Compound ID | 448

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Cefmatilen

Synonym(s): S-1090

Class: Beta-lactam (cephalosporin)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Broad spectrum antibiotic taken to phase III clinical trials but failed to be registered. It was active against Steptococcus pyogenes, S. pneumoniae, H. influenzae and many other species.
Description: Tsuji M, Ishii Y, Ohno A, et al. In vitro and in vivo antibacterial activities of S-1090, a new oral Cephalosporin. Antimicrobial Agents and Chemotherapy. 1995;39(11):2544.
Institute where first reported: Shionogi, Japan
Year first mentioned: 1992
Highest developmental phase: Phase 3
Development status: Inactive
Chemical structure(s):
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Molecular weight: 514.59
Iso. SMILES: C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)/C(=N\O)/C3=CSC(=N3)N)C(=O)O)SCSC4=NNN=C4
InChI Key: UEQVTKSAEXANEZ-YCRCPZNHSA-N
Can. SMILES: C1=NNN=C1SCSC2=C(C(=O)O)N3C(=O)[C@H]([C@H]3SC2)NC(=O)/C(=N\O)/C4=CSC(=N4)N
InChI: InChI=1S/C15H14N8O5S4/c16-15-18-5(2-30-15)8(21-28)11(24)19-9-12(25)23-10(14(26)27)6(3-29-13(9)23)31-4-32-7-1-17-22-20-7/h1-2,9,13,28H,3-4H2,(H2,16,18)(H,19,24)(H,26,27)(H,17,20,22)/b21-8-/t9-,13-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6400678
Guide to Pharmacology: cefmatilen
Citation: https://journals.asm.org/doi/10.1128/aac.39.11.2544?url_ver=Z39.88-2003&rfr_id=ori%3Arid%3Acrossref.org&rfr_dat=cr_pub++0pubmed

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