Detailed information for compound 313739

Basic information

Technical information
  • TDR Targets ID: 313739
  • Name: methyl 2-[(1-benzyl-2-ethyl-3-oxamoyl-7,8-dih ydro-6H-cyclopenta[g]indol-4-yl)oxy]acetate
  • MW: 434.484 | Formula: C25H26N2O5
  • H donors: 1 H acceptors: 3 LogP: 3.91 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)COc1cc2CCCc2c2c1c(C(=O)C(=O)N)c(n2Cc1ccccc1)CC
  • InChi: 1S/C25H26N2O5/c1-3-18-21(24(29)25(26)30)22-19(32-14-20(28)31-2)12-16-10-7-11-17(16)23(22)27(18)13-15-8-5-4-6-9-15/h4-6,8-9,12H,3,7,10-11,13-14H2,1-2H3,(H2,26,30)
  • InChiKey: LBZKCAJYHMFIHZ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[(1-benzyl-2-ethyl-3-oxamoyl-7,8-dihydro-6H-cyclopenta[g]indol-4-yl)oxy]acetic acid methyl ester
  • methyl 2-[[2-ethyl-3-oxamoyl-1-(phenylmethyl)-7,8-dihydro-6H-cyclopenta[g]indol-4-yl]oxy]ethanoate
  • methyl 2-[[2-ethyl-3-oxamoyl-1-(phenylmethyl)-7,8-dihydro-6H-cyclopenta[g]indol-4-yl]oxy]acetate
  • 2-[[2-ethyl-3-oxamoyl-1-(phenylmethyl)-7,8-dihydro-6H-cyclopenta[g]indol-4-yl]oxy]acetic acid methyl ester
  • 2-[[1-(benzyl)-2-ethyl-3-oxamoyl-7,8-dihydro-6H-cyclopenta[g]indol-4-yl]oxy]acetic acid methyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens phospholipase A2, group IIA (platelets, synovial fluid) 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
Brugia malayi Phospholipase A2 family protein phospholipase A2, group IIA (platelets, synovial fluid) 144 aa 125 aa 28.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis lysine specific demethylase 5A 0.0035 0.0301 0.0157
Schistosoma mansoni tar DNA-binding protein 0.0062 0.1011 0.1053
Loa Loa (eye worm) hypothetical protein 0.0149 0.323 0.61
Giardia lamblia DINP protein human, muc B family 0.0037 0.037 0.3739
Brugia malayi MH2 domain containing protein 0.0118 0.2428 0.4563
Trypanosoma brucei DNA polymerase kappa, putative 0.0037 0.037 0.3683
Trypanosoma brucei DNA polymerase IV, putative 0.0037 0.037 0.3683
Loa Loa (eye worm) RNA binding protein 0.0062 0.1011 0.1848
Leishmania major DNA polymerase kappa, putative,DNA polymerase IV, putative 0.0037 0.037 0.3683
Loa Loa (eye worm) hypothetical protein 0.0111 0.2263 0.4246
Trypanosoma brucei DNA polymerase kappa, putative 0.0026 0.0072 0.0713
Plasmodium vivax SET domain protein, putative 0.0032 0.024 0.3226
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0565 0.0511
Toxoplasma gondii LsmAD domain-containing protein 0.0025 0.0046 0.0619
Echinococcus granulosus L aminoadipate semialdehyde 0.0082 0.1511 0.1386
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0031 0.021 0.0065
Brugia malayi follicle stimulating hormone receptor 0.0228 0.5267 1
Loa Loa (eye worm) hypothetical protein 0.0083 0.1541 0.2864
Loa Loa (eye worm) hypothetical protein 0.0032 0.024 0.0372
Onchocerca volvulus Phospholipase A2 homolog 0.0111 0.2263 0.361
Echinococcus multilocularis voltage dependent calcium channel subunit 0.0412 1 1
Echinococcus multilocularis GPCR, family 2 0.0031 0.02 0.0055
Schistosoma mansoni hypothetical protein 0.0067 0.1119 0.1185
Brugia malayi jmjC domain containing protein 0.0035 0.0301 0.0488
Echinococcus granulosus lysine specific demethylase 5A 0.0035 0.0301 0.0157
Mycobacterium leprae conserved hypothetical protein 0.0023 0 0.5
Echinococcus granulosus dna polymerase kappa 0.0037 0.037 0.0227
Brugia malayi Pre-SET motif family protein 0.0226 0.5208 0.9888
Schistosoma mansoni kinesin eg-5 0.0052 0.0745 0.0729
Leishmania major DNA polymerase eta, putative 0.0036 0.0341 0.34
Onchocerca volvulus 0.0257 0.6009 1
Schistosoma mansoni jumonji domain containing protein 0.0075 0.1327 0.1438
Schistosoma mansoni hypothetical protein 0.0349 0.8361 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0037 0.037 0.3683
Schistosoma mansoni serine-rich repeat protein 0.0097 0.1896 0.2131
Brugia malayi Phospholipase A2 family protein 0.0111 0.2263 0.4246
Loa Loa (eye worm) jmjC domain-containing protein 0.0035 0.0301 0.0488
Trypanosoma brucei DNA polymerase kappa, putative 0.0037 0.037 0.3683
Onchocerca volvulus 0.0032 0.024 0.0161
Mycobacterium ulcerans DNA polymerase IV 0.0037 0.037 1
Schistosoma mansoni DNA polymerase eta 0.0062 0.1005 0.1045
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0032 0.024 0.0115
Schistosoma mansoni hypothetical protein 0.0031 0.02 0.0066
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0032 0.024 0.0115
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0097 0.1911 0.3573
Leishmania major hypothetical protein, conserved 0.0025 0.0046 0.0459
Leishmania major DNA polymerase kappa, putative 0.0037 0.037 0.3683
Schistosoma mansoni aminoadipate-semialdehyde dehydrogenase 0.0082 0.1511 0.1662
Loa Loa (eye worm) hypothetical protein 0.0062 0.1005 0.1836
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0565 0.0426
Schistosoma mansoni hypothetical protein 0.0167 0.3694 0.432
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0226 0.5208 0.9888
Brugia malayi TAR-binding protein 0.0062 0.1011 0.1848
Trypanosoma cruzi DNA polymerase kappa, putative 0.0037 0.037 0.338
Schistosoma mansoni hypothetical protein 0.0031 0.02 0.0066
Plasmodium vivax kinesin-5 0.0052 0.0745 1
Loa Loa (eye worm) hypothetical protein 0.0029 0.0146 0.0191
Entamoeba histolytica deoxycytidyl transferase, putative 0.0037 0.037 0.4965
Brugia malayi RNA binding protein 0.0062 0.1011 0.1848
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0046 0.0619
Wolbachia endosymbiont of Brugia malayi 4'-phosphopantetheinyl transferase 0.0023 0 0.5
Brugia malayi Cache domain containing protein 0.0083 0.1541 0.2864
Echinococcus granulosus histone lysine methyltransferase setb 0.0032 0.024 0.0096
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0045 0.0565 0.0995
Schistosoma mansoni jumonji/arid domain-containing protein 0.0035 0.0301 0.0189
Schistosoma mansoni dihydropyridine-sensitive l-type calcium channel 0.0091 0.1738 0.1938
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0032 0.024 0.0115
Brugia malayi hypothetical protein 0.0149 0.323 0.61
Trypanosoma brucei DNA polymerase kappa, putative 0.0037 0.037 0.3683
Echinococcus granulosus GPCR family 2 0.0031 0.02 0.0055
Toxoplasma gondii PHD-finger domain-containing protein 0.0029 0.0146 0.1959
Trypanosoma brucei unspecified product 0.0026 0.0072 0.0713
Toxoplasma gondii kinesin motor domain-containing protein 0.0052 0.0745 1
Plasmodium vivax ataxin-2 like protein, putative 0.0025 0.0046 0.0619
Schistosoma mansoni terminal deoxycytidyl transferase 0.0037 0.037 0.0273
Echinococcus granulosus geminin 0.0167 0.3694 0.3601
Loa Loa (eye worm) latrophilin receptor protein 2 0.0031 0.02 0.0296
Schistosoma mansoni tar DNA-binding protein 0.0062 0.1011 0.1053
Brugia malayi aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase 0.0082 0.1511 0.2807
Onchocerca volvulus Phospholipase A2 homolog 0.0111 0.2263 0.361
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0032 0.024 0.0115
Trypanosoma brucei DNA polymerase eta, putative 0.0062 0.1005 1
Loa Loa (eye worm) jmjC domain-containing protein 0.0059 0.0931 0.1695
Loa Loa (eye worm) hypothetical protein 0.0111 0.2263 0.4246
Loa Loa (eye worm) hypothetical protein 0.0031 0.02 0.0296
Trypanosoma brucei DNA polymerase kappa, putative 0.0037 0.037 0.3683
Loa Loa (eye worm) TAR-binding protein 0.0062 0.1011 0.1848
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0032 0.024 0.0096
Loa Loa (eye worm) MH2 domain-containing protein 0.0118 0.2428 0.4563
Schistosoma mansoni hypothetical protein 0.0031 0.02 0.0066
Trypanosoma brucei DNA polymerase kappa, putative 0.0026 0.0072 0.0713
Leishmania major DNA polymerase eta, putative 0.0062 0.1005 1
Echinococcus multilocularis dna polymerase eta 0.0062 0.1005 0.0871
Schistosoma mansoni tar DNA-binding protein 0.0062 0.1011 0.1053
Onchocerca volvulus 0.0149 0.323 0.5261
Chlamydia trachomatis holo [acyl-carrier protein] synthase 0.0023 0 0.5
Trypanosoma brucei DNA polymerase IV, putative 0.0037 0.037 0.3683
Brugia malayi Latrophilin receptor protein 2 0.0031 0.02 0.0296
Trypanosoma cruzi DNA polymerase kappa, putative 0.0037 0.037 0.338
Treponema pallidum 4'-phosphopantetheinyl transferase 0.0023 0 0.5
Echinococcus multilocularis L aminoadipate semialdehyde 0.0082 0.1511 0.1386
Trypanosoma brucei DNA polymerase kappa, putative 0.0037 0.037 0.3683
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0032 0.024 0.0096
Echinococcus multilocularis geminin 0.0167 0.3694 0.3601
Brugia malayi ImpB/MucB/SamB family protein 0.0037 0.037 0.062
Trypanosoma cruzi DNA polymerase eta, putative 0.0036 0.0341 0.3082
Echinococcus multilocularis terminal deoxycytidyl transferase rev1 0.0037 0.037 0.0227
Echinococcus multilocularis dna polymerase kappa 0.0037 0.037 0.0227
Schistosoma mansoni jumonji/arid domain-containing protein 0.0035 0.0301 0.0189
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0031 0.02 0.0055
Trypanosoma brucei DNA polymerase IV, putative 0.0037 0.037 0.3683
Schistosoma mansoni tar DNA-binding protein 0.0062 0.1011 0.1053
Loa Loa (eye worm) PHD-finger family protein 0.0029 0.0146 0.0191
Loa Loa (eye worm) hypothetical protein 0.0049 0.0673 0.12
Brugia malayi PHD-finger family protein 0.0029 0.0146 0.0191
Plasmodium falciparum kinesin-5 0.0052 0.0745 1
Loa Loa (eye worm) kinesin-like protein KLP2 0.0052 0.0745 0.1339
Brugia malayi RNA recognition motif domain containing protein 0.0062 0.1011 0.1848
Trypanosoma brucei DNA polymerase kappa, putative 0.0037 0.037 0.3683
Brugia malayi ImpB/MucB/SamB family protein 0.0062 0.1005 0.1836
Brugia malayi jmjC domain containing protein 0.0094 0.1824 0.3405
Echinococcus multilocularis voltage dependent calcium channel subunit 0.0188 0.4226 0.414
Toxoplasma gondii ImpB/MucB/SamB family protein 0.0036 0.0341 0.4583
Loa Loa (eye worm) transcription factor SMAD2 0.0118 0.2428 0.4563
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0565 0.0511
Echinococcus granulosus kinesin family 1 0.0401 0.9697 0.9693
Brugia malayi latrophilin 2 splice variant baaae 0.0067 0.1119 0.2056
Trypanosoma cruzi DNA polymerase kappa, putative 0.0037 0.037 0.338
Entamoeba histolytica kinesin, putative 0.0052 0.0745 1
Trypanosoma brucei unspecified product 0.0037 0.037 0.3683
Giardia lamblia Kinesin-5 0.0052 0.0745 1
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0094 0.1824 0.1703
Echinococcus multilocularis jumonji domain containing protein 0.004 0.0435 0.0293
Trypanosoma cruzi DNA polymerase kappa, putative 0.0037 0.037 0.338
Loa Loa (eye worm) hypothetical protein 0.0082 0.1511 0.2807
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0565 0.0511
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0565 0.0426
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0228 0.5267 1
Schistosoma mansoni hypothetical protein 0.0167 0.3694 0.432
Trypanosoma brucei unspecified product 0.0026 0.0072 0.0713
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0565 0.0426
Schistosoma mansoni hypothetical protein 0.0031 0.02 0.0066
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0046 0.0619
Trypanosoma brucei DNA polymerase kappa, putative 0.0026 0.0072 0.0713
Trypanosoma cruzi DNA polymerase eta, putative 0.0062 0.1005 1
Mycobacterium ulcerans DNA polymerase IV 0.0037 0.037 1
Mycobacterium tuberculosis Conserved hypothetical protein 0.0037 0.037 1
Brugia malayi Bromodomain containing protein 0.0029 0.0146 0.0191
Echinococcus granulosus terminal deoxycytidyl transferase rev1 0.0037 0.037 0.0227
Echinococcus granulosus jumonji domain containing protein 0.004 0.0435 0.0293
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0045 0.0565 0.0995
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0031 0.02 0.0055
Onchocerca volvulus 0.0082 0.1511 0.2329
Echinococcus granulosus tar DNA binding protein 0.0062 0.1011 0.0878
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0032 0.024 0.3226
Echinococcus granulosus voltage dependent calcium channel subunit 0.0188 0.4226 0.414
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0097 0.1911 0.3573
Echinococcus granulosus dna polymerase eta 0.0062 0.1005 0.0871
Loa Loa (eye worm) ImpB/MucB/SamB family protein 0.0037 0.037 0.062
Echinococcus multilocularis tar DNA binding protein 0.0062 0.1011 0.0878
Trypanosoma brucei DNA polymerase kappa, putative 0.0037 0.037 0.3683
Trypanosoma brucei DNA polymerase kappa, putative 0.0037 0.037 0.3683
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0031 0.02 0.0296
Trypanosoma brucei DNA polymerase kappa, putative 0.0037 0.037 0.3683
Plasmodium vivax hypothetical protein, conserved 0.0029 0.0146 0.1959
Plasmodium falciparum phd finger protein, putative 0.0029 0.0146 0.1959
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0031 0.02 0.0055
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0062 0.1011 0.1848
Schistosoma mansoni hypothetical protein 0.0097 0.1896 0.2131
Brugia malayi Calcitonin receptor-like protein seb-1 0.0097 0.1911 0.3573
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0031 0.02 0.0055
Toxoplasma gondii PHD-finger domain-containing protein 0.0029 0.0146 0.1959
Mycobacterium tuberculosis Possible DNA-damage-inducible protein P DinP (DNA polymerase V) (pol IV 2) (DNA nucleotidyltransferase (DNA-directed)) 0.0037 0.037 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0565 0.0426
Trypanosoma brucei PAB1-binding protein , putative 0.0025 0.0046 0.0459
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.0037 0.037 0.0273
Trichomonas vaginalis set domain proteins, putative 0.0257 0.6009 1
Brugia malayi Kinesin motor domain containing protein 0.0052 0.0745 0.1339
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0094 0.1824 0.1703
Loa Loa (eye worm) hypothetical protein 0.0067 0.1119 0.2056
Schistosoma mansoni dihydropyridine-sensitive l-type calcium channel 0.018 0.4029 0.4727
Schistosoma mansoni tar DNA-binding protein 0.0062 0.1011 0.1053
Brugia malayi Pre-SET motif family protein 0.0032 0.024 0.0372
Echinococcus multilocularis kinesin family 1 0.0401 0.9697 0.9693
Loa Loa (eye worm) hypothetical protein 0.0097 0.1911 0.3573

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.108 uM Inhibitory concentration against human nonpancreatic secretory phospholipase A2 ChEMBL. 15689175
IC50 (binding) = 0.108 uM Inhibitory concentration against human nonpancreatic secretory phospholipase A2 ChEMBL. 15689175

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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