ampicillin

Also known as ABPC, D-(−)-ampicillin, (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, AMP, AP, (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

AI overview

Ampicillin is an antibiotic medication that works against bacterial infections and belongs to the penicillin family of drugs. It is used to treat or prevent a range of infections—including respiratory and urinary tract infections, meningitis, and others—and can be taken by mouth, injected into a muscle, or given intravenously.

AI-generated from the Wikipedia summary — may contain errors.

Chemical data

Formula: C16H19N3O4S
Molecular weight: 349.4 g/mol
IUPAC name: (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)C
InChIKey: AVKUERGKIZMTKX-NJBDSQKTSA-N
XLogP: -1.1
Polar surface area: 138 Å²
H-bond donors: 3
H-bond acceptors: 6
Formal charge: 0