Detailed information for compound 1490241

Basic information

Technical information
  • TDR Targets ID: 1490241
  • Name: pyrrolidin-1-yl-[4-[3-(trifluoromethyl)-6,7-d ihydro-4H-pyrano[3,4-d]pyrazol-1-yl]phenyl]me thanone
  • MW: 365.35 | Formula: C18H18F3N3O2
  • H donors: 0 H acceptors: 2 LogP: 2.48 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(c1ccc(cc1)n1nc(c2c1CCOC2)C(F)(F)F)N1CCCC1
  • InChi: 1S/C18H18F3N3O2/c19-18(20,21)16-14-11-26-10-7-15(14)24(22-16)13-5-3-12(4-6-13)17(25)23-8-1-2-9-23/h3-6H,1-2,7-11H2
  • InChiKey: GIVZDASVXCBGBL-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 1-pyrrolidinyl-[4-[3-(trifluoromethyl)-6,7-dihydro-4H-pyrano[3,4-d]pyrazol-1-yl]phenyl]methanone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens glutamate receptor, ionotropic, AMPA 2 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 cytochrome P450, family 2, subfamily C, polypeptide 19 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 2, subfamily C, polypeptide 9 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 1, subfamily A, polypeptide 2 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis glutamate receptor 2 Get druggable targets OG5_128645 All targets in OG5_128645
Candida albicans cytochrome P450 556 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
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 granulosus glutamate receptor 1 Get druggable targets OG5_128645 All targets in OG5_128645
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_128645 All targets in OG5_128645
Loa Loa (eye worm) glutamate receptor 1 Get druggable targets OG5_128645 All targets in OG5_128645
Trypanosoma cruzi cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Echinococcus multilocularis glutamate receptor 2 Get druggable targets OG5_128645 All targets in OG5_128645
Trypanosoma brucei gambiense cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128645 All targets in OG5_128645
Echinococcus multilocularis glutamate receptor 2 Get druggable targets OG5_128645 All targets in OG5_128645
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
Leishmania donovani cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Echinococcus multilocularis glutamate receptor subunit protein glur Get druggable targets OG5_128645 All targets in OG5_128645
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 Get druggable targets OG5_128645 All targets in OG5_128645
Echinococcus granulosus glutamate receptor 4 Get druggable targets OG5_128645 All targets in OG5_128645
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128645 All targets in OG5_128645
Leishmania braziliensis 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
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
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 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
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
Trypanosoma brucei cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Echinococcus granulosus glutamate receptor 2 Get druggable targets OG5_128645 All targets in OG5_128645
Brugia malayi Glutamate receptor 2 precursor Get druggable targets OG5_128645 All targets in OG5_128645
Loa Loa (eye worm) cytochrome P450 family 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
Brugia malayi Cytochrome P450 family protein 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
Leishmania major cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Echinococcus granulosus glutamate receptor subunit protein glur Get druggable targets OG5_128645 All targets in OG5_128645
Echinococcus granulosus glutamate receptor 2 Get druggable targets OG5_128645 All targets in OG5_128645
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 Get druggable targets OG5_128645 All targets in OG5_128645
Loa Loa (eye worm) CYP4Cod1 Get druggable targets OG5_126554 All targets in OG5_126554
Echinococcus multilocularis glutamate receptor 4 Get druggable targets OG5_128645 All targets in OG5_128645
Brugia malayi Glutamate receptor 1 precursor Get druggable targets OG5_128645 All targets in OG5_128645
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Leishmania major cytochrome p450-like protein cytochrome P450, family 2, subfamily C, polypeptide 19 490 aa 411 aa 23.1 %
Brugia malayi cytochrome P450 cytochrome P450, family 3, subfamily A, polypeptide 4 502 aa 492 aa 24.2 %
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 cytochrome P450, family 2, subfamily C, polypeptide 9 490 aa 441 aa 21.8 %
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 glutamate receptor, ionotropic, AMPA 2 883 aa 810 aa 34.0 %
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 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Echinococcus multilocularis glutamate receptor 2 0.0087 0.1154 0.1453
Echinococcus granulosus glutamate receptor 1 0.0051 0.0339 0.0427
Loa Loa (eye worm) hypothetical protein 0.0302 0.6015 1
Echinococcus multilocularis glutamate receptor 4 0.0051 0.0339 0.0427
Loa Loa (eye worm) hypothetical protein 0.0087 0.1158 0.1443
Echinococcus multilocularis glutamate receptor 2 0.0081 0.1024 0.1289
Trypanosoma brucei inositol 1,4,5-trisphosphate receptor 0.0172 0.3084 0.5
Schistosoma mansoni inositol 145-trisphosphate receptor 0.0146 0.2491 0.2491
Loa Loa (eye worm) cytochrome P450 family protein 0.0067 0.071 0.0655
Brugia malayi cation channel family protein 0.0204 0.3809 0.3335
Echinococcus granulosus glutamate receptor 2 0.0087 0.1154 0.1453
Brugia malayi Glutamate receptor 1 precursor 0.0081 0.1024 0.0338
Schistosoma mansoni ryanodine receptor 1 skeletal muscle 0.0055 0.0433 0.0433
Echinococcus granulosus glutamate receptor subunit protein glur 0.0062 0.0592 0.0746
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0087 0.1154 0.1453
Echinococcus multilocularis glutamate receptor 2 0.0076 0.0901 0.1134
Echinococcus granulosus glutamate receptor 4 0.0051 0.0339 0.0427
Echinococcus granulosus ryanodine receptor 44f 0.0387 0.7942 1
Echinococcus granulosus glutamate receptor 2 0.0076 0.0901 0.1134
Echinococcus multilocularis ryanodine receptor 44f 0.0387 0.7942 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.1243 0.1592
Echinococcus multilocularis ryanodine receptor 44f 0.0302 0.6015 0.7574
Echinococcus granulosus ryanodine receptor 44f 0.0302 0.6015 0.7574
Echinococcus multilocularis glutamate receptor subunit protein glur 0.0062 0.0592 0.0746
Schistosoma mansoni ryanodine receptor related 0.0478 1 1
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0087 0.1154 0.1453
Loa Loa (eye worm) glutamate receptor 1 0.0081 0.1024 0.1207
Loa Loa (eye worm) ryanodine receptor 0.0113 0.1737 0.2463
Schistosoma mansoni hypothetical protein 0.0118 0.1852 0.1852
Loa Loa (eye worm) ryanodine receptor 0.0179 0.3225 0.5084
Trypanosoma cruzi inositol 1,4,5-trisphosphate receptor, putative 0.0172 0.3084 0.5
Brugia malayi Glutamate receptor 2 precursor 0.0081 0.1024 0.0338
Loa Loa (eye worm) hypothetical protein 0.0058 0.0502 0.0288
Leishmania major hypothetical protein, conserved 0.0117 0.1836 0.5
Schistosoma mansoni inositol 145-trisphosphate receptor 0.0058 0.0502 0.0502

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) = 81 % Allosteric modulation of human recombinant GluA2 receptor flip isoform expressed in HEK293 cells assessed as potentiation of glutamate-induced calcium influx by Fluo-4/FLIPR method relative to cyclothiazide ChEMBL. 21128618
EC50 (binding) > 4.7 Allosteric modulation of human recombinant GluA2 receptor flip isoform expressed in HEK293 cells assessed as potentiation of glutamate-induced calcium influx by Fluo-4/FLIPR method ChEMBL. 21128618
IC50 (ADMET) > 10 uM Inhibition of human CYP2C19 by fluorescence assay ChEMBL. 21128618
IC50 (ADMET) > 10 uM Inhibition of human CYP3A4 by fluorescence assay ChEMBL. 21128618
IC50 (ADMET) > 10 uM Inhibition of human CYP1A2 by fluorescence assay ChEMBL. 21128618
IC50 (ADMET) > 10 uM Inhibition of human CYP2C9 by fluorescence assay ChEMBL. 21128618
IC50 (ADMET) > 10 uM Inhibition of human CYP2D6 by fluorescence assay ChEMBL. 21128618

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.