Detailed information for compound 432806
Basic information
Technical information
- TDR Targets ID: 432806
- Name: [5-(4-chlorophenyl)-2-(2,3-dimethoxyphenyl)-2 H-1,3,4-thiadiazol-3-yl]-(2,4,6-trifluorophen yl)methanone
- MW: 492.898 | Formula: C23H16ClF3N2O3S
-
H donors: 0
H acceptors: 1
LogP: 6.01
Rotable bonds: 6
Rule of 5 violations (Lipinski): 1 - SMILES: COc1c(OC)cccc1C1SC(=NN1C(=O)c1c(F)cc(cc1F)F)c1ccc(cc1)Cl
- InChi: 1S/C23H16ClF3N2O3S/c1-31-18-5-3-4-15(20(18)32-2)23-29(22(30)19-16(26)10-14(25)11-17(19)27)28-21(33-23)12-6-8-13(24)9-7-12/h3-11,23H,1-2H3
- InChiKey: LORGBPUOJISMFM-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 | nuclear receptor subfamily 1, group H, member 3 | Starlite/ChEMBL | References |
| Homo sapiens | nuclear receptor subfamily 1, group H, member 2 | Starlite/ChEMBL | References |
Predicted pathogen targets for this compound
By orthology
| Species | Potential target | Known druggable target/s | Ortholog Group |
|---|---|---|---|
| Brugia malayi | ecdysteroid receptor | Get druggable targets OG5_134445 | All targets in OG5_134445 |
| Loa Loa (eye worm) | hypothetical protein | Get druggable targets OG5_134445 | All targets in OG5_134445 |
| Onchocerca volvulus | Bile acid receptor homolog | Get druggable targets OG5_134445 | All targets in OG5_134445 |
By sequence similarity to non orthologous known druggable targets
| Species | Potential target | Known druggable target | Length | Alignment span | Identity |
|---|---|---|---|---|---|
| Brugia malayi | photoreceptor-specific nuclear receptor | nuclear receptor subfamily 1, group H, member 3 | 387 aa | 321 aa | 28.0 % |
Obtained from network model
Ranking Plot
Putative Targets List
| Species | Potential target | Raw | Global | Species |
|---|---|---|---|---|
| Plasmodium vivax | hypothetical protein, conserved | 0.0042 | 0 | 0.5 |
| Trypanosoma cruzi | UDP-galactopyranose mutase | 0.0042 | 0 | 0.5 |
| Echinococcus multilocularis | lysine specific histone demethylase 1A | 0.0042 | 0 | 0.5 |
| Plasmodium falciparum | conserved Plasmodium protein, unknown function | 0.0042 | 0 | 0.5 |
| Plasmodium vivax | lysine-specific histone demethylase 1, putative | 0.0042 | 0 | 0.5 |
| Trypanosoma cruzi | UDP-galactopyranose mutase | 0.0042 | 0 | 0.5 |
| Schistosoma mansoni | Protoporphyrinogen oxidase chloroplast/mitochondrial precursor | 0.0042 | 0 | 0.5 |
| Echinococcus granulosus | lysine specific histone demethylase 1A | 0.0042 | 0 | 0.5 |
| Brugia malayi | ecdysteroid receptor | 0.0207 | 0.3021 | 1 |
| Toxoplasma gondii | histone lysine-specific demethylase LSD1/BHC110/KDMA1A | 0.0042 | 0 | 0.5 |
| Plasmodium falciparum | lysine-specific histone demethylase 1, putative | 0.0042 | 0 | 0.5 |
| Echinococcus granulosus | lysine specific histone demethylase 1A | 0.0042 | 0 | 0.5 |
| Plasmodium vivax | protoporphyrinogen oxidase, putative | 0.0042 | 0 | 0.5 |
| Plasmodium vivax | hypothetical protein, conserved | 0.0042 | 0 | 0.5 |
| Echinococcus multilocularis | 0.0042 | 0 | 0.5 | |
| Loa Loa (eye worm) | hypothetical protein | 0.0207 | 0.3021 | 1 |
| Schistosoma mansoni | Lysine-specific histone demethylase 1 | 0.0042 | 0 | 0.5 |
| Mycobacterium tuberculosis | Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) | 0.0548 | 0.9242 | 1 |
| Schistosoma mansoni | amine oxidase | 0.0042 | 0 | 0.5 |
| Toxoplasma gondii | histone lysine-specific demethylase | 0.0042 | 0 | 0.5 |
| Schistosoma mansoni | amine oxidase | 0.0042 | 0 | 0.5 |
| Mycobacterium leprae | PROBABLE PROTOPORPHYRINOGEN OXIDASE HEMY (PROTOPORPHYRINOGEN-IX OXIDASE) (PROTOPORPHYRINOGENASE) (PPO) | 0.0042 | 0 | 0.5 |
| Echinococcus multilocularis | protoporphyrinogen oxidase | 0.0042 | 0 | 0.5 |
| Leishmania major | UDP-galactopyranose mutase | 0.0042 | 0 | 0.5 |
| Chlamydia trachomatis | protoporphyrinogen oxidase | 0.0042 | 0 | 0.5 |
| Onchocerca volvulus | Bile acid receptor homolog | 0.0207 | 0.3021 | 1 |
| Mycobacterium ulcerans | flavin-containing monoamine oxidase AofH | 0.0589 | 1 | 1 |
| Plasmodium falciparum | protoporphyrinogen oxidase | 0.0042 | 0 | 0.5 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| Activity (binding) | Activity at RXR by cell based assay | ChEMBL. | 17665897 | |
| Activity (functional) | Activity at VDR by cell based assay | ChEMBL. | 17665897 | |
| Activity (functional) | Activity at FXR by cell based assay | ChEMBL. | 17665897 | |
| Activity (binding) | Activity at PPAR by cell based assay | ChEMBL. | 17665897 | |
| Activity (functional) | Activity at GR by cell based assay | ChEMBL. | 17665897 | |
| Activity (functional) | Activity at PXR by cell based assay | ChEMBL. | 17665897 | |
| Activity (functional) | 0 | Induction of APO-AI-dependent cholesterol efflux in mouse macrophages | ChEMBL. | 17665897 |
| Activity (binding) | 0 | Activity at RXR by cell based assay | ChEMBL. | 17665897 |
| Activity (functional) | 0 | Activity at FXR by cell based assay | ChEMBL. | 17665897 |
| Activity (binding) | 0 | Activity at PPAR by cell based assay | ChEMBL. | 17665897 |
| Activity (functional) | 0 | Activity at PXR by cell based assay | ChEMBL. | 17665897 |
| Activity (functional) | 0 | Activity at GR by cell based assay | ChEMBL. | 17665897 |
| Activity (functional) | 0 | Activity at VDR by cell based assay | ChEMBL. | 17665897 |
| Activity (functional) | 0 | Induction of ABCA1 gene expression in LXRalpha deficient mouse macrophages | ChEMBL. | 17665897 |
| Activity (functional) | 0 | Induction on FAS gene expression in human primary hepatocytes at 1 uM | ChEMBL. | 17665897 |
| Activity (functional) | 0 | Induction of ABCA1 gene expression in LXRalpha and LXRbeta deficient mouse macrophages | ChEMBL. | 17665897 |
| Activity (functional) | 0 | Induction of ABCA1 gene expression in LXRbeta deficient mouse macrophages | ChEMBL. | 17665897 |
| Activity (functional) | 0 | Effect on SREBP1c gene expression in C57BL/6 mouse liver | ChEMBL. | 17665897 |
| Activity (functional) | 0 | Effect on ABCA1 gene expression in C57BL/6 mouse liver | ChEMBL. | 17665897 |
| Activity (functional) | = 10 % | Increase in FAS gene expression in HepG2 cells at 1 uM relative to GW3965 | ChEMBL. | 17665897 |
| Activity (functional) | = 10 % | Increase in FAS gene expression in HepG2 cells at 1 uM relative to GW3965 | ChEMBL. | 17665897 |
| Activity (functional) | = 33 % | Increase in FAS gene expression in HepG2 cells at 10 uM relative to GW3965 | ChEMBL. | 17665897 |
| Activity (functional) | = 33 % | Increase in FAS gene expression in HepG2 cells at 10 uM relative to GW3965 | ChEMBL. | 17665897 |
| Activity (functional) | = 34 % | Increase in ABCA1 gene expression in THP1 cells at 1 uM relative to GW3965 | ChEMBL. | 17665897 |
| Activity (functional) | = 34 % | Increase in ABCA1 gene expression in THP1 cells at 1 uM relative to GW3965 | ChEMBL. | 17665897 |
| Activity (functional) | = 59 % | Increase in ABCA1 gene expression in THP1 cells at 10 uM relative to GW3965 | ChEMBL. | 17665897 |
| Activity (functional) | = 59 % | Increase in ABCA1 gene expression in THP1 cells at 10 uM relative to GW3965 | ChEMBL. | 17665897 |
| AUC (ADMET) | = 428.24 min.ug/ml | AUC in C57BL/6 mouse at 5 mg/kg, iv | ChEMBL. | 17665897 |
| AUC (ADMET) | = 428.24 min.ug/ml | AUC in C57BL/6 mouse at 5 mg/kg, iv | ChEMBL. | 17665897 |
| AUC (ADMET) | = 475 min.ug/ml | AUC in C57BL/6 mouse at 20 mg/kg, po | ChEMBL. | 17665897 |
| AUC (ADMET) | = 475 min.ug/ml | AUC in C57BL/6 mouse at 20 mg/kg, po | ChEMBL. | 17665897 |
| CL (ADMET) | = 12.23 ml/min.kg | Clearance in C57BL/6 mouse at 5 mg/kg, iv | ChEMBL. | 17665897 |
| CL (ADMET) | = 12.23 ml/min.kg | Clearance in C57BL/6 mouse at 5 mg/kg, iv | ChEMBL. | 17665897 |
| Cmax (ADMET) | = 4.9 uM | Cmax in C57BL/6 mouse at 20 mg/kg, po | ChEMBL. | 17665897 |
| Cmax (ADMET) | = 4.9 uM | Cmax in C57BL/6 mouse at 20 mg/kg, po | ChEMBL. | 17665897 |
| Cmax (ADMET) | = 20.4 uM | Cmax in C57BL/6 mouse at 5 mg/kg, iv | ChEMBL. | 17665897 |
| Cmax (ADMET) | = 20.4 uM | Cmax in C57BL/6 mouse at 5 mg/kg, iv | ChEMBL. | 17665897 |
| EC50 (binding) | = 0.098 uM | Activity at human LXRbeta by Gal4 transactivation assay | ChEMBL. | 17665897 |
| EC50 (binding) | = 0.098 uM | Activity at human LXRbeta by Gal4 transactivation assay | ChEMBL. | 17665897 |
| EC50 (functional) | = 0.25 uM | Agonist activity at GAL-linked human LXRbeta expressed in THP1 cells assessed as stimulation of coactivator recruitment by FRET assay | ChEMBL. | 17665897 |
| EC50 (functional) | = 0.25 uM | Agonist activity at GAL-linked human LXRbeta expressed in THP1 cells assessed as stimulation of coactivator recruitment by FRET assay | ChEMBL. | 17665897 |
| EC50 (binding) | = 0.608 uM | Activity at human LXRalpha by Gal4 transactivation assay | ChEMBL. | 17665897 |
| EC50 (binding) | = 0.608 uM | Activity at human LXRalpha by Gal4 transactivation assay | ChEMBL. | 17665897 |
| EC50 (functional) | = 2.3 uM | Agonist activity at GAL-linked human LXRalpha expressed in THP1 cells assessed as stimulation of coactivator recruitment by FRET assay | ChEMBL. | 17665897 |
| EC50 (functional) | = 2.3 uM | Agonist activity at GAL-linked human LXRalpha expressed in THP1 cells assessed as stimulation of coactivator recruitment by FRET assay | ChEMBL. | 17665897 |
| Efficacy (binding) | = 19 % | Activity at human LXRalpha by Gal4 transactivation assay relative to GW3965 | ChEMBL. | 17665897 |
| Efficacy (binding) | = 19 % | Activity at human LXRalpha by Gal4 transactivation assay relative to GW3965 | ChEMBL. | 17665897 |
| Efficacy (functional) | = 42 % | Agonist activity at GAL-linked human LXRalpha expressed in THP1 cells assessed as stimulation of coactivator recruitment by FRET assay relative to GW3965 | ChEMBL. | 17665897 |
| Efficacy (functional) | = 42 % | Agonist activity at GAL-linked human LXRalpha expressed in THP1 cells assessed as stimulation of coactivator recruitment by FRET assay relative to GW3965 | ChEMBL. | 17665897 |
| Efficacy (binding) | = 52 % | Displacement of [3H]T0901317 from GAL-linked human LXRalpha expressed in THP1 cells at 20 uM by SPA relative to GW3965 | ChEMBL. | 17665897 |
| Efficacy (binding) | = 52 % | Displacement of [3H]T0901317 from GAL-linked human LXRalpha expressed in THP1 cells at 20 uM by SPA relative to GW3965 | ChEMBL. | 17665897 |
| Efficacy (binding) | = 82 % | Activity at human LXRbeta by Gal4 transactivation assay relative to GW3965 | ChEMBL. | 17665897 |
| Efficacy (binding) | = 82 % | Activity at human LXRbeta by Gal4 transactivation assay relative to GW3965 | ChEMBL. | 17665897 |
| Efficacy (functional) | = 99 % | Agonist activity at GAL-linked human LXRbeta expressed in THP1 cells assessed as stimulation of coactivator recruitment by FRET assay relative to GW3965 | ChEMBL. | 17665897 |
| Efficacy (functional) | = 99 % | Agonist activity at GAL-linked human LXRbeta expressed in THP1 cells assessed as stimulation of coactivator recruitment by FRET assay relative to GW3965 | ChEMBL. | 17665897 |
| Efficacy (binding) | = 100 % | Displacement of [3H]T0901317 from GAL-linked human LXRbeta expressed in THP1 cells at 20 uM by SPA relative to GW3965 | ChEMBL. | 17665897 |
| Efficacy (binding) | = 100 % | Displacement of [3H]T0901317 from GAL-linked human LXRbeta expressed in THP1 cells at 20 uM by SPA relative to GW3965 | ChEMBL. | 17665897 |
| F (ADMET) | = 28 % | Bioavailability in C57BL/6 mouse at 20 mg/kg, po | ChEMBL. | 17665897 |
| F (ADMET) | = 28 % | Bioavailability in C57BL/6 mouse at 20 mg/kg, po | ChEMBL. | 17665897 |
| Stabilty (ADMET) | = 70 % | Stability in human liver microsomes at 1 uM after 30 mins | ChEMBL. | 17665897 |
| t1/2 (ADMET) | = 6.7 hr | Half life in C57BL/6 mouse at 20 mg/kg, po | ChEMBL. | 17665897 |
| T1/2 (ADMET) | = 6.7 hr | Half life in C57BL/6 mouse at 20 mg/kg, po | ChEMBL. | 17665897 |
| Vdss (ADMET) | = 1.65 L/Kg | Volume of distribution at steady state in C57BL/6 mouse at 5 mg/kg, iv | ChEMBL. | 17665897 |
| Vss (ADMET) | = 1.65 L/Kg | Volume of distribution at steady state in C57BL/6 mouse at 5 mg/kg, iv | ChEMBL. | 17665897 |
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.
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
- ChEMBL: CHEMBL387997
- PubChem: 23643871
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.