Detailed information for compound 71069

Basic information

Technical information
  • TDR Targets ID: 71069
  • Name: N-[(4-chlorophenyl)carbamoyl]-2,6-difluoroben zamide
  • MW: 310.683 | Formula: C14H9ClF2N2O2
  • H donors: 2 H acceptors: 2 LogP: 3.75 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(NC(=O)c1c(F)cccc1F)Nc1ccc(cc1)Cl
  • InChi: 1S/C14H9ClF2N2O2/c15-8-4-6-9(7-5-8)18-14(21)19-13(20)12-10(16)2-1-3-11(12)17/h1-7H,(H2,18,19,20,21)
  • InChiKey: QQQYTWIFVNKMRW-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[(4-chlorophenyl)carbamoyl]-2,6-difluoro-benzamide
  • N-[(4-chloroanilino)-oxomethyl]-2,6-difluorobenzamide
  • Diflubenzuron
  • N-[[(4-chlorophenyl)amino]-oxomethyl]-2,6-difluorobenzamide
  • 35367-38-5
  • 51026-04-1
  • 53026-03-2
  • 66594-18-1
  • 104790-81-0
  • Dimilin G1
  • Dimilin G4
  • Dimilin ODC-45
  • Dimilin WP-25
  • Duphacid
  • EINECS 252-529-3
  • ENT 29054
  • EPA Pesticide Chemical Code 108201
  • HSDB 6611
  • Larvakil
  • Micromite
  • N-(((4-Chlorophenyl)amino)carbonyl)-2,6-difluorobenzamide
  • N-(4-Chlorophenylcarbamoyl)-2,6-difluorobenzamide
  • OMS 1804
  • PDD 6040I
  • PH 60-40
  • Philips-duphar PH 60-40
  • TH 6040
  • Thompson Hayward 6040
  • Thompson-hayward TH6040
  • Urea, 1-(p-chlorophenyl)-3-(2,6-difluorobenzoyl)-
  • SPECTRUM1505171
  • PS1028_SUPELCO
  • NCGC00094569-01
  • NCGC00094569-03
  • C14427
  • ZINC00236891
  • NCGC00094569-02
  • CHEBI:34703
  • N-{[(4-chlorophenyl)amino]carbonyl}-2,6-difluorobenzamide
  • 1-(4-Chlorophenyl)-3-(2,6-difluorobenzoyl)urea (diflubenzuron)
  • 45446_RIEDEL
  • CBDivE_015152
  • 1-(4-Chlorophenyl)-3-(2,6-difluorobenzoyl)urea
  • 1-(p-Chlorophenyl)-3-(2,6-difluorobenzoyl)urea
  • AI3-29054
  • Astonex
  • BRN 2162461
  • Benzamide, N-(((4-chlorophenyl)amino)carbonyl)-2,6-difluoro-
  • Caswell No. 346A
  • DU 112307
  • Diflubenzuron [ANSI:BSI:ISO]
  • Difluron
  • Dimilin

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens peroxisome proliferator-activated receptor gamma Starlite/ChEMBL No references
Homo sapiens aryl hydrocarbon receptor Starlite/ChEMBL No references
Homo sapiens retinoid X receptor, alpha Starlite/ChEMBL No references
Homo sapiens androgen receptor Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K09093 aryl hydrocarbon receptor, putative Get druggable targets OG5_133500 All targets in OG5_133500
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133500 All targets in OG5_133500
Schistosoma mansoni retinoic acid receptor RXR Get druggable targets OG5_130073 All targets in OG5_130073
Schistosoma japonicum IPR001189,Manganese and iron superoxide dismutase,domain-containing Get druggable targets OG5_133500 All targets in OG5_133500
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133500 All targets in OG5_133500
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha Get druggable targets OG5_130073 All targets in OG5_130073
Echinococcus granulosus retinoic acid receptor rxr beta a Get druggable targets OG5_130073 All targets in OG5_130073
Onchocerca volvulus Get druggable targets OG5_133500 All targets in OG5_133500
Echinococcus multilocularis aryl hydrocarbon receptor Get druggable targets OG5_133500 All targets in OG5_133500
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133500 All targets in OG5_133500
Schistosoma japonicum ko:K08524 nuclear receptor, subfamily 2, group B, member 1, putative Get druggable targets OG5_130073 All targets in OG5_130073
Brugia malayi aryl hydrocarbon receptor AHR-1 Get druggable targets OG5_133500 All targets in OG5_133500
Echinococcus granulosus aryl hydrocarbon receptor Get druggable targets OG5_133500 All targets in OG5_133500
Schistosoma mansoni aryl hydrocarbon receptor Get druggable targets OG5_133500 All targets in OG5_133500
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi ecdysteroid receptor retinoid X receptor, alpha 435 aa 352 aa 23.9 %
Echinococcus granulosus ecdysone induced protein 78C peroxisome proliferator-activated receptor gamma 477 aa 447 aa 28.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Onchocerca volvulus 0.0062 0.0454 0.0697
Trypanosoma cruzi hypothetical protein, conserved 0.0062 0.0454 0.5
Brugia malayi PAS domain containing protein 0.0073 0.1168 0.1469
Leishmania major hypothetical protein, conserved 0.0062 0.0454 0.5
Onchocerca volvulus 0.0062 0.0454 0.0697
Schistosoma mansoni retinoic acid receptor RXR 0.0147 0.5794 0.5594
Onchocerca volvulus 0.0062 0.0454 0.0697
Schistosoma mansoni single-minded 0.0073 0.1168 0.0747
Trypanosoma brucei Fibronectin type III domain containing protein, putative 0.0062 0.0454 0.5
Onchocerca volvulus 0.0062 0.0454 0.0697
Trypanosoma cruzi Fibronectin type III domain containing protein, putative 0.0062 0.0454 0.5
Loa Loa (eye worm) hypothetical protein 0.014 0.5352 0.8074
Trypanosoma cruzi Fibronectin type III domain containing protein, putative 0.0062 0.0454 0.5
Onchocerca volvulus 0.0062 0.0454 0.0697
Echinococcus multilocularis aryl hydrocarbon receptor 0.0159 0.656 1
Onchocerca volvulus 0.0062 0.0454 0.0697
Loa Loa (eye worm) hypothetical protein 0.0158 0.652 1
Onchocerca volvulus 0.0062 0.0454 0.0697
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0147 0.5794 0.8746
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.0132 0.4875 0.7241
Onchocerca volvulus 0.0062 0.0454 0.0697
Brugia malayi aryl hydrocarbon receptor AHR-1 0.0139 0.5311 1
Onchocerca volvulus 0.0062 0.0454 0.0697
Onchocerca volvulus 0.0062 0.0454 0.0697
Onchocerca volvulus 0.0062 0.0454 0.0697
Onchocerca volvulus 0.0062 0.0454 0.0697
Onchocerca volvulus 0.0062 0.0454 0.0697
Echinococcus granulosus aryl hydrocarbon receptor 0.0159 0.656 1
Onchocerca volvulus 0.0158 0.652 1
Loa Loa (eye worm) hypothetical protein 0.0139 0.5311 0.8008
Onchocerca volvulus 0.0062 0.0454 0.0697

Activities

Activity type Activity value Assay description Source Reference
Growth inhibition (functional) = 100 % Growth inhibition of the compound against 4th instar larvae of Spilarctia obliqua at 5 p.p.m. concentration Starlite. 15026059
IC50 (functional) > 20 ug ml-1 Concentration required to inhibit growth of CCRF-CEM cells in culture for 72 h to 50% of control growth ChEMBL. 2391684
IC50 (functional) > 20 ug ml-1 Concentration required to inhibit growth of CCRF-CEM cells in culture for 72 h to 50% of control growth ChEMBL. 2391684
Inhibition (functional) = 6 % Antitumor activity in vivo against the 6C3HED lymphosarcoma, dosed for 10 days at 300 mg/kg ChEMBL. 2391684
Inhibition (functional) = 33 % Antitumor activity in vivo against the 6C3HED lymphosarcoma dosed for 10 days at 1600 mg/kg (intraperitoneal dosing for 8 days) ChEMBL. 2391684
Potency (functional) 1.9371 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule antagonists of the androgen receptor (AR) signaling pathway using the MDA cell line. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 2.5119 uM PubChem BioAssay. qHTS assay for environmental chemicals that activate the Aryl hydrocarbon Receptor (AhR) signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 14.1254 uM PUBCHEM_BIOASSAY: qHTS assay for small molecule agonists of peroxisome proliferator-activated receptor gamma signaling. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 15.8489 uM PUBCHEM_BIOASSAY: qHTS assay for small molecule agonists of retinoid X receptor alpha signaling. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 27.306 uM PubChem BioAssay. qHTS assay for small molecule agonists of the antioxidant response element (ARE) signaling pathway measured by Nrf2-dependant transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 34.3762 uM PubChem BioAssay. qHTS assay for small molecule agonists of the antioxidant response element (ARE) signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 34.3762 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule antagonists of the androgen receptor (AR) signaling pathway using the MDA cell line. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 34.6697 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule antagonists of the peroxisome proliferator-activated receptor delta (PPARd) signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference

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

8 literature references were collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.