Compound ID | 3378

Update compound information

Hexafluorotilmicosin

Class: Macrolide

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against Staphylococcus aureus, Streptococcus pyogenes, Streptococcus pneumoniae, and Enterococcus faecium
Description: Semi-synthetic compound derived from desmycosin
Institute where first reported: Lilly Research Laboratories
Year first mentioned: 1995
Development status: Experimental
Chemical structure(s):
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Molecular weight: 977.08
Iso. SMILES: O[C@H]1[C@@H](OC)[C@@H](OC)[C@H](OC[C@@H]/2[C@@H](CC)OC(C[C@H]([C@@H]([C@H]([C@H](C[C@H](C(\C=C\C(=C2)\C)=O)C)CCN3C[C@@H](C(F)(F)F)C[C@@H](C(F)(F)F)C3)O[C@H]4C(O)[C@@H](N(C)C)[C@H](O)C(C)O4)C)O)=O)O[C@@H]1C
InChI Key: SZZKIUDJZBNCPQ-NXSYROCHSA-N
Can. SMILES: CC[C@@H]1[C@H](/C=C(\C)/C=C/C(=O)[C@H](C)C[C@H](CCN2C[C@@H](C[C@@H](C2)C(F)(F)F)C(F)(F)F)[C@@H]([C@@H](C)[C@@H](CC(=O)O1)O)O[C@H]3C([C@H]([C@@H](C(C)O3)O)N(C)C)O)CO[C@H]4[C@@H]([C@@H]([C@@H]([C@@H](C)O4)O)OC)OC
InChI: InChI=1S/C46H74F6N2O13/c1-11-34-29(22-63-44-42(62-10)41(61-9)38(59)27(6)65-44)16-23(2)12-13-32(55)24(3)17-28(14-15-54-20-30(45(47,48)49)18-31(21-54)46(50,51)52)40(25(4)33(56)19-35(57)66-34)67-43-39(60)36(53(7)8)37(58)26(5)64-43/h12-13,16,24-31,33-34,36-44,56,58-60H,11,14-15,17-22H2,1-10H3/b13-12+,23-16+/t24-,25+,26?,27-,28+,29-,30-,31+,33-,34-,36+,37-,38-,39?,40-,41-,42-,43+,44-/m1/s1
External links:
Citations:
  • https://www.sciencedirect.com/science/article/pii/S004040201730354X#sec1
  • https://www.jstage.jst.go.jp/article/antibiotics1968/48/7/48_7_671/_article/-char/en

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