Detailed information for compound 350809

Basic information

Technical information
  • TDR Targets ID: 350809
  • Name: 1-(3-nitrophenyl)-3-(3-phenylmethoxypyridin-2 -yl)urea
  • MW: 364.355 | Formula: C19H16N4O4
  • H donors: 2 H acceptors: 4 LogP: 3.04 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(Nc1ncccc1OCc1ccccc1)Nc1cccc(c1)[N+](=O)[O-]
  • InChi: 1S/C19H16N4O4/c24-19(21-15-8-4-9-16(12-15)23(25)26)22-18-17(10-5-11-20-18)27-13-14-6-2-1-3-7-14/h1-12H,13H2,(H2,20,21,22,24)
  • InChiKey: OONPNCJWYSAVGC-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-(3-benzyloxy-2-pyridyl)-3-(3-nitrophenyl)urea
  • 1-(3-benzoxy-2-pyridyl)-3-(3-nitrophenyl)urea
  • 3-(3-nitrophenyl)-1-[3-(phenylmethoxy)pyridin-2-yl]urea
  • 3-(3-nitrophenyl)-1-[3-(phenylmethoxy)-2-pyridyl]urea
  • 1-[3-(benzyloxy)-2-pyridyl]-3-(3-nitrophenyl)urea
  • AIDS-349480
  • AIDS349480
  • Urea, N-(3-nitrophenyl]-N'-[3-(phenylmethoxy)-2-pyridinyl]-

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens peptidylprolyl isomerase A (cyclophilin A)-like 4C 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
Plasmodium falciparum peptidyl-prolyl cis-trans isomerase peptidylprolyl isomerase A (cyclophilin A)-like 4C 164 aa 171 aa 46.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Wolbachia endosymbiont of Brugia malayi phosphoribosylaminoimidazole synthetase 0.0228 0.0249 0.1914
Brugia malayi Dihydrofolate reductase 0.265 0.3413 0.3912
Echinococcus multilocularis dihydrofolate reductase 0.265 0.3413 0.3912
Mycobacterium tuberculosis Probable phosphoribosylamine--glycine ligase PurD (GARS) (glycinamide ribonucleotide synthetase) (phosphoribosylglycinamide synt 0.0151 0.0148 0.0171
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.265 0.3413 0.3949
Brugia malayi hypothetical protein 0.3166 0.4086 0.4696
Trypanosoma brucei pteridine reductase 1 0.0188 0.0197 0.0197
Plasmodium vivax selenophosphate synthetase, putative 0.0077 0.0052 0.0052
Trypanosoma cruzi folylpolyglutamate synthetase 0.0204 0.0218 0.0218
Mycobacterium ulcerans thiamine monophosphate kinase 0.0046 0.0012 0.0013
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.6654 0.8642 1
Trypanosoma cruzi selenophosphate synthetase, putative 0.0077 0.0052 0.0052
Echinococcus granulosus folylpolyglutamate synthase mitochondrial 0.0204 0.0218 0.0193
Brugia malayi dihydrofolate reductase family protein 0.265 0.3413 0.3912
Loa Loa (eye worm) thymidylate synthase 0.6654 0.8642 1
Schistosoma mansoni dihydrofolate reductase 0.265 0.3413 0.3949
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.7694 1 1
Loa Loa (eye worm) dihydrofolate reductase 0.265 0.3413 0.3912
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial 0.0204 0.0218 0.0193
Mycobacterium ulcerans folylpolyglutamate synthase protein FolC 0.0204 0.0218 0.0252
Echinococcus granulosus thymidylate synthase 0.6654 0.8642 1
Mycobacterium leprae PROBABLE FOLYLPOLYGLUTAMATE SYNTHASE PROTEIN FOLC (FOLYLPOLY-GAMMA-GLUTAMATE SYNTHETASE) (FPGS) 0.0204 0.0218 0.0239
Mycobacterium tuberculosis Hypothetical protein 0.3166 0.4086 0.4728
Plasmodium falciparum dihydrofolate synthase/folylpolyglutamate synthase 0.0204 0.0218 0.0218
Trypanosoma brucei folylpolyglutamate synthase, putative 0.0204 0.0218 0.0218
Mycobacterium tuberculosis Phosphoribosylformylglycinamidine synthase II PurL (FGAM synthase II) 0.0077 0.0052 0.006
Echinococcus multilocularis thymidylate synthase 0.6654 0.8642 1
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT 0.1034 0.1301 0.1494
Mycobacterium tuberculosis Probable phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) 0.0228 0.0249 0.0288
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLFORMYLGLYCINAMIDINE CYCLO-LIGASE PURM (AIRS) (PHOSPHORIBOSYL-AMINOIMIDAZOLE SYNTHETASE) (AIR SYNTHASE) 0.0228 0.0249 0.0275
Toxoplasma gondii bifunctional protein FolC subfamily protein 0.0204 0.0218 0.0218
Schistosoma mansoni selinide water dikinase 0.0077 0.0052 0.006
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.265 0.3413 0.3949
Leishmania major folylpolyglutamate synthetase 0.0204 0.0218 0.0218
Trypanosoma cruzi folylpolyglutamate synthase, putative 0.0204 0.0218 0.0218
Brugia malayi thymidylate synthase 0.6654 0.8642 1
Schistosoma mansoni folylpolyglutamate synthase 0.0204 0.0218 0.0252
Plasmodium falciparum selenide water dikinase, putative 0.0077 0.0052 0.0052
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.7694 1 1
Echinococcus granulosus folylpolyglutamate synthase, mitochondrial 0.0204 0.0218 0.0193
Wolbachia endosymbiont of Brugia malayi phosphoribosylformylglycinamidine synthase domain-containing protein 0.0077 0.0052 0.0399
Mycobacterium ulcerans thymidylate synthase 0.6654 0.8642 1
Leishmania major selenophosphate synthetase, putative 0.0077 0.0052 0.0052
Brugia malayi FolC bifunctional protein 0.0204 0.0218 0.0193
Treponema pallidum folylpolyglutamate synthetase (folC) 0.0204 0.0218 1
Plasmodium vivax dihydrofolate synthase/folylpolyglutamate synthase, putative 0.0204 0.0218 0.0218
Trichomonas vaginalis conserved hypothetical protein 0.3166 0.4086 1
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial 0.0204 0.0218 0.0193
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.7694 1 1
Mycobacterium ulcerans phosphoribosylaminoimidazole synthetase 0.0228 0.0249 0.0288
Echinococcus granulosus dihydrofolate reductase 0.265 0.3413 0.3912
Mycobacterium ulcerans phosphoribosylformylglycinamidine synthase II 0.0077 0.0052 0.006
Echinococcus granulosus macrophage colony stimulating factor 1 receptor 0.0502 0.0606 0.0646
Mycobacterium leprae PHOSPHORIBOSYLFORMYLGLYCINAMIDINE SYNTHASE II PURL (FGAM SYNTHASE II) 0.0077 0.0052 0.0047
Loa Loa (eye worm) FolC protein 0.0204 0.0218 0.0193
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.7694 1 1
Onchocerca volvulus 0.6654 0.8642 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.7694 1 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.265 0.3413 0.3941
Onchocerca volvulus 0.0228 0.0249 0.0072
Mycobacterium tuberculosis Probable folylpolyglutamate synthase protein FolC (folylpoly-gamma-glutamate synthetase) (FPGS) 0.0204 0.0218 0.0252
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.6654 0.8642 1
Chlamydia trachomatis dihydrofolate reductase 0.265 0.3413 1
Toxoplasma gondii selenide, water dikinase 0.0077 0.0052 0.0052
Onchocerca volvulus Putative folylpolyglutamate synthase 0.0204 0.0218 0.0035
Trypanosoma brucei Selenophosphate synthetase 2 0.0077 0.0052 0.0052
Trypanosoma cruzi selenophosphate synthetase, putative 0.0077 0.0052 0.0052
Mycobacterium ulcerans phosphoribosylamine--glycine ligase 0.1034 0.1301 0.1506
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.6654 0.8642 1
Leishmania major pteridine reductase 1 0.0191 0.02 0.02
Wolbachia endosymbiont of Brugia malayi phosphoribosylamine--glycine ligase 0.1034 0.1301 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.3166 0.4086 0.4086

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 60 nM Inhibition of isomerase activity of Cyclophilin A ChEMBL. 16451056
IC50 (binding) = 60 nM Inhibition of isomerase activity of Cyclophilin A ChEMBL. 16451056
Inhibition (binding) = 100 % Inhibition of isomerase activity of Cyclophilin A at 10 uM ChEMBL. 16451056
Inhibition (binding) = 100 % Inhibition of isomerase activity of Cyclophilin A at 10 uM ChEMBL. 16451056

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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