Compound ID | 329

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CP6162

Class: Beta-lactam (cephalosporin)

Spectrum of activity: Gram-positive
Institute where first reported: Meiji Seika Kaisha (Meiji Seika Pharma., Japan)
Year first mentioned: 1989
Highest developmental phase: Preclinical
Development status: Inactive
Reason Dropped: Catechol-containing compounds: MIC50s « 0.008-0.39 μg/mL against P. aeruginosa are superior to that of ceftazidime. These catecholic ,B-lactams were expected to show superior therapeutic responses against pseudomonal infections in humans, but they were discontinued due to side effects or unfavourable pharmokinetics in phase I/ II studies (2)
Chemical structure(s):
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Molecular weight: 606.59
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=C\C4=CC(=O)C(=CN4O)O)C(=O)O
InChI Key: HLYONTDPYATMDZ-KJPPKZQDSA-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=C\C4=CC(=O)C(=CN4O)O)CS[C@H]23)C(=O)O
InChI: InChI=1S/C23H22N6O10S2/c1-23(2,21(36)37)39-27-14(11-8-41-22(24)25-11)17(32)26-15-18(33)29-16(20(34)35)9(7-40-19(15)29)3-4-10-5-12(30)13(31)6-28(10)38/h3-6,8,15,19,31,38H,7H2,1-2H3,(H2,24,25)(H,26,32)(H,34,35)(H,36,37)/b4-3-,27-14+/t15-,19-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9576895
Citations:
  • http://www.ncbi.nlm.nih.gov/pubmed/2050596
  • http://www.sciencedirect.com/science/article/pii/S1341321X96714629
  • https://www.jstage.jst.go.jp/article/antibiotics1968/43/11/43_11_1450/_article

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