Compound ID | 145

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RBx 14255

Class: Macrolide

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against macrolide-resistant Streptococcus pneumoniae,Neisseria meningitidis and Haemophilus influenzae
Description: A 16-membered macrolide, fluoroketolide; derivative of clarithromycin
Institute where first reported: Department of Infectious Diseases, New Drug Discovery Research, Ranbaxy Research Laboratories, R & D III, Gurgaon, India
Year first mentioned: 2012
Development status: Experimental
Chemical structure(s):
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Molecular weight: 831.03
Iso. SMILES: NC1=NC=C(C2=CN(CCCCN(C=O)[C@H]3[C@](C)(O)[C@@H](CC)OC([C@@](C)(F)C([C@@H]([C@H]([C@](CCC([C@@H]3C)=O)(C)OC)O[C@H]4C[C@@H](N(CC)C)C[C@@H](C)O4)C)=O)=O)C=N2)C=C1
InChI Key: RWCZKIJCXZNTJW-YSCZTJMNSA-N
Can. SMILES: CC[C@@H]1[C@](C)([C@@H]([C@@H](C)C(=O)CC[C@](C)([C@@H]([C@@H](C)C(=O)[C@@](C)(C(=O)O1)F)O[C@H]2C[C@H](C[C@@H](C)O2)N(C)CC)OC)N(CCCCN3C=C(C4=CN=C(C=C4)N)N=C3)C=O)O
InChI: InChI=1S/C43H67FN6O9/c1-11-34-43(8,55)37(50(26-51)20-14-13-19-49-24-32(47-25-49)30-15-16-35(45)46-23-30)28(4)33(52)17-18-41(6,56-10)39(29(5)38(53)42(7,44)40(54)58-34)59-36-22-31(48(9)12-2)21-27(3)57-36/h15-16,23-29,31,34,36-37,39,55H,11-14,17-22H2,1-10H3,(H2,45,46)/t27-,28+,29+,31+,34-,36+,37-,39-,41-,42+,43-/m1/s1
External links:
Citations:
  • http://aac.asm.org/content/56/11/5986.full
  • http://aac.asm.org/content/58/8/4283.full
  • https://academic.oup.com/jac/article-abstract/74/7/1962/5485015?redirectedFrom=fulltext
  • https://journals.asm.org/doi/10.1128/aac.01589-13

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