Detailed information for compound 142281

Basic information

Technical information
  • TDR Targets ID: 142281
  • Name: N-[(4-hydroxy-3-methoxyphenyl)methyl]undec-10 -enamide
  • MW: 319.438 | Formula: C19H29NO3
  • H donors: 2 H acceptors: 2 LogP: 4.76 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 1
  • SMILES: C=CCCCCCCCCC(=O)NCc1ccc(c(c1)OC)O
  • InChi: 1S/C19H29NO3/c1-3-4-5-6-7-8-9-10-11-19(22)20-15-16-12-13-17(21)18(14-16)23-2/h3,12-14,21H,1,4-11,15H2,2H3,(H,20,22)
  • InChiKey: CKWSPVVWIACXHV-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[(4-hydroxy-3-methoxy-phenyl)methyl]undec-10-enamide
  • N-[(4-hydroxy-3-methoxyphenyl)methyl]-10-undecenamide
  • N-vanillylundec-10-enamide
  • undecenovanillylamide
  • N-(4-hydroxy-3-methoxy-benzyl)undec-10-enamide
  • 5555-46-4
  • 10-Undecenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-
  • 10-Undecenamide, N-vanillyl-
  • AI3-08670
  • N-((4-Hydroxy-3-methoxyphenyl)methyl)-10-undecenamide
  • N-Vanillyl-10-undecenylamide
  • TL 76

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens transient receptor potential cation channel, subfamily V, member 1 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
Mycobacterium ulcerans metal cation-transporting p-type ATPase CtpC 0.0009 0 0.5
Schistosoma mansoni hypothetical protein 0.0171 0.2237 0.2237
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.051 0.051
Trichomonas vaginalis cation-transporting ATPase fungi, putative 0.0009 0 0.5
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.016 0.2085 0.2085
Entamoeba histolytica hypothetical protein 0.0159 0.206 1
Treponema pallidum cation-transporting ATPase, P-type 0.0009 0 0.5
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0017 0.0112 1
Mycobacterium leprae PROBABLE CATION-TRANSPORTER ATPASE I CTPI 0.0009 0 0.5
Brugia malayi isocitrate dehydrogenase 0.0017 0.0112 0.0112
Echinococcus multilocularis geminin 0.0171 0.2237 0.2237
Giardia lamblia Plasma membrane calcium-transporting ATPase 2 0.0009 0 0.5
Brugia malayi Isocitrate dehydrogenase 0.0017 0.0112 0.0112
Mycobacterium ulcerans metal cation transporter p-type ATPase a 0.0009 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0097 0.1212 0.1212
Toxoplasma gondii isocitrate dehydrogenase 0.0017 0.0112 1
Brugia malayi RNA recognition motif domain containing protein 0.0202 0.2654 0.2654
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0046 0.051 0.051
Loa Loa (eye worm) TAR-binding protein 0.0202 0.2654 0.2654
Mycobacterium ulcerans cation-transporter ATPase I CtpI 0.0009 0 0.5
Schistosoma mansoni hypothetical protein 0.0171 0.2237 0.2237
Loa Loa (eye worm) RNA binding protein 0.0202 0.2654 0.2654
Loa Loa (eye worm) pigment dispersing factor receptor c 0.016 0.2085 0.2085
Brugia malayi Calcitonin receptor-like protein seb-1 0.016 0.2085 0.2085
Schistosoma mansoni serine/threonine protein kinase 0.0734 1 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0046 0.051 0.051
Loa Loa (eye worm) hypothetical protein 0.0051 0.0572 0.0572
Brugia malayi TAR-binding protein 0.0202 0.2654 0.2654
Mycobacterium ulcerans metal cation transporter p-type ATPase, CtpV 0.0009 0 0.5
Schistosoma mansoni eyes absent homolog 0.0097 0.1212 0.1212
Echinococcus multilocularis GPCR, family 2 0.0051 0.0572 0.0572
Schistosoma mansoni tar DNA-binding protein 0.0202 0.2654 0.2654
Brugia malayi Latrophilin receptor protein 2 0.0051 0.0572 0.0572
Trichomonas vaginalis cation-transporting ATPase, putative 0.0009 0 0.5
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0017 0.0112 0.0112
Trichomonas vaginalis cation-transporting ATPase, putative 0.0009 0 0.5
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0051 0.0572 0.0572
Chlamydia trachomatis metal transport ATPase 0.0009 0 0.5
Schistosoma mansoni tar DNA-binding protein 0.0202 0.2654 0.2654
Entamoeba histolytica hypothetical protein 0.0159 0.206 1
Echinococcus granulosus GPCR family 2 0.0051 0.0572 0.0572
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0017 0.0112 0.0112
Loa Loa (eye worm) latrophilin receptor protein 2 0.0051 0.0572 0.0572
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0009 0 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.051 0.051
Loa Loa (eye worm) hypothetical protein 0.011 0.1385 0.1385
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0009 0 0.5
Schistosoma mansoni transcription factor LCR-F1 0.0159 0.206 0.206
Schistosoma mansoni tar DNA-binding protein 0.0202 0.2654 0.2654
Schistosoma mansoni hypothetical protein 0.0051 0.0572 0.0572
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0009 0 0.5
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0046 0.051 0.051
Echinococcus granulosus MAP kinase activated protein kinase 2 0.0734 1 1
Loa Loa (eye worm) hypothetical protein 0.016 0.2085 0.2085
Loa Loa (eye worm) hypothetical protein 0.0097 0.1212 0.1212
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0017 0.0112 0.0112
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0017 0.0112 1
Trichomonas vaginalis ATPase, class I, type 8B, putative 0.0009 0 0.5
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0051 0.0572 0.0572
Schistosoma mansoni tar DNA-binding protein 0.0202 0.2654 0.2654
Loa Loa (eye worm) isocitrate dehydrogenase 0.0017 0.0112 0.0112
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0017 0.0112 0.0112
Schistosoma mansoni hypothetical protein 0.0051 0.0572 0.0572
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0046 0.051 0.051
Trichomonas vaginalis cation-transporting ATPase, putative 0.0009 0 0.5
Giardia lamblia Copper-transporting P-type ATPase 0.0009 0 0.5
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0017 0.0112 1
Echinococcus multilocularis isocitrate dehydrogenase 0.0017 0.0112 0.0112
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0017 0.0112 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0202 0.2654 0.2654
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0051 0.0572 0.0572
Giardia lamblia Phospholipid-transporting ATPase IA, putative 0.0009 0 0.5
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0051 0.0572 0.0572
Schistosoma mansoni hypothetical protein 0.0051 0.0572 0.0572
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0159 0.206 0.206
Toxoplasma gondii isocitrate dehydrogenase 0.0017 0.0112 1
Schistosoma mansoni hypothetical protein 0.011 0.1385 0.1385
Echinococcus multilocularis MAP kinase activated protein kinase 2 0.0734 1 1
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0009 0 0.5
Trichomonas vaginalis cation-transporting ATPase, putative 0.0009 0 0.5
Loa Loa (eye worm) camk/mapkapk/mapkapk protein kinase 0.0734 1 1
Brugia malayi RNA binding protein 0.0202 0.2654 0.2654
Entamoeba histolytica hypothetical protein 0.0159 0.206 1
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) 0.0017 0.0112 1
Brugia malayi hypothetical protein 0.0159 0.206 0.206
Brugia malayi hypothetical protein 0.0097 0.1212 0.1212
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.051 0.051
Echinococcus granulosus tar DNA binding protein 0.0202 0.2654 0.2654
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0009 0 0.5
Mycobacterium ulcerans metal cation transporter ATPase p-type CtpE 0.0009 0 0.5
Mycobacterium ulcerans cation-transporter p-type ATPase B CtpB 0.0009 0 0.5
Brugia malayi latrophilin 2 splice variant baaae 0.011 0.1385 0.1385
Schistosoma mansoni hypothetical protein 0.0051 0.0572 0.0572
Treponema pallidum hypothetical protein 0.0009 0 0.5
Mycobacterium leprae PROBABLE CATION-TRANSPORTER P-TYPE ATPASE B CTPB 0.0009 0 0.5
Onchocerca volvulus 0.0009 0 0.5
Mycobacterium leprae Probable metal cation-transporting P-type ATPase C CtpC 0.0009 0 0.5
Mycobacterium ulcerans cation transporter p-type ATPase D CtpD 0.0009 0 0.5
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0046 0.051 0.051
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0051 0.0572 0.0572
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0017 0.0112 0.0112
Mycobacterium ulcerans metal cation-transporting p-type ATPase F, CtpF 0.0009 0 0.5
Schistosoma mansoni hypothetical protein 0.0159 0.206 0.206
Echinococcus multilocularis tar DNA binding protein 0.0202 0.2654 0.2654
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0017 0.0112 0.0112
Trichomonas vaginalis ATPase, class VI, type 11C, putative 0.0009 0 0.5
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0017 0.0112 1
Trichomonas vaginalis cation-transporting ATPase, putative 0.0009 0 0.5
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0017 0.0112 1
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0159 0.206 0.206
Echinococcus granulosus geminin 0.0171 0.2237 0.2237
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0017 0.0112 1
Schistosoma mansoni tar DNA-binding protein 0.0202 0.2654 0.2654
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0046 0.051 0.051
Entamoeba histolytica hypothetical protein 0.0159 0.206 1
Trichomonas vaginalis phospholipid-transporting ATPase, putative 0.0009 0 0.5
Mycobacterium ulcerans cation transporter p-type ATPase a CtpA 0.0009 0 0.5

Activities

Activity type Activity value Assay description Source Reference
Analgesia (functional) = 8 % Percentage analgesia by rat hot plate test after oral administration at 300 mg/kg. ChEMBL. 8410971
EC50 (functional) = -8.7 Concentration necessary to induce a relative half-maximal response measured by the entry of [Ca2+] into human embryonic kidney HEK-293 cells overexpressing the human VR1 ChEMBL. 12166946
Inhibition (functional) = 65.7 % Percentage inhibition in mouse by using Croton oil-inflamed mouse ear test (topical dosing). ChEMBL. 8410971
Inhibition (functional) = 65.7 % Percentage inhibition in mouse by using Croton oil-inflamed mouse ear test (topical dosing). ChEMBL. 8410971
Latency (functional) = 55.5 Latency time measured by mouse hot plate test after subcutaneous administration at 200 mg/kg ChEMBL. 8410971
Lethality (ADMET) = 50 % Acute toxicity after intraperitoneal dose at 33 mg/kg in mice ChEMBL. 8410971
Lethality (ADMET) = 50 % Acute toxicity after intraperitoneal dose at 33 mg/kg in mice ChEMBL. 8410971
Log EC50 (functional) = 8.7 Concentration necessary to induce a relative half-maximal response measured by the entry of [Ca2+] into human embryonic kidney HEK-293 cells overexpressing the human VR1 ChEMBL. 12166946
Response (functional) = 85 % Percent absolute effect obtained with ionomycin, measured by the entry of [Ca2+] into human embryonic kidney HEK-293 cells overexpressing hVR1 ChEMBL. 12166946
Response (functional) = 85 % Percent absolute effect obtained with ionomycin, measured by the entry of [Ca2+] into human embryonic kidney HEK-293 cells overexpressing hVR1 ChEMBL. 12166946

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

2 literature references were collected for this gene.

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