Structure via PubChem · Public domain (PubChem)
tecovirimat
Sign in to saveAlso known as ST-246, Tpoxx, rel-N-[(3aR,4R,4aR,5aS,6S,6aS)-3,3a,4,4a,5,5a,6,6a-Octahydro-1,3-dioxo-4,6-ethenocycloprop[f]isoindol-2(1H)-yl]-4-(trifluoromethyl)benzamide
Tecovirimat, sold under the brand name Tpoxx among others, is an antiviral medication with activity against orthopoxviruses such as smallpox and mpox. In 2018 it was the first antipoxviral drug approved in the United States.
Chemical data
- Formula
- C19H15F3N2O3
- Molecular weight
- 376.3 g/mol
- IUPAC name
- N-[(1R,2R,6S,7S,8S,10R)-3,5-dioxo-4-azatetracyclo[5.3.2.02,6.08,10]dodec-11-en-4-yl]-4-(trifluoromethyl)benzamide
- SMILES
- C1[C@@H]2[C@H]1[C@@H]3C=C[C@H]2[C@@H]4[C@H]3C(=O)N(C4=O)NC(=O)C5=CC=C(C=C5)C(F)(F)F
- InChIKey
- CSKDFZIMJXRJGH-VWLPUNTISA-N
- XLogP
- 2.6
- Polar surface area
- 66.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 376.103
Show 4 more facts
- canonical SMILES
- C1C2C1C3C=CC2C4C3C(=O)N(C4=O)NC(=O)C5=CC=C(C=C5)C(F)(F)F
- chemical formula
- C₁₉H₁₅F₃N₂O₃
- isomeric SMILES
- C1[C@@H]2[C@H]1[C@@H]3C=C[C@H]2[C@@H]4[C@H]3C(=O)N(C4=O)NC(=O)C5=CC=C(C=C5)C(F)(F)F
- Commons category
- Tecovirimat
Sources (2)
via Wikidata · CC0
~7 min read
Encyclopedic overview
9 sectionsContents
- Medical uses
- Mechanism of action
- Chemistry
- History
- Clinical trials
- Society and culture
- Legal status
- References
- External links
{{Drugbox | verifiedrevid = | drug_name = | INN = | type = | image = Tecovirimat.svg | image_class = skin-invert-image | width = 200 | alt = | caption =
| pronounce = | tradename = Tpoxx | Drugs.com = | MedlinePlus = | licence_CA = | licence_EU = | DailyMedID = Tecovirimat | licence_US = | pregnancy_AU = | pregnancy_AU_comment = | pregnancy_category= | routes_of_administration = By mouth, intravenous | class = | ATCvet = | ATC_prefix = J05 | ATC_suffix = AX24 | ATC_supplemental =
Excerpted from Wikipedia’s “tecovirimat” article, available under the CC BY-SA 4.0 licence.