Detailed information for compound 1663351

Basic information

Technical information
  • TDR Targets ID: 1663351
  • Name: 1-(4-fluorophenyl)-4-[3-(3-methylphenyl)-1,2, 4-oxadiazol-5-yl]pyrrolidin-2-one
  • MW: 337.348 | Formula: C19H16FN3O2
  • H donors: 0 H acceptors: 3 LogP: 3.12 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1ccc(cc1)N1CC(CC1=O)c1onc(n1)c1cccc(c1)C
  • InChi: 1S/C19H16FN3O2/c1-12-3-2-4-13(9-12)18-21-19(25-22-18)14-10-17(24)23(11-14)16-7-5-15(20)6-8-16/h2-9,14H,10-11H2,1H3
  • InChiKey: IGUGPXBOXUANHO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-(4-fluorophenyl)-4-[3-(3-methylphenyl)-1,2,4-oxadiazol-5-yl]-2-pyrrolidinone
  • 1-(4-fluorophenyl)-4-[3-(3-methylphenyl)-1,2,4-oxadiazol-5-yl]-2-pyrrolidone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cytochrome P450, family 2, subfamily C, polypeptide 19 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 1, subfamily A, polypeptide 2 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 2, subfamily C, polypeptide 9 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 2, subfamily D, polypeptide 6 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 3, subfamily A, polypeptide 4 Starlite/ChEMBL References
Homo sapiens glutamate receptor, metabotropic 5 Starlite/ChEMBL References
Homo sapiens potassium voltage-gated channel, subfamily H (eag-related), member 2 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus metabotropic glutamate receptor 2 Get druggable targets OG5_127095 All targets in OG5_127095
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
Candida albicans cytochrome P450 556 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
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
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
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 Get druggable targets OG5_126554 All targets in OG5_126554
Schistosoma mansoni metabotropic glutamate receptor Get druggable targets OG5_127095 All targets in OG5_127095
Trypanosoma cruzi cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Brugia malayi metabotropic glutamate receptor subtype 5a (mGluR5a), putative Get druggable targets OG5_127095 All targets in OG5_127095
Schistosoma mansoni voltage-gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
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
Echinococcus multilocularis potassium voltage gated channel subfamily H Get druggable targets OG5_128858 All targets in OG5_128858
Trypanosoma congolense cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Schistosoma japonicum ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative Get druggable targets OG5_128858 All targets in OG5_128858
Trypanosoma brucei gambiense 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
Trichomonas vaginalis voltage and ligand gated potassium channel, putative Get druggable targets OG5_128858 All targets in OG5_128858
Echinococcus multilocularis metabotropic glutamate receptor 5 Get druggable targets OG5_127095 All targets in OG5_127095
Loa Loa (eye worm) voltage and ligand gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Schistosoma japonicum Metabotropic glutamate receptor precursor, putative Get druggable targets OG5_127095 All targets in OG5_127095
Leishmania major cytochrome p450-like protein 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) hypothetical protein Get druggable targets OG5_128858 All targets in OG5_128858
Schistosoma mansoni metabotropic glutamate receptor 2 3 (mglur group 2) Get druggable targets OG5_127095 All targets in OG5_127095
Candida albicans similar to C.maltosa N-alkane inducible cytochrome P-450, ALK8 CYP52A11 Get druggable targets OG5_126554 All targets in OG5_126554
Echinococcus multilocularis metabotropic glutamate receptor 2 Get druggable targets OG5_127095 All targets in OG5_127095
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog Get druggable targets OG5_128858 All targets in OG5_128858
Schistosoma japonicum hypothetical protein Get druggable targets OG5_127095 All targets in OG5_127095
Brugia malayi Metabotropic glutamate receptor precursor. Get druggable targets OG5_127095 All targets in OG5_127095
Brugia malayi 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
Schistosoma japonicum ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative Get druggable targets OG5_128858 All targets in OG5_128858
Loa Loa (eye worm) glutamate receptor Get druggable targets OG5_127095 All targets in OG5_127095
Leishmania braziliensis cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Echinococcus granulosus metabotropic glutamate receptor 5 Get druggable targets OG5_127095 All targets in OG5_127095
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) cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Trichomonas vaginalis voltage and ligand gated potassium channel, putative Get druggable targets OG5_128858 All targets in OG5_128858
Echinococcus granulosus potassium voltage gated channel subfamily H Get druggable targets OG5_128858 All targets in OG5_128858
Loa Loa (eye worm) CYP4Cod1 Get druggable targets OG5_126554 All targets in OG5_126554
Schistosoma mansoni voltage-gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Candida albicans cytochrome P450 56 Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127095 All targets in OG5_127095
Schistosoma japonicum ko:K04606 glutamate receptor, metabotropic 3, putative Get druggable targets OG5_127095 All targets in OG5_127095
Schistosoma japonicum Potassium voltage-gated channel subfamily H member 2, putative Get druggable targets OG5_128858 All targets in OG5_128858
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Cytochrome P450 family protein cytochrome P450, family 1, subfamily A, polypeptide 2 516 aa 470 aa 26.2 %
Brugia malayi cytochrome P450 cytochrome P450, family 2, subfamily D, polypeptide 6 497 aa 425 aa 32.0 %
Brugia malayi cytochrome P450 cytochrome P450, family 3, subfamily A, polypeptide 4 502 aa 492 aa 24.2 %
Leishmania major cytochrome p450-like protein cytochrome P450, family 2, subfamily C, polypeptide 19 490 aa 411 aa 23.1 %
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 cytochrome P450, family 2, subfamily C, polypeptide 9 490 aa 441 aa 21.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0013 0.0068 0.0068
Mycobacterium tuberculosis Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM) 0.0021 0.1609 0.5
Mycobacterium tuberculosis Probable cytochrome P450 138 Cyp138 0.0021 0.1609 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.0032 0.3535 0.3535
Schistosoma mansoni voltage-gated potassium channel 0.0049 0.6574 0.8369
Schistosoma mansoni metabotropic glutamate receptor 0.0041 0.5176 0.6571
Schistosoma mansoni hypothetical protein 0.0021 0.1609 0.1982
Brugia malayi metabotropic glutamate receptor type 2 0.0024 0.2058 0.2058
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0045 0.5829 0.5829
Trypanosoma brucei cytochrome P450, putative 0.0032 0.3535 1
Brugia malayi Cytochrome P450 family protein 0.0032 0.3535 0.3535
Mycobacterium tuberculosis Probable cytochrome P450 140 Cyp140 0.0021 0.1609 0.5
Echinococcus granulosus metabotropic glutamate receptor 5 0.006 0.8679 1
Mycobacterium tuberculosis Probable cytochrome P450 137 Cyp137 0.0021 0.1609 0.5
Echinococcus granulosus metabotropic glutamate receptor 2 0.0041 0.5176 0.5933
Mycobacterium tuberculosis Probable cytochrome P450 132 Cyp132 0.0021 0.1609 0.5
Mycobacterium tuberculosis Probable cytochrome P450 monooxygenase 142 Cyp142 0.0021 0.1609 0.5
Mycobacterium tuberculosis Probable cytochrome P450 125 Cyp125 0.0021 0.1609 0.5
Mycobacterium tuberculosis Possible cytochrome P450 135B1 Cyp135B1 0.0021 0.1609 0.5
Leishmania major cytochrome p450-like protein 0.0032 0.3535 1
Loa Loa (eye worm) hypothetical protein 0.006 0.8679 0.8679
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0045 0.5829 0.669
Echinococcus multilocularis 0.0021 0.1609 0.1789
Mycobacterium tuberculosis Cytochrome P450 121 Cyp121 0.0021 0.1609 0.5
Schistosoma mansoni metabotropic glutamate receptor 2 3 (mglur group 2) 0.0056 0.7842 1
Schistosoma mansoni metabotropic glutamate receptor 0.0024 0.2058 0.256
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.0013 0.0068 0.0068
Mycobacterium tuberculosis Probable cytochrome P450 123 Cyp123 0.0021 0.1609 0.5
Mycobacterium tuberculosis Probable cytochrome P450 139 Cyp139 0.0021 0.1609 0.5
Mycobacterium tuberculosis Possible cytochrome P450 126 Cyp126 0.0021 0.1609 0.5
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0045 0.5829 0.5829
Trypanosoma cruzi cytochrome P450, putative 0.0032 0.3535 1
Schistosoma mansoni cytochrome P450 0.0021 0.1609 0.1982
Mycobacterium tuberculosis Probable cytochrome P450 124 Cyp124 0.0021 0.1609 0.5
Brugia malayi metabotropic glutamate receptor subtype 5a (mGluR5a), putative 0.0044 0.5784 0.5784
Mycobacterium leprae putative cytochrome p450 0.0021 0.1609 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.0067 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0049 0.6574 0.8369
Toxoplasma gondii cytochrome p450 superfamily protein 0.0021 0.1609 0.5
Mycobacterium tuberculosis Probable cytochrome P450 143 Cyp143 0.0021 0.1609 0.5
Mycobacterium tuberculosis Probable cytochrome P450 141 Cyp141 0.0021 0.1609 0.5
Mycobacterium leprae Conserved hypothetical protein 0.0021 0.1609 0.5
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0032 0.3535 1
Loa Loa (eye worm) cytochrome P450 0.0021 0.1609 0.1609
Loa Loa (eye worm) glutamate receptor 0.0049 0.6622 0.6622
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0042 0.5295 0.5
Brugia malayi cytochrome P450 0.0021 0.1609 0.1609
Brugia malayi Cytochrome P450 family protein 0.0021 0.1609 0.1609
Brugia malayi Cytochrome P450 family protein 0.0032 0.3535 0.3535
Loa Loa (eye worm) hypothetical protein 0.0039 0.4758 0.4758
Trypanosoma cruzi cytochrome P450, putative 0.0032 0.3535 1
Mycobacterium tuberculosis Probable cytochrome P450 144 Cyp144 0.0021 0.1609 0.5
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0042 0.5295 0.5
Mycobacterium tuberculosis Possible cytochrome P450 135A1 Cyp135A1 0.0021 0.1609 0.5
Brugia malayi Metabotropic glutamate receptor precursor. 0.0049 0.6622 0.6622
Echinococcus granulosus cytochrome P450 2K1 0.0021 0.1609 0.1789
Mycobacterium tuberculosis Probable cytochrome P450 128 Cyp128 0.0021 0.1609 0.5
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 0.0021 0.1609 0.5
Loa Loa (eye worm) CYP4Cod1 0.0032 0.3535 0.3535
Loa Loa (eye worm) cytochrome P450 family protein 0.0032 0.3535 0.3535
Echinococcus multilocularis metabotropic glutamate receptor 5 0.006 0.8679 1
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0045 0.5829 0.669
Echinococcus multilocularis metabotropic glutamate receptor 2 0.0041 0.5176 0.5933
Loa Loa (eye worm) glutamate receptor 0.0019 0.122 0.122
Mycobacterium tuberculosis Probable cytochrome P450 130 Cyp130 0.0021 0.1609 0.5

Activities

Activity type Activity value Assay description Source Reference
EC50 (binding) = 5.1 nM Positive allosteric modulation of human mGluR5 expressed in HEK293A cells assessed as stimulation of glutamate-induced calcium flux by FLIPR method ChEMBL. 22832311
EC50 (binding) = 12.5 nM Positive allosteric modulation of human mGluR5 expressed in HEK293A cells assessed as stimulation of glutamate-induced calcium flux by FLIPR method ChEMBL. 22832311
Emax (binding) = 78 % Positive allosteric modulation of human mGluR5 expressed in HEK293A cells assessed as stimulation of glutamate-induced calcium flux by FLIPR method ChEMBL. 22832311
IC50 (binding) = 6 uM Inhibition of human ERG by patch clamp assay ChEMBL. 22832311
IC50 (binding) = 8 uM Inhibition of human ERG by patch clamp assay ChEMBL. 22832311
IC50 (ADMET) > 11 uM Inhibition of CYP1A2 ChEMBL. 22832311
IC50 (ADMET) > 11 uM Inhibition of CYP2C9 ChEMBL. 22832311
IC50 (ADMET) > 11 uM Inhibition of CYP2C19 ChEMBL. 22832311
IC50 (ADMET) > 11 uM Inhibition of CYP2D6 ChEMBL. 22832311
IC50 (ADMET) > 11 uM Inhibition of CYP3A4 ChEMBL. 22832311
Ki (binding) = 230 nM Displacement of [3H]NAM from mGluR5 ChEMBL. 22832311
PPB (ADMET) = 99.3 % Plasma protein binding in human plasma ChEMBL. 22832311

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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