Detailed information for compound 1172341

Basic information

Technical information
  • TDR Targets ID: 1172341
  • Name: 9-cyclohexyl-N-(4-morpholin-4-ylphenyl)-2-nap hthalen-1-yloxypurin-6-amine
  • MW: 520.625 | Formula: C31H32N6O2
  • H donors: 1 H acceptors: 3 LogP: 6.5 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 2
  • SMILES: C1CCC(CC1)n1cnc2c1nc(nc2Nc1ccc(cc1)N1CCOCC1)Oc1cccc2c1cccc2
  • InChi: 1S/C31H32N6O2/c1-2-9-25(10-3-1)37-21-32-28-29(33-23-13-15-24(16-14-23)36-17-19-38-20-18-36)34-31(35-30(28)37)39-27-12-6-8-22-7-4-5-11-26(22)27/h4-8,11-16,21,25H,1-3,9-10,17-20H2,(H,33,34,35)
  • InChiKey: FYBHCRQFSFYWPY-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 9-cyclohexyl-N-(4-morpholinophenyl)-2-(1-naphthyloxy)purin-6-amine
  • 9-cyclohexyl-N-(4-morpholinophenyl)-2-(1-naphthyloxy)-6-purinamine
  • [9-cyclohexyl-2-(1-naphthyloxy)purin-6-yl]-(4-morpholinophenyl)amine
  • 9-cyclohexyl-N-(4-morpholin-4-ylphenyl)-2-naphthalen-1-yloxy-purin-6-amine
  • 2-(1-Napthoxy)-6-(4-morpholinoanilino)-9-cyclohexylpurine
  • nchembio753-comp3
  • MolMap_000073
  • 2-(1-Naphthoxy)-6-(4-morpholinoanilino)-9-cyclohexylpurine
  • Purmorphamine
  • Shh Signaling Antagonist VI
  • HSCI1_000224

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus sonic hedgehog Starlite/ChEMBL References
Homo sapiens smoothened, frizzled class receptor Starlite/ChEMBL References
Mus musculus smoothened homolog (Drosophila) References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_134998 All targets in OG5_134998
Echinococcus granulosus smoothened Get druggable targets OG5_134998 All targets in OG5_134998
Schistosoma japonicum ko:K06224 hedgehog, putative Get druggable targets OG5_131225 All targets in OG5_131225
Echinococcus multilocularis smoothened Get druggable targets OG5_134998 All targets in OG5_134998
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
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0358 0.0358
Trichomonas vaginalis D-aminoacylase, putative 0.007 0.0672 1
Loa Loa (eye worm) hypothetical protein 0.005 0.042 0.0429
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0045 0.0358 0.5326
Trypanosoma cruzi hypothetical protein, conserved 0.007 0.0672 1
Loa Loa (eye worm) hypothetical protein 0.002 0.0047 0.0048
Brugia malayi Hint module family protein 0.0061 0.0563 0.8366
Plasmodium falciparum cysteine proteinase falcipain 2b 0.0016 0 0.5
Echinococcus granulosus frizzled 0.0037 0.0258 0.0258
Echinococcus multilocularis hedgehog 0.0226 0.2612 0.2612
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0056 0.05 0.7433
Echinococcus granulosus secreted frizzled protein 5 0.0017 0.0009 0.0009
Brugia malayi beta-lactamase family protein 0.007 0.0672 1
Echinococcus multilocularis smoothened 0.082 1 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0045 0.0358 0.0366
Trypanosoma cruzi cysteine peptidase, putative 0.0062 0.0566 0.8424
Echinococcus granulosus frizzled 0.0037 0.0258 0.0258
Brugia malayi beta-lactamase 0.007 0.0672 1
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.007 0.0672 0.5
Brugia malayi Frizzled/Smoothened family membrane region containing protein 0.0037 0.0258 0.384
Plasmodium vivax hypothetical protein, conserved 0.007 0.0672 1
Onchocerca volvulus 0.007 0.0672 1
Loa Loa (eye worm) hypothetical protein 0.007 0.0672 0.0687
Plasmodium falciparum cysteine proteinase falcipain 2a 0.0016 0 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0358 0.1938
Echinococcus multilocularis secreted frizzled protein 0.0017 0.0009 0.0009
Trichomonas vaginalis penicillin-binding protein, putative 0.007 0.0672 1
Onchocerca volvulus 0.007 0.0672 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0358 0.0358
Trypanosoma cruzi cysteine peptidase, putative 0.0062 0.0566 0.8424
Loa Loa (eye worm) beta-lactamase 0.007 0.0672 0.0687
Trypanosoma brucei hypothetical protein, conserved 0.007 0.0672 1
Trypanosoma cruzi hypothetical protein, conserved 0.007 0.0672 1
Loa Loa (eye worm) frizzled/Smoothened family membrane region containing protein 0.0037 0.0258 0.0264
Loa Loa (eye worm) hypothetical protein 0.002 0.0047 0.0048
Loa Loa (eye worm) hypothetical protein 0.0061 0.0563 0.0575
Schistosoma mansoni frizzled 0.0037 0.0258 0.1398
Plasmodium falciparum cysteine proteinase falcipain 3 0.0016 0 0.5
Brugia malayi Fz domain containing protein 0.0017 0.0009 0.0138
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.007 0.0672 0.0687
Entamoeba histolytica cysteine protease, putative 0.0016 0 0.5
Echinococcus granulosus frizzled 0.0037 0.0258 0.0258
Echinococcus granulosus frizzled 5 0.0037 0.0258 0.0258
Echinococcus multilocularis secreted frizzled protein 0.0017 0.0009 0.0009
Schistosoma mansoni hypothetical protein 0.002 0.0047 0.0256
Onchocerca volvulus 0.007 0.0672 1
Schistosoma mansoni frizzled-like receptor 0.0037 0.0258 0.1398
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.007 0.0672 0.3639
Onchocerca volvulus 0.005 0.042 0.6252
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0358 0.1938
Brugia malayi Fz domain containing protein 0.0017 0.0009 0.0138
Echinococcus multilocularis frizzled 4 0.0037 0.0258 0.0258
Loa Loa (eye worm) hypothetical protein 0.007 0.0672 0.0687
Mycobacterium ulcerans beta-lactamase 0.007 0.0672 0.5
Trichomonas vaginalis D-aminoacylase, putative 0.007 0.0672 1
Loa Loa (eye worm) frizzled/Smoothened family membrane region containing protein 0.002 0.0047 0.0048
Loa Loa (eye worm) hypothetical protein 0.002 0.0047 0.0048
Trichomonas vaginalis penicillin-binding protein, putative 0.007 0.0672 1
Trichomonas vaginalis D-aminoacylase, putative 0.007 0.0672 1
Onchocerca volvulus 0.0017 0.0009 0.0138
Trypanosoma cruzi cysteine peptidase, putative 0.0062 0.0566 0.8424
Entamoeba histolytica cysteine proteinase, putative 0.0016 0 0.5
Echinococcus multilocularis secreted frizzled protein 5 0.0017 0.0009 0.0009
Loa Loa (eye worm) hypothetical protein 0.007 0.0672 0.0687
Mycobacterium ulcerans esterase/lipase LipP 0.007 0.0672 0.5
Loa Loa (eye worm) hypothetical protein 0.0803 0.9789 1
Schistosoma mansoni hypothetical protein 0.0165 0.1848 1
Loa Loa (eye worm) hypothetical protein 0.0061 0.0563 0.0575
Echinococcus granulosus tumor protein p63 0.0342 0.4048 0.4048
Trypanosoma cruzi major cysteine proteinase, putative 0.0049 0.0402 0.5979
Entamoeba histolytica cysteine proteinase, putative 0.0016 0 0.5
Echinococcus multilocularis frizzled 0.0037 0.0258 0.0258
Schistosoma mansoni cellular tumor antigen P53 0.005 0.042 0.2275
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0358 0.0358
Brugia malayi Frizzled/Smoothened family membrane region containing protein 0.0037 0.0258 0.384
Loa Loa (eye worm) hypothetical protein 0.007 0.0672 0.0687
Toxoplasma gondii ABC1 family protein 0.007 0.0672 1
Echinococcus multilocularis beta LACTamase domain containing family member 0.007 0.0672 0.0672
Schistosoma mansoni frizzled-like receptor 0.002 0.0047 0.0256
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0449 0.5382 1
Loa Loa (eye worm) hypothetical protein 0.0017 0.0009 0.0009
Leishmania major hypothetical protein, conserved 0.007 0.0672 1
Echinococcus multilocularis frizzled 10 0.0037 0.0258 0.0258
Schistosoma mansoni hypothetical protein 0.002 0.0047 0.0256
Mycobacterium leprae conserved hypothetical protein 0.007 0.0672 0.5
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.007 0.0672 1
Echinococcus multilocularis tumor protein p63 0.0342 0.4048 0.4048
Loa Loa (eye worm) frizzled/Smoothened family membrane region containing protein 0.0037 0.0258 0.0264
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0358 0.0358
Mycobacterium leprae Probable lipase LipE 0.007 0.0672 0.5
Schistosoma mansoni secreted frizzled-related protein 0.0017 0.0009 0.005
Mycobacterium ulcerans lipase LipD 0.007 0.0672 0.5
Trichomonas vaginalis esterase, putative 0.007 0.0672 1
Echinococcus multilocularis frizzled 0.0037 0.0258 0.0258
Echinococcus granulosus secreted frizzled protein 0.0017 0.0009 0.0009
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.007 0.0672 0.3639
Schistosoma mansoni hypothetical protein 0.002 0.0047 0.0256
Loa Loa (eye worm) hypothetical protein 0.007 0.0672 0.0687
Brugia malayi Frizzled/Smoothened family membrane region containing protein 0.002 0.0047 0.0705
Echinococcus multilocularis frizzled 5 0.0037 0.0258 0.0258
Brugia malayi beta-lactamase family protein 0.007 0.0672 1
Trypanosoma cruzi cruzipain precursor, putative 0.0062 0.0566 0.8424
Schistosoma mansoni frizzled-like receptor 0.0037 0.0258 0.1398
Echinococcus granulosus frizzled 4 0.0037 0.0258 0.0258
Loa Loa (eye worm) hypothetical protein 0.007 0.0672 0.0687
Loa Loa (eye worm) hypothetical protein 0.0017 0.0009 0.0009
Leishmania major cathepsin L-like protease 0.0062 0.0566 0.8424
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0358 0.1938
Brugia malayi Hint module family protein 0.0061 0.0563 0.8366
Loa Loa (eye worm) sfrp2 0.0017 0.0009 0.0009
Leishmania major cathepsin L-like protease 0.0062 0.0566 0.8424
Echinococcus granulosus beta LACTamase domain containing family member 0.007 0.0672 0.0672
Echinococcus granulosus Desert hedgehog protein 0.0226 0.2612 0.2612
Schistosoma mansoni wnt inhibitor frzb2 0.0017 0.0009 0.005
Mycobacterium ulcerans hypothetical protein 0.007 0.0672 0.5
Schistosoma mansoni frizzled-like receptor 0.002 0.0047 0.0256
Leishmania major cathepsin L-like protease 0.0062 0.0566 0.8424

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) Activation of Shh in smo gene-deficient MEF at 0.5 uM after 30 hrs by luciferase reporter assay ChEMBL. 16408088
Activity (functional) Activation of Shh in mouse Shh Light2 cells assessed as beta-galactosidase activity after 30 hrs by luciferase reporter gene assay in presence of 100 nM 3-keto-N-aminoethyl-N'-aminocaproyldihydrocinnamoyl cyclopamine ChEMBL. 16408088
Activity (binding) Activation of Shh in ptch1 gene-deficient MEF assessed as beta-galactosidase activity after 30 hrs by chemiluminescence assay in presence of 100 nM 3-keto-N-aminoethyl-N'-aminocaproyldihydrocinnamoyl cyclopamine ChEMBL. 16408088
Activity (binding) Activation of Shh in smo-expressing MEF at 0.5 uM after 30 hrs by luciferase reporter assay ChEMBL. 16408088
EC50 (binding) = 0.8 uM Activity at Smo in mouse C3H10T1/2 cells assessed as induction of cell differentiation into osteoblast incubated for 6 days by alkaline phosphatase assay LITERATURE. 27429255
EC50 (functional) = 1 uM Activation of Shh in mouse Shh Light2 cells after 30 hrs by luciferase reporter gene assay ChEMBL. 16408088
IC50 (binding) = 1.5 uM Inhibition of BODIPY-cyclopamine binding to Smo expressed in HEK293T cells after 1 hr by fluorescence microscopy ChEMBL. 16408088
Inhibition (binding) Inhibition of BODIPY-cyclopamine binding to Smo C-terminal cytoplasmic domain expressed in HEK293T cells at 5 uM after 4 hrs by fluorescence microscopy ChEMBL. 16408088
Inhibition (binding) Inhibition of BODIPY-cyclopamine binding to Smo expressed in HEK293T cells after 1 hr by fluorescence microscopy ChEMBL. 16408088
Inhibition (binding) Inhibition of BODIPY-cyclopamine binding to Smo N-terminal cysteine domain expressed in HEK293T cells at 5 uM after 4 hrs by fluorescence microscopy ChEMBL. 16408088
max activation (binding) = 78 % Activity at Smo in mouse C3H10T1/2 cells assessed as induction of cell differentiation into osteoblast at 10 uM incubated for 6 days by alkaline phosphatase assay relative to GSA-10 LITERATURE. 27429255
Ratio EC50 (functional) = 10 Ratio of EC50 for Shh in mouse Shh Light2 cells to EC50 for Shh in mouse Shh Light2 cells in presence of 100 nM 3-keto-N-aminoethyl-N'-aminocaproyldihydrocinnamoyl cyclopamine ChEMBL. 16408088

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

2 literature references were collected for this gene.

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