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selinexor

Structure via PubChem · Public domain (PubChem)

EntityQ27256082· pop 8· linked from 281 articles

Also known as KPT-330

Selinexor sold under the brand name Xpovio among others, is a selective inhibitor of nuclear export used as an anti-cancer medication. It works by blocking the action of exportin 1 and thus blocking the transport of several proteins involved in cancer-cell growth from the cell nucleus to the cytoplasm, which ultimately arrests the cell cycle and leads to apoptosis. It is the first drug with this mechanism of action.

Chemical data

Formula
C17H11F6N7O
Molecular weight
443.3 g/mol
IUPAC name
(Z)-3-[3-[3,5-bis(trifluoromethyl)phenyl]-1,2,4-triazol-1-yl]-N'-pyrazin-2-ylprop-2-enehydrazide
SMILES
C1=CN=C(C=N1)NNC(=O)/C=C\N2C=NC(=N2)C3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F
InChIKey
DEVSOMFAQLZNKR-RJRFIUFISA-N
XLogP
3
Polar surface area
97.6 Ų
H-bond donors
2
H-bond acceptors
12
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
2019
Admin. routes
oral
Indications
melanoma, dedifferentiated liposarcoma, myelodysplastic syndrome, glioblastoma multiforme

via ChEMBL · EBI

Wikidata facts

Mass
443.093
Show 4 more facts
canonical SMILES
C1=CN=C(C=N1)NNC(=O)C=CN2C=NC(=N2)C3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F
isomeric SMILES
C1=CN=C(C=N1)NNC(=O)/C=C\N2C=NC(=N2)C3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F
chemical formula
C₁₇H₁₁F₆N₇O
Commons category
Selinexor
Sources (2)

via Wikidata · CC0

~14 min read

Encyclopedic overview

10 sections
Contents
  • Medical uses
  • Adverse effects
  • Mechanism of action
  • Chemistry
  • History
  • Society and culture
  • Legal status
  • Research
  • References
  • External links

{{Infobox drug | drug_name = | INN = | type = | image = Selinexor.svg | image_class = skin-invert-image | width = | alt = Skeletal formula of selinexor | caption =

| pronounce = | tradename = Xpovio, Nexpovio | Drugs.com = | MedlinePlus = a619044 | DailyMedID = Selinexor | pregnancy_AU = D | pregnancy_AU_comment = | pregnancy_category= Use should be avoided | routes_of_administration = By mouth | class = | ATCvet = | ATC_prefix = L01 | ATC_suffix = XX66 | ATC_supplemental =

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

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via Wikidata sitelinks · CC0