Structure via PubChem · Public domain (PubChem)
aplaviroc
Sign in to saveAlso known as AK-602, GW 873140, GW873140A
Aplaviroc (INN, codenamed AK602 and GSK-873140) is a CCR5 entry inhibitor that belongs to a class of 2,5-diketopiperazines developed for the treatment of HIV infection. It was developed by GlaxoSmithKline.
Chemical data
- Formula
- C33H43N3O6
- Molecular weight
- 577.7 g/mol
- IUPAC name
- 4-[4-[[(3R)-1-butyl-3-[(R)-cyclohexyl(hydroxy)methyl]-2,5-dioxo-1,4,9-triazaspiro[5.5]undecan-9-yl]methyl]phenoxy]benzoic acid
- SMILES
- CCCCN1C(=O)[C@H](NC(=O)C12CCN(CC2)CC3=CC=C(C=C3)OC4=CC=C(C=C4)C(=O)O)[C@@H](C5CCCCC5)O
- InChIKey
- GWNOTCOIYUNTQP-FQLXRVMXSA-N
- XLogP
- 3.1
- Polar surface area
- 119 Ų
- H-bond donors
- 3
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 577.315
Show 5 more facts
- chemical formula
- C₃₃H₄₃N₃O₆
- canonical SMILES
- CCCCN1C(=O)C(NC(=O)C12CCN(CC2)CC3=CC=C(C=C3)OC4=CC=C(C=C4)C(=O)O)C(C5CCCCC5)O
- isomeric SMILES
- CCCCN1C(=O)[C@H](NC(=O)C12CCN(CC2)CC3=CC=C(C=C3)OC4=CC=C(C=C4)C(=O)O)[C@@H](C5CCCCC5)O
- physically interacts with
- C-C motif chemokine receptor 5
- Commons category
- Aplaviroc
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- See also
- References
- Further reading
{{Infobox drug | verifiedrevid = 451871816 | IUPAC_name = 4-(4-{[(3R)-1-butyl-3-[(R)-cyclohexylhydroxymethyl]-2,5-dioxo- 1,4,9-triazaspiro[5.5]undecan-9-yl]methyl}phenoxy)benzoic acid | image = Aplaviroc structure.svg | image_class = skin-invert-image | width = 300
| pregnancy_category = | legal_status = Development terminated | routes_of_administration = Oral
Excerpted from Wikipedia’s “aplaviroc” article, available under the CC BY-SA 4.0 licence.