Compound ID | 1099

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Cefpimizole

Synonym(s): U 63196E  |  U-63196E  |  U63196E  |  AC-1370  |  AC1370  |  AC 1370

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Description: Kato, N., et al. "In vitro and in vivo antibacterial activities of AC-1370, a new third generation Cephalosporin." 22nd ICCAC. 1982. 205.
Institute where first reported: The UpJohn Company
Year first mentioned: 1982
Highest development stage: Clinical trial
Development status: Inactive
Reason dropped: Similar spectrum to other Cephalosporins but poor time in blood
Chemical structure(s):
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Molecular weight: 670.67
Iso. SMILES: C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)NC(=O)C4=C(NC=N4)C(=O)O)C(=O)O)C[N+]5=CC=C(C=C5)CCS(=O)(=O)[O-]
InChI Key: LNZMRLHZGOBKAN-KAWPREARSA-N
Can. SMILES: C1=CC=C(C=C1)[C@H](C(=O)N[C@@H]2C(=O)N3C(=C(C[N+]4=CC=C(C=C4)CCS(=O)(=O)[O-])CS[C@H]23)C(=O)O)NC(=O)C5=C(C(=O)O)NC=N5
InChI: InChI=1S/C28H26N6O10S2/c35-23(18(16-4-2-1-3-5-16)31-24(36)19-20(27(38)39)30-14-29-19)32-21-25(37)34-22(28(40)41)17(13-45-26(21)34)12-33-9-6-15(7-10-33)8-11-46(42,43)44/h1-7,9-10,14,18,21,26H,8,11-13H2,(H5-,29,30,31,32,35,36,38,39,40,41,42,43,44)/t18-,21-,26-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/68597
Guide to Pharmacology: cefpimizole
Citations:
  • https://doi.org/10.1128/aac.31.11.1706
  • https://doi.org/10.1016/0732-8893(84)90013-0

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