Detailed information for compound 228997

Basic information

Technical information
  • TDR Targets ID: 228997
  • Name: 4-[(E)-3-[[2-[2,4-dichloro-N-methyl-3-[(6-met hylpyridin-2-yl)methoxymethyl]anilino]-2-oxoe thyl]amino]-3-oxoprop-1-enyl]-N-methylbenzami de
  • MW: 555.452 | Formula: C28H28Cl2N4O4
  • H donors: 2 H acceptors: 4 LogP: 3.76 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 2
  • SMILES: CNC(=O)c1ccc(cc1)/C=C/C(=O)NCC(=O)N(c1ccc(c(c1Cl)COCc1cccc(n1)C)Cl)C
  • InChi: 1S/C28H28Cl2N4O4/c1-18-5-4-6-21(33-18)16-38-17-22-23(29)12-13-24(27(22)30)34(3)26(36)15-32-25(35)14-9-19-7-10-20(11-8-19)28(37)31-2/h4-14H,15-17H2,1-3H3,(H,31,37)(H,32,35)/b14-9+
  • InChiKey: ZMLXJDYPBYYZKW-NTEUORMPSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[(E)-3-[[2-[2,4-dichloro-N-methyl-3-[(6-methyl-2-pyridyl)methoxymethyl]anilino]-2-oxo-ethyl]amino]-3-oxo-prop-1-enyl]-N-methyl-benzamide
  • 4-[(E)-3-[[2-[2,4-dichloro-N-methyl-3-[(6-methyl-2-pyridyl)methoxymethyl]anilino]-2-oxoethyl]amino]-3-oxoprop-1-enyl]-N-methylbenzamide
  • 4-[(E)-3-[[2-[[2,4-dichloro-3-[(6-methylpyridin-2-yl)methoxymethyl]phenyl]-methyl-amino]-2-oxo-ethyl]amino]-3-oxo-prop-1-enyl]-N-methyl-benzamide
  • 4-[(E)-3-[[2-[2,4-dichloro-N-methyl-3-[(6-methyl-2-pyridyl)methoxymethyl]anilino]-2-keto-ethyl]amino]-3-keto-prop-1-enyl]-N-methyl-benzamide
  • 4-[(E)-3-[[2-[[2,4-dichloro-3-[(6-methylpyridin-2-yl)methoxymethyl]phenyl]-methylamino]-2-oxoethyl]amino]-3-oxoprop-1-enyl]-N-methylbenzamide
  • 4-[(E)-3-[[2-[[2,4-dichloro-3-[(6-methyl-2-pyridyl)methoxymethyl]phenyl]-methyl-amino]-2-oxo-ethyl]amino]-3-oxo-prop-1-enyl]-N-methyl-benzamide
  • 4-[(E)-3-[[2-[[2,4-dichloro-3-[(6-methyl-2-pyridyl)methoxymethyl]phenyl]-methylamino]-2-oxoethyl]amino]-3-oxoprop-1-enyl]-N-methylbenzamide
  • 4-[(E)-3-[[2-[[2,4-dichloro-3-[(6-methyl-2-pyridyl)methoxymethyl]phenyl]-methyl-amino]-2-keto-ethyl]amino]-3-keto-prop-1-enyl]-N-methyl-benzamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Cavia porcellus Bradykinin B2 receptor Starlite/ChEMBL References
Homo sapiens bradykinin receptor B2 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
Onchocerca volvulus Bradykinin B2 receptor   372 aa 323 aa 20.7 %
Brugia malayi putative neuropeptide receptor NPR1 Bradykinin B2 receptor   372 aa 312 aa 24.0 %
Loa Loa (eye worm) hypothetical protein Bradykinin B2 receptor   372 aa 311 aa 23.5 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Bradykinin B2 receptor   372 aa 313 aa 19.2 %
Schistosoma mansoni peptide (allatostatin)-like receptor Bradykinin B2 receptor   372 aa 337 aa 25.5 %
Echinococcus granulosus pyroglutamylated rfamide peptide receptor bradykinin receptor B2 391 aa 354 aa 19.2 %
Echinococcus multilocularis neuropeptide receptor Bradykinin B2 receptor   372 aa 305 aa 24.6 %
Onchocerca volvulus Bradykinin B2 receptor   372 aa 383 aa 20.9 %
Echinococcus granulosus neuropeptide receptor Bradykinin B2 receptor   372 aa 338 aa 24.0 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Bradykinin B2 receptor   372 aa 339 aa 23.9 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Bradykinin B2 receptor   372 aa 335 aa 22.7 %
Loa Loa (eye worm) neuropeptide F receptor Bradykinin B2 receptor   372 aa 355 aa 21.4 %
Schistosoma mansoni adenoreceptor Bradykinin B2 receptor   372 aa 361 aa 21.1 %
Schistosoma mansoni biogenic amine (octopamine/dopamine) receptor Bradykinin B2 receptor   372 aa 326 aa 22.7 %
Schistosoma japonicum Rhodopsin, putative Bradykinin B2 receptor   372 aa 323 aa 20.4 %
Onchocerca volvulus Bradykinin B2 receptor   372 aa 305 aa 24.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.1695 0.4441 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.3513 1 1
Echinococcus multilocularis dihydrofolate reductase 0.3513 1 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.1695 0.4441 0.5
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.3513 1 1
Schistosoma mansoni dihydrofolate reductase 0.3513 1 1
Chlamydia trachomatis dihydrofolate reductase 0.3513 1 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.3513 1 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.1695 0.4441 0.5
Echinococcus granulosus dihydrofolate reductase 0.3513 1 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.1695 0.4441 0.5
Brugia malayi Dihydrofolate reductase 0.3513 1 1
Onchocerca volvulus 0.0243 0 0.5
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.3513 1 1
Leishmania major dihydrofolate reductase-thymidylate synthase 0.1695 0.4441 0.5
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.1695 0.4441 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) > 10000 nM Concentration required to inhibit specific binding of [ 3H]BK (0.06 nM) to Bradykinin receptor B2 in guinea pig ileum membrane preparations by 50%. ChEMBL. 9767643
IC50 (binding) > 10000 nM Concentration required to inhibit specific binding of [3H]-BK (1.2 nM) to A-431 cells (human epidermoidcarcinoma) which express Bradykinin receptor B2 by 50%. ChEMBL. 9767643
IC50 (binding) > 10000 nM Inhibition specific binding of [3H]-BK (1.0 nM) to human Bradykinin receptor B2 which was expressed in CHO (Chinese hamster ovary) cells by 50%. ChEMBL. 9767643
IC50 (binding) > 10000 nM Concentration required to inhibit specific binding of [ 3H]BK (0.06 nM) to Bradykinin receptor B2 in guinea pig ileum membrane preparations by 50%. ChEMBL. 9767643
IC50 (binding) > 10000 nM Concentration required to inhibit specific binding of [3H]-BK (1.2 nM) to A-431 cells (human epidermoidcarcinoma) which express Bradykinin receptor B2 by 50%. ChEMBL. 9767643
IC50 (binding) > 10000 nM Inhibition specific binding of [3H]-BK (1.0 nM) to human Bradykinin receptor B2 which was expressed in CHO (Chinese hamster ovary) cells by 50%. ChEMBL. 9767643

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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