Detailed information for compound 1192534

Basic information

Technical information
  • TDR Targets ID: 1192534
  • Name: [1-(4-methylsulfanylbutyl)indol-3-yl]-(2,2,3, 3-tetramethylcyclopropyl)methanone
  • MW: 343.526 | Formula: C21H29NOS
  • H donors: 0 H acceptors: 1 LogP: 5.1 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CSCCCCn1cc(c2c1cccc2)C(=O)C1C(C1(C)C)(C)C
  • InChi: 1S/C21H29NOS/c1-20(2)19(21(20,3)4)18(23)16-14-22(12-8-9-13-24-5)17-11-7-6-10-15(16)17/h6-7,10-11,14,19H,8-9,12-13H2,1-5H3
  • InChiKey: NIMZZWGHIZCSPU-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [1-[4-(methylthio)butyl]-3-indolyl]-(2,2,3,3-tetramethylcyclopropyl)methanone
  • [1-[4-(methylthio)butyl]indol-3-yl]-(2,2,3,3-tetramethylcyclopropyl)methanone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cannabinoid receptor 2 (macrophage) Starlite/ChEMBL References
Homo sapiens cannabinoid receptor 1 (brain) 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni alpha-glucosidase 0.0147 0.729 0.729
Brugia malayi Thioredoxin reductase 0.0053 0.1691 0.156
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0134 0.6558 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0096 0.4267 0.4267
Toxoplasma gondii thioredoxin reductase 0.0053 0.1691 0.0986
Schistosoma mansoni alpha-glucosidase 0.0147 0.729 0.729
Loa Loa (eye worm) thioredoxin reductase 0.0053 0.1691 0.1169
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0121 0.5751 0.8342
Echinococcus multilocularis lysosomal alpha glucosidase 0.017 0.8708 0.8708
Schistosoma mansoni bromodomain containing protein 0.0069 0.2673 0.2673
Loa Loa (eye worm) ubiquitin conjugating enzyme protein 13 0.0192 1 1
Brugia malayi Muscleblind-like protein 0.0146 0.7273 0.723
Trypanosoma brucei trypanothione reductase 0.0053 0.1691 0.0986
Schistosoma mansoni hypothetical protein 0.0075 0.2992 0.2992
Loa Loa (eye worm) ubiquitin conjugating enzyme protein 13 0.0192 1 1
Echinococcus granulosus GPCR family 2 0.0035 0.0591 0.0591
Loa Loa (eye worm) hypothetical protein 0.0042 0.1038 0.0476
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0035 0.0591 0.0591
Loa Loa (eye worm) hypothetical protein 0.0146 0.7273 0.7102
Trypanosoma brucei ubiquitin-protein ligase, putative 0.0192 1 1
Entamoeba histolytica ubiquitin-conjugating enzyme family protein 0.0192 1 1
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0039 0.0878 0.0878
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0035 0.0591 0.0442
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0121 0.5751 0.8342
Brugia malayi Latrophilin receptor protein 2 0.0035 0.0591 0.0442
Echinococcus multilocularis thioredoxin glutathione reductase 0.0053 0.1691 0.1691
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0035 0.0591 0.0591
Echinococcus granulosus muscleblind protein 0.0146 0.7273 0.7273
Mycobacterium tuberculosis Probable reductase 0.0121 0.5751 0.8342
Echinococcus multilocularis geminin 0.0186 0.9638 0.9638
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0065 0.2438 0.2438
Schistosoma mansoni hypothetical protein 0.0035 0.0591 0.0591
Schistosoma mansoni hypothetical protein 0.0035 0.0591 0.0591
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0096 0.4267 0.4267
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0035 0.0591 0.0591
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0096 0.4267 0.4267
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0038 0.0782 0.0203
Echinococcus multilocularis GPCR, family 2 0.0035 0.0591 0.0591
Schistosoma mansoni hypothetical protein 0.0186 0.9638 0.9638
Schistosoma mansoni ubiquitin conjugating enzyme 13 0.0192 1 1
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0035 0.0591 0.0591
Brugia malayi Calcitonin receptor-like protein seb-1 0.0109 0.5062 0.4984
Echinococcus multilocularis muscleblind protein 1 0.0146 0.7273 0.7273
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0065 0.2438 0.2438
Loa Loa (eye worm) hypothetical protein 0.0075 0.2992 0.2552
Plasmodium vivax ubiquitin-conjugating enzyme E2 N, putative 0.0192 1 1
Brugia malayi Bromodomain containing protein 0.0042 0.1034 0.0892
Loa Loa (eye worm) hypothetical protein 0.0146 0.7273 0.7102
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0109 0.5062 0.4752
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0096 0.4267 0.4177
Schistosoma mansoni alpha glucosidase 0.0038 0.0782 0.0782
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0121 0.5751 0.8342
Echinococcus granulosus neutral alpha glucosidase AB 0.0038 0.0782 0.0782
Brugia malayi ubiquitin conjugating enzyme protein 13 0.0192 1 1
Brugia malayi Glycosyl hydrolases family 31 protein 0.017 0.8708 0.8688
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0134 0.6558 1
Schistosoma mansoni hypothetical protein 0.0035 0.0591 0.0591
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0096 0.4267 0.3907
Echinococcus multilocularis neutral alpha glucosidase AB 0.0038 0.0782 0.0782
Brugia malayi Bromodomain containing protein 0.0082 0.3441 0.3338
Leishmania major ubiquitin-conjugating enzyme e2, putative 0.0192 1 1
Loa Loa (eye worm) hypothetical protein 0.0047 0.1319 0.0774
Trypanosoma cruzi ubiquitin-conjugating enzyme E2, putative 0.0192 1 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0134 0.6558 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0096 0.4267 0.4267
Toxoplasma gondii ubiquitin-conjugating enzyme subfamily protein 0.0192 1 1
Loa Loa (eye worm) hypothetical protein 0.0045 0.1194 0.0641
Onchocerca volvulus 0.0098 0.4413 0.5
Loa Loa (eye worm) glutathione reductase 0.0053 0.1691 0.1169
Plasmodium falciparum ubiquitin-conjugating enzyme E2 N, putative 0.0192 1 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0053 0.1691 0.1691
Trypanosoma cruzi trypanothione reductase, putative 0.0053 0.1691 0.0986
Brugia malayi glutathione reductase 0.0053 0.1691 0.156
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0134 0.6558 1
Trichomonas vaginalis ubiquitin-conjugating enzyme E2, putative 0.0192 1 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0096 0.4267 0.4267
Loa Loa (eye worm) hypothetical protein 0.0109 0.5062 0.4752
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.017 0.8708 0.8627
Trypanosoma cruzi ubiquitin-conjugating enzyme E2, putative 0.0192 1 1
Brugia malayi Glycosyl hydrolases family 31 protein 0.0038 0.0782 0.0636
Echinococcus granulosus ubiquitin conjugating enzyme E2 N 0.0192 1 1
Mycobacterium tuberculosis Probable dehydrogenase 0.0121 0.5751 0.8342
Trichomonas vaginalis ubiquitin-conjugating enzyme E2, putative 0.0192 1 1
Schistosoma mansoni hypothetical protein 0.0035 0.0591 0.0591
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0039 0.0878 0.0878
Brugia malayi latrophilin 2 splice variant baaae 0.0075 0.2992 0.2882
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0121 0.5751 0.8342
Echinococcus multilocularis muscleblind protein 0.0146 0.7273 0.7273
Schistosoma mansoni hypothetical protein 0.0186 0.9638 0.9638
Echinococcus granulosus geminin 0.0186 0.9638 0.9638
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0096 0.4267 0.4267
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0096 0.4267 0.4267
Loa Loa (eye worm) hypothetical protein 0.0078 0.3161 0.2731
Echinococcus multilocularis ubiquitin conjugating enzyme E2 N 0.0192 1 1
Echinococcus granulosus lysosomal alpha glucosidase 0.017 0.8708 0.8708
Leishmania major trypanothione reductase 0.0053 0.1691 0.0986
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0109 0.5062 0.4984
Echinococcus multilocularis lysosomal alpha glucosidase 0.017 0.8708 0.8708

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 74 % Agonist activity at human recombinant CB2 receptor expressed in HEK293 cells coexpressing Galphaq/o5 assessed as calcium mobilization by FLIPR assay relative to CP-55940 ChEMBL. 19921781
EC50 (functional) = 22 nM Agonist activity at human recombinant CB2 receptor expressed in HEK293 cells coexpressing Galphaq/o5 assessed as calcium mobilization by FLIPR assay ChEMBL. 19921781
Ki (binding) = 7.41 Displacement of [3H]CP-55940 from human recombinant CB1 receptor expressed in CHO cells ChEMBL. 19921781
Ki (binding) = 9.4 Displacement of [3H]CP-55940 from human recombinant CB2 receptor expressed in HEK293 cells ChEMBL. 19921781
Ki (binding) = 0.4 nM Displacement of [3H]CP-55940 from human recombinant CB2 receptor expressed in HEK293 cells ChEMBL. 19921781
Ki (binding) = 39 nM Displacement of [3H]CP-55940 from human recombinant CB1 receptor expressed in CHO cells ChEMBL. 19921781

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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