Detailed information for compound 251901

Basic information

Technical information
  • TDR Targets ID: 251901
  • Name: (E)-2-cyano-N-[4-[[4-[[(E)-2-cyano-3-(3,4-dih ydroxyphenyl)prop-2-enoyl]amino]cyclohexyl]me thyl]cyclohexyl]-3-(3,4-dihydroxyphenyl)prop- 2-enamide
  • MW: 584.662 | Formula: C33H36N4O6
  • H donors: 6 H acceptors: 8 LogP: 6.16 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 3
  • SMILES: N#C/C(=C\c1ccc(c(c1)O)O)/C(=O)NC1CCC(CC1)CC1CCC(CC1)NC(=O)/C(=C/c1ccc(c(c1)O)O)/C#N
  • InChi: 1S/C33H36N4O6/c34-18-24(14-22-5-11-28(38)30(40)16-22)32(42)36-26-7-1-20(2-8-26)13-21-3-9-27(10-4-21)37-33(43)25(19-35)15-23-6-12-29(39)31(41)17-23/h5-6,11-12,14-17,20-21,26-27,38-41H,1-4,7-10,13H2,(H,36,42)(H,37,43)/b24-14+,25-15+
  • InChiKey: VEPQEAOWDILSHB-KOJZRSEWSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (E)-2-cyano-N-[4-[[4-[[(E)-2-cyano-3-(3,4-dihydroxyphenyl)-1-oxoallyl]amino]cyclohexyl]methyl]cyclohexyl]-3-(3,4-dihydroxyphenyl)-2-propenamide
  • (E)-2-cyano-N-[4-[[4-[[(E)-2-cyano-3-(3,4-dihydroxyphenyl)acryloyl]amino]cyclohexyl]methyl]cyclohexyl]-3-(3,4-dihydroxyphenyl)acrylamide
  • 2-cyano-N-[4-[[4-[[2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]cyclohexyl]methyl]cyclohexyl]-3-(3,4-dihydroxyphenyl)prop-2-enamide
  • (E)-2-cyano-N-[4-[[4-[[(E)-2-cyano-3-(3,4-dihydroxyphenyl)-1-oxoprop-2-enyl]amino]cyclohexyl]methyl]cyclohexyl]-3-(3,4-dihydroxyphenyl)prop-2-enamide
  • 2-cyano-N-[4-[[4-[[2-cyano-3-(3,4-dihydroxyphenyl)-1-oxoprop-2-enyl]amino]cyclohexyl]methyl]cyclohexyl]-3-(3,4-dihydroxyphenyl)prop-2-enamide
  • 2-cyano-N-[4-[[4-[[2-cyano-3-(3,4-dihydroxyphenyl)acryloyl]amino]cyclohexyl]methyl]cyclohexyl]-3-(3,4-dihydroxyphenyl)acrylamide
  • 2-Cyano-N-(4-{4-[(Z)-2-cyano-3-(3,4-dihydroxyphenyl)allanoylamino]cyclohexylmethyl}-cyclohexyl)-3-(3,4-dihydroxyphenyl)acrylamide
  • AIDS-080801
  • AIDS080801
  • NCI60_018604
  • NSC653260
  • HSCI1_000155

Targets

Known targets for this compound

No curated genes were found associated with this compound

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 leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0573 0.2947 1
Loa Loa (eye worm) dihydrofolate reductase 0.0573 0.2947 1
Onchocerca volvulus 0.0473 0 0.5
Chlamydia trachomatis dihydrofolate reductase 0.0573 0.2947 0.5
Schistosoma mansoni dihydrofolate reductase 0.0573 0.2947 1
Brugia malayi dihydrofolate reductase family protein 0.0573 0.2947 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0811 1 0.5
Echinococcus granulosus dihydrofolate reductase 0.0573 0.2947 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0811 1 0.5
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0811 1 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0811 1 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0573 0.2947 1
Brugia malayi Dihydrofolate reductase 0.0573 0.2947 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0811 1 0.5
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0573 0.2947 1
Echinococcus multilocularis dihydrofolate reductase 0.0573 0.2947 1

Activities

Activity type Activity value Assay description Source Reference
GI50 (functional) -6.271 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SF-539 Central Nervous System cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -6.144 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -6.045 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Leukemia cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -5.886 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the NCI-H23 Non-Small Cell Lung cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -5.811 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HOP-92 Non-Small Cell Lung cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -5.752 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the UO-31 Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -5.714 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SK-MEL-5 Melanoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -5.633 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SN12C Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -5.438 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the MALME-3M Melanoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
IC50 (binding) 0 uM Inhibition of epidermal growth factor receptor (EGFR) phosphorylation of the exogenous substrate poly(Glu6, Ala3,Tyr) (polyGAT) ChEMBL. 8960549
IC50 (functional) = 20.3 uM Antiproliferative activity determined by measuring the ability to block [3H]- thymidine uptake in HER-14 cells stimulated by EGF ChEMBL. 8960549
IC50 (functional) = 20.3 uM Antiproliferative activity determined by measuring the ability to block [3H]- thymidine uptake in HER-14 cells stimulated by EGF ChEMBL. 8960549
IC50 (binding) > 83 uM Inhibitory activity of compound against Epidermal growth factor receptor autophosphorylation ChEMBL. 8960549
IC50 (binding) > 83 uM Inhibitory activity of compound against Epidermal growth factor receptor autophosphorylation ChEMBL. 8960549

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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