Detailed information for compound 312880
Basic information
Technical information
- TDR Targets ID: 312880
- Name: 2-[4-[[2-(4-chlorophenyl)-5-(4-hydroxypiperid ine-1-carbonyl)phenyl]methoxy]-2-fluorophenyl ]-1-cyclohexylbenzimidazole-5-carboxylic acid
- MW: 682.18 | Formula: C39H37ClFN3O5
-
H donors: 2
H acceptors: 5
LogP: 7.49
Rotable bonds: 9
Rule of 5 violations (Lipinski): 2 - SMILES: OC1CCN(CC1)C(=O)c1ccc(c(c1)COc1ccc(c(c1)F)c1nc2c(n1C1CCCCC1)ccc(c2)C(=O)O)c1ccc(cc1)Cl
- InChi: 1S/C39H37ClFN3O5/c40-28-10-6-24(7-11-28)32-13-8-25(38(46)43-18-16-30(45)17-19-43)20-27(32)23-49-31-12-14-33(34(41)22-31)37-42-35-21-26(39(47)48)9-15-36(35)44(37)29-4-2-1-3-5-29/h6-15,20-22,29-30,45H,1-5,16-19,23H2,(H,47,48)
- InChiKey: GVEQGAVYRVXEKL-UHFFFAOYSA-N
Network
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Synonyms
- 2-[4-[[2-(4-chlorophenyl)-5-(4-hydroxypiperidine-1-carbonyl)phenyl]methoxy]-2-fluoro-phenyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid
- 2-[4-[[2-(4-chlorophenyl)-5-[(4-hydroxy-1-piperidinyl)-oxomethyl]phenyl]methoxy]-2-fluorophenyl]-1-cyclohexyl-5-benzimidazolecarboxylic acid
- 2-[4-[[2-(4-chlorophenyl)-5-(4-hydroxypiperidin-1-yl)carbonyl-phenyl]methoxy]-2-fluoro-phenyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid
- 2-[4-[2-(4-chlorophenyl)-5-(4-hydroxypiperidine-1-carbonyl)benzyl]oxy-2-fluoro-phenyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid
- 1H-Benzimidazole-5-carboxylic acid, 2-[4-[[4'-chloro-4-[(4-hydroxy-1-piperidinyl)carbonyl][1,1'-biphenyl]-2-yl]methoxy]-2-fluorophenyl]-1-cyclohexyl-
- AIDS-188360
- AIDS188360
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Hepatitis C virus | Hepatitis C virus NS5B RNA-dependent RNA polymerase | Starlite/ChEMBL | References |
| Hepatitis C virus genotype 1 | NS5B protein | Starlite/ChEMBL | No references |
| Hepatitis C virus genotype 1a (isolate 1) (HCV) | Hepatitis C virus polyprotein | Starlite/ChEMBL | References |
Predicted pathogen targets for this compound
By orthology
By sequence similarity to non orthologous known druggable targets
| Species | Potential target | Known druggable target | Length | Alignment span | Identity |
|---|---|---|---|---|---|
| Trypanosoma congolense | Helicase associated domain (HA2)/Oligonucleotide/oligosaccharide-binding (OB)-fold, putative | NS5B protein | 121 aa | 108 aa | 26.9 % |
Obtained from network model
Ranking Plot
Putative Targets List
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| CC50 (functional) | = 26 uM | Viability of Huh5-2 cells by MTT assay | ChEMBL. | 16854079 |
| CC50 (functional) | = 26 uM | Viability of Huh5-2 cells by MTT assay | ChEMBL. | 16854079 |
| Cp (ADMET) | 0 | Plasma concentration in rat at 30 mg/kg, po after 2 hrs | ChEMBL. | 16854079 |
| Cp (ADMET) | = 0.1 uM | Plasma concentration in rat at 30 mg/kg, po after 1 hr | ChEMBL. | 16854079 |
| EC50 (functional) | = 0.38 uM | Inhibition of HCV subgenomic RNA replication in Huh5-2 cells after 48 hrs by replicon assay | ChEMBL. | 16854079 |
| EC50 (functional) | = 0.5 uM | Effective concentration to inhibit RNA replication in hepatitis C virus | ChEMBL. | 15743173 |
| IC50 (binding) | = 1.146 | Inhibition of Hepatitis C virus genotype 1 NS5B polymerases lacking C-terminal 47 amino acid residues expressed in Escherichia coli after 60 min | ChEMBL. | No reference |
| IC50 (binding) | < 6 nM | Inhibitory concentration against RNA dependent RNA polymerase nonstructural protein 5B of hepatitis C virus | ChEMBL. | 15743173 |
| IC50 (binding) | < 6 nM | Inhibitory concentration against RNA dependent RNA polymerase nonstructural protein 5B of hepatitis C virus | ChEMBL. | 15743173 |
| IC50 (binding) | = 14 nM | Inhibition of Hepatitis C virus genotype 1 NS5B polymerases lacking C-terminal 47 amino acid residues expressed in Escherichia coli after 60 min | ChEMBL. | No reference |
| IC50 (binding) | = 0.014 uM | Inhibition of HCV 1b BK six His-tagged C-terminal truncated 544 amino acid NS5B RNA dependent RNA polymerase | ChEMBL. | 16854079 |
| IC50 (binding) | = 0.014 uM | Inhibition of HCV 1b BK six His-tagged C-terminal truncated 544 amino acid NS5B RNA dependent RNA polymerase | ChEMBL. | 16854079 |
| IC50 (binding) | < 10 uM | Inhibitory concentration of the compound against hepatitis C virus polymerase | ChEMBL. | 15633995 |
| IC50 (binding) | < 10 uM | Inhibitory concentration of the compound against hepatitis C virus polymerase | ChEMBL. | 15633995 |
| Ratio CC50/EC50 (functional) | = 68 | Therapeutic index, CC50 for viability of Huh5-2 cells/EC50 for inhibition of HCV subgenomic RNA replication | ChEMBL. | 16854079 |
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: CHEMBL368589
- PubChem: 513150
Bibliographic References
3 literature references were collected for this gene.
If you have references for this compound, please enter them in a user comment (below) or Contact us.