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
Bioactivity Comments
The in vitro antibacterial activity of roxithromycin is similar to that of erythromycin. It predominantly activity against Gram-positive bacteria but is also effective against certain gram-negative bacteria, particularly Legionella pneumophila.
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
motilin receptor Hs Agonist Full agonist 6.2 pIC50 - 2
pIC50 6.2 [2]