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ST-148 (antiviral)

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Not to be confused with ST-148 (D2L antagonist). Pharmaceutical compound
ST-148 (antiviral)
Identifiers
IUPAC name
  • 3-amino-N-(5-phenyl-1,3,4-thiadiazol-2-yl)-6,7,8,9-tetrahydro-5H-cycloheptathienopyridine-2-carboxamide
CAS Number
PubChem CID
Chemical and physical data
FormulaC21H19N5OS2
Molar mass421.54 g·mol
3D model (JSmol)
SMILES
  • C1CCC2=CC3=C(N=C2CC1)SC(=C3N)C(=O)NC4=NN=C(S4)C5=CC=CC=C5
InChI
  • InChI=1S/C21H19N5OS2/c22-16-14-11-13-9-5-2-6-10-15(13)23-20(14)28-17(16)18(27)24-21-26-25-19(29-21)12-7-3-1-4-8-12/h1,3-4,7-8,11H,2,5-6,9-10,22H2,(H,24,26,27)
  • Key:FGRXYHXHXBKKAK-UHFFFAOYSA-N

ST-148 is an antiviral drug which acts as a capsid inhibitor. It was developed for treatment of dengue fever, but while it shows strongest activity against dengue virus it also shows broad spectrum activity against other flaviviruses such as Zika virus. It is thought to cause viral capsid proteins to become more rigid, inhibiting both assembly and disassembly of capsids and thereby hindering viral replication and infection of cells.

References

  1. Touret F, Baronti C, Goethals O, Van Loock M, de Lamballerie X, Querat G. Phylogenetically based establishment of a dengue virus panel, representing all available genotypes, as a tool in dengue drug discovery. Antiviral Res. 2019 Aug;168:109-113. doi:10.1016/j.antiviral.2019.05.005 PMID 31085207
  2. Moshiri J, Constant DA, Liu B, Mateo R, Kearnes S, Novick P, Prasad R, Nagamine C, Pande V, Kirkegaard K. A Targeted Computational Screen of the SWEETLEAD Database Reveals FDA-Approved Compounds with Anti-Dengue Viral Activity. mBio. 2020 Nov 10;11(6):e02839-20. doi:10.1128/mBio.02839-20 PMID 33173007
  3. Kumar S, Bhardwaj VK, Singh R, Das P, Purohit R. Identification of acridinedione scaffolds as potential inhibitor of DENV-2 C protein: An in silico strategy to combat dengue. J Cell Biochem. 2022 May;123(5):935-946. doi:10.1002/jcb.30237 PMID 35315127
  4. Byrd CM, Dai D, Grosenbach DW, Berhanu A, Jones KF, Cardwell KB, Schneider C, Wineinger KA, Page JM, Harver C, Stavale E, Tyavanagimatt S, Stone MA, Bartenschlager R, Scaturro P, Hruby DE, Jordan R. A novel inhibitor of dengue virus replication that targets the capsid protein. Antimicrob Agents Chemother. 2013 Jan;57(1):15-25. doi:10.1128/AAC.01429-12 PMID 23070172
  5. Scaturro P, Trist IM, Paul D, Kumar A, Acosta EG, Byrd CM, Jordan R, Brancale A, Bartenschlager R. Characterization of the mode of action of a potent dengue virus capsid inhibitor. J Virol. 2014 Oct;88(19):11540-55. doi:10.1128/JVI.01745-14 PMID 25056895
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