Detailed information for compound 1726729

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 471.531 | Formula: C25H21N5O3S
  • H donors: 1 H acceptors: 6 LogP: 2.11 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: Cn1ncc(c1)c1cnc2c(c1)c(=O)c1cc(ccc1cc2)CS(=O)(=O)NCc1ccccn1
  • InChi: 1S/C25H21N5O3S/c1-30-15-20(13-28-30)19-11-23-24(27-12-19)8-7-18-6-5-17(10-22(18)25(23)31)16-34(32,33)29-14-21-4-2-3-9-26-21/h2-13,15,29H,14,16H2,1H3
  • InChiKey: VMJFTOSOFDEKTM-UHFFFAOYSA-N  


Substructure search Similarity search

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 MET proto-oncogene, receptor tyrosine kinase Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 3, subfamily A, polypeptide 4 Starlite/ChEMBL References
Homo sapiens macrophage stimulating 1 receptor (c-met-related tyrosine kinase) Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 2, subfamily C, polypeptide 9 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 Get druggable targets OG5_126554 All targets in OG5_126554
Leishmania braziliensis cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Leishmania mexicana cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma congolense cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans closely related to C.maltosa N-alkane-inducible cytochrome P-450, alkane hydroxylating monooxygenase CYP52A3-b aka P450Alk1A (BA Get druggable targets OG5_126554 All targets in OG5_126554
Leishmania donovani cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans cytochrome P450 56 Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans similar to C.maltosa N-alkane inducible cytochrome P-450, ALK8 CYP52A11 Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) CYP4Cod1 Get druggable targets OG5_126554 All targets in OG5_126554
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
Trypanosoma brucei gambiense cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans similar to C.maltosa N-alkane inducible cytochrome P-450, ALK8 CYP52A11 Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma cruzi cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma brucei cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Leishmania infantum cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans cytochrome P450 556 Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma cruzi cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
Leishmania major cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 cytochrome P450, family 2, subfamily C, polypeptide 9 490 aa 441 aa 21.8 %
Brugia malayi cytochrome P450 cytochrome P450, family 3, subfamily A, polypeptide 4 502 aa 492 aa 24.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0454 0.2767 0.465
Loa Loa (eye worm) thymidylate synthase 0.0955 0.595 1
Onchocerca volvulus 0.0032 0.008 0.013
Trypanosoma cruzi orotidine-5-phosphate decarboxylase/orotate phosphoribosyltransferase, putative 0.0151 0.0841 0.1414
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0955 0.595 1
Echinococcus granulosus uridine 5' monophosphate synthase 0.0151 0.0841 0.141
Loa Loa (eye worm) orotate phosphoribosyltransferase 0.0151 0.0841 0.1414
Loa Loa (eye worm) hypothetical protein 0.0032 0.008 0.0135
Loa Loa (eye worm) sema domain-containing protein 0.002 0.0003 0.0005
Schistosoma mansoni orotidine 5'-phosphate decarboxylase 0.0151 0.0841 0.141
Brugia malayi thymidylate synthase 0.0955 0.595 1
Echinococcus granulosus thymidylate synthase 0.0955 0.595 1
Brugia malayi hypothetical protein 0.002 0.0003 0.0005
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0955 0.595 1
Schistosoma mansoni plexin 0.0032 0.008 0.013
Brugia malayi Sema domain containing protein 0.002 0.0003 0.0005
Plasmodium vivax orotidine 5'-phosphate decarboxylase, putative 0.0137 0.0752 0.0995
Loa Loa (eye worm) hypothetical protein 0.002 0.0003 0.0005
Onchocerca volvulus 0.0955 0.595 1
Loa Loa (eye worm) hypothetical protein 0.002 0.0003 0.0005
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0955 0.595 0.5877
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0955 0.595 0.5914
Brugia malayi hypothetical protein 0.002 0.0003 0.0005
Brugia malayi Cytochrome P450 family protein 0.0032 0.0079 0.0133
Echinococcus multilocularis thymidylate synthase 0.0955 0.595 1
Leishmania major orotidine-5-phosphate decarboxylase/orotate phosphoribosyltransferase, putative,OMPDCase-OPRTase, putative 0.0151 0.0841 0.1414
Mycobacterium ulcerans orotidine 5'-phosphate decarboxylase 0.0137 0.0752 0.0752
Onchocerca volvulus 0.0568 0.3489 0.5862
Echinococcus multilocularis uridine 5' monophosphate synthase 0.0151 0.0841 0.141
Trypanosoma cruzi orotidine-5-phosphate decarboxylase/orotate phosphoribosyltransferase, putative 0.0151 0.0841 0.1414
Brugia malayi hypothetical protein 0.0454 0.2767 0.465
Trichomonas vaginalis conserved hypothetical protein 0.0454 0.2767 0.5
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0955 0.595 1
Trypanosoma cruzi orotidine-5-phosphate decarboxylase/orotate phosphoribosyltransferase, putative 0.0137 0.0752 0.1264
Brugia malayi plexin A 0.004 0.0135 0.0227
Toxoplasma gondii orotidine-5-phosphate decarboxylase/orotate phosphoribosyltransferase 0.0137 0.0752 0.0995
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0955 0.595 1
Mycobacterium leprae Probable orotidine 5'-phosphate decarboxylase PyrF (OMP decarboxylase) (OMPDCase) (OMPdecase) 0.0137 0.0752 0.0585
Loa Loa (eye worm) plexin A 0.004 0.0135 0.0227
Trypanosoma brucei orotidine-5-phosphate decarboxylase/orotate phosphoribosyltransferase, putative 0.0151 0.0841 0.1414
Loa Loa (eye worm) cytochrome P450 family protein 0.0032 0.0079 0.0133
Loa Loa (eye worm) hypothetical protein 0.002 0.0003 0.0005
Brugia malayi Sema domain containing protein 0.002 0.0003 0.0005
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0955 0.595 1
Plasmodium falciparum orotidine 5'-phosphate decarboxylase 0.0137 0.0752 0.0995
Wolbachia endosymbiont of Brugia malayi orotidine-5'-phosphate decarboxylase 0.0672 0.4153 1
Brugia malayi orotate phosphoribosyltransferase family protein 0.0151 0.0841 0.1414
Brugia malayi Plexin repeat family protein 0.0032 0.008 0.0135
Echinococcus multilocularis plexin a4 0.004 0.0135 0.0222
Echinococcus granulosus plexin a4 0.004 0.0135 0.0222
Mycobacterium tuberculosis Hypothetical protein 0.0454 0.2767 0.2703
Loa Loa (eye worm) hypothetical protein 0.002 0.0003 0.0005
Mycobacterium ulcerans orotate phosphoribosyltransferase 0.0047 0.0177 0.0177
Loa Loa (eye worm) hypothetical protein 0.002 0.0003 0.0005
Mycobacterium ulcerans thymidylate synthase 0.0955 0.595 0.595
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0955 0.595 1
Mycobacterium tuberculosis Probable orotate phosphoribosyltransferase PyrE (OPRT) (oprtase) 0.0047 0.0177 0.009
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0955 0.595 1
Loa Loa (eye worm) sema domain-containing protein 0.002 0.0003 0.0005
Loa Loa (eye worm) hypothetical protein 0.002 0.0003 0.0005

Activities

Activity type Activity value Assay description Source Reference
Activity (ADMET) Toxicity in CD1 nu/nu mouse xenografted with human GLT16 cells assessed as change in body weight relative to control ChEMBL. 23379595
IC50 (binding) = 1 nM Inhibition of c-MET (unknown origin)-catalyzed N-biotinylated EQEDEPEGDYFEWLECONH2 phosphorylation by TR-FRET assay ChEMBL. 23379595
IC50 (binding) = 7 nM Inhibition of RON (unknown origin) by TR-FRET assay ChEMBL. 23379595
IC50 (binding) < 12 nM Inhibition of c-MET (unknown origin) in presence of 10 % FBS ChEMBL. 23379595
IC50 (binding) = 29 nM Inhibition of HGF-stimulated c-MET (unknown origin) autophosphorylation at tyrosine 1349 expressed in human GTL16 cells after 2 hrs by Western blotting analysis ChEMBL. 23379595
IC50 (binding) = 582 nM Inhibition of c-MET (unknown origin) expressed in human GTL16 cells assessed as inhibition of cell proliferation ChEMBL. 23379595
IC50 (binding) > 10000 nM Inhibition of c-MET activation (unknown origin) expressed in human HCT116 cells ChEMBL. 23379595
IC50 (ADMET) = 11580 nM Inhibition of CYP3A4 in human liver microsomes using testosterone as substrate by LC-MS-MS analysis ChEMBL. 23379595
IC50 (ADMET) = 14730 nM Inhibition of CYP2C9 (unknown origin) ChEMBL. 23379595
IC50 (ADMET) = 46170 nM Inhibition of CYP2D6 (unknown origin) ChEMBL. 23379595
IC50 (functional) = 1.7 uM In vivo inhibition of c-MET phosphorylation at tyrosine Y1349 in human GTL16 cells xenografted in po dosed mouse after 8 hrs by Western blotting analysis ChEMBL. 23379595
Inhibition (functional) In vivo inhibition of c-MET phosphorylation at tyrosine Y1349 in human GTL16 cells xenografted in mouse at 100 mg/kg, po after 1 hr by Western blotting analysis ChEMBL. 23379595
Inhibition (ADMET) = 31 % Inhibition of CYP3A4 in human liver microsomes using testosterone as substrate at 10 uM by LC-MS-MS analysis relative to control ChEMBL. 23379595
Inhibition (binding) = 60 % Inhibition of MER (unknown origin) relative to control ChEMBL. 23379595
Inhibition (binding) = 60 % Inhibition of FLT4 (unknown origin) relative to control ChEMBL. 23379595
Inhibition (binding) = 60 % Inhibition of FGFR3 (unknown origin) relative to control ChEMBL. 23379595
Inhibition (binding) = 60 % Inhibition of FES (unknown origin) relative to control ChEMBL. 23379595
Inhibition (binding) > 90 % Inhibition of RON (unknown origin) at 1 uM by TR-FRET assay relative to control ChEMBL. 23379595
Inhibition (binding) > 90 % Inhibition of c-MET (unknown origin)-catalyzed N-biotinylated EQEDEPEGDYFEWLECONH2 phosphorylation at 1 uM by TR-FRET assay relative to control ChEMBL. 23379595
Kd (binding) = 3.2 nM Binding affinity to phosphorylated c-MET kinase domain (unknown origin) ChEMBL. 23379595
Kd (binding) = 10.4 nM Binding affinity to unphosphorylated c-MET kinase domain (unknown origin) ChEMBL. 23379595
TDI (ADMET) = 16 % Time dependent inhibition of CYP3A4 in human liver microsomes using testosterone as substrate at 10 uM preincubated for 30 mins by LC-MS-MS analysis relative to control ChEMBL. 23379595

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 23379595

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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