Detailed information for compound 1134350

Basic information

Technical information
  • TDR Targets ID: 1134350
  • Name: 8-chloro-2-methyl-4-(4-methylpiperazin-1-yl)- [1]benzoxolo[2,3-e]pyrimidine
  • MW: 316.785 | Formula: C16H17ClN4O
  • H donors: 0 H acceptors: 2 LogP: 3.33 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN1CCN(CC1)c1nc(C)nc2c1oc1c2cc(cc1)Cl
  • InChi: 1S/C16H17ClN4O/c1-10-18-14-12-9-11(17)3-4-13(12)22-15(14)16(19-10)21-7-5-20(2)6-8-21/h3-4,9H,5-8H2,1-2H3
  • InChiKey: GUJLUPNSRRNJKP-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 8-chloro-2-methyl-4-(4-methylpiperazin-1-yl)benzofurano[2,3-e]pyrimidine
  • 8-chloro-2-methyl-4-(4-methyl-1-piperazinyl)benzofurano[2,3-e]pyrimidine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens histamine receptor H4 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
No druggable targets predicted by sequence similarity

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Mycobacterium tuberculosis Probable oxidoreductase 0.0014 0.012 0.0293
Brugia malayi ecdysteroid receptor 0.0007 0.0032 0.0048
Loa Loa (eye worm) hypothetical protein 0.0007 0.0032 0.0048
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.004 0.0478 0.163
Schistosoma mansoni synaptojanin 0.0008 0.0041 0.001
Brugia malayi Endonuclease/Exonuclease/phosphatase family protein 0.0008 0.0041 0.0063
Brugia malayi MH2 domain containing protein 0.0134 0.1771 0.2692
Loa Loa (eye worm) hypothetical protein 0.0007 0.0032 0.0048
Loa Loa (eye worm) hypothetical protein 0.0008 0.0041 0.0063
Loa Loa (eye worm) MH2 domain-containing protein 0.0009 0.0056 0.0085
Schistosoma mansoni smad 0.0009 0.0056 0.0025
Loa Loa (eye worm) hypothetical protein 0.0007 0.0032 0.0048
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0007 0.0032 0.0048
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative 0.004 0.0478 1
Echinococcus multilocularis 3 oxoacyl acyl carrier protein reductase 0.0014 0.012 0.0088
Loa Loa (eye worm) endonuclease/Exonuclease/phosphatase 0.0008 0.0041 0.0063
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase 0.0014 0.012 0.0293
Echinococcus granulosus inositol polyphosphate 5 phosphatase OCRL 1 0.0008 0.0041 0.001
Chlamydia trachomatis enoyl-acyl-carrier protein reductase 0.0203 0.272 1
Schistosoma mansoni ocrl type II inositol 5-phosphatase 0.0008 0.0041 0.001
Mycobacterium ulcerans enoyl-(acyl carrier protein) reductase 0.0203 0.272 1
Onchocerca volvulus Putative neutral sphingomyelinase 0.0008 0.0041 0.003
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0007 0.0032 0.0048
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.004 0.0478 0.0448
Onchocerca volvulus 0.0236 0.3171 1
Brugia malayi Steroid receptor seven-up type 2 0.0007 0.0032 0.0048
Brugia malayi oxidoreductase, short chain dehydrogenase/reductase family protein 0.0014 0.012 0.0182
Plasmodium vivax SET domain protein, putative 0.003 0.0339 0.1112
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) 0.004 0.0478 0.163
Echinococcus multilocularis muscleblind protein 0.0484 0.6579 0.6568
Entamoeba histolytica hypothetical protein 0.004 0.0485 1
Leishmania major dehydrogenase/oxidoreductase-like protein 0.0014 0.012 0.1797
Echinococcus multilocularis muscleblind protein 1 0.0484 0.6579 0.6568
Loa Loa (eye worm) MH2 domain-containing protein 0.0134 0.1771 0.2692
Schistosoma mansoni ap endonuclease 0.004 0.0478 0.0448
Leishmania major 3-oxoacyl-ACP reductase, putative 0.0014 0.012 0.1797
Trichomonas vaginalis ap endonuclease, putative 0.004 0.0478 0.1395
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.003 0.0339 0.1112
Brugia malayi Endonuclease/Exonuclease/phosphatase family protein 0.0008 0.0041 0.0063
Brugia malayi Endonuclease/Exonuclease/phosphatase family protein 0.0008 0.0041 0.0063
Toxoplasma gondii exonuclease III APE 0.004 0.0478 0.163
Leishmania major dehydrogenase/oxidoreductase-like protein 0.0014 0.012 0.1797
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0007 0.0032 0.0048
Schistosoma mansoni smad1 5 8 and 0.0009 0.0056 0.0025
Echinococcus granulosus CCR4 NOT transcription complex subunit 6 0.0008 0.0041 0.001
Echinococcus granulosus muscleblind protein 0.0484 0.6579 0.6568
Echinococcus multilocularis microtubule associated protein 2 0.0733 1 1
Loa Loa (eye worm) hypothetical protein 0.0484 0.6579 1
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0007 0.0032 0.0048
Brugia malayi Endonuclease/Exonuclease/phosphatase family protein 0.0008 0.0041 0.0063
Onchocerca volvulus 0.003 0.0339 0.0979
Schistosoma mansoni cript-related 0.0008 0.0041 0.001
Wolbachia endosymbiont of Brugia malayi enoyl-ACP reductase 0.0203 0.272 1
Schistosoma mansoni Smad4 0.0009 0.0056 0.0025
Loa Loa (eye worm) hypothetical protein 0.0008 0.0041 0.0063
Trichomonas vaginalis set domain proteins, putative 0.0236 0.3171 1
Toxoplasma gondii short chain dehydrogenase family protein, putative 0.0014 0.012 0.0293
Loa Loa (eye worm) hypothetical protein 0.0007 0.0032 0.0048
Loa Loa (eye worm) hypothetical protein 0.0008 0.0041 0.0063
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0029 0.0324 0.0293
Entamoeba histolytica 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.0014 0.012 0.1767
Schistosoma mansoni smad1 5 8 and 0.0009 0.0056 0.0025
Brugia malayi Endonuclease/Exonuclease/phosphatase family protein 0.0008 0.0041 0.0063
Schistosoma mansoni hypothetical protein 0.004 0.0485 0.0455
Mycobacterium tuberculosis Possible 20-beta-hydroxysteroid dehydrogenase FabG3 (cortisone reductase) ((R)-20-hydroxysteroid dehydrogenase) 0.0014 0.012 0.0293
Echinococcus multilocularis TGF beta signal transducer SmadC 0.0009 0.0056 0.0025
Loa Loa (eye worm) Smad1 0.0009 0.0056 0.0085
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0007 0.0032 0.0048
Giardia lamblia Endonuclease/Exonuclease/phosphatase 0.004 0.0478 1
Toxoplasma gondii 3-ketoacyl-(acyl-carrier-protein) reductase 0.0014 0.012 0.0293
Loa Loa (eye worm) MH1 domain-containing protein 0.0009 0.0056 0.0085
Mycobacterium tuberculosis Possible oxidoreductase 0.0014 0.012 0.0293
Loa Loa (eye worm) hypothetical protein 0.0014 0.012 0.0182
Brugia malayi nuclear hormone receptor 0.0007 0.0032 0.0048
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0007 0.0032 0.0048
Trichomonas vaginalis ap endonuclease, putative 0.004 0.0478 0.1395
Leishmania major apurinic/apyrimidinic endonuclease-redox protein 0.004 0.0478 1
Trichomonas vaginalis hypothetical protein 0.0203 0.272 0.8559
Echinococcus granulosus histone lysine methyltransferase setb 0.003 0.0339 0.0308
Brugia malayi Endonuclease/Exonuclease/phosphatase family protein 0.0008 0.0041 0.0063
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA 0.004 0.0478 0.1378
Echinococcus granulosus endonuclease exonuclease phosphatase 0.0008 0.0041 0.001
Toxoplasma gondii enoyl-acyl carrier reductase ENR 0.0203 0.272 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.003 0.0339 0.0308
Entamoeba histolytica hypothetical protein 0.004 0.0485 1
Loa Loa (eye worm) hypothetical protein 0.003 0.0339 0.0515
Mycobacterium leprae NADH-DEPENDENT ENOYL-[ACYL-CARRIER-PROTEIN] REDUCTASE INHA (NADH-DEPENDENT ENOYL-ACP REDUCTASE) 0.0203 0.272 1
Loa Loa (eye worm) endonuclease/Exonuclease/phosphatase 0.0008 0.0041 0.0063
Brugia malayi exodeoxyribonuclease III family protein 0.004 0.0478 0.0726
Mycobacterium tuberculosis NADH-dependent enoyl-[acyl-carrier-protein] reductase InhA (NADH-dependent enoyl-ACP reductase) 0.0203 0.272 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.003 0.0339 0.0308
Brugia malayi Endonuclease/Exonuclease/phosphatase family protein 0.0008 0.0041 0.0063
Schistosoma mansoni microtubule-associated protein tau 0.0733 1 1
Brugia malayi Endonuclease/Exonuclease/phosphatase family protein 0.0008 0.0041 0.0063
Echinococcus multilocularis neutral sphingomyelinase 0.0008 0.0041 0.001
Brugia malayi Nuclear hormone receptor-like 1 0.0007 0.0032 0.0048
Loa Loa (eye worm) hypothetical protein 0.0008 0.0041 0.0063
Echinococcus multilocularis smad 0.0009 0.0056 0.0025
Brugia malayi Muscleblind-like protein 0.0484 0.6579 1
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.003 0.0339 0.0308
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.003 0.0339 0.0308
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.003 0.0339 0.0308
Brugia malayi MH1 domain containing protein 0.0009 0.0056 0.0085
Brugia malayi Pre-SET motif family protein 0.003 0.0339 0.0515
Trypanosoma cruzi apurinic/apyrimidinic endonuclease 0.004 0.0478 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0007 0.0032 0.0048
Echinococcus multilocularis synaptojanin 1 0.0008 0.0041 0.001
Plasmodium vivax enoyl-acyl carrier protein reductase 0.0203 0.272 1
Plasmodium falciparum 3-oxoacyl-[acyl-carrier-protein] reductase 0.0014 0.012 0.0293
Loa Loa (eye worm) hypothetical protein 0.0007 0.0032 0.0048
Brugia malayi oxidoreductase, short chain dehydrogenase/reductase family protein 0.0014 0.012 0.0182
Loa Loa (eye worm) hypothetical protein 0.0484 0.6579 1
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.004 0.0478 0.1378
Plasmodium vivax 3-oxoacyl-[acyl-carrier-protein] reductase, putative 0.0014 0.012 0.0293
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0007 0.0032 0.0048
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.004 0.0478 0.0448
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0007 0.0032 0.0048
Echinococcus granulosus synaptojanin 1 0.0008 0.0041 0.001
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.004 0.0478 0.163
Toxoplasma gondii 2,4-dienoyl CoA reductase 2, peroxisomal family protein 0.0014 0.012 0.0293
Loa Loa (eye worm) endonuclease/Exonuclease/phosphatase 0.0008 0.0041 0.0063
Trypanosoma cruzi oxidoreductase-like protein, putative 0.0014 0.012 0.1797
Echinococcus multilocularis traf and tnf receptor associated protein 0.0008 0.0041 0.001
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0014 0.012 0.0182
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0007 0.0032 0.0048
Entamoeba histolytica exodeoxyribonuclease III, putative 0.004 0.0478 0.9834
Trypanosoma brucei beta-ketoacyl-ACP reductase 0.0014 0.012 0.1797
Schistosoma mansoni 3-oxoacyl-[ACP] reductase 0.0014 0.012 0.0088
Schistosoma mansoni nocturnin 0.0008 0.0041 0.001
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase 0.0014 0.012 0.0293
Brugia malayi CCR4 0.0008 0.0041 0.0063
Schistosoma mansoni neutral sphingomyelinase 0.0008 0.0041 0.001
Loa Loa (eye worm) hypothetical protein 0.0007 0.0032 0.0048
Entamoeba histolytica hypothetical protein 0.004 0.0485 1
Leishmania major pteridine reductase 1 0.0014 0.012 0.1797
Echinococcus granulosus 3 oxoacyl acyl carrier protein reductase 0.0014 0.012 0.0088
Echinococcus multilocularis inositol polyphosphate 5 phosphatase OCRL 1 0.0008 0.0041 0.001
Trypanosoma cruzi beta-ketoacyl-ACP reductase 0.0014 0.012 0.1797
Loa Loa (eye worm) steroid hormone receptor 0.0007 0.0032 0.0048
Loa Loa (eye worm) oxidoreductase 0.0014 0.012 0.0182
Onchocerca volvulus 0.0008 0.0041 0.003
Echinococcus multilocularis Smad4 0.0009 0.0056 0.0025
Schistosoma mansoni carbon catabolite repressor protein 0.0008 0.0041 0.001
Onchocerca volvulus 0.0014 0.012 0.028
Brugia malayi hypothetical protein 0.004 0.0485 0.0737
Loa Loa (eye worm) CCR4-NOT transcription complex subunit 6 family protein 0.0008 0.0041 0.0063
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0007 0.0032 0.0048
Echinococcus granulosus TGF beta signal transducer SmadC 0.0009 0.0056 0.0025
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.004 0.0485 0.0455
Schistosoma mansoni hypothetical protein 0.0008 0.0041 0.001
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0007 0.0032 0.0048
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative 0.004 0.0478 1
Brugia malayi MH1 domain containing protein 0.0009 0.0056 0.0085
Plasmodium falciparum enoyl-acyl carrier reductase 0.0203 0.272 1
Onchocerca volvulus 0.0008 0.0041 0.003
Brugia malayi Pre-SET motif family protein 0.0207 0.2778 0.4222
Leishmania major oxidoreductase-like protein 0.0014 0.012 0.1797
Loa Loa (eye worm) transcription factor SMAD2 0.0134 0.1771 0.2692
Schistosoma mansoni smad1 5 8 and 0.0009 0.0056 0.0025
Mycobacterium tuberculosis Probable 3-oxoacyl-[acyl-carrier protein] reductase FabG2 (3-ketoacyl-acyl carrier protein reductase) 0.0014 0.012 0.0293
Echinococcus granulosus smad 0.0009 0.0056 0.0025
Schistosoma mansoni ap endonuclease 0.004 0.0478 0.0448
Loa Loa (eye worm) hypothetical protein 0.0007 0.0032 0.0048
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.003 0.0339 0.0308
Brugia malayi steroid hormone receptor 0.0007 0.0032 0.0048
Schistosoma mansoni dihydropteridine reductase 0.0014 0.012 0.0088
Brugia malayi nuclear receptor NHR-88 0.0007 0.0032 0.0048
Trypanosoma cruzi beta-ketoacyl-ACP reductase 0.0014 0.012 0.1797
Brugia malayi follicle stimulating hormone receptor 0.0227 0.3054 0.4642
Mycobacterium tuberculosis Possible oxidoreductase 0.0014 0.012 0.0293
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0007 0.0032 0.0048
Echinococcus granulosus mothers against decapentaplegic 5 0.0009 0.0056 0.0025
Echinococcus multilocularis endonuclease exonuclease phosphatase 0.0008 0.0041 0.001
Brugia malayi photoreceptor-specific nuclear receptor 0.0007 0.0032 0.0048
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0007 0.0032 0.0048
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0007 0.0032 0.0048
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0007 0.0032 0.0048
Loa Loa (eye worm) hypothetical protein 0.0007 0.0032 0.0048
Loa Loa (eye worm) endonuclease/Exonuclease/phosphatase 0.0008 0.0041 0.0063
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.004 0.0478 0.0726
Loa Loa (eye worm) retinol dehydrogenase 12 0.0014 0.012 0.0182
Loa Loa (eye worm) endonuclease/Exonuclease/phosphatase 0.0008 0.0041 0.0063
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0227 0.3054 0.4642
Mycobacterium tuberculosis Probable dehydrogenase/reductase 0.0014 0.012 0.0293
Brugia malayi MH2 domain containing protein 0.0009 0.0056 0.0085
Echinococcus granulosus neutral sphingomyelinase 0.0008 0.0041 0.001
Echinococcus multilocularis mothers against decapentaplegic 5 0.0009 0.0056 0.0025
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0007 0.0032 0.0048
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0007 0.0032 0.0048
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase 0.0014 0.012 0.0293
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.004 0.0485 0.0455
Onchocerca volvulus 0.0014 0.012 0.028
Schistosoma mansoni synaptojanin 0.0008 0.0041 0.001
Echinococcus multilocularis deoxyribonuclease 1 2 0.0008 0.0041 0.001
Schistosoma mansoni transcription factor LCR-F1 0.004 0.0485 0.0455
Echinococcus granulosus traf and tnf receptor associated protein 0.0008 0.0041 0.001
Brugia malayi MH2 domain containing protein 0.0009 0.0056 0.0085
Echinococcus granulosus Smad4 0.0009 0.0056 0.0025
Entamoeba histolytica hypothetical protein 0.004 0.0485 1
Echinococcus multilocularis CCR4 NOT transcription complex subunit 6 0.0008 0.0041 0.001
Brugia malayi Smad1 0.0009 0.0056 0.0085
Trypanosoma brucei pteridine reductase 1 0.0014 0.012 0.1797
Brugia malayi Endonuclease/Exonuclease/phosphatase family protein 0.0008 0.0041 0.0063
Treponema pallidum exodeoxyribonuclease (exoA) 0.004 0.0478 1
Trypanosoma brucei oxidoreductase-like protein 0.0014 0.012 0.1797
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0007 0.0032 0.0048
Schistosoma mansoni TGF-beta signal transducer Smad2 0.0009 0.0056 0.0025
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0207 0.2778 0.4222
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0007 0.0032 0.0048

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 37 nM Displacement of [3H]histamine dihydrochloride from human histamine H4 receptor after 2.5 hrs by scintillation proximity assay ChEMBL. 20299215

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.

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