Flurithromycin

Class: Macrolide (14-membered macrolide)

Spectrum of activity:	Gram-positive
Details of activity:	Binds to the peptidyl transferase component of the 50S subunit of ribosomes, thus inhibiting peptide bond formation and bacterial protein synthesis. It is active against Gram-positive bacteria.
Description:	Semisynthetic erythromycin derivative
Year first mentioned:	1985
Development status:	Approved,off-patent, not available in most countries

Chemical structure(s):
Canonical SMILES:	CC[C@@H]1[C@](C)([C@@H]([C@@H](C)C(=O)[C@](C)(C[C@](C)([C@@H]([C@@H](C)[C@@H]([C@@H](C)C(=O)O1)O[C@H]2C[C@](C)([C@H]([C@H](C)O2)O)OC)O[C@H]3[C@@H]([C@H](C[C@@H](C)O3)N(C)C)O)O)F)O)O
Isomeric SMILES:	CC[C@@H]1[C@@]([C@@H]([C@H](C(=O)[C@@](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)(C)F)C)O)(C)O
InChI:	InChI=1S/C37H66FNO13/c1-14-24-37(10,46)29(42)21(5)28(41)34(7,38)17-35(8,45)31(52-33-26(40)23(39(11)12)15-18(2)48-33)19(3)27(20(4)32(44)50-24)51-25-16-36(9,47-13)30(43)22(6)49-25/h18-27,29-31,33,40,42-43,45-46H,14-17H2,1-13H3/t18-,19+,20-,21+,22+,23+,24-,25+,26-,27+,29-,30+,31-,33+,34+,35-,36-,37-/m1/s1
InChI Key:	XOEUHCONYHZURQ-HNUBZJOYSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/71260

External links:
Guide to Pharmacology:	flurithromycin
Main Source:	https://www.scirp.org/journal/paperinformation.aspx?paperid=101981
Citations:	https://academic.oup.com/jac/article/31/suppl_C/1/691484?login=true https://pubmed.ncbi.nlm.nih.gov/15386112/