Structure via PubChem · Public domain (PubChem)
avacopan
Sign in to saveAlso known as Tavneos
Avacopan, sold under the brand name Tavneos, is a medication used to treat anti-neutrophil cytoplasmic autoantibody-associated vasculitis. Avacopan is a complement 5a receptor antagonist and a cytochrome P450 3A4 inhibitor.
Chemical data
- Formula
- C33H35F4N3O2
- Molecular weight
- 581.6 g/mol
- IUPAC name
- (2R,3S)-2-[4-(cyclopentylamino)phenyl]-1-(2-fluoro-6-methylbenzoyl)-N-[4-methyl-3-(trifluoromethyl)phenyl]piperidine-3-carboxamide
- SMILES
- CC1=C(C(=CC=C1)F)C(=O)N2CCC[C@@H]([C@@H]2C3=CC=C(C=C3)NC4CCCC4)C(=O)NC5=CC(=C(C=C5)C)C(F)(F)F
- InChIKey
- PUKBOVABABRILL-YZNIXAGQSA-N
- XLogP
- 7.2
- Polar surface area
- 61.4 Ų
- H-bond donors
- 2
- 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
- IGA glomerulonephritis, vasculitis, anti-neutrophil antibody associated vasculitis, hidradenitis suppurativa
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 581.267
Show 4 more facts
- canonical SMILES
- CC1=C(C(=CC=C1)F)C(=O)N2CCCC(C2C3=CC=C(C=C3)NC4CCCC4)C(=O)NC5=CC(=C(C=C5)C)C(F)(F)F
- chemical formula
- C₃₃H₃₅F₄N₃O₂
- isomeric SMILES
- CC1=C(C(=CC=C1)F)C(=O)N2CCC[C@@H]([C@@H]2C3=CC=C(C=C3)NC4CCCC4)C(=O)NC5=CC(=C(C=C5)C)C(F)(F)F
- Commons category
- Avacopan
via Wikidata · CC0
~7 min read
Encyclopedic overview
8 sectionsContents
- Medical uses
- History
- Society and culture
- Legal status
- Names
- References
- Further reading
- External links
{{Infobox drug | image = Avacopan structure.svg | image_class = skin-invert-image | width = 250px | alt = | caption =
| pronounce = | tradename = Tavneos | Drugs.com = | MedlinePlus = a622023 | DailyMedID = Avacopan | pregnancy_AU = D | pregnancy_AU_comment = | pregnancy_category= | routes_of_administration = By mouth | class = Complement C5a receptor antagonist | ATC_prefix = L04 | ATC_suffix = AJ05 | ATC_supplemental =
Excerpted from Wikipedia’s “avacopan” article, available under the CC BY-SA 4.0 licence.