Penamecillin

Penamecillin

File:Penamecillin.png
Systematic (IUPAC) name
(acetyloxy)methyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
Clinical data
AHFS/Drugs.com	International Drug Names
Identifiers
CAS Number	983-85-7 Y
ATC code	J01CE06 (WHO)
PubChem	CID: 13795
ChemSpider	8426255 N
UNII	H0P1YE5581 Y
KEGG	D05406 Y
ChEBI	CHEBI:131733
Chemical data
Formula	C19H22N2O6S
Molecular mass	406.45278 g/mol
SMILES CC(=O)OCOC(=O)[C@H]1C(S[C@H]2N1C(=O)[C@H]2NC(=O)CC3=CC=CC=C3)(C)C
InChI InChI=1S/C19H22N2O6S/c1-11(22)26-10-27-18(25)15-19(2,3)28-17-14(16(24)21(15)17)20-13(23)9-12-7-5-4-6-8-12/h4-8,14-15,17H,9-10H2,1-3H3,(H,20,23)/t14-,15+,17-/m1/s1 N Key:NLOOMWLTUVBWAW-HLLBOEOZSA-N N
NY (what is this?)  (verify)

Penamecillin, an acetoxymethyl ester of benzylpenicillin, is a prodrug processed to benzylpenicillin by esterases.