Compound ID | 187

Update compound information

Lefamulin

Synonym(s): BC 3781  |  BC3781  |  BC-3781

Class: Pleuromutilin

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor. Prevents peptide bond formation by interfering with peptidyl transferase center binding at A- and P-site of 50S ribosome
Target Pathogen: Indicated for acute bacterial skin and skin structure infections, community-acquired bacterial pneumonia, hospital-acquired bacterial pneumonia/ventilator-associated bacterial pneumonia, and sexually transmitted infections by bacteria; active against Staphylococcus spp., Streptococcus spp., fastidious Gram-negatives such as Haemophilus influenzae, Moraxella catarrhalis, and atypical pneumoniae pathogens including mycoplasma, Chlamydia, and Legionella
Description: Semisynthetic compound containing the pleuromutilin core
Institute where first reported: Nabriva Therapeutics, Austria
Year first mentioned: 2011
Highest developmental phase: Approved by FDA in 2019
Development status: Approved
Chemical structure(s):
Click here for structure editor
Molecular weight:
Iso. 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
InChI Key: KPVIXBKIJXZQJX-FCEONZPQSA-N
Can. SMILES: C=C[C@]1(C)C[C@H]([C@]2(C)[C@H](C)CC[C@]3(CCC(=O)[C@@H]23)[C@@H](C)[C@@H]1O)OC(=O)CS[C@@H]4CC[C@H](C[C@H]4O)N
InChI: InChI=1S/C28H45NO5S/c1-6-26(4)14-22(34-23(32)15-35-21-8-7-18(29)13-20(21)31)27(5)16(2)9-11-28(17(3)25(26)33)12-10-19(30)24(27)28/h6,16-18,20-22,24-25,31,33H,1,7-15,29H2,2-5H3/t16-,17+,18-,20-,21-,22-,24+,25+,26-,27+,28+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/25185057
Guide to Pharmacology: lefamulin
Citations:
  • http://aac.asm.org/content/57/5/2087.full
  • http://aac.asm.org/content/59/1/282.full
  • https://accpjournals.onlinelibrary.wiley.com/doi/10.1002/phar.2166

    • AntibioticDB is supported by GARDP.

    If you have feedback, experience problems, or are interested in a collaboration, please contact us. | Terms and conditions

    The content of this site is intended for educational and scientific research purposes only and not as a source of medical advice or consultation.