor family member nhr-19 0.001 0.0008 0.0008
Onchocerca volvulus Bile acid receptor homolog 0.001 0.0008 0.0008
Echinococcus granulosus nuclear receptor 2DBD gamma 0.001 0.0008 0.0035
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.001 0.0008 0.0035
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.001 0.0008 0.0082
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.001 0.0008 0.0035
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.001 0.0008 0.0008
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.001 0.0008 0.0035
Loa Loa (eye worm) calpain 5 0.0019 0.0066 0.0066
Brugia malayi Nuclear hormone receptor family member nhr-19 0.001 0.0008 0.0008
Echinococcus multilocularis calpain A 0.0067 0.0375 0.1676
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.001 0.0008 0.0082
Onchocerca volvulus 0.001 0.0008 0.0008
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.001 0.0008 0.0008
Loa Loa (eye worm) hypothetical protein 0.0049 0.0261 0.0261
Trypanosoma cruzi hypothetical protein, conserved 0.0481 0.3043 1
Echinococcus granulosus voltage dependent calcium channel subunit 0.0356 0.2236 1
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0045 0.0235 0.0235
Schistosoma mansoni nuclear hormone receptor 0.001 0.0008 0.0082
Brugia malayi N-terminal motif family protein 0.0178 0.1093 0.1093
Schistosoma mansoni retinoic acid receptor RXR 0.001 0.0008 0.0082
Echinococcus granulosus ecdysone induced protein 78C 0.001 0.0008 0.0035
Schistosoma mansoni steroid hormone receptor ad4bp 0.001 0.0008 0.0082
Schistosoma mansoni hypothetical protein 0.0016 0.0044 0.0465
Mycobacterium tuberculosis Phosphotyrosine protein phosphatase PtpA (protein-tyrosine-phosphatase) (PTPase) (LMW phosphatase) 0.1079 0.69 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0235 0.2488
Loa Loa (eye worm) hypothetical protein 0.0064 0.0354 0.0354
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0045 0.0235 0.0235
Loa Loa (eye worm) steroid hormone receptor 0.001 0.0008 0.0008
Loa Loa (eye worm) hypothetical protein 0.001 0.0008 0.0008
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0235 0.105
Onchocerca volvulus Rap guanine nucleotide exchange factor 1 homolog 0.0178 0.1093 0.1093
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.001 0.0008 0.0008
Loa Loa (eye worm) calpain family protein 1 0.0064 0.0354 0.0354
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.001 0.0008 0.0035
Brugia malayi photoreceptor-specific nuclear receptor 0.001 0.0008 0.0008
Echinococcus multilocularis ecdysone induced protein 78C 0.001 0.0008 0.0035
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0067 0.0375 0.3971
Schistosoma mansoni calpain (C02 family) 0.0019 0.0066 0.0694
Echinococcus multilocularis thyroid hormone receptor alpha 0.001 0.0008 0.0035
Echinococcus granulosus calpain A 0.0067 0.0375 0.1676
Schistosoma mansoni Tr4/Tr2 (homologue) 0.001 0.0008 0.0082
Echinococcus multilocularis calpain 5 0.0019 0.0066 0.0293
Echinococcus multilocularis calpain 7 (C02 family) 0.0019 0.0066 0.0293
Echinococcus granulosus family C2 unassigned peptidase C02 family 0.0067 0.0375 0.1676
Brugia malayi steroid hormone receptor 0.001 0.0008 0.0008
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.001 0.0008 0.0008
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.001 0.0008 0.0008
Loa Loa (eye worm) hypothetical protein 0.001 0.0008 0.0008
Brugia malayi calpain 5 0.0019 0.0066 0.0066
Loa Loa (eye worm) hypothetical protein 0.0016 0.0044 0.0044
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0064 0.0354 0.3749
Loa Loa (eye worm) hypothetical protein 0.0045 0.0232 0.0232
Loa Loa (eye worm) hypothetical protein 0.001 0.0008 0.0008
Brugia malayi calpain family protein 1 0.0064 0.0354 0.0354
Schistosoma mansoni calpain-7 (C02 family) 0.0019 0.0066 0.0694
Schistosoma mansoni hypothetical protein 0.0016 0.0044 0.0465
Schistosoma mansoni dihydropyridine-sensitive l-type calcium channel 0.0078 0.0448 0.4744
Schistosoma mansoni retinoid-x-receptor (RXR) 0.001 0.0008 0.0082
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0016 0.0044 0.0196
Loa Loa (eye worm) hypothetical protein 0.001 0.0008 0.0008
Echinococcus granulosus retinoic acid receptor rxr beta a 0.001 0.0008 0.0035
Brugia malayi Nuclear hormone receptor family member nhr-3 0.001 0.0008 0.0008
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0067 0.0375 0.3971
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.001 0.0008 0.0035
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0235 0.105
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.001 0.0008 0.0008
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0235 0.2488
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.001 0.0008 0.0082
Schistosoma mansoni calpain-7 (C02 family) 0.0019 0.0066 0.0694
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0016 0.0044 0.0196
Brugia malayi Cache domain containing protein 0.0072 0.0405 0.0405
Loa Loa (eye worm) hypothetical protein 0.0178 0.1093 0.1093
Brugia malayi Nuclear hormone receptor family member nhr-14 0.001 0.0008 0.0008
Echinococcus granulosus calpain 0.0019 0.0066 0.0293
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.001 0.0008 0.0008
Brugia malayi nuclear hormone receptor 0.001 0.0008 0.0008
Loa Loa (eye worm) hypothetical protein 0.0034 0.016 0.016
Loa Loa (eye worm) hypothetical protein 0.0064 0.0354 0.0354
Loa Loa (eye worm) hypothetical protein 0.001 0.0008 0.0008
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0235 0.105
Brugia malayi Nuclear hormone receptor family member nhr-41 0.001 0.0008 0.0008

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 168.6 uM Inhibition of pancreatic lipase (unknown origin) LITERATURE. 27908755
Inhibition (binding) = -1 % Inhibition of mushroom tyrosinase using L-DOPA as substrate after at 3 uM after 5 mins relative to control ChEMBL. 23376010
Inhibition (binding) = -0.1 % Inhibition of mushroom tyrosinase using L-DOPA as substrate after at 10 uM after 5 mins relative to control ChEMBL. 23376010
Inhibition (binding) = 0.7 % Inhibition of mushroom tyrosinase using L-DOPA as substrate after at 1 uM after 5 mins relative to control ChEMBL. 23376010
Inhibition (binding) = 1 % Inhibition of mushroom tyrosinase using L-DOPA as substrate after at 30 uM after 5 mins relative to control ChEMBL. 23376010
Inhibition (binding) = 4.3 % Inhibition of mushroom tyrosinase using L-DOPA as substrate after at 100 uM after 5 mins relative to control ChEMBL. 23376010

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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