Compound ID | 1130

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Sanfetrinem cilexetil

Synonym(s): GV118819

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule;
Spectrum of activity: Gram-positive, Gram-negative & Antimycobacterial
Mechanism of action: Cell wall synthesis inhibitor
Description: Orally available prodrug ester of GV1 04326; Hammond.S,M., et al. "GV118819 an orally absorbed prodrug ester of the tribactam GV104326"" Program and Abstracts of the 32st Intersci. Conf. on Antimicrob. Agents Chemother. No. 130.
Institute where first reported: GlaxoSmithKline
Year first mentioned: 1992
Highest development stage: Phase 2
Development status: Active
Reason dropped: Discontinued in 1999; now being trialled for treating TB
Chemical structure(s):
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Molecular weight: 451.51
Iso. SMILES: C[C@H]([C@@H]1[C@H]2[C@H]3CCC[C@@H](C3=C(N2C1=O)C(=O)OC(C)OC(=O)OC4CCCCC4)OC)O
InChI Key: QFEICXCLIGZEJB-IRVPUMQPSA-N
Can. SMILES: C[C@H]([C@@H]1[C@H]2[C@H]3CCC[C@@H](C3=C(C(=O)OC(C)OC(=O)OC4CCCCC4)N2C1=O)OC)O
InChI: InChI=1S/C23H33NO8/c1-12(25)17-19-15-10-7-11-16(29-3)18(15)20(24(19)21(17)26)22(27)30-13(2)31-23(28)32-14-8-5-4-6-9-14/h12-17,19,25H,4-11H2,1-3H3/t12-,13?,15+,16+,17-,19-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6918217
Guide to Pharmacology: sanfetrinem cilexetil
Citation: https://doi.org/10.1128/aac.42.7.1858

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