amoxicillin   Click here for help

GtoPdb Ligand ID: 10895

Synonyms: Amoxil® | BRL-2333 | co-amoxiclav (amoxicillin + clavulanic acid) | Moxatag® | NSC-277174 | Trimox®
Approved drug
amoxicillin is an approved drug (FDA (1974))
Compound class: Synthetic organic
Comment: Amoxicillin is a widely used penicillin class antibacterial.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 5
Topological polar surface area 158.26
Molecular weight 365.1
XLogP -2.14
No. Lipinski's rules broken 0
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Canonical SMILES O=C([C@@H](c1ccc(cc1)O)N)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
Isomeric SMILES O=C([C@@H](c1ccc(cc1)O)N)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
InChI InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
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Summary of Clinical Use Click here for help
Amoxicillin is used to treat a broad range of bacterial infections including middle ear infections, Streptococcal pharyngitis, pneumonia, skin infections, and urinary tract infections. It is principally delivered orally (as amoxiycillin trihydrate) but can also be parenterally administered (as amoxicillin sodium). Amoxicillin is also commonly administered in combination with clavulanic acid/clavulanate (co-amoxiclav, Augmentin®).
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