roxithromycin   Click here for help

GtoPdb Ligand ID: 1465

Synonyms: RU 28965
Approved drug PDB Ligand
roxithromycin is an approved drug
Compound class: Synthetic organic
Comment: Roxithromycin is a semisynthetic macrolide antibacterial compound, derived from erythromycin [1]. It has numerous chiral centres; therefore there are varying representations of its stereochemistry across other databases, and activity data on PubChem is spread across many different entires. The structure shown here matches the entry on PubChem with the highest number of same structure matches, and also matches the ChEMBL entry linked to below.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 15
Hydrogen bond donors 5
Rotatable bonds 13
Topological polar surface area 216.89
Molecular weight 836.52
XLogP 1.74
No. Lipinski's rules broken 2
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Isomeric SMILES COCCOCO/N=C/1\[C@H](C)C[C@@](C)(O)[C@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@@H](C)[C@H](O[C@@H]2O[C@@H](C)[C@@H]([C@](C2)(C)OC)O)[C@H](C(=O)O[C@@H]([C@@]([C@@H]([C@H]1C)O)(C)O)CC)C
InChI InChI=1S/C41H76N2O15/c1-15-29-41(10,49)34(45)24(4)31(42-53-21-52-17-16-50-13)22(2)19-39(8,48)36(58-38-32(44)28(43(11)12)18-23(3)54-38)25(5)33(26(6)37(47)56-29)57-30-20-40(9,51-14)35(46)27(7)55-30/h22-30,32-36,38,44-46,48-49H,15-21H2,1-14H3/b42-31+/t22-,23-,24+,25+,26-,27+,28+,29-,30+,32-,33+,34-,35+,36-,38+,39-,40-,41-/m1/s1
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Summary of Clinical Use Click here for help
Used in the treatment of respiratory tract, urinary and soft tissue infections. There is no information regarding approval for clinical use of this drug on the US FDA or European Medicines Agency websites. Individual national approval agencies may have granted marketing authorisation. See for a list of countries where this drug may be in use.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Prevents bacterial growth through binding to the subunit of the bacterial ribosome and inhibiting peptide translocation therefore disrupting protein synthesis.