Structure via PubChem · Public domain (PubChem)
lefamulin
Sign in to saveAlso known as Xenleta
Lefamulin, sold under the brand name Xenleta, is an antibiotic medication used it to treat adults with community-acquired bacterial pneumonia. It is taken by mouth or by injection into a vein.
Key facts
- Drug.O
- 5
- Drug.S
- 1
- Drug.IUPAC_name
- (1S,2R,3S,4S,6R,7R,8R,14R)-3-Hydroxy-2,4,7,14-tetramethyl-9-oxo-4-vinyltricyclo[5.4.3.01,8]tetradec-6-yl {[(1R,2R,4R)-4-amino-2-hydroxycyclohexyl]sulfanyl}acetate
- Drug.image
- Lefamulin skeletal.svg
- Drug.image_class
- skin-invert-image
- Drug.tradename
- Xenleta
- Drug.DailyMedID
- Lefamulin
- Drug.routes_of_administration
- Intravenous, by mouth
- Drug.legal_CA
- Rx-only
- Drug.legal_US
- Rx-only
- Drug.legal_EU
- Rx-only
- Drug.CAS_number
- 1061337-51-6
- Drug.ATC_prefix
- J01
- Drug.ATC_suffix
- XX12
- Drug.PubChem
- 25185057
- Drug.DrugBank
- DB12825
- Drug.ChemSpiderID
- 32701544
- Drug.ChEMBL
- 3291398
via Wikipedia infobox
Chemical data
- Formula
- C28H45NO5S
- Molecular weight
- 507.7 g/mol
- IUPAC name
- [(1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-[(1R,2R,4R)-4-amino-2-hydroxycyclohexyl]sulfanylacetate
- SMILES
- C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@@]1([C@@H](C[C@@]([C@H]([C@@H]3C)O)(C)C=C)OC(=O)CS[C@@H]4CC[C@H](C[C@H]4O)N)C
- InChIKey
- KPVIXBKIJXZQJX-FCEONZPQSA-N
- XLogP
- 4.3
- Polar surface area
- 135 Ų
- H-bond donors
- 3
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2019
- Admin. routes
- oral, parenteral
- Indications
- pneumonia, bacterial disease, cystic fibrosis
via ChEMBL · EBI
Wikidata facts
- Mass
- 507.30184453999993
Show 4 more facts
- isomeric SMILES
- C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@@]1([C@@H](C[C@@]([C@H]([C@@H]3C)O)(C)C=C)OC(=O)CS[C@@H]4CC[C@H](C[C@H]4O)N)C
- canonical SMILES
- CC1CCC23CCC(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)CSC4CCC(CC4O)N)C
- Commons category
- Lefamulin
- chemical formula
- C₂₈H₄₅NO₅S
via Wikidata · CC0
~3 min read
Encyclopedic overview
6 sectionsContents
- Medical uses
- Spectrum of activity
- History
- Society and culture
- Legal status
- References
{{Infobox drug | IUPAC_name = (1S,2R,3S,4S,6R,7R,8R,14R)-3-Hydroxy-2,4,7,14-tetramethyl-9-oxo-4-vinyltricyclo[5.4.3.01,8]tetradec-6-yl {[(1R,2R,4R)-4-amino-2-hydroxycyclohexyl]sulfanyl}acetate | image = Lefamulin skeletal.svg | image_class = skin-invert-image | alt = | caption =
| pronounce = | tradename = Xenleta | Drugs.com = | MedlinePlus = | DailyMedID = Lefamulin | pregnancy_AU = | pregnancy_AU_comment = | pregnancy_category= | routes_of_administration = Intravenous, by mouth
Excerpted from Wikipedia’s “lefamulin” article, available under the CC BY-SA 4.0 licence.