(2RS)-pheneticillin

Also known as (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxypropanoyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, phenoxypropylpenicillin, penicillin B, pheneticillin

Pheneticillin (or phenethicillin) is a penicillin. It is not approved by the FDA for use in the United States.

Chemical data

Formula: C17H20N2O5S
Molecular weight: 364.4 g/mol
IUPAC name: (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxypropanoylamino)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES: CC(C(=O)N[C@H]1[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)O)OC3=CC=CC=C3
InChIKey: NONJJLVGHLVQQM-JHXYUMNGSA-N
XLogP: 2.2
Polar surface area: 121 Å²
H-bond donors: 2
H-bond acceptors: 6
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule
Indications: bacterial disease

via ChEMBL · EBI

Wikidata facts

Mass: 364.109

Show 5 more facts

chemical formula: C₁₇H₂₀N₂O₅S
canonical SMILES: CC(C(=O)NC1C2N(C1=O)C(C(S2)(C)C)C(=O)O)OC3=CC=CC=C3
isomeric SMILES: CC(C(=O)N[C@H]1[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)O)OC3=CC=CC=C3
subject has role: antibiotic
Commons category: Phenethicillin

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Encyclopedic overview

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Contents

References

Pheneticillin (or phenethicillin) is a penicillin. It is not approved by the FDA for use in the United States.

==References==

Excerpted from Wikipedia’s “(2RS)-pheneticillin” article, available under the CC BY-SA 4.0 licence.

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