clarithromycin   Click here for help

GtoPdb Ligand ID: 10903

Synonyms: 6-O-methylerythromycin | A-56268 | ABBOTT-56268 | Biaxin® | Klaricid® | TE-031
Approved drug PDB Ligand
clarithromycin is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Clarithromycin is a semisynthetic macrolide antibacterial. Structurally it is the 6-O-methyl ether of erythromycin A.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 182.91
Molecular weight 747.48
XLogP 1.66
No. Lipinski's rules broken 1
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Canonical SMILES CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@H]([C@@H](O2)C)O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C[C@H](C(=O)[C@@H]([C@H]([C@]1(C)O)O)C)C)(C)OC
Isomeric SMILES CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@H]([C@@H](O2)C)O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C[C@H](C(=O)[C@@H]([C@H]([C@]1(C)O)O)C)C)(C)OC
InChI InChI=1S/C38H69NO13/c1-15-26-38(10,45)31(42)21(4)28(40)19(2)17-37(9,47-14)33(52-35-29(41)25(39(11)12)16-20(3)48-35)22(5)30(23(6)34(44)50-26)51-27-18-36(8,46-13)32(43)24(7)49-27/h19-27,29-33,35,41-43,45H,15-18H2,1-14H3/t19-,20-,21+,22+,23-,24+,25+,26-,27+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1
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Summary of Clinical Use Click here for help
Clarithromycin is used to treat a wide range of mild to moderate bacterial infections of the skin, soft tissues and upper and lower respiratory system. It is also used alongside other medicines to treat stomach ulcers caused by Helicobacter pylori. Clarithromycin can be administered orally or by i.v. infusion.
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