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| | TMC-647055 Basic information |
| Product Name: | TMC-647055 | | Synonyms: | TMC 647055;TMC647055;TMC-647055;2,19-methano-3,7:4,1-dimetheno-1H,11H-14,10,2,9,11,17-benzoxathiatetraazacyclodocosine-8,18(9H,15H)-dione;27-Cyclohexyl-12,13,16,17-tetrahydro-22-methoxy-11,17-dimethyl-2,19-methano-3,7:4,1-dimetheno-1H,11H-14,10,2,9,11,17-benzoxathiatetraazacyclodocosine-8,18(9H,15H)-dione 10,10-dioxide;2,19-Methano-3,7:4,1-dimetheno-1H,11H-14,10,2,9,11,17-benzoxathiatetraazacyclodocosine-8,18(9H,15H)-dione, 27-cyclohexyl-12,13,16,17-tetrahydro-22-methoxy-11,17-dimethyl-, 10,10-dioxide;SureCN1239667;CHEMBL2043025 | | CAS: | 1204416-97-6 | | MF: | C32H38N4O6S | | MW: | 606.73 | | EINECS: | | | Product Categories: | | | Mol File: | 1204416-97-6.mol |  |
| | TMC-647055 Chemical Properties |
| density | 1.38±0.1 g/cm3(Predicted) | | storage temp. | Store at -20°C | | solubility | insoluble in H2O; insoluble in EtOH; ≥72.8 mg/mL in DMSO with gentle warming | | form | solid | | pka | 5.14±0.20(Predicted) |
| | TMC-647055 Usage And Synthesis |
| Biological Activity | tmc647055 is a potent and selective non-nucleoside inhibitor of the hepatitis c virus ns5b polymerase with ec50 value of 82 nm [1].hepatitis c virus (hcv) ns5b polymerase is a rna-dependant rna-polymerase that is responsible for viral replication and plays an important role in hcv life cycle. hcv is a major cause of chronic liver disease and acute hepatitis, ultimately leading to liver failure, cirrhosis and hepatocellular carcinoma [1].tmc647055 is a selective and cell-permeating hcv ns5b inhibitor. in rna polymerase primer-dependent transcription assay, tmc647055 inhibited hcv ns5b polymerase with ic50 value of 34 nm. in the huh7-luc cell line, tmc647055 inhibited the replication of genotype 1b replicon with ec50 values of 77 and 139 nm measured with luciferase readout and qrt-pcr readout, respectively. tmc647055 exhibited high-affinity interaction with ns5b across all genotypes (except for genotype 2b) with median kd value < 35 nm. in huh7-luc replicon cells, tmc647055 (750 nm) reduced 30 cell colonies formation. also, tmc647055 (1.5 μm and 3.75 μm) reduced hcv replicon rna [2] [3]. | | references | [1]. vendeville s, lin ti, hu l, et al. finger loop inhibitors of the hcv ns5b polymerase. part ii. optimization of tetracyclic indole-based macrocycle leading to the discovery of tmc647055. bioorg med chem lett, 2012, 22(13): 4437-4443.
[2]. devogelaere b, berke jm, vijgen l, et al. tmc647055, a potent nonnucleoside hepatitis c virus ns5b polymerase inhibitor with cross-genotypic coverage. antimicrob agents chemother, 2012, 56(9): 4676-4684.
[3]. cummings md, lin ti, hu l, et al. discovery and early development of tmc647055, a non-nucleoside inhibitor of the hepatitis c virus ns5b polymerase. j med chem, 2014, 57(5): 1880-1892. |
| | TMC-647055 Preparation Products And Raw materials |
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