Detailed information for compound 258469

Basic information

Technical information
  • TDR Targets ID: 258469
  • Name: (5Z,8Z,11Z,14Z)-N-prop-2-ynylicosa-5,8,11,14- tetraenamide
  • MW: 341.53 | Formula: C23H35NO
  • H donors: 1 H acceptors: 1 LogP: 6.16 Rotable bonds: 16
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCC#C
  • InChi: 1S/C23H35NO/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23(25)24-22-4-2/h2,8-9,11-12,14-15,17-18H,3,5-7,10,13,16,19-22H2,1H3,(H,24,25)/b9-8-,12-11-,15-14-,18-17-
  • InChiKey: JEBXKPDQLHOFKK-GKFVBPDJSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (5Z,8Z,11Z,14Z)-N-propargylicosa-5,8,11,14-tetraenamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Cannabinoid CB1 receptor Starlite/ChEMBL References
Mus musculus cannabinoid receptor 2 (macrophage) 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
Brugia malayi aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase 0.0087 0.0393 0.123
Echinococcus multilocularis dna polymerase kappa 0.0043 0.0132 0.1966
Brugia malayi polk-prov protein 0.0033 0.007 0.022
Onchocerca volvulus 0.0478 0.2698 1
Mycobacterium leprae Probable penicillin-binding protein PbpA 0.1015 0.586 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0307 0.1688 0.3489
Onchocerca volvulus 0.006 0.0233 0.0865
Entamoeba histolytica tyrosyl-DNA phosphodiesterase, putative 0.0135 0.0673 0.3902
Wolbachia endosymbiont of Brugia malayi cell division protein FtsI 0.1717 1 1
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0124 0.0608 0.9045
Trypanosoma brucei hypothetical protein, conserved 0.0025 0.0023 0.0216
Trypanosoma brucei DNA polymerase IV, putative 0.0043 0.0132 0.1864
Mycobacterium leprae PROBABLE BIFUNCTIONAL MEMBRANE-ASSOCIATED PENICILLIN-BINDING PROTEIN 1A/1B PONA2 (MUREIN POLYMERASE) [INCLUDES: PENICILLIN-INSEN 0.055 0.3123 0.5311
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.006 0.0233 0.073
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.006 0.0233 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0132 0.1864
Mycobacterium ulcerans penicillin-binding membrane protein PbpB 0.1483 0.8622 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0132 0.1864
Mycobacterium tuberculosis Probable bifunctional penicillin-binding protein 1A/1B PonA1 (murein polymerase) (PBP1): penicillin-insensitive transglycosylase 0.0249 0.1347 0.2287
Mycobacterium tuberculosis Probable penicillin-binding protein PbpA 0.1015 0.586 1
Echinococcus granulosus tyrosyl DNA phosphodiesterase 1 0.0135 0.0673 1
Onchocerca volvulus 0.0087 0.0393 0.1456
Mycobacterium leprae POSSIBLE PENICILLIN-BINDING LIPOPROTEIN 0.0315 0.1736 0.2935
Loa Loa (eye worm) hypothetical protein 0.0033 0.007 0.022
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0058 0.022 0.3274
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0124 0.0608 0.9045
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0109 0.0522 0.1635
Brugia malayi glutaminase DH11.1 0.0562 0.3194 1
Giardia lamblia Fructose-bisphosphate aldolase 0.0307 0.1688 1
Brugia malayi Tyrosyl-DNA phosphodiesterase family protein 0.0135 0.0673 0.2106
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.0117 0.0569 0.178
Plasmodium vivax holo-[acyl-carrier-protein] synthase, putative 0.0025 0.0023 0.0974
Schistosoma mansoni tyrosyl-DNA phosphodiesterase 0.0135 0.0673 0.2106
Loa Loa (eye worm) glutaminase 0.0562 0.3194 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0132 0.1864
Schistosoma mansoni lipoxygenase 0.0087 0.0389 0.1217
Echinococcus multilocularis transcription factor Dp 1 0.0078 0.0338 0.5024
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0117 0.0569 0.0635
Echinococcus multilocularis tyrosyl DNA phosphodiesterase 1 0.0135 0.0673 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0033 0.007 0.0934
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0117 0.0569 0.0635
Plasmodium vivax SET domain protein, putative 0.006 0.0233 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0307 0.1688 0.3489
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0307 0.1688 0.3489
Echinococcus granulosus histone lysine methyltransferase setb 0.006 0.0233 0.3468
Mycobacterium ulcerans penicillin-binding lipoprotein 0.0315 0.1736 0.1992
Echinococcus granulosus L aminoadipate semialdehyde 0.0087 0.0393 0.584
Leishmania major tyrosyl-DNA phosphodiesterase 1 0.0135 0.0673 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0033 0.007 0.0934
Echinococcus granulosus dna polymerase kappa 0.0043 0.0132 0.1966
Mycobacterium ulcerans glutaminase 0.0562 0.3194 0.3688
Mycobacterium tuberculosis Probable bifunctional membrane-associated penicillin-binding protein 1A/1B PonA2 (murein polymerase) [includes: penicillin-insen 0.055 0.3123 0.5323
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.006 0.0233 0.3468
Trypanosoma brucei tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0135 0.0673 1
Mycobacterium ulcerans DNA polymerase IV 0.0043 0.0132 0.0127
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.015 0.0762 0.1267
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0307 0.1688 0.3489
Trypanosoma brucei DNA polymerase IV, putative 0.0036 0.0091 0.1249
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0307 0.1688 0.3489
Loa Loa (eye worm) hypothetical protein 0.0087 0.0393 0.123
Leishmania major phosphopantetheinyl transferase-like protein 0.0025 0.0023 0.0216
Brugia malayi Pre-SET motif family protein 0.042 0.2356 0.7376
Mycobacterium tuberculosis Probable penicillin-binding membrane protein PbpB 0.0466 0.2625 0.4471
Trichomonas vaginalis glutaminase, putative 0.0562 0.3194 0.6866
Leishmania major 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.0117 0.0569 0.8433
Mycobacterium ulcerans penicillin-binding protein PbpA 0.1015 0.586 0.6788
Echinococcus granulosus transcription factor Dp 1 0.0078 0.0338 0.5024
Brugia malayi Pre-SET motif family protein 0.006 0.0233 0.073
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.015 0.0762 0.1288
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.015 0.0762 0.086
Treponema pallidum penicillin-binding protein (pbp-1) 0.1717 1 1
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0117 0.0569 0.8453
Schistosoma mansoni lipoxygenase 0.0124 0.0608 0.1905
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0307 0.1688 0.3489
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.006 0.0233 0.073
Treponema pallidum penicillin-binding protein (pbp-2) 0.08 0.4592 0.458
Mycobacterium tuberculosis Possible penicillin-binding lipoprotein 0.0315 0.1736 0.2952
Mycobacterium tuberculosis holo-[acyl-carrier protein] synthase AcpS (holo-ACP synthase) (CoA:APO-[ACP]pantetheinephosphotransferase) (CoA:APO-[acyl-carrie 0.0025 0.0023 0.0024
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0132 0.1864
Treponema pallidum fructose-bisphosphate aldolase 0.0307 0.1688 0.1669
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0117 0.0569 0.8453
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0132 0.1864
Trichomonas vaginalis set domain proteins, putative 0.0478 0.2698 0.5753
Mycobacterium ulcerans bifunctional penicillin-binding protein 1A/1B PonA1 0.08 0.4592 0.5314
Mycobacterium ulcerans DNA polymerase IV 0.0043 0.0132 0.0127
Chlamydia trachomatis transglycolase/transpeptidase 0.0781 0.4483 0.447
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0307 0.1688 0.3489
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0307 0.1688 1
Trypanosoma brucei unspecified product 0.0036 0.0091 0.1249
Schistosoma mansoni glutaminase 0.0562 0.3194 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.006 0.0233 0.073
Mycobacterium leprae Probable penicillin-binding membrane protein PbpB 0.0466 0.2625 0.4457
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase 0.0117 0.0569 0.0957
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.042 0.2356 0.7376
Mycobacterium ulcerans bifunctional membrane-associated penicillin-binding protein 1A/1B PonA2 0.055 0.3123 0.3605
Echinococcus multilocularis L aminoadipate semialdehyde 0.0087 0.0393 0.584
Loa Loa (eye worm) hypothetical protein 0.006 0.0233 0.073
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.006 0.0233 0.073
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.0117 0.0569 0.178
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0307 0.1688 0.3489
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0135 0.0673 1
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.006 0.0233 0.3468
Treponema pallidum penicillin-binding protein (pbp-3) 0.1483 0.8622 0.8619
Schistosoma mansoni aminoadipate-semialdehyde dehydrogenase 0.0087 0.0393 0.123
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0132 0.1864
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0132 0.1864
Plasmodium falciparum holo-[acyl-carrier-protein] synthase, putative 0.0025 0.0023 1
Loa Loa (eye worm) tyrosyl-DNA phosphodiesterase 0.0135 0.0673 0.2106
Loa Loa (eye worm) glutaminase 2 0.0562 0.3194 1
Mycobacterium leprae PROBABLE BIFUNCTIONAL PENICILLIN-BINDING PROTEIN 1A/1B PONA1 (MUREIN POLYMERASE) (PBP1): PENICILLIN-INSENSITIVE TRANSGLYCOSYLASE 0.08 0.4592 0.7828
Trichomonas vaginalis conserved hypothetical protein 0.08 0.4592 1
Trypanosoma brucei DNA polymerase IV, putative 0.0043 0.0132 0.1864
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0135 0.0673 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0132 0.1864
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0132 0.1864
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0307 0.1688 1

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 0.1 uM Effective concentration required for stimulation of [35S]-GTP-gammaS, binding in rat microsomal membranes ChEMBL. 9876105
Emax (functional) = 143 % Concentration required for stimulation of [35S]-GTP-gammaS, binding in rat microsomal membranes expressed as Emax ChEMBL. 9876105
Ki (binding) = 10.8 nM Binding affinity towards cannabinoid receptor 1 from rat forebrain membranes in the presence of phenylmethanesulfonylfluoride (PMSF) using 0.8 nM [3H]-CP-55,940 as radioligand ChEMBL. 9876105
Ki (binding) = 10.8 nM Binding affinity towards cannabinoid receptor 1 from rat forebrain membranes in the presence of phenylmethanesulfonylfluoride (PMSF) using 0.8 nM [3H]-CP-55,940 as radioligand ChEMBL. 9876105
Ki (binding) = 290 nM Binding affinity towards Cannabinoid receptor 2 from mouse spleen membranes using 0.8 nM [3H]-CP-55,940 as radioligand ChEMBL. 9876105
Ki (binding) = 290 nM Binding affinity towards Cannabinoid receptor 2 from mouse spleen membranes using 0.8 nM [3H]-CP-55,940 as radioligand ChEMBL. 9876105
Ki (binding) = 4900 nM Binding affinity towards cannabinoid receptor 1 from rat forebrain membranes in the absence of phenylmethanesulfonylfluoride (PMSF) using 0.8 nM [3H]-CP-55,940 as radioligand ChEMBL. 9876105
Ki (binding) = 4900 nM Binding affinity towards cannabinoid receptor 1 from rat forebrain membranes in the absence of phenylmethanesulfonylfluoride (PMSF) using 0.8 nM [3H]-CP-55,940 as radioligand ChEMBL. 9876105
Log EC50 (functional) = -1.7 Effective concentration required for stimulation of [35S]-GTP-gammaS, binding in rat microsomal membranes expressed as log EC50 ChEMBL. 9876105

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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