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Substance Name: Sofosbuvir [USAN:INN]
RN: 1190307-88-0
UNII: WJ6CA3ZU8B
InChIKey: TTZHDVOVKQGIBA-IQWMDFIBSA-N

Note

  • A prodrug of 2'-deoxy-2'-alpha-F-2'-beta-C-methyluridine 5'-monophosphate.

    NCI: An orally available nucleotide prodrug and a hepatitis C virus (HCV) NS5B polymerase inhibitor with potential HCV inhibiting activity. Upon oral administration, sofosbuvir is metabolized to 2'-deoxy-2'-alpha-fluoro-beta-C-methyluridine-5'-monophosphate, which is then converted into the active triphosphate nucleotide that inhibits the NS5B polymerase, thereby preventing viral replication. The HCV NS5B protein, an RNA-dependent RNA polymerase, is essential for the replication of the viral HCV RNA genome. (NCI Thesaurus)

Molecular Formula

  • C22-H29-F-N3-O9-P

Molecular Weight

  • 529.4551
 

Classification Codes

  • Anti-Infective Agents
  • Antiviral Agents

Names and Synonyms

Name of Substance

  • 2-((5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-ylmethoxy)phenoxyphosphorylamino)propionic acid isopropyl ester
  • Sofosbuvir [USAN:INN]

Synonyms

  • GS 7977
  • GS-7977
  • Hepcinat
  • Hepcvir
  • HSDB 8226
  • PSI 7977
  • PSI-7977
  • Resof
  • Sofosbuvir
  • Sovaldi
  • Sovihep
  • UNII-WJ6CA3ZU8B

Systematic Name

  • L-Alanine, N-((P(S),2'R)-2'-deoxy-2'-fluoro-2'-methyl-P-phenyl-5'-uridylyl)-, 1-methylethyl ester

Registry Numbers

CAS Registry Number

  • 1190307-88-0

FDA UNII

  • WJ6CA3ZU8B

Other Registry Number

  • 1421833-87-5

System Generated Number

  • 1190307880

Structure Descriptors

InChI

1S/C22H29FN3O9P/c1-13(2)33-19(29)14(3)25-36(31,35-15-8-6-5-7-9-15)32-12-16-18(28)22(4,23)20(34-16)26-11-10-17(27)24-21(26)30/h5-11,13-14,16,18,20,28H,12H2,1-4H3,(H,25,31)(H,24,27,30)/t14-,16+,18+,20+,22+,36-/m0/s1

InChIKey

TTZHDVOVKQGIBA-IQWMDFIBSA-N

Smiles

CC(C)OC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@](C)(F)[C@@H]1O)Oc3ccccc3