| Chemical Information | |
| Antiviral agent ID | DrugRepV_6207 | |
| Antiviral agent name | (4R,7S,10S,13S,16S,22R)-22-amino-10,16-bis(4-aminobutyl)-13-(3-carbamimidamidopropyl)-7-(hydroxymethyl)-6,9,12,15,18,21-hexaoxo-1,2-dithia-5,8,11,14,17,20-hexaazacyclotricosane-4-carboxylic acid | |
| IUPAC Name | (4R,7S,10S,13S,16S,22R)-22-amino-10,16-bis(4-aminobutyl)-13-(3-carbamimidamidopropyl)-7-(hydroxymethyl)-6,9,12,15,18,21-hexaoxo-1,2-dithia-5,8,11,14,17,20-hexaazacyclotricosane-4-carboxylic acid |  |
| SMILES (isomeric) | NCCCC[C@@H]1NC(=O)CNC(=O)[C@@H](N)CSSC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(N)=N)NC1=O)C(O)=O | |
| Molecular Formula | C29H54N12O9S2 | |
| Molecular Weight (g/mol) | 778.95 | |
| InChl | InChI=1/C29H54N12O9S2/c30-9-3-1-6-17-24(45)39-19(8-5-11-35-29(33)34)25(46)38-18(7-2-4-10-31)26(47)40-20(13-42)27(48)41-21(28(49)50)15-52-51-14-16(32)23(44)36-12-22(43)37-17/h16-21,42H,1-15,30-32H2,(H,36,44)(H,37,43)(H,38,46)(H,39,45)(H,40,47)(H,41,48)(H,49,50)(H4,33,34,35)/t16-,17-,18-,19-,20-,21-/s2 | |
| Structural Information | |
 |
|
| Clinical Information | |
| Biological Information | |
|
Secondary Indication | Dengue virus (DENV) 2 NA |   |
|
Secondary Indication (Approaches) | Experimental | |
| Secondary Indication (Methods) | In-vitro | |
|
Secondary Indication (Mode of drug delivery) | Culture
| |
|
Secondary Indication (Drug concentration) | 1 μM
| |
|
Secondary Indication (Cell based assay) | Cell based assay
| |
|
Secondary Indication (Change) | Decrease
| |
|
Secondary Indication (Type of Inhibition) | Viral titre [ 5.46 ± 0.35 Log PFU/ml ] | |
|
Reference | Chu JJ, Lee RC, Ang MJ, Wang WL, Lim HA, Wee JL, Joy J, Hill J, Brian Chia CS..Antiviral activities of 15 dengue NS2B-NS3 protease inhibitors using a human cell-based viral quantification assay..Antiviral Res. 2015 Jun;118:68-74. doi: 10.1016/j.antiviral.2015.03.010. Epub 2015 Mar 27. PMID:25823617
|  |
|
Comment | Experimental results revealed anthraquinone ARDP0006 (compound 5) to be the most potent inhibitor which reduced dengue viral titer by more than 1 log PFU/mL at 1 μM in our cell-based assays involving HuH-7 and K562 cell lines, suggesting that its scaffold could serve as a lead for further medicinal chemistry studies. Compound 5 was also found to be non-cytotoxic at 1 μM over 3 days incubation on HuH-7 cells using the Alamar Blue cellular toxicity assay.
| |