Detailed information for compound 1587330

Basic information

Technical information
  • TDR Targets ID: 1587330
  • Name: N-[2,4-dichloro-5-[4-(difluoromethyl)-3-methy l-5-oxo-1,2,4-triazol-1-yl]phenyl]methanesulf onamide
  • MW: 387.19 | Formula: C11H10Cl2F2N4O3S
  • H donors: 1 H acceptors: 3 LogP: 2.29 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1cc(Cl)c(cc1n1nc(n(c1=O)C(F)F)C)NS(=O)(=O)C
  • InChi: 1S/C11H10Cl2F2N4O3S/c1-5-16-19(11(20)18(5)10(14)15)9-4-8(17-23(2,21)22)6(12)3-7(9)13/h3-4,10,17H,1-2H3
  • InChiKey: OORLZFUTLGXMEF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N-[2,4-dichloro-5-[4-(difluoromethyl)-5-keto-3-methyl-1,2,4-triazol-1-yl]phenyl]methanesulfonamide
  • 111991-58-3
  • 122836-35-5
  • N-{2,4-dichloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]phenyl}methanesulfonamide
  • Methanesulfonamide, N-(2,4-dichloro-5-(4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenyl)-
  • NCGC00163868-01
  • C11125
  • F6285
  • Sulfentrazone
  • F 6285
  • HSDB 7014
  • Authority
  • N-(2,4-dichloro-5-(4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenyl)methanesulfonamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens nuclear receptor subfamily 3, group C, member 1 (glucocorticoid receptor) Starlite/ChEMBL No references
Homo sapiens androgen receptor Starlite/ChEMBL No references
Homo sapiens peroxisome proliferator-activated receptor delta Starlite/ChEMBL No references
Homo sapiens protoporphyrinogen oxidase Starlite/ChEMBL References
Nicotiana tabacum Protoporphyrinogen oxidase, chloroplastic Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Chlamydia trachomatis protoporphyrinogen oxidase Get druggable targets OG5_129066 All targets in OG5_129066
Candida albicans protoporphyrinogen oxidase Get druggable targets OG5_129066 All targets in OG5_129066
Schistosoma japonicum ko:K00231 protoporphyrinogen oxidase [EC1.3.3.4B], putative Get druggable targets OG5_129066 All targets in OG5_129066
Schistosoma mansoni Protoporphyrinogen oxidase chloroplast/mitochondrial precursor Get druggable targets OG5_129066 All targets in OG5_129066
Mycobacterium leprae PROBABLE PROTOPORPHYRINOGEN OXIDASE HEMY (PROTOPORPHYRINOGEN-IX OXIDASE) (PROTOPORPHYRINOGENASE) (PPO) Get druggable targets OG5_129066 All targets in OG5_129066
Mycobacterium tuberculosis Probable protoporphyrinogen oxidase HemY (protoporphyrinogen-IX oxidase) (protoporphyrinogenase) (PPO) Get druggable targets OG5_129066 All targets in OG5_129066
Echinococcus granulosus protoporphyrinogen oxidase Get druggable targets OG5_129066 All targets in OG5_129066
Echinococcus multilocularis protoporphyrinogen oxidase Get druggable targets OG5_129066 All targets in OG5_129066
Candida albicans protoporphyrinogen oxidase, heme biosynthesis Get druggable targets OG5_129066 All targets in OG5_129066
Mycobacterium ulcerans protoporphyrinogen oxidase Get druggable targets OG5_129066 All targets in OG5_129066
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Neospora caninum Protoporphyrinogen oxidase, related Protoporphyrinogen oxidase, chloroplastic   548 aa 482 aa 23.4 %
Brugia malayi ecdysteroid receptor peroxisome proliferator-activated receptor delta 441 aa 369 aa 24.7 %
Toxoplasma gondii protoporphyrinogen oxidase Protoporphyrinogen oxidase, chloroplastic   548 aa 467 aa 22.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Probable protoporphyrinogen oxidase HemY (protoporphyrinogen-IX oxidase) (protoporphyrinogenase) (PPO) 0.0333 0.8485 1
Plasmodium falciparum protoporphyrinogen oxidase 0.0051 0 0.5
Plasmodium vivax hypothetical protein, conserved 0.0051 0 0.5
Toxoplasma gondii histone lysine-specific demethylase LSD1/BHC110/KDMA1A 0.0051 0 0.5
Plasmodium vivax lysine-specific histone demethylase 1, putative 0.0051 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0051 0 0.5
Toxoplasma gondii histone lysine-specific demethylase 0.0051 0 0.5
Brugia malayi amine oxidase, flavin-containing family protein 0.0051 0 0.5
Leishmania major UDP-galactopyranose mutase 0.0051 0 0.5
Schistosoma mansoni Protoporphyrinogen oxidase chloroplast/mitochondrial precursor 0.0384 1 1
Loa Loa (eye worm) hypothetical protein 0.0051 0 0.5
Brugia malayi hypothetical protein 0.0051 0 0.5
Mycobacterium ulcerans protoporphyrinogen oxidase 0.0384 1 1
Brugia malayi SWIRM domain containing protein 0.0051 0 0.5
Trypanosoma cruzi UDP-galactopyranose mutase 0.0051 0 0.5
Plasmodium vivax protoporphyrinogen oxidase, putative 0.0051 0 0.5
Echinococcus multilocularis protoporphyrinogen oxidase 0.0384 1 1
Trypanosoma cruzi UDP-galactopyranose mutase 0.0051 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0051 0 0.5
Echinococcus granulosus protoporphyrinogen oxidase 0.0333 0.8485 1
Mycobacterium leprae PROBABLE PROTOPORPHYRINOGEN OXIDASE HEMY (PROTOPORPHYRINOGEN-IX OXIDASE) (PROTOPORPHYRINOGENASE) (PPO) 0.0384 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0051 0 0.5
Plasmodium falciparum conserved Plasmodium protein, unknown function 0.0051 0 0.5
Onchocerca volvulus 0.0051 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0051 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0051 0 0.5
Plasmodium falciparum lysine-specific histone demethylase 1, putative 0.0051 0 0.5
Plasmodium vivax hypothetical protein, conserved 0.0051 0 0.5

Activities

Activity type Activity value Assay description Source Reference
GI (binding) = 0.72 % Inhibition of Homo sapiens (human) recombinant protoporphyrinogen oxidase by UV-vis spectrophotometry ChEMBL. 21517076
GI (ADMET) = 70 % Phytotoxicity against four-leaf stage Oryza sativa (rice) plants assessed as plant growth inhibition at 150 g ai/ha applied through spraying measured 30 days after compound treatment under greenhouse conditions ChEMBL. 23623257
Ki (binding) = 6.14 Inhibition of Homo sapiens (human) protoporphyrinogen oxidase ChEMBL. 20934343
Ki (binding) = 0.03 uM Inhibition of Nicotiana tabacum (tobacco) recombinant PPO assessed as protoporphyrinogen IX formation at room temperature by fluorimetric assay ChEMBL. 23623257
Ki (binding) = 0.72 uM Inhibition of Homo sapiens (human) recombinant protoporphyrinogen oxidase expressed in Escherichia coli JM109 assessed as oxidation of protoporphyrinogen IX substrate by UV-visible spectrophotometry ChEMBL. 19954223
Ki (binding) = 0.72 uM Inhibition of Homo sapiens (human) protoporphyrinogen oxidase ChEMBL. 20934343
Potency (functional) 0.8913 uM PUBCHEM_BIOASSAY: qHTS assay for small molecule agonists of glucocorticoid receptor signaling. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 2.4541 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
Potency (functional) 17.3739 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule agonists of the androgen receptor (AR) signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 27.5357 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule antagonists of the androgen receptor (AR) signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 35.4813 uM PUBCHEM_BIOASSAY: qHTS assay for small molecule agonists of estrogen receptor alpha signaling. (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

3 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.