Detailed information for compound 1594631

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 433.824 | Formula: C18H17ClFN7O3
  • H donors: 1 H acceptors: 6 LogP: 3.03 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)Cn1nnc(n1)c1onc(c1)N1CC2C(C1)CN(C2)c1cc(F)ccc1Cl
  • InChi: 1S/C18H17ClFN7O3/c19-13-2-1-12(20)3-14(13)25-5-10-7-26(8-11(10)6-25)16-4-15(30-23-16)18-21-24-27(22-18)9-17(28)29/h1-4,10-11H,5-9H2,(H,28,29)
  • InChiKey: ZMSGLYQOQFYEBI-UHFFFAOYSA-N  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens stearoyl-CoA desaturase (delta-9-desaturase) Starlite/ChEMBL References
Rattus norvegicus Acyl-CoA desaturase 1 Starlite/ChEMBL References
Homo sapiens stearoyl-CoA desaturase 5 Starlite/ChEMBL References
Mus musculus stearoyl-Coenzyme A desaturase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi acyl-CoA desaturase Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania mexicana stearic acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Candida albicans one of two potential fatty acid desaturase genes similar to S. cerevisiae OLE1 (YGL055W) delta-9-fatty acid desaturase Get druggable targets OG5_126939 All targets in OG5_126939
Trypanosoma brucei gambiense fatty acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Trypanosoma cruzi fatty acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Plasmodium yoelii delta-9 fatty acid desaturase Get druggable targets OG5_126939 All targets in OG5_126939
Plasmodium vivax stearoyl-CoA desaturase (acyl-CoA desaturase, faty acid desaturase), putative Get druggable targets OG5_126939 All targets in OG5_126939
Onchocerca volvulus Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania braziliensis fatty-acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Trypanosoma congolense fatty acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania donovani stearic acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Trypanosoma brucei fatty acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania major stearic acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Loa Loa (eye worm) acyl-CoA desaturase Get druggable targets OG5_126939 All targets in OG5_126939
Trypanosoma cruzi fatty acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Plasmodium falciparum stearoyl-CoA desaturase Get druggable targets OG5_126939 All targets in OG5_126939
Trypanosoma cruzi fatty acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania major fatty-acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania mexicana fatty-acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Neospora caninum fatty acyl-CoA desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania infantum fatty-acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Onchocerca volvulus Get druggable targets OG5_126939 All targets in OG5_126939
Plasmodium berghei stearoyl-CoA desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania infantum stearic acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Candida albicans one of two potential fatty acid desaturase genes similar to S. cerevisiae OLE1 (YGL055W) delta-9-fatty acid desaturase Get druggable targets OG5_126939 All targets in OG5_126939
Plasmodium knowlesi stearoyl-CoA desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania braziliensis stearic acid desaturase Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania donovani fatty-acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Candida albicans one of two potential fatty acid desaturase genes similar to S. cerevisiae OLE1 (YGL055W) delta-9 fatty acid desaturase Acyl-CoA desaturase 1   358 aa 317 aa 27.1 %
Candida albicans one of two potential fatty acid desaturase genes similar to S. cerevisiae OLE1 (YGL055W) delta-9 fatty acid desaturase Acyl-CoA desaturase 1   358 aa 317 aa 27.1 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Loa Loa (eye worm) acyl-CoA desaturase 0.0341 0.8517 1
Leishmania major fatty-acid desaturase, putative 0.0395 1 1
Onchocerca volvulus 0.0395 1 1
Plasmodium vivax stearoyl-CoA desaturase (acyl-CoA desaturase, faty acid desaturase), putative 0.0341 0.8517 0.5
Brugia malayi Delta5 fatty acid desaturase 0.0054 0.0644 0.0756
Echinococcus multilocularis lysine specific histone demethylase 1A 0.0106 0.2076 1
Brugia malayi acyl-CoA desaturase 0.0341 0.8517 1
Loa Loa (eye worm) hypothetical protein 0.0106 0.2076 0.2438
Onchocerca volvulus 0.0115 0.2323 0.1794
Brugia malayi Fatty acid desaturase family protein 0.0054 0.0644 0.0756
Schistosoma mansoni Lysine-specific histone demethylase 1 0.0106 0.2076 1
Mycobacterium tuberculosis Probable transmembrane alkane 1-monooxygenase AlkB (alkane 1-hydroxylase) (lauric acid omega-hydroxylase) (omega-hydroxylase) (f 0.0054 0.0644 0.5
Trypanosoma cruzi fatty acid desaturase, putative 0.0341 0.8517 0.8415
Trypanosoma cruzi fatty acid desaturase, putative 0.0395 1 1
Mycobacterium ulcerans linoleoyl-CoA desaturase, DesA3 0.0054 0.0644 0.5
Mycobacterium ulcerans electron transfer protein FdxB 0.0054 0.0644 0.5
Mycobacterium ulcerans linoleoyl-CoA desaturase, DesA3_2 0.0054 0.0644 0.5
Mycobacterium tuberculosis Probable conserved membrane protein 0.0054 0.0644 0.5
Mycobacterium ulcerans linoleoyl-CoA desaturase, DesA3 0.0054 0.0644 0.5
Loa Loa (eye worm) FAT-3 protein 0.0054 0.0644 0.0756
Trypanosoma brucei fatty acid desaturase, putative 0.0395 1 1
Onchocerca volvulus 0.0395 1 1
Toxoplasma gondii sphingolipid delta 4 desaturase/c-4 hydroxylase protein des2 family protein 0.0054 0.0644 0.5
Brugia malayi Fatty acid desaturase family protein 0.0054 0.0644 0.0756
Mycobacterium tuberculosis Possible electron transfer protein FdxB 0.0054 0.0644 0.5
Echinococcus granulosus lysine specific histone demethylase 1A 0.0106 0.2076 1
Trypanosoma cruzi fatty acid desaturase, putative 0.0341 0.8517 0.8415
Mycobacterium ulcerans transmembrane alkane 1-monooxygenase AlkB 0.0054 0.0644 0.5
Mycobacterium ulcerans hypothetical protein 0.0054 0.0644 0.5
Brugia malayi SWIRM domain containing protein 0.0115 0.2323 0.2727
Plasmodium falciparum stearoyl-CoA desaturase 0.0341 0.8517 0.5
Mycobacterium ulcerans hypothetical protein 0.0054 0.0644 0.5
Loa Loa (eye worm) fatty acid desaturase 0.0054 0.0644 0.0756
Loa Loa (eye worm) hypothetical protein 0.0106 0.2076 0.2438
Loa Loa (eye worm) fatty acid desaturase 0.0054 0.0644 0.0756
Loa Loa (eye worm) hypothetical protein 0.0115 0.2323 0.2727
Loa Loa (eye worm) hypothetical protein 0.0054 0.0644 0.0756

Activities

Activity type Activity value Assay description Source Reference
AUC (ADMET) = 2.1 uM.hr AUC (0 to 6 hrs) in C57BL/6 mouse at 10 mg/kg, po ChEMBL. 22209206
Drug uptake (ADMET) = 2.7 uM Drug level in liver of C57BL/6 mouse at 10 mg/kg, po measured 6 hrs post dosing ChEMBL. 22209206
F (ADMET) = 24 % Oral bioavailability in C57BL/6 mouse at 10 mg/kg ChEMBL. 22209206
IC50 (binding) = 18 nM Inhibition of mouse SCD-1 ChEMBL. 22209206
IC50 (binding) = 24 nM Inhibition of SCD-1 activity in rat liver microsomes assessed as reduction in [1-14C] stearoyl CoA desaturation by scintillation counting ChEMBL. 22209206
IC50 (binding) = 27 nM Inhibition of human SCD-1 ChEMBL. 22209206
IC50 (binding) = 198 nM Inhibition of SCD-1 activity in rat hepatocytes expressing organic anion transporting polypeptides assessed as reduction in [1-14C] stearoyl CoA desaturation by scintillation counting ChEMBL. 22209206
IC50 (binding) = 242 nM Inhibition of human SCD-5 ChEMBL. 22209206
IC50 (binding) = 9900 nM Inhibition of SCD-1 activity in organic anion transporting polypeptides-deficient human HepG2 cells assessed as reduction in [1-14C] stearoyl CoA desaturation by scintillation counting ChEMBL. 22209206
IC50 (binding) > 80 uM Inhibition of human delta-5 desaturase activity in human HepG2 cells using [1-14C]-stearic acid tracer ChEMBL. 22209206
IC50 (binding) > 80 uM Inhibition of human delta-6 desaturase activity in human HepG2 cells using [1-14C]-stearic acid tracer ChEMBL. 22209206
Inhibition (functional) = 72 % Antidiabetic activity in C57BL/6 mouse LPD model assessed as reduction in liver SCD activity at 14.8 uM liver concentration dosed at 10 mg/kg, po measured 3 hrs post dosing ChEMBL. 22209206
Ratio IC50 (binding) = 8 Ratio of IC50 for SCD-1 activity in rat hepatocytes expressing organic anion transporting polypeptides to IC50 for SCD-1 activity in rat liver microsomes ChEMBL. 22209206

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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