Dirithromycin

Synonym(s): Dynabac

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
Institute where first reported:	Lilly Research Labs
Year first mentioned:	1987
Highest developmental phase:	Approved by FDA in 1995
Development status:	Approved, off-patent, not available in many countries

Chemical structure(s):
Canonical SMILES:	CC[C@@H]1[C@](C)([C@H]2[C@@H](C)[C@H]([C@H](C)C[C@](C)([C@@H]([C@@H](C)[C@@H]([C@@H](C)C(=O)O1)O[C@H]3C[C@](C)([C@H]([C@H](C)O3)O)OC)O[C@H]4[C@@H]([C@H](C[C@@H](C)O4)N(C)C)O)O)N[C@@H](COCCOC)O2)O
Isomeric SMILES:	CC[C@@H]1[C@@]([C@H]2[C@H]([C@H]([C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)OC)C)O[C@H]4[C@@H]([C@H](C[C@H](O4)C)N(C)C)O)(C)O)C)N[C@H](O2)COCCOC)C)(C)O
InChI:	InChI=1S/C42H78N2O14/c1-15-29-42(10,49)37-24(4)32(43-30(56-37)21-52-17-16-50-13)22(2)19-40(8,48)36(58-39-33(45)28(44(11)12)18-23(3)53-39)25(5)34(26(6)38(47)55-29)57-31-20-41(9,51-14)35(46)27(7)54-31/h22-37,39,43,45-46,48-49H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29-,30-,31+,32+,33-,34+,35+,36-,37-,39+,40-,41-,42-/m1/s1
InChI Key:	WLOHNSSYAXHWNR-DWIOZXRMSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/6473883

External links:
Guide to Pharmacology:	dirithromycin
Main Source:	https://www.scirp.org/journal/paperinformation.aspx?paperid=101981
Citation:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7266154/