Detailed information for compound 219414

Basic information

Technical information
  • TDR Targets ID: 219414
  • Name: (2E)-2-[[2-butyl-3-[(2-chlorophenyl)methyl]im idazol-4-yl]methylidene]-3-phenylbutanoic aci d
  • MW: 422.947 | Formula: C25H27ClN2O2
  • H donors: 1 H acceptors: 3 LogP: 6.21 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCc1ncc(n1Cc1ccccc1Cl)/C=C(\C(c1ccccc1)C)/C(=O)O
  • InChi: 1S/C25H27ClN2O2/c1-3-4-14-24-27-16-21(28(24)17-20-12-8-9-13-23(20)26)15-22(25(29)30)18(2)19-10-6-5-7-11-19/h5-13,15-16,18H,3-4,14,17H2,1-2H3,(H,29,30)/b22-15+
  • InChiKey: FCHNDAICEDXWQQ-PXLXIMEGSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2E)-2-[[2-butyl-3-[(2-chlorophenyl)methyl]imidazol-4-yl]methylene]-3-phenyl-butanoic acid
  • (2E)-2-[[2-butyl-3-[(2-chlorophenyl)methyl]-4-imidazolyl]methylene]-3-phenylbutanoic acid
  • (2E)-2-[[2-butyl-3-[(2-chlorophenyl)methyl]imidazol-4-yl]methylidene]-3-phenyl-butanoic acid
  • (E)-3-[2-butyl-3-(2-chlorobenzyl)imidazol-4-yl]-2-(1-phenylethyl)acrylic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Angiotensin II receptor 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
Echinococcus multilocularis G-protein coupled receptor, putative Angiotensin II receptor   359 aa 308 aa 22.4 %
Schistosoma mansoni peptide (allatostatin)-like receptor Angiotensin II receptor   359 aa 314 aa 26.1 %
Loa Loa (eye worm) hypothetical protein Angiotensin II receptor   359 aa 330 aa 26.7 %
Schistosoma mansoni peptide (FMRFamide/somatostatin)-like receptor Angiotensin II receptor   359 aa 346 aa 18.2 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Angiotensin II receptor   359 aa 336 aa 22.3 %
Echinococcus multilocularis neuropeptide receptor Angiotensin II receptor   359 aa 316 aa 25.3 %
Brugia malayi putative neuropeptide receptor NPR1 Angiotensin II receptor   359 aa 295 aa 27.5 %
Echinococcus granulosus growth hormone secretagogue receptor type 1 Angiotensin II receptor   359 aa 351 aa 21.9 %
Echinococcus granulosus thyrotropin releasing hormone receptor Angiotensin II receptor   359 aa 337 aa 24.0 %
Echinococcus granulosus pyroglutamylated rfamide peptide receptor Angiotensin II receptor   359 aa 407 aa 19.4 %
Onchocerca volvulus Angiotensin II receptor   359 aa 303 aa 25.1 %
Onchocerca volvulus E3 ubiquitin-protein ligase rpm-1 homolog Angiotensin II receptor   359 aa 352 aa 20.5 %
Onchocerca volvulus Angiotensin II receptor   359 aa 386 aa 24.9 %
Echinococcus granulosus allatostatin A receptor Angiotensin II receptor   359 aa 348 aa 25.9 %
Loa Loa (eye worm) hypothetical protein Angiotensin II receptor   359 aa 335 aa 23.3 %
Onchocerca volvulus Angiotensin II receptor   359 aa 294 aa 23.8 %
Echinococcus multilocularis pyroglutamylated rfamide peptide receptor Angiotensin II receptor   359 aa 406 aa 20.0 %
Echinococcus granulosus tm gpcr rhodopsin Angiotensin II receptor   359 aa 303 aa 22.4 %
Schistosoma japonicum Rhodopsin, putative Angiotensin II receptor   359 aa 327 aa 24.2 %
Loa Loa (eye worm) neuropeptide F receptor Angiotensin II receptor   359 aa 356 aa 24.2 %
Echinococcus multilocularis growth hormone secretagogue receptor type 1 Angiotensin II receptor   359 aa 351 aa 21.9 %
Brugia malayi GnHR receptor homolog Angiotensin II receptor   359 aa 364 aa 20.9 %
Schistosoma mansoni opsin-like receptor Angiotensin II receptor   359 aa 299 aa 25.1 %
Echinococcus granulosus neuropeptide receptor Angiotensin II receptor   359 aa 316 aa 25.0 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Angiotensin II receptor   359 aa 334 aa 23.7 %
Onchocerca volvulus Angiotensin II receptor   359 aa 312 aa 19.2 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Angiotensin II receptor   359 aa 311 aa 23.5 %
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily Angiotensin II receptor   359 aa 303 aa 22.4 %
Onchocerca volvulus Angiotensin II receptor   359 aa 395 aa 23.0 %
Onchocerca volvulus Angiotensin II receptor   359 aa 314 aa 25.8 %
Schistosoma mansoni adenoreceptor Angiotensin II receptor   359 aa 329 aa 24.0 %
Echinococcus multilocularis allatostatin A receptor Angiotensin II receptor   359 aa 348 aa 25.9 %
Brugia malayi ORL1-like opioid receptor Angiotensin II receptor   359 aa 314 aa 20.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0143 0.0188 0.0188
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0143 0.0188 0.0188
Echinococcus granulosus insulin receptor 0.0367 0.0699 0.0699
Schistosoma mansoni tyrosine kinase 0.0233 0.0392 0.0392
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0845 0.1794 0.1794
Echinococcus granulosus sodium and chloride dependent glycine 0.0143 0.0188 0.0188
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0143 0.0188 0.1049
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0845 0.1794 1
Echinococcus granulosus insulin growth factor 1 receptor beta 0.0367 0.0699 0.0699
Echinococcus multilocularis 0.0095 0.0078 0.0078
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0143 0.0188 0.0188
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0143 0.0188 1
Loa Loa (eye worm) hypothetical protein 0.0143 0.0188 0.1049
Onchocerca volvulus 0.0845 0.1794 1
Echinococcus multilocularis ATP dependent DNA helicase PIF1 0.4429 1 1
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0143 0.0188 0.1049
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0143 0.0188 1
Loa Loa (eye worm) hypothetical protein 0.0169 0.0247 0.1377
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0143 0.0188 0.0188
Plasmodium falciparum amino acid transporter, putative 0.0143 0.0188 0.5
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0143 0.0188 0.1049
Schistosoma mansoni tyrosine kinase 0.0233 0.0392 0.0392
Schistosoma mansoni family A2 unassigned peptidase (A02 family) 0.0229 0.0385 0.0385
Loa Loa (eye worm) hypothetical protein 0.0845 0.1794 1
Brugia malayi Protein kinase domain containing protein 0.0367 0.0699 0.3898
Schistosoma mansoni tyrosine kinase 0.0233 0.0392 0.0392
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.4429 1 1
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0143 0.0188 0.0188
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.0236 0.04 0.04
Schistosoma mansoni hypothetical protein 0.0083 0.0049 0.0049
Echinococcus multilocularis sodium:chloride dependent neurotransmitter 0.0143 0.0188 0.0188
Schistosoma mansoni sodium/chloride dependent transporter 0.0845 0.1794 0.1794
Schistosoma mansoni tyrosine kinase 0.0367 0.0699 0.0699
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.4429 1 1
Loa Loa (eye worm) TK/INSR protein kinase 0.0367 0.0699 0.3898
Brugia malayi Protein kinase domain containing protein 0.0173 0.0255 0.1422
Trypanosoma brucei RNA helicase, putative 0.0083 0.0049 0.0049
Schistosoma mansoni sodium/chloride dependent transporter 0.0143 0.0188 0.0188
Echinococcus multilocularis insulin receptor 0.0367 0.0699 0.0699
Loa Loa (eye worm) norepinephrine transporter 0.0845 0.1794 1
Plasmodium vivax hypothetical protein, conserved 0.0143 0.0188 0.5
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0143 0.0188 0.1049
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0143 0.0188 0.0188
Schistosoma mansoni hypothetical protein 0.4429 1 1
Schistosoma mansoni sodium/chloride dependent transporter 0.0144 0.0189 0.0189
Loa Loa (eye worm) hypothetical protein 0.0143 0.0188 0.1049
Trypanosoma brucei DNA repair and recombination helicase protein PIF7 0.4429 1 1
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0143 0.0188 0.0188
Echinococcus granulosus sodium:chloride dependent neurotransmitter 0.0143 0.0188 0.0188
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0143 0.0188 1
Loa Loa (eye worm) hypothetical protein 0.0845 0.1794 1
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.4429 1 1
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.0367 0.0699 0.0699
Echinococcus granulosus serotonin transporter 0.0845 0.1794 0.1794
Trypanosoma cruzi DNA repair and recombination helicase protein PIF6, putative 0.4429 1 1
Loa Loa (eye worm) hypothetical protein 0.0143 0.0188 0.1049
Echinococcus granulosus sodium dependent neurotransmitter transporter 0.0143 0.0188 0.0188
Echinococcus granulosus sodium and chloride dependent glycine 0.0143 0.0188 0.0188
Toxoplasma gondii hypothetical protein 0.0143 0.0188 1
Trypanosoma brucei DNA repair and recombination helicase protein PIF6 0.4429 1 1
Schistosoma mansoni tyrosine kinase 0.0367 0.0699 0.0699
Loa Loa (eye worm) hypothetical protein 0.0143 0.0188 0.1049
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0143 0.0188 0.0188
Entamoeba histolytica hypothetical protein, conserved 0.4429 1 0.5
Loa Loa (eye worm) solute carrier family 6 member 4 0.0845 0.1794 1
Echinococcus multilocularis serotonin transporter 0.0845 0.1794 0.1794
Echinococcus granulosus epidermal growth factor receptor 0.0236 0.04 0.04
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0143 0.0188 0.0188
Plasmodium falciparum transporter, putative 0.0143 0.0188 0.5
Brugia malayi Furin-like cysteine rich region family protein 0.0318 0.0587 0.3274
Echinococcus multilocularis epidermal growth factor receptor 0.0236 0.04 0.04
Echinococcus granulosus epidermal growth factor receptor 0.0318 0.0587 0.0587
Schistosoma mansoni tyrosine kinase 0.0318 0.0587 0.0587
Schistosoma mansoni intracisternal A-particle retropepsin (A02 family) 0.1262 0.2748 0.2748
Echinococcus multilocularis uncharacterized sodium dependent transporter 0.0143 0.0188 0.0188
Chlamydia trachomatis Ssodium-dependent amino acid transporter 0.0143 0.0188 0.5
Schistosoma mansoni tyrosine kinase 0.0236 0.04 0.04
Echinococcus multilocularis sodium and chloride dependent glycine 0.0143 0.0188 0.0188
Trichomonas vaginalis conserved hypothetical protein 0.4429 1 1
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.4429 1 1
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0143 0.0188 0.1049
Giardia lamblia Rrm3p helicase 0.4429 1 1
Loa Loa (eye worm) serotonin transporter b 0.0845 0.1794 1
Schistosoma mansoni sodium-dependent amino acid transporter 0.0143 0.0188 0.0188
Plasmodium vivax amine transporter, putative 0.0143 0.0188 0.5
Toxoplasma gondii hypothetical protein 0.0143 0.0188 1
Loa Loa (eye worm) hypothetical protein 0.0143 0.0188 0.1049
Entamoeba histolytica DNA repair and recombination protein, putative 0.4429 1 0.5
Echinococcus multilocularis sodium dependent neurotransmitter transporter 0.0143 0.0188 0.0188
Brugia malayi Sodium:neurotransmitter symporter family protein 1, putative 0.0143 0.0188 0.1049
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0143 0.0188 0.0188
Brugia malayi hypothetical protein 0.0143 0.0188 0.1049
Echinococcus multilocularis epidermal growth factor receptor 0.0318 0.0587 0.0587
Schistosoma mansoni tyrosine kinase 0.0236 0.04 0.04
Loa Loa (eye worm) hypothetical protein 0.0143 0.0188 0.1049
Loa Loa (eye worm) hypothetical protein 0.0143 0.0188 0.1049
Loa Loa (eye worm) hypothetical protein 0.0845 0.1794 1
Echinococcus multilocularis sodium and chloride dependent glycine 0.0143 0.0188 0.0188
Treponema pallidum sodium- and chloride- dependent transporter 0.0845 0.1794 0.5
Loa Loa (eye worm) TK/EGFR protein kinase 0.0318 0.0587 0.3274

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 4.6 uM Inhibition of [125I]-angiotensin II specific binding to rat mesenteric arteries ChEMBL. 1433195
IC50 (binding) = 4.6 uM Inhibition of [125I]-angiotensin II specific binding to rat mesenteric arteries ChEMBL. 1433195
Kb (functional) = 0.24 uM Inhibition of angiotensin II induced vasoconstriction of rabbit aorta ChEMBL. 1433195
Kb (functional) = 0.24 uM Inhibition of angiotensin II induced vasoconstriction of rabbit aorta ChEMBL. 1433195

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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