Structure via PubChem · Public domain (PubChem)
saquinavir
Sign in to saveAlso known as SQV
Saquinavir, sold under the brand name Invirase among others, is an antiretroviral medication used together with other medications to treat or prevent HIV/AIDS. Typically it is used with ritonavir or lopinavir/ritonavir to increase its effect. It is taken by mouth.
Key facts
- Drug.verifiedrevid
- 464387150
- Drug.image
- Saquinavir structure.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250
- Drug.image2
- Saquinavir ball-and-stick.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Invirase, Fortovase
- Drug.MedlinePlus
- a696001
- Drug.licence_EU
- yes
- Drug.DailyMedID
- Saquinavir
- Drug.pregnancy_AU
- B1
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- J05
- Drug.ATC_suffix
- AE01
- Drug.legal_AU
- S4
- Drug.legal_US
- Rx-only
- Drug.bioavailability
- ~4% (without ritonavir boosting)
- Drug.protein_bound
- 98%
via Wikipedia infobox
Chemical data
- Formula
- C38H50N6O5
- Molecular weight
- 670.8 g/mol
- IUPAC name
- (2S)-N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-(quinoline-2-carbonylamino)butanediamide
- SMILES
- CC(C)(C)NC(=O)[C@@H]1C[C@@H]2CCCC[C@@H]2CN1C[C@H]([C@H](CC3=CC=CC=C3)NC(=O)[C@H](CC(=O)N)NC(=O)C4=NC5=CC=CC=C5C=C4)O
- InChIKey
- QWAXKHKRTORLEM-UGJKXSETSA-N
- XLogP
- 4.2
- Polar surface area
- 167 Ų
- H-bond donors
- 5
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Research
2,232 papers- Saquinavir: From HIV to COVID-19 and Cancer Treatment.Biomolecules · 2022
- Saquinavir.The Journal of the Association of Nurses in AIDS Care : JANAC · 1996
- Saquinavir. Clinical pharmacology and efficacy.Clinical pharmacokinetics · 1998
- Saquinavir, the pioneer antiretroviral protease inhibitor.Expert opinion on drug metabolism & toxicology · 2009
- Saquinavir soft gelatin capsule: a comparative safety review.Drug safety · 2001
via PubMed
Wikidata facts
- Mass
- 670.384
Show 6 more facts
- chemical formula
- C₃₈H₅₀N₆O₅
- isomeric SMILES
- CC(C)(C)NC(=O)[C@@H]1C[C@@H]2CCCC[C@@H]2CN1C[C@H]([C@H](CC3=CC=CC=C3)NC(=O)[C@H](CC(=O)N)NC(=O)C4=NC5=CC=CC=C5C=C4)O
- canonical SMILES
- CC(C)(C)NC(=O)C1CC2CCCCC2CN1CC(C(CC3=CC=CC=C3)NC(=O)C(CC(=O)N)NC(=O)C4=NC5=CC=CC=C5C=C4)O
- World Health Organisation international non-proprietary name
- saquinavir
- Commons category
- Saquinavir
- defined daily dose
- 1.8
via Wikidata · CC0
~5 min read
Article
10 sectionsContents
- Medical uses
- Side effects
- Bioavailability and drug interactions
- Mechanism of action
- History
- Society and culture
- Economics
- Formulations
- References
- External links
Saquinavir, sold under the brand name Invirase among others, is an antiretroviral medication used together with other medications to treat or prevent HIV/AIDS. Typically it is used with ritonavir or lopinavir/ritonavir to increase its effect. It is taken by mouth.
Common side effects include nausea, vomiting, diarrhea, and feeling tired. More serious side effects include problems with QT prolongation, heart block, high blood lipids, and liver problems. It appears to be safe in pregnancy. It is in the protease inhibitor class and works by blocking the HIV protease.