Compound ID | 429

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LB10522

Class: Beta-lactam (cephalosporin)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Compared to cefpirome, ceftazadime, cefotaxime, ceftriaxone and cephaloloridine, LB 10522 demonstrated greatest stability against hydrolysis by β-lactamases. However, it was susceptible to a level of hydrolysis by TEM-5 and TEM-9. It was found to be active against a number of bacterial strains. However, it was also found to be more prone to induce resistance in E. coli and P. aeruginosa than cefpirome
Description: Kim M, Song H, et al. LB10522, a new catechol substituted Cephalosporin: II β-lactamase stabilities and biological activities. 35th-Intersci-Conf-Antimicrobial-Agents-Chemother 1995
Institute where first reported: LG Chem Investment, South Korea
Year first mentioned: 1995
Highest developmental phase: Preclinical
Development status: Inactive
Chemical structure(s):
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Molecular weight: 690.64
Iso. SMILES: C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)/C(=N\O[C@@H](C3=CC(=C(C=C3)O)O)C(=O)[O-])/C4=CSC(=N4)N)C(=O)[O-])/C=C/C[N+]5=CN=C(C=C5)N.[Na+]
InChI Key: IQRNKHGBBUQTHR-HYZUNPTJSA-M
Can. SMILES: C(=C\C1=C(C(=O)[O-])N2C(=O)[C@H]([C@H]2SC1)NC(=O)/C(=N\O[C@@H](C3=CC=C(C(=C3)O)O)C(=O)[O-])/C4=CSC(=N4)N)/C[N+]5=CC=C(N)N=C5.[Na+]
InChI: InChI=1S/C27H24N8O9S2.Na/c28-17-5-7-34(11-30-17)6-1-2-13-9-45-24-19(23(39)35(24)20(13)25(40)41)32-22(38)18(14-10-46-27(29)31-14)33-44-21(26(42)43)12-3-4-15(36)16(37)8-12;/h1-5,7-8,10-11,19,21,24,28H,6,9H2,(H7,29,31,32,33,36,37,38,40,41,42,43);/q;+1/p-1/b2-1+;/t19-,21+,24-;/m1./s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/10462306
Citation: https://journals.asm.org/doi/epdf/10.1128/aac.40.8.1825

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