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brincidofovir

Structure via PubChem · Public domain (PubChem)

EntityQ15411004· pop 11· linked from 151 articles

brincidofovir

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Brincidofovir, sold under the brand name Tembexa, is an antiviral drug used to treat smallpox. Brincidofovir is a prodrug of cidofovir. Conjugated to a lipid, the compound is designed to release cidofovir intracellularly, allowing for higher intracellular and lower plasma concentrations of cidofovir, effectively increasing its activity against dsDNA viruses, as well as oral bioavailability.

Key facts

Drug.image
Brincidofovir structure.svg
Drug.image_class
skin-invert-image
Drug.tradename
Tembexa
Drug.DailyMedID
Brincidofovir
Drug.routes_of_administration
By mouth
Drug.ATC_prefix
J05
Drug.ATC_suffix
AB17
Drug.legal_CA
Rx-only
Drug.legal_US
Rx-only
Drug.index2_label
Sodium salt
Drug.CAS_number
444805-28-1
Drug.CAS_number2
496765-79-8
Drug.PubChem
483477
Drug.DrugBank
DB12151
Drug.DrugBank2
DBSALT002145
Drug.ChemSpiderID
424003
Drug.ChemSpiderID2
21259112
Drug.UNII
6794O900AX

via Wikipedia infobox

Chemical data

Formula
C27H52N3O7P
Molecular weight
561.7 g/mol
IUPAC name
[(2S)-1-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxypropan-2-yl]oxymethyl-(3-hexadecoxypropoxy)phosphinic acid
SMILES
CCCCCCCCCCCCCCCCOCCCOP(=O)(CO[C@@H](CN1C=CC(=NC1=O)N)CO)O
InChIKey
WXJFKKQWPMNTIM-VWLOTQADSA-N
XLogP
4.9
Polar surface area
144 Ų
H-bond donors
3
H-bond acceptors
7
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
2021
Admin. routes
oral
Indications
cytomegalovirus infection, Ebola hemorrhagic fever, pharyngoconjunctival fever, Adenoviridae Infections

via ChEMBL · EBI

Wikidata facts

Mass
561.354
Show 5 more facts
chemical formula
C₂₇H₅₂N₃O₇P
canonical SMILES
CCCCCCCCCCCCCCCCOCCCOP(=O)(COC(CN1C=CC(=NC1=O)N)CO)O
isomeric SMILES
CCCCCCCCCCCCCCCCOCCCOP(=O)(CO[C@@H](CN1C=CC(=NC1=O)N)CO)O
legal status (medicine)
boxed warning
Commons category
Brincidofovir
Sources (3)

via Wikidata · CC0

~10 min read

Encyclopedic overview

12 sections
Contents
  • Medical uses
  • Mechanism of action
  • Pharmacokinetics
  • History
  • Expanded access ethical considerations
  • Research
  • Adenovirus and cytomegalovirus
  • Ebola
  • Animals
  • References
  • Further reading
  • External links

{{Infobox drug | image = Brincidofovir structure.svg | image_class = skin-invert-image | alt = | caption =

| pronounce = | tradename = Tembexa | Drugs.com = | MedlinePlus = | DailyMedID = Brincidofovir | pregnancy_AU = | pregnancy_AU_comment = | pregnancy_category= | routes_of_administration = By mouth | class = | ATC_prefix = J05 | ATC_suffix = AB17 | ATC_supplemental =

Excerpted from Wikipedia’s “brincidofovir” article, available under the CC BY-SA 4.0 licence.