Compound ID | 2456

Update compound information

Cephalosporin–fluoroquinolone prodrug 35

Class: Beta-lactam

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. Activation of prodrug by beta-lactamases
Target Pathogen: Active against Escherichia coli expressing ESBLs
Description: Synthetic compound; restricts activity of ciprofloxacin to bacteria expressing beta-lactamases; a beta-lactam/fluoroquinolone prodrug
Institute where first reported: MRC Centre for Molecular Bacteriology and Infection, Imperial College London, SW7 2AZ London, United Kingdom
Year first mentioned: 2019
Development status: Experimental
Chemical structure(s):
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Molecular weight: 585.61
Iso. SMILES: CC(=O)N[C@H]1[C@@H]2N(C1=O)C(=C(CS2)COC(=O)C3=CN(C4=CC(=C(C=C4C3=O)F)N5CCNCC5)C6CC6)C(=O)O
InChI Key: KGEKSIGSXQBXAY-PXDATVDWSA-N
Can. SMILES: CC(=O)N[C@@H]1C(=O)N2C(=C(COC(=O)C3=CN(C4CC4)C5=C(C=C(C(=C5)N6CCNCC6)F)C3=O)CS[C@H]12)C(=O)O
InChI: InChI=1S/C27H28FN5O7S/c1-13(34)30-21-24(36)33-22(26(37)38)14(12-41-25(21)33)11-40-27(39)17-10-32(15-2-3-15)19-9-20(31-6-4-29-5-7-31)18(28)8-16(19)23(17)35/h8-10,15,21,25,29H,2-7,11-12H2,1H3,(H,30,34)(H,37,38)/t21-,25-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/146613145
Citation: https://pubs.acs.org/doi/10.1021/acs.jmedchem.8b01923
Patent: WO2020099858A1

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