Detailed information for compound 66225

Basic information

Technical information
  • TDR Targets ID: 66225
  • Name: 7-methoxy-1,9-dimethylpyrido[3,4-b]indole
  • MW: 226.274 | Formula: C14H14N2O
  • H donors: 0 H acceptors: 1 LogP: 2.64 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc2c(c1)n(C)c1c2ccnc1C
  • InChi: 1S/C14H14N2O/c1-9-14-12(6-7-15-9)11-5-4-10(17-3)8-13(11)16(14)2/h4-8H,1-3H3
  • InChiKey: LJQLTQRHIJBENP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 7-methoxy-1,9-dimethyl-pyrido[3,4-b]indole
  • 7-methoxy-1,9-dimethyl-$b-carboline
  • Harmine + tmah
  • 9H-Pyrido[3,4-b]indole, 7-methoxy-1,9-dimethyl-
  • AIDS-109060
  • AIDS109060

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
Brugia malayi RNA binding protein 0.0063 0.0241 0.0241
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0063 0.0241 0.0241
Brugia malayi RNA recognition motif domain containing protein 0.0063 0.0241 0.0241
Giardia lamblia Aurora kinase 0.0192 0.283 0.8089
Trypanosoma brucei aurora B kinase 0.0192 0.283 0.283
Entamoeba histolytica serine/threonine- protein kinase 6 , putative 0.0192 0.283 0.8089
Treponema pallidum NADH oxidase 0.019 0.2803 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.019 0.2803 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.019 0.2803 0.8012
Echinococcus multilocularis cyclin dependent kinase 0.0225 0.3499 0.3499
Brugia malayi serine/threonine kinase 12 0.0192 0.283 0.283
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.019 0.2803 0.2803
Plasmodium vivax protein kinase Crk2 0.0225 0.3499 0.3499
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.019 0.2803 1
Plasmodium falciparum thioredoxin reductase 0.019 0.2803 0.2803
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.014 0.179 0.179
Leishmania major trypanothione reductase 0.055 1 1
Trypanosoma brucei cdc2-related kinase 1 0.0225 0.3499 0.3499
Giardia lamblia Kinase, CMGC CDK 0.0225 0.3499 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.019 0.2803 0.2803
Brugia malayi TAR-binding protein 0.0063 0.0241 0.0241
Loa Loa (eye worm) hypothetical protein 0.022 0.34 0.34
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.019 0.2803 0.2803
Toxoplasma gondii NADPH-glutathione reductase 0.019 0.2803 0.2803
Trichomonas vaginalis CMGC family protein kinase 0.0225 0.3499 1
Echinococcus granulosus tar DNA binding protein 0.0063 0.0241 0.0241
Trypanosoma brucei cdc2-related kinase 3 0.0225 0.3499 0.3499
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.019 0.2803 0.2803
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.019 0.2803 0.2803
Giardia lamblia Kinase, CMGC CDK 0.0225 0.3499 1
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.0225 0.3499 0.3499
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.019 0.2803 0.2803
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.019 0.2803 0.2803
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.019 0.2803 1
Plasmodium falciparum thioredoxin reductase 0.055 1 1
Loa Loa (eye worm) AUR protein kinase 0.0192 0.283 0.283
Echinococcus granulosus aurora kinase A 0.0192 0.283 0.283
Brugia malayi serine/threonine protein kinase 6 0.0192 0.283 0.283
Trichomonas vaginalis mercuric reductase, putative 0.019 0.2803 0.8012
Loa Loa (eye worm) glutathione reductase 0.055 1 1
Echinococcus granulosus cyclin dependent kinase 0.0225 0.3499 0.3499
Schistosoma mansoni serine/threonine protein kinase 0.0225 0.3499 0.3499
Schistosoma mansoni serine/threonine protein kinase 0.0225 0.3499 0.3499
Trypanosoma cruzi trypanothione reductase, putative 0.055 1 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.019 0.2803 0.2803
Schistosoma mansoni protein kinase 0.0192 0.283 0.283
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.019 0.2803 0.2803
Trypanosoma cruzi trypanothione reductase, putative 0.019 0.2803 0.2803
Entamoeba histolytica serine/threonine protein kinase 6, putative 0.0192 0.283 0.8089
Schistosoma mansoni serine/threonine protein kinase 0.0192 0.283 0.283
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0241 0.0241
Toxoplasma gondii thioredoxin reductase 0.055 1 1
Trichomonas vaginalis AGC family protein kinase 0.0192 0.283 0.8089
Trypanosoma cruzi cdc2-related kinase 3 0.0225 0.3499 0.3499
Entamoeba histolytica cell division protein kinase 2, putative 0.0225 0.3499 1
Leishmania major dihydrolipoamide dehydrogenase, putative 0.019 0.2803 0.2803
Loa Loa (eye worm) AUR protein kinase 0.0192 0.283 0.283
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.019 0.2803 0.2803
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0241 0.0241
Trichomonas vaginalis AGC family protein kinase 0.0192 0.283 0.8089
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0241 0.0241
Trichomonas vaginalis glutathione reductase, putative 0.019 0.2803 0.8012
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0241 0.0241
Echinococcus granulosus 5'partial|cyclin dependent kinase 1 0.0225 0.3499 0.3499
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.019 0.2803 0.2803
Echinococcus granulosus thioredoxin glutathione reductase 0.055 1 1
Brugia malayi cell division control protein 2 homolog 0.0225 0.3499 0.3499
Loa Loa (eye worm) CMGC/CDK/CDK5 protein kinase 0.0225 0.3499 0.3499
Echinococcus multilocularis tar DNA binding protein 0.0063 0.0241 0.0241
Leishmania major cell division related protein kinase 2,cdc2-related kinase 0.0225 0.3499 0.3499
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.055 1 1
Plasmodium falciparum protein kinase 5 0.0225 0.3499 0.3499
Leishmania major acetoin dehydrogenase e3 component-like protein 0.019 0.2803 0.2803
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.014 0.179 0.179
Entamoeba histolytica cell division protein kinase 2, putative 0.0225 0.3499 1
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.019 0.2803 0.2803
Plasmodium vivax thioredoxin reductase, putative 0.055 1 1
Echinococcus granulosus serine:threonine protein kinase 12 B 0.0192 0.283 0.283
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.019 0.2803 0.2803
Brugia malayi Thioredoxin reductase 0.055 1 1
Echinococcus multilocularis cyclin dependent kinase 1 0.0225 0.3499 0.3499
Loa Loa (eye worm) thioredoxin reductase 0.055 1 1
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.0225 0.3499 0.3499
Entamoeba histolytica protein kinase domain containing protein 0.0192 0.283 0.8089
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.019 0.2803 0.2803
Toxoplasma gondii aurora kinase 0.0192 0.283 0.283
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.019 0.2803 1
Echinococcus multilocularis cyclin dependent kinase 1 0.0225 0.3499 0.3499
Entamoeba histolytica serine/threonine- protein kinase 6, putative 0.0192 0.283 0.8089
Trypanosoma brucei dihydrolipoyl dehydrogenase 0.019 0.2803 0.2803
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.019 0.2803 0.2803
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.019 0.2803 0.2803
Trichomonas vaginalis AGC family protein kinase 0.0192 0.283 0.8089
Echinococcus multilocularis serine:threonine protein kinase 12 B 0.0192 0.283 0.283
Plasmodium vivax serine/threonine protein kinase 6, putative 0.0192 0.283 0.283
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0241 0.0241
Trypanosoma cruzi cdc2-related kinase 1 0.0225 0.3499 0.3499
Leishmania major cell division protein kinase 2,cdc2-related kinase 0.0225 0.3499 0.3499
Mycobacterium tuberculosis Probable oxidoreductase 0.019 0.2803 0.2803
Mycobacterium tuberculosis Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot 0.019 0.2803 0.2803
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.019 0.2803 0.2803
Entamoeba histolytica protein kinase, putative 0.0192 0.283 0.8089
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.019 0.2803 0.2803
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.019 0.2803 0.2803
Leishmania major protein kinase, putative 0.0192 0.283 0.283
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.019 0.2803 1
Onchocerca volvulus 0.0051 0 0.5
Trichomonas vaginalis CMGC family protein kinase 0.0225 0.3499 1
Leishmania major dihydrolipoamide dehydrogenase, putative 0.019 0.2803 0.2803
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.019 0.2803 0.2803
Trypanosoma cruzi cdc2-related kinase 3 0.0225 0.3499 0.3499
Entamoeba histolytica protein kinase, putative 0.0192 0.283 0.8089
Loa Loa (eye worm) TAR-binding protein 0.0063 0.0241 0.0241
Mycobacterium ulcerans flavoprotein disulfide reductase 0.019 0.2803 1
Trypanosoma cruzi cdc2-related kinase 1 0.0225 0.3499 0.3499
Trichomonas vaginalis AGC family protein kinase 0.0192 0.283 0.8089
Plasmodium vivax glutathione reductase, putative 0.055 1 1
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation 0.019 0.2803 0.2803
Loa Loa (eye worm) AUR protein kinase 0.0192 0.283 0.283
Entamoeba histolytica protein kinase , putative 0.0192 0.283 0.8089
Brugia malayi Protein kinase domain containing protein 0.0225 0.3499 0.3499
Echinococcus multilocularis thioredoxin glutathione reductase 0.055 1 1
Brugia malayi serine/threonine-protein kinase 6 0.0192 0.283 0.283
Echinococcus multilocularis cyclin dependent kinase 5 0.0225 0.3499 0.3499
Plasmodium falciparum serine/threonine protein kinase, putative 0.0192 0.283 0.283
Trypanosoma cruzi aurora B kinase, putative 0.0192 0.283 0.283
Trypanosoma brucei trypanothione reductase 0.055 1 1
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.019 0.2803 0.2803
Toxoplasma gondii cell-cycle-associated protein kinase CDK, putative 0.0225 0.3499 0.3499
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.019 0.2803 0.2803
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.019 0.2803 1
Plasmodium falciparum glutathione reductase 0.055 1 1
Loa Loa (eye worm) RNA binding protein 0.0063 0.0241 0.0241
Echinococcus multilocularis aurora kinase A 0.0192 0.283 0.283
Plasmodium falciparum glutathione reductase 0.019 0.2803 0.2803
Trichomonas vaginalis CMGC family protein kinase 0.0225 0.3499 1
Echinococcus granulosus cyclin dependent kinase 1 0.0225 0.3499 0.3499
Echinococcus granulosus cyclin dependent kinase 5 0.0225 0.3499 0.3499

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 0.000031 M In vitro antimalarial activity against Plasmodium falciparum (FCR-3 strain) ChEMBL. 15026051
EC50 (functional) = 0.000031 M In vitro antimalarial activity against Plasmodium falciparum (FCR-3 strain) ChEMBL. 15026051
EC50 (functional) = 0.000032 M In vitro cytotoxic activity tested in mouse mammary tumor FM3A cells ChEMBL. 15026051
EC50 (functional) = 0.000032 M In vitro cytotoxic activity tested in mouse mammary tumor FM3A cells ChEMBL. 15026051
ED50 (functional) = 1.8 ug ml-1 In vitro cytotoxic activity was determined against ovarian cancer (1A9) cell line ChEMBL. 10612592
ED50 (functional) = 1.8 ug ml-1 In vitro cytotoxic activity was determined against ovarian cancer (1A9) cell line ChEMBL. 10612592
ED50 (functional) = 2.2 ug ml-1 In vitro cytotoxic activity was determined against epidermoid carcinoma of the nasopharynx (KB) cell line ChEMBL. 10612592
ED50 (functional) = 2.2 ug ml-1 In vitro cytotoxic activity was determined against epidermoid carcinoma of the nasopharynx (KB) cell line ChEMBL. 10612592
ED50 (functional) = 4.2 ug ml-1 In vitro cytotoxic activity was determined against lung carcinoma (A549) cell line ChEMBL. 10612592
ED50 (functional) = 4.2 ug ml-1 In vitro cytotoxic activity was determined against lung carcinoma (A549) cell line ChEMBL. 10612592
ED50 (functional) = 4.3 ug ml-1 In vitro cytotoxic activity against MCF-7 (human breast cancer) cell line. ChEMBL. 10612592
ED50 (functional) = 4.3 ug ml-1 In vitro cytotoxic activity against MCF-7 (human breast cancer) cell line. ChEMBL. 10612592
ED50 (functional) = 5 ug ml-1 In vitro cytotoxic activity was determined against renal cancer (CAKI-1) cell line ChEMBL. 10612592
ED50 (functional) = 5 ug ml-1 In vitro cytotoxic activity was determined against renal cancer (CAKI-1) cell line ChEMBL. 10612592
ED50 (functional) = 7.8 ug ml-1 In vitro cytotoxic activity against U-87-MG (glioblastoma) cell line. ChEMBL. 10612592
ED50 (functional) = 7.8 ug ml-1 In vitro cytotoxic activity against U-87-MG (glioblastoma) cell line. ChEMBL. 10612592
ED50 (functional) > 20 ug ml-1 In vitro cytotoxic activity was determined against ileocecal carcinoma (HCT-8) cell line ChEMBL. 10612592
ED50 (functional) > 20 ug ml-1 In vitro cytotoxic activity was determined against ileocecal carcinoma (HCT-8) cell line ChEMBL. 10612592
IC50 (ADMET) = 10.1 uM Cytotoxicity against human H9 cells ChEMBL. 11473435
Selective toxicity (functional) = 1 Ratio of FM3A cells to that of Plasmodium falciparum (FCR-3 strain) ChEMBL. 15026051

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 11473435

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

2 literature references were collected for this gene.

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