Detailed information for compound 520405

Basic information

Technical information
  • TDR Targets ID: 520405
  • Name: 4-(4-chlorophenoxy)-N-(1-hydroxy-2-oxopyridin -3-yl)-N-methylbenzenesulfonamide
  • MW: 406.84 | Formula: C18H15ClN2O5S
  • H donors: 1 H acceptors: 4 LogP: 2.97 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc(cc1)Oc1ccc(cc1)S(=O)(=O)N(c1cccn(c1=O)O)C
  • InChi: 1S/C18H15ClN2O5S/c1-20(17-3-2-12-21(23)18(17)22)27(24,25)16-10-8-15(9-11-16)26-14-6-4-13(19)5-7-14/h2-12,23H,1H3
  • InChiKey: HAPYOOOJPQOLHH-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-(4-chlorophenoxy)-N-(1-hydroxy-2-oxo-3-pyridyl)-N-methyl-benzenesulfonamide
  • 4-(4-chlorophenoxy)-N-(1-hydroxy-2-oxo-3-pyridyl)-N-methylbenzenesulfonamide
  • 4-(4-chlorophenoxy)-N-(1-hydroxy-2-oxo-pyridin-3-yl)-N-methyl-benzenesulfonamide
  • 4-(4-chlorophenoxy)-N-(1-hydroxy-2-keto-3-pyridyl)-N-methyl-benzenesulfonamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 2 (gelatinase A, 72kDa gelatinase, 72kDa type IV collagenase) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 3 (stromelysin 1, progelatinase) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 13 (collagenase 3) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 1 (interstitial collagenase) 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 granulosus matrix metallopeptidase 7 M10 family matrix metallopeptidase 13 (collagenase 3) 471 aa 448 aa 34.1 %
Brugia malayi Matrixin family protein matrix metallopeptidase 1 (interstitial collagenase) 403 aa 401 aa 27.7 %
Echinococcus granulosus matrix metallopeptidase 7 M10 family matrix metallopeptidase 3 (stromelysin 1, progelatinase) 477 aa 431 aa 34.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Matrixin family protein 0.0293 0.2604 0.2604
Onchocerca volvulus Matrilysin homolog 0.0268 0.217 1
Onchocerca volvulus Matrix metalloproteinase homolog 0.0268 0.217 1
Schistosoma mansoni hypothetical protein 0.0327 0.3223 0.2916
Plasmodium vivax hexose transporter 0.0327 0.3223 1
Echinococcus granulosus solute carrier family 2 facilitated glucose 0.0327 0.3223 0.1085
Echinococcus multilocularis solute carrier family 2, facilitated glucose 0.0327 0.3223 0.1085
Echinococcus granulosus solute carrier family 2 facilitated glucose 0.0327 0.3223 0.1085
Schistosoma mansoni glucose transport protein 0.0327 0.3223 0.2916
Echinococcus granulosus solute carrier family 2 facilitated glucose 0.0327 0.3223 0.1085
Schistosoma mansoni glucose transport protein 0.0327 0.3223 0.2916
Chlamydia trachomatis dihydrofolate reductase 0.0705 1 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0327 0.3223 0.5
Echinococcus granulosus dihydrofolate reductase 0.0705 1 1
Loa Loa (eye worm) sugar transporter 0.0327 0.3223 0.3223
Echinococcus granulosus solute carrier family 2 facilitated glucose 0.0327 0.3223 0.1085
Brugia malayi Dihydrofolate reductase 0.0705 1 1
Echinococcus multilocularis solute carrier family 2 facilitated glucose 0.0327 0.3223 0.1085
Brugia malayi Hemopexin family protein 0.0172 0.0434 0.0434
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.044 0.5248 0.3749
Plasmodium falciparum hexose transporter 0.0327 0.3223 1
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.044 0.5248 0.3749
Schistosoma mansoni glucose transport protein 0.0327 0.3223 0.2916
Schistosoma mansoni dihydrofolate reductase 0.0705 1 1
Loa Loa (eye worm) matrixin family protein 0.0293 0.2604 0.2604
Leishmania major dihydrofolate reductase-thymidylate synthase 0.027 0.2191 0.5
Echinococcus multilocularis dihydrofolate reductase 0.0705 1 1
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0705 1 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.027 0.2191 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.0705 1 1
Toxoplasma gondii facilitative glucose transporter GT1 0.0327 0.3223 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0705 1 1
Loa Loa (eye worm) matrixin family protein 0.0268 0.217 0.217
Echinococcus multilocularis solute carrier family 2 facilitated glucose 0.0327 0.3223 0.1085
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.027 0.2191 0.5
Echinococcus multilocularis solute carrier family 2 facilitated glucose 0.0327 0.3223 0.1085
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0705 1 1
Brugia malayi Sugar transporter family protein 0.0327 0.3223 0.3223

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) Reduction of focal ischemia-induced brain edema in C57 Black/6 mouse at 6 mg/kg, iv after 2 hrs by wet/dry method ChEMBL. 17981034
Activity (functional) 0 Reduction of focal ischemia-induced brain edema in C57 Black/6 mouse at 6 mg/kg, iv after 2 hrs by wet/dry method ChEMBL. 17981034
AUC (ADMET) = 179 microg.hr/mL AUC in rat at 2 mg/kg, iv ChEMBL. 17981034
C0 (ADMET) = 8.4 uM Drug level in rat at 2 mg/kg, iv ChEMBL. 17981034
CL (ADMET) = 0.5 ml/min.kg Systemic clearance in rat at 2 mg/kg, iv ChEMBL. 17981034
Cp (ADMET) = 34 uM Plasma concentration in rat at 10 mg/kg, po after 1 hr ChEMBL. 17981034
IC50 (binding) = 2.4 nM Inhibition of MMP9 (unknown origin) ChEMBL. 17980583
IC50 (binding) = 2.4 nM Inhibition of MMP9 (unknown origin) ChEMBL. 17981034
IC50 (binding) = 2.4 nM Inhibition of MMP9 (unknown origin) ChEMBL. 17980583
IC50 (binding) = 2.4 nM Inhibition of MMP9 (unknown origin) ChEMBL. 17981034
IC50 (binding) = 2.5 nM Inhibition of MMP13 (unknown origin) ChEMBL. 17981034
IC50 (binding) = 2.5 nM Inhibition of MMP13 (unknown origin) ChEMBL. 17981034
IC50 (binding) = 5 nM Inhibition of MMP2 (unknown origin) ChEMBL. 17980583
IC50 (binding) = 5 nM Inhibition of MMP2 (unknown origin) ChEMBL. 17981034
IC50 (binding) = 5 nM Inhibition of MMP2 (unknown origin) ChEMBL. 17980583
IC50 (binding) = 5 nM Inhibition of MMP2 (unknown origin) ChEMBL. 17981034
IC50 (binding) = 56.5 nM Inhibition of MMP3 (unknown origin) ChEMBL. 17981034
IC50 (binding) = 56.5 nM Inhibition of MMP3 (unknown origin) ChEMBL. 17981034
IC50 (binding) > 1000 nM Inhibition of MMP1 (unknown origin) ChEMBL. 17980583
IC50 (binding) > 1000 nM Inhibition of MMP1 (unknown origin) ChEMBL. 17981034
IC50 (binding) > 1000 nM Inhibition of MMP1 (unknown origin) ChEMBL. 17980583
IC50 (binding) > 1000 nM Inhibition of MMP1 (unknown origin) ChEMBL. 17981034
t1/2 (ADMET) = 47 hr Apparent elimination half life in rat at 2 mg/kg, iv ChEMBL. 17981034
Vdss (ADMET) = 1.75 L/Kg Volume of distribution at steady state in rat at 2 mg/kg, iv ChEMBL. 17981034

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.
 
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External resources for this compound

Bibliographic References

2 literature references were collected for this gene.

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