Detailed information for compound 563712

Basic information

Technical information
  • TDR Targets ID: 563712
  • Name: methyl 5-(2,4-dichlorophenoxy)-2-nitro-benzoa te
  • MW: 342.131 | Formula: C14H9Cl2NO5
  • H donors: 0 H acceptors: 3 LogP: 4.39 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)c1cc(ccc1[N+](=O)[O-])Oc1ccc(cc1Cl)Cl
  • InChi: 1S/C14H9Cl2NO5/c1-21-14(18)10-7-9(3-4-12(10)17(19)20)22-13-5-2-8(15)6-11(13)16/h2-7H,1H3
  • InChiKey: SUSRORUBZHMPCO-UHFFFAOYSA-N  

Network

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Synonyms

  • 5-(2,4-dichlorophenoxy)-2-nitrobenzoic acid methyl ester
  • 5-(2,4-dichlorophenoxy)-2-nitro-benzoic acid methyl ester
  • methyl 5-(2,4-dichlorophenoxy)-2-nitrobenzoate
  • bifenox
  • 42576-02-3
  • Benzoic acid, 5-(2,4-dichlorophenoxy)-2-nitro-, methyl ester
  • Bifenox [ANSI:BSI:ISO]
  • CCRIS 7158
  • Caswell No. 561AA
  • EINECS 255-894-7
  • EPA Pesticide Chemical Code 104301
  • HSDB 6567
  • Modown
  • 45345_RIEDEL
  • NCGC00166176-01
  • C11066
  • MC-4379
  • BRN 2170169

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens APEX nuclease (multifunctional DNA repair enzyme) 1 Starlite/ChEMBL No references
Rattus norvegicus Hormone-sensitive lipase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni ap endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Entamoeba histolytica exodeoxyribonuclease III, putative Get druggable targets OG5_126768 All targets in OG5_126768
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma brucei gambiense apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132840 All targets in OG5_132840
Candida albicans similar to S. cerevisiae APN2 (YBL019W) DNA repair apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Neospora caninum hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania donovani apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma congolense apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Toxoplasma gondii exonuclease III APE Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania mexicana apurinic/apyrimidinic endonuclease-redox protein,AP-endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Cryptosporidium parvum conserved hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium yoelii putative AP endonuclease-related Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Trichomonas vaginalis ap endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum ko:K10772 AP endonuclease 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania major apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Loa Loa (eye worm) exodeoxyribonuclease III family protein Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium knowlesi AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Wolbachia endosymbiont of Brugia malayi exonuclease III Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum DNA-(apurinic or apyrimidinic site) lyase 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma mansoni hormone-sensitive lipase (S09 family) Get druggable targets OG5_132840 All targets in OG5_132840
Trypanosoma cruzi apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma mansoni ap endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum DNA-(apurinic or apyrimidinic site) lyase 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Echinococcus multilocularis hormone sensitive lipase Get druggable targets OG5_132840 All targets in OG5_132840
Plasmodium berghei AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Theileria parva hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Treponema pallidum exodeoxyribonuclease (exoA) Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania infantum apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma mansoni hormone-sensitive lipase (S09 family) Get druggable targets OG5_132840 All targets in OG5_132840
Leishmania braziliensis apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma mansoni hormone-sensitive lipase (S09 family) Get druggable targets OG5_132840 All targets in OG5_132840
Brugia malayi exodeoxyribonuclease III family protein Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum ko:K10771 AP endonuclease 1, putative Get druggable targets OG5_126768 All targets in OG5_126768
Echinococcus granulosus hormone sensitive lipase Get druggable targets OG5_132840 All targets in OG5_132840
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Candida albicans similar to S. cerevisiae APN2 (YBL019W) DNA repair apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum Hormone-sensitive lipase, putative Get druggable targets OG5_132840 All targets in OG5_132840
Schistosoma japonicum ko:K07188 hormone-sensitive lipase [EC3.1.1.79], putative Get druggable targets OG5_132840 All targets in OG5_132840
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase Get druggable targets OG5_126768 All targets in OG5_126768
Trichomonas vaginalis ap endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum Hormone-sensitive lipase, putative Get druggable targets OG5_132840 All targets in OG5_132840
Cryptosporidium hominis dna-(apurinic or apyrimidinic site) lyase Get druggable targets OG5_126768 All targets in OG5_126768
Giardia lamblia Endonuclease/Exonuclease/phosphatase Get druggable targets OG5_126768 All targets in OG5_126768
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA Get druggable targets OG5_126768 All targets in OG5_126768

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
Schistosoma mansoni hormone-sensitive lipase (S09 family) 0.0253 0.8292 0.8292
Echinococcus granulosus jumonji domain containing protein 0.0041 0.1013 0.1222
Plasmodium vivax SET domain protein, putative 0.0031 0.0655 1
Brugia malayi Bromodomain containing protein 0.003 0.0616 0.0649
Onchocerca volvulus 0.0049 0.1285 0.1125
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0491 1
Echinococcus granulosus endonuclease exonuclease phosphatase 0.0198 0.6397 0.7715
Echinococcus multilocularis suppression of tumorigenicity 18 protein 0.0056 0.1519 0.1831
Echinococcus granulosus polycomb protein SCMH1 0.0049 0.1285 0.155
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0024 0.0438 1
Mycobacterium ulcerans acyl-CoA synthetase 0.0024 0.0438 1
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0031 0.0655 1
Brugia malayi exodeoxyribonuclease III family protein 0.0023 0.038 0.0303
Trichomonas vaginalis set domain proteins, putative 0.0244 0.7967 1
Brugia malayi C2-HC type zinc finger protein C.e-MyT1 0.0056 0.1519 0.1982
Entamoeba histolytica acyl-CoA synthetase, putative 0.0024 0.0438 1
Leishmania major 4-coumarate:coa ligase-like protein 0.0024 0.0438 0.5213
Echinococcus multilocularis endonuclease exonuclease phosphatase 0.0198 0.6397 0.7715
Echinococcus granulosus SAM and MBT domain containing protein 0.0049 0.1285 0.155
Loa Loa (eye worm) hypothetical protein 0.0024 0.0438 0.0262
Brugia malayi mbt repeat family protein 0.0049 0.1285 0.1638
Echinococcus granulosus histone acetyltransferase MYST2 0.0056 0.1519 0.1831
Loa Loa (eye worm) hypothetical protein 0.0026 0.0491 0.0328
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0097 0.2924 0.3527
Schistosoma mansoni jumonji domain containing protein 0.0077 0.2241 0.2241
Schistosoma mansoni myelin transcription factor 1 myt1 0.0056 0.1519 0.1519
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0031 0.0655 0.0655
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.003 0.0616 0.0743
Trypanosoma brucei PAB1-binding protein , putative 0.0026 0.0491 1
Treponema pallidum exodeoxyribonuclease (exoA) 0.0023 0.038 0.5
Toxoplasma gondii PHD-finger domain-containing protein 0.003 0.0616 0.856
Brugia malayi hypothetical protein 0.0026 0.0491 0.0466
Schistosoma mansoni scm-relatedprotein containing 4 mbt domains (sfmbt) 0.0049 0.1285 0.1285
Echinococcus multilocularis lysine specific demethylase 5A 0.0036 0.0829 0.1
Loa Loa (eye worm) hypothetical protein 0.0253 0.8292 1
Toxoplasma gondii LsmAD domain-containing protein 0.0026 0.0491 0.4025
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0031 0.0655 0.079
Loa Loa (eye worm) hypothetical protein 0.0024 0.0438 0.0262
Mycobacterium ulcerans hypothetical protein 0.0024 0.0438 1
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0024 0.0438 1
Echinococcus granulosus PHD finger protein rhinoceros 0.003 0.0616 0.0742
Brugia malayi Pre-SET motif family protein 0.0214 0.6952 1
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0097 0.2924 0.3527
Chlamydia trachomatis acylglycerophosphoethanolamine acyltransferase 0.0018 0.0226 0.5
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0018 0.0226 0.139
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0214 0.6952 0.8338
Entamoeba histolytica acyl-CoA synthetase, putative 0.0024 0.0438 1
Loa Loa (eye worm) jmjC domain-containing protein 0.0036 0.0829 0.0747
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD2 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0024 0.0438 0.5
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0023 0.038 0.0459
Mycobacterium ulcerans acyl-CoA synthetase 0.0024 0.0438 1
Echinococcus multilocularis polycomb protein SCMH1 0.0049 0.1285 0.155
Loa Loa (eye worm) hypothetical protein 0.0024 0.0438 0.0262
Plasmodium falciparum phd finger protein, putative 0.003 0.0616 1
Entamoeba histolytica acyl-coA synthetase, putative 0.0024 0.0438 1
Plasmodium vivax ataxin-2 like protein, putative 0.0026 0.0491 0.6172
Echinococcus granulosus histone lysine methyltransferase setb 0.0031 0.0655 0.079
Onchocerca volvulus 0.0244 0.7967 1
Schistosoma mansoni sex comb on midleg homolog 0.0049 0.1285 0.1285
Loa Loa (eye worm) MBCTL1 0.0056 0.1519 0.1602
Echinococcus multilocularis hormone sensitive lipase 0.0253 0.8292 1
Schistosoma mansoni ap endonuclease 0.0023 0.038 0.038
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0031 0.0655 0.0655
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0.0491 0.68
Loa Loa (eye worm) jmjC domain-containing protein 0.0061 0.1696 0.1822
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0024 0.0438 1
Plasmodium vivax hypothetical protein, conserved 0.003 0.0616 0.9077
Echinococcus multilocularis jumonji domain containing protein 0.0041 0.1013 0.1222
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0024 0.0438 1
Schistosoma mansoni hormone-sensitive lipase (S09 family) 0.0253 0.8292 0.8292
Leishmania major 4-coumarate:coa ligase-like protein 0.0024 0.0438 0.5213
Schistosoma mansoni sex comb on midleg homolog 0.0049 0.1285 0.1285
Echinococcus granulosus hormone sensitive lipase 0.0253 0.8292 1
Brugia malayi jmjC domain containing protein 0.0036 0.0829 0.0965
Toxoplasma gondii PHD-finger domain-containing protein 0.003 0.0616 0.856
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0023 0.038 0.0459
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0023 0.038 0.0191
Brugia malayi AMP-binding enzyme family protein 0.0024 0.0438 0.0388
Echinococcus multilocularis peregrin 0.003 0.0616 0.0742
Mycobacterium ulcerans acyl-CoA synthetase 0.0024 0.0438 1
Brugia malayi Pre-SET motif family protein 0.0031 0.0655 0.0708
Onchocerca volvulus Polycomb protein Sfmbt homolog 0.0049 0.1285 0.1125
Onchocerca volvulus 0.0031 0.0655 0.0288
Loa Loa (eye worm) transcription factor SMAD2 0.0121 0.3756 0.4376
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA 0.0023 0.038 0.7279
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0023 0.038 0.396
Loa Loa (eye worm) PHD-finger family protein 0.003 0.0616 0.0482
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0031 0.0655 0.0655
Onchocerca volvulus Alhambra homolog 0.003 0.0616 0.0236
Leishmania major 4-coumarate:coa ligase-like protein 0.0024 0.0438 0.5213
Brugia malayi MH2 domain containing protein 0.0121 0.3756 0.5285
Loa Loa (eye worm) hypothetical protein 0.003 0.0616 0.0482
Schistosoma mansoni bromodomain-containing nuclear protein 1 brd1 0.003 0.0616 0.0616
Schistosoma mansoni ap endonuclease 0.0023 0.038 0.038
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0031 0.0655 0.0655
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0031 0.0655 0.079
Brugia malayi AMP-binding enzyme family protein 0.0024 0.0438 0.0388
Loa Loa (eye worm) mbt repeat family protein 0.0049 0.1285 0.1313
Echinococcus multilocularis PHD finger protein rhinoceros 0.003 0.0616 0.0742
Echinococcus multilocularis SAM and MBT domain containing protein 0.0049 0.1285 0.155
Loa Loa (eye worm) hypothetical protein 0.0051 0.1341 0.1381
Schistosoma mansoni hypothetical protein 0.003 0.0616 0.0616
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0.0491 0.68
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0023 0.038 0.3595
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0024 0.0438 1
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD7 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0024 0.0438 0.5
Echinococcus granulosus lysine specific demethylase 5A 0.0036 0.0829 0.1
Loa Loa (eye worm) hypothetical protein 0.0056 0.1519 0.1602
Loa Loa (eye worm) MH2 domain-containing protein 0.0121 0.3756 0.4376
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0491 1
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0024 0.0438 1
Schistosoma mansoni jumonji/arid domain-containing protein 0.0036 0.0829 0.0829
Loa Loa (eye worm) hypothetical protein 0.0031 0.0655 0.0531
Brugia malayi mbt repeat family protein 0.0049 0.1285 0.1638
Brugia malayi AMP-binding enzyme family protein 0.0024 0.0438 0.0388
Echinococcus multilocularis histone acetyltransferase MYST2 0.0056 0.1519 0.1831
Echinococcus granulosus suppression of tumorigenicity 18 protein 0.0056 0.1519 0.1831
Loa Loa (eye worm) hypothetical protein 0.0049 0.1285 0.1313
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) 0.0023 0.038 0.7657
Brugia malayi PHD-finger family protein 0.003 0.0616 0.0649
Giardia lamblia PHD finger protein 15 0.003 0.0616 1
Brugia malayi jmjC domain containing protein 0.0097 0.2924 0.4057
Schistosoma mansoni hormone-sensitive lipase (S09 family) 0.0253 0.8292 0.8292
Leishmania major hypothetical protein, conserved 0.0026 0.0491 1
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0023 0.038 0.5
Schistosoma mansoni jumonji/arid domain-containing protein 0.0036 0.0829 0.0829
Echinococcus granulosus peregrin 0.003 0.0616 0.0742

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) < 90 % Inhibition of Stellaria media protoporphyinogen oxidase assessed as herbicidal activity at 100 g/ha measured after 21 days after treatment under greenhouse by time-course analysis ChEMBL. No reference
ED90 (binding) = 15 gAi/ha Inhibition of Tripleurospermum maritimum subsp. inodorum protoporphyrinogen oxidase by post-emergence herbicidal activity assay ChEMBL. No reference
ED90 (binding) = 20 gAi/ha Inhibition of Viola arvensis protoporphyrinogen oxidase by post-emergence herbicidal activity assay ChEMBL. No reference
ED90 (binding) = 30 gAi/ha Inhibition of Veronica hederaefolia protoporphyrinogen oxidase by post-emergence herbicidal activity assay ChEMBL. No reference
ED90 (binding) = 50 gAi/ha Inhibition of Galium aparine protoporphyrinogen oxidase by post-emergence herbicidal activity assay ChEMBL. No reference
ED90 (binding) = 100 gAi/ha Inhibition of Stellaria media protoporphyrinogen oxidase by post-emergence herbicidal activity assay ChEMBL. No reference
IC50 (binding) = 0.43 uM Inhibition of HSL in Wistar rat isolated fat cells by spectrophotometric assay ChEMBL. 18808096
Inhibition (binding) = 60 % Inhibition of HSL in Wistar rat isolated fat cells at 1 uM by spectrophotometric assay ChEMBL. 18808096
Potency (functional) 19.9526 uM PubChem BioAssay. qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 22.3872 um PUBCHEM_BIOASSAY: qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 48.9662 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) 54.941 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule agonists of the NFkB signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference
Potency (binding) = 63.0957 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Tyrosyl-DNA Phosphodiesterase (TDP1). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 68.5896 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

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

No literature references available for this target.

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