Tomopenem

Tomopenem (formerly CS-023) is a carbapenem β-lactam antibiotic.[1]

Tomopenem
Names
IUPAC name
(4R,5S,6S)-3-[(3S,5S)-5-[(3S)-3-[[2-(diaminomethylideneamino)acetyl]amino]pyrrolidine-1-carbonyl]-1-methylpyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Identifiers
3D model (JSmol)
ChemSpider
KEGG
UNII
  • InChI=1S/C23H35N7O6S/c1-10-17-16(11(2)31)21(34)30(17)18(22(35)36)19(10)37-13-6-14(28(3)9-13)20(33)29-5-4-12(8-29)27-15(32)7-26-23(24)25/h10-14,16-17,31H,4-9H2,1-3H3,(H,27,32)(H,35,36)(H4,24,25,26)/t10-,11-,12+,13+,14+,16-,17-/m1/s1
    Key: KEDAXBWZURNCHS-GPODMPQUSA-N
  • C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](N(C3)C)C(=O)N4CC[C@@H](C4)NC(=O)CNC(=N)N)C(=O)O)[C@@H](C)O
Properties
C23H35N7O6S
Molar mass 537.64 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Sugihara, K.; Tateda, K.; Yamamura, N.; Koga, T.; Sugihara, C.; Yamaguchi, K. (2011). "Efficacy of human-simulated exposures of tomopenem (Formerly CS-023) in a murine model of Pseudomonas aeruginosa and methicillin-resistant Staphylococcus aureus infection". Antimicrobial Agents and Chemotherapy. 55 (11): 5004–5009. doi:10.1128/AAC.00068-11. PMC 3195026. PMID 21844314.
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