Lefamulin acetateProduct ingredient for Lefamulin
- Name
- Lefamulin acetate
- Drug Entry
- Lefamulin
Lefamulin is a pleuromutilin antibiotic used for the treatment of bacterial community-acquired pneumonia. A pleuromotilin is a more recently developed type of antibiotic that is derived from the fungus, Pleurotus mutilus.6 Lefamulin is available in intravenous and oral preparations and was granted FDA approval in August 2019.11 This drug is the first semi-synthetic pleuromutilin that has been designed for systemic administration. Lefamulin features a novel mechanism of action that shows benefit against resistant bacteria that cause pneumonia.1 The chemical structure of lefamulin contains a tricyclic mutilin core that is necessary for some of its antimicrobial activity.3
- Accession Number
- DBSALT002883
- Structure
Structure for Lefamulin acetate (DBSALT002883)
- Synonyms
- Lefamulin acetate
- UNII
- HDN0B924X4
- CAS Number
- 1350636-82-6
- Weight
- Average: 567.78
Monoisotopic: 567.322974096 - Chemical Formula
- C30H49NO7S
- InChI Key
- WSMXIQXWHPSVDE-QALMONEZSA-N
- InChI
- InChI=1S/C28H45NO5S.C2H4O2/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;1-2(3)4/h6,16-18,20-22,24-25,31,33H,1,7-15,29H2,2-5H3;1H3,(H,3,4)/t16?,17-,18+,20+,21+,22+,24-,25-,26+,27-,28-;/m0./s1
- IUPAC Name
- (1S,2R,3S,4S,6R,7R,8R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxotricyclo[5.4.3.0^{1,8}]tetradecan-6-yl 2-{[(1R,2R,4R)-4-amino-2-hydroxycyclohexyl]sulfanyl}acetate; acetic acid
- SMILES
- CC(O)=O.[H][C@@]12C(=O)CC[C@]11CCC(C)[C@@]2(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]1C)OC(=O)CS[C@@H]1CC[C@@H](N)C[C@H]1O
- External Links
- ChEMBL
- CHEMBL3545309
- Predicted Properties
Property Value Source Water Solubility 0.00494 mg/mL ALOGPS logP 3.04 ALOGPS logP 2.9 Chemaxon logS -5 ALOGPS pKa (Strongest Acidic) 14.19 Chemaxon pKa (Strongest Basic) 10.08 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 109.85 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 138.86 m3·mol-1 Chemaxon Polarizability 57.58 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon