Detailed information for compound 260790

Basic information

Technical information
  • TDR Targets ID: 260790
  • Name: [(6S)-1,2,3-trimethoxy-9-methylsulfanyl-8-oxo -5,6-dihydrocyclohepta[a]naphthalen-6-yl]meth yl 4-bromobenzoate
  • MW: 557.453 | Formula: C27H25BrO6S
  • H donors: 0 H acceptors: 2 LogP: 5.28 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 2
  • SMILES: CSc1ccc2c(cc1=O)[C@@H](COC(=O)c1ccc(cc1)Br)Cc1c2c(OC)c(c(c1)OC)OC
  • InChi: 1S/C27H25BrO6S/c1-31-22-12-16-11-17(14-34-27(30)15-5-7-18(28)8-6-15)20-13-21(29)23(35-4)10-9-19(20)24(16)26(33-3)25(22)32-2/h5-10,12-13,17H,11,14H2,1-4H3/t17-/m1/s1
  • InChiKey: ZKHYYYPSVVMSAQ-QGZVFWFLSA-N  

Network

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Synonyms

  • 4-bromobenzoic acid [(6S)-1,2,3-trimethoxy-9-(methylthio)-8-oxo-5,6-dihydrocyclohepta[a]naphthalen-6-yl]methyl ester
  • 4-bromobenzoic acid [(6S)-8-keto-1,2,3-trimethoxy-9-(methylthio)-5,6-dihydrocyclohepta[a]naphthalen-6-yl]methyl ester

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
Plasmodium vivax methionine aminopeptidase 2, putative 0.0047 0.8012 0.8012
Plasmodium vivax methionine aminopeptidase 1b, putative 0.0051 1 1
Echinococcus multilocularis methionyl aminopeptidase 1 (M24 family) 0.0051 1 1
Trypanosoma brucei methionine aminopeptidase, type I, putative 0.0051 1 1
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0047 0.8012 0.5
Echinococcus granulosus methionyl aminopeptidase 1 M24 family 0.0051 1 1
Plasmodium falciparum methionine aminopeptidase 1b, putative 0.0051 1 1
Chlamydia trachomatis methionine aminopeptidase 0.0034 0 0.5
Leishmania major methionine aminopeptidase, putative,metallo-peptidase, Clan MG, Family M24 0.0051 1 1
Trypanosoma brucei methionine aminopeptidase, putative 0.0051 1 1
Onchocerca volvulus Methionine aminopeptidase 2 homolog 0.0047 0.8012 0.5
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0047 0.8012 0.5
Entamoeba histolytica methionine aminopeptidase, putative 0.0047 0.8012 0.5
Loa Loa (eye worm) methionine aminopeptidase type I 0.0051 1 1
Wolbachia endosymbiont of Brugia malayi methionine aminopeptidase 0.0034 0 0.5
Mycobacterium leprae PROBABLE METHIONINE AMINOPEPTIDASE MAPB (MAP) (PEPTIDASE M) 0.0034 0 0.5
Mycobacterium leprae PROBABLE METHIONINE AMINOPEPTIDASE MAPA (MAP) (PEPTIDASE M) (MetAP) 0.0034 0 0.5
Toxoplasma gondii methionine aminopeptidase 0.0051 1 1
Toxoplasma gondii methionine aminopeptidase 2, putative 0.0047 0.8012 0.8012
Trypanosoma cruzi metallo- peptidase, Clan MG, Family M24 0.0051 1 1
Treponema pallidum methionine aminopeptidase (map) 0.0034 0 0.5
Schistosoma mansoni methionyl aminopeptidase 2 (M24 family) 0.0047 0.8012 1
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0047 0.8012 0.5
Mycobacterium tuberculosis Methionine aminopeptidase MapA (map) (peptidase M) (MetAP) 0.0034 0 0.5
Mycobacterium tuberculosis Methionine aminopeptidase MapB (map) (peptidase M) 0.0034 0 0.5
Echinococcus multilocularis methionyl aminopeptidase 2 0.0047 0.8012 0.8012
Plasmodium falciparum methionine aminopeptidase 2 0.0047 0.8012 0.8012
Trypanosoma brucei metallo- peptidase, Clan MG, Family M24 0.0051 1 1
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0047 0.8012 0.5
Giardia lamblia Methionine aminopeptidase 0.0047 0.8012 0.5
Mycobacterium ulcerans methionine aminopeptidase MapB 0.0034 0 0.5
Mycobacterium ulcerans methionine aminopeptidase 0.0034 0 0.5
Trypanosoma cruzi metallo- peptidase, Clan MG, Family M24 0.0051 1 1

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 92 nM Cytotoxicity against human solid tumor nasopharyngeal carcinoma KB cell line ChEMBL. 8496935
ED50 (functional) = 92 nM Cytotoxicity against human solid tumor nasopharyngeal carcinoma KB cell line ChEMBL. 8496935
ED50 (functional) = 110 nM Cytotoxicity against murine P388 leukemia cell line ChEMBL. 8496935
ED50 (functional) = 110 nM Cytotoxicity against human melanoma RPMI-7951 cell line ChEMBL. 8496935
ED50 (functional) = 110 nM Cytotoxicity against murine P388 leukemia cell line ChEMBL. 8496935
ED50 (functional) = 110 nM Cytotoxicity against human melanoma RPMI-7951 cell line ChEMBL. 8496935
ED50 (functional) = 129 nM Cytotoxicity against human central nervous system carcinoma TE671 cell line ChEMBL. 8496935
ED50 (functional) = 129 nM Cytotoxicity against human central nervous system carcinoma TE671 cell line ChEMBL. 8496935
ED50 (functional) = 9197 nM Cytotoxicity against human solid tumor Colon carcinoma HCT-8 cell line ChEMBL. 8496935
ED50 (functional) = 9197 nM Cytotoxicity against human solid tumor Colon carcinoma HCT-8 cell line ChEMBL. 8496935
ED50 (functional) = 16954 nM Cytotoxicity against human solid tumor lung carcinoma A549 cell line ChEMBL. 8496935
ED50 (functional) = 16954 nM Cytotoxicity against human solid tumor lung carcinoma A549 cell line ChEMBL. 8496935
IC50 (functional) > 40 uM Inhibition of tubulin polymerization with preincubation for 15 minutes at 37 degree centigrade prior to addition of the GTP required for polymerization ChEMBL. 8496935
IC50 (functional) > 40 uM Inhibition of tubulin polymerization with preincubation for 15 minutes at 37 degree centigrade prior to addition of the GTP required for polymerization ChEMBL. 8496935
Inhibition (binding) = 2 % Percentage inhibition of [3H]-colchicine binding site on tubulin at 5 microM ChEMBL. 8496935
Inhibition (binding) = 2 % Percentage inhibition of [3H]-colchicine binding site on tubulin at 5 microM ChEMBL. 8496935
Stimulation (functional) = 225 % Evaluated for the stimulation of GTP hydrolysis ChEMBL. 8496935
Stimulation (functional) = 225 % Evaluated for the stimulation of GTP hydrolysis ChEMBL. 8496935

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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