baloxavir marboxil   Click here for help

GtoPdb Ligand ID: 11748

Synonyms: S-033188 | S033188 | Xofluza®
Approved drug
baloxavir marboxil is an approved drug (Japan & FDA (2018), EMA (2021))
Compound class: Synthetic organic
Comment: Baloxavir marboxil is an orally delivered anti-influenza virus drug. It is a prodrug that is converted to baloxavir [1]. Mechanistically baloxavir is a first-in-class inhibitor of the cap-endonuclease (CEN) activity of an acidic protein within the viral polymerase complex [3] that is essential for viral gene transcription and replication. Alternative influenza antivirals (e.g. oseltamivir, peramivir and zanamivir) target the neuraminidase enzyme that is required for fusion and entry of virus into the host cells, and the budding process that releases newly synthesised virions.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 124.84
Molecular weight 571.12
XLogP 4.13
No. Lipinski's rules broken 0
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Canonical SMILES COC(=O)OCOc1c(=O)ccn2c1C(=O)N1CCOC[C@H]1N2[C@@H]1c2ccccc2SCc2c1ccc(c2F)F
Isomeric SMILES COC(=O)OCOc1c2C(=O)N3CCOC[C@H]3N(n2ccc1=O)[C@H]1c2c(CSc3ccccc13)c(c(cc2)F)F
InChI InChI=1S/C27H23F2N3O7S/c1-36-27(35)39-14-38-25-19(33)8-9-31-24(25)26(34)30-10-11-37-12-21(30)32(31)23-15-6-7-18(28)22(29)17(15)13-40-20-5-3-2-4-16(20)23/h2-9,21,23H,10-14H2,1H3/t21-,23+/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (Japan & FDA (2018), EMA (2021))
International Nonproprietary Names Click here for help
INN number INN
10491 baloxavir marboxil
Synonyms Click here for help
S-033188 | S033188 | Xofluza®
Database Links Click here for help
CAS Registry No. 1985606-14-1 (source: WHO INN record)
ChEMBL Ligand CHEMBL4297503
DrugBank Ligand DB13997
GtoPdb PubChem SID 458923783
PubChem CID 124081896
Search Google for chemical match using the InChIKey RZVPBGBYGMDSBG-GGAORHGYSA-N
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UniChem Compound Search for chemical match using the InChIKey RZVPBGBYGMDSBG-GGAORHGYSA-N
UniChem Connectivity Search for chemical match using the InChIKey RZVPBGBYGMDSBG-GGAORHGYSA-N