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brecanavir

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EntityQ4959983· pop 6· linked from 126 articles

brecanavir

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Also known as BCV

Brecanavir (INN; codenamed GW640385) is a protease inhibitor which has been studied for the treatment of HIV.

In the Vinony graph

Within Vinony's link graph, brecanavir is referenced by 126 other articles, and connects out to tenofovir alafenamide, nucleoside analogue and medication.

It is catalogued under topics including Abandoned drugs, Benzodioxoles and Carbamates.

Its subject is documented across 5 Wikipedia language editions.

Chemical data

Formula
C33H41N3O10S2
Molecular weight
703.8 g/mol
IUPAC name
[(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(2S,3R)-4-[1,3-benzodioxol-5-ylsulfonyl(2-methylpropyl)amino]-3-hydroxy-1-[4-[(2-methyl-1,3-thiazol-4-yl)methoxy]phenyl]butan-2-yl]carbamate
SMILES
CC1=NC(=CS1)COC2=CC=C(C=C2)C[C@@H]([C@@H](CN(CC(C)C)S(=O)(=O)C3=CC4=C(C=C3)OCO4)O)NC(=O)O[C@H]5CO[C@@H]6[C@H]5CCO6
InChIKey
JORVRJNILJXMMG-OLNQLETPSA-N
XLogP
4.4
Polar surface area
192 Ų
H-bond donors
2
H-bond acceptors
13
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule
Indications
HIV-1 infection, HIV infection

via ChEMBL · EBI

Wikidata facts

Mass
703.223
Show 3 more facts
chemical formula
C₃₃H₄₁N₃O₁₀S₂
canonical SMILES
CC1=NC(=CS1)COC2=CC=C(C=C2)CC(C(CN(CC(C)C)S(=O)(=O)C3=CC4=C(C=C3)OCO4)O)NC(=O)OC5COC6C5CCO6
isomeric SMILES
CC1=NC(=CS1)COC2=CC=C(C=C2)C[C@@H]([C@@H](CN(CC(C)C)S(=O)(=O)C3=CC4=C(C=C3)OCO4)O)NC(=O)O[C@H]5CO[C@@H]6[C@H]5CCO6
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

Brecanavir (INN; codenamed GW640385) is a protease inhibitor which has been studied for the treatment of HIV.

In December 2006, its developer, GlaxoSmithKline discontinued further development because of insurmountable issues regarding formulation.

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

Available in 5 languages

via Wikidata sitelinks · CC0

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