Compound ID | 326

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BMS-28232

Class: Beta-lactam

Agent Type: Semisynthetic; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Description: Cephalosporin-type; not hydrolysed by TEM-1 but is hydrolysed by new TEM and SHV enzymes
Institute where first reported: Bristol Myers Research Institute, Ltd., Japan
Year first mentioned: 1987
Development status: Experimental
Reason dropped: Prodrug of this (BMY 28271) was generated so with better absorption from intestinal mucosa so this may have very low absorption, additionally it is hydrolysed by new beta-lactamases
Chemical structure(s):
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Molecular weight:
Iso. SMILES: CC=CC1=C(N2C(C(C2=O)NC(=O)C(=NO)C3=CSC(=N3)N)SC1)C(=O)O
InChI Key: IPPHNIGBWNJLAF-UHFFFAOYSA-N
Can. SMILES: CC=CC1=C(C(=O)O)N2C(=O)C(C2SC1)NC(=O)C(=NO)C3=CSC(=N3)N
InChI: InChI=1S/C15H15N5O5S2/c1-2-3-6-4-26-13-9(12(22)20(13)10(6)14(23)24)18-11(21)8(19-25)7-5-27-15(16)17-7/h2-3,5,9,13,25H,4H2,1H3,(H2,16,17)(H,18,21)(H,23,24)
External links:
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/168312563
Citation: https://doi.org/10.1128/aac.33.4.489

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