Compound ID | 330

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L-658,310 (BO1236)

Class: Beta-lactam (cephalosporin)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Antipseudamonal activity greater than ceftazidime and aztreonam
Institute where first reported: Banyu Pharmaceutical Co. Ltd., (Merck & Co, USA)
Year first mentioned: 1987
Highest developmental phase: Preclinical
Development status: Inactive
Reason Dropped: Less active than tested antibiotics: aztreonam, ceftazidime and pipercillin
Chemical structure(s):
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Molecular weight: 632.67
Iso. SMILES: CC(C)(C(=O)O)O/N=C(\C1=CSC(=N1)N)/C(=O)N[C@@H]2[C@H]3N(C2=O)C(=C(CS3)C[N+]4(CC5=CC(=C(C=C5C4)O)O)C)C(=O)[O-]
InChI Key: QDBUMQXESHMJDI-AVRDEDQJSA-N
Can. SMILES: CC(C)(C(=O)O)O/N=C(\C1=CSC(=N1)N)/C(=O)N[C@H]2C(=O)N3C(=C(C[N+]4(C)CC5=C(C=C(C(=C5)O)O)C4)CS[C@@H]23)C(=O)[O-]
InChI: InChI=1S/C26H28N6O9S2/c1-26(2,24(39)40)41-30-17(14-10-43-25(27)28-14)20(35)29-18-21(36)31-19(23(37)38)13(9-42-22(18)31)8-32(3)6-11-4-15(33)16(34)5-12(11)7-32/h4-5,10,18,22H,6-9H2,1-3H3,(H6-,27,28,29,30,33,34,35,37,38,39,40)/t18-,22-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9577032
Citations:
  • https://journals.asm.org/doi/epdf/10.1128/aac.31.7.1100
  • https://www.jstage.jst.go.jp/article/antibiotics1968/42/5/42_5_815/_pdf
  • https://journals.asm.org/doi/epdf/10.1128/aac.31.7.1100

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