Compound ID | 2002

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Flurithromycin

Class: Macrolide

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor. Binds to the peptidyl transferase component of the bacterial 50S ribosomal subunit, thus inhibiting peptide bond formation
Description: Semisynthetic erythromycin derivative
Year first mentioned: 1985
Highest development stage: Approved
Development status: Approved
Chemical structure(s):
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Molecular weight: 751.92
Iso. 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 Key: XOEUHCONYHZURQ-HNUBZJOYSA-N
Can. 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
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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/71260
Guide to Pharmacology: flurithromycin
Citations:
  • https://academic.oup.com/jac/article/31/suppl_C/1/691484?login=true
  • https://pubmed.ncbi.nlm.nih.gov/15386112/
  • https://www.scirp.org/journal/paperinformation.aspx?paperid=101981

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