Compound ID | 1263

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Tebipenem

Synonym(s): SPR-859  |  SPR859  |  SPR 859

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. Penicillin-binding protein inhibitor (PBP inhibitor)
Target Pathogen: Active against pathogens causing urinary tract infections
Description: Active moiety of tebipenem pivoxil hydrobromide (tebipenem-PI-HBr or SPR994)
Institute where first reported: Spero Therapeutics
Year first mentioned: 2009
Highest development stage: Approved in Japan
Development status: Approved
Chemical structure(s):
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Molecular weight: 383.49
Iso. SMILES: C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1SC3CN(C3)C4=NCCS4)C(=O)O)[C@@H](C)O
InChI Key: GXXLUDOKHXEFBQ-YJFSRANCSA-N
Can. SMILES: C[C@@H]1[C@@H]2[C@@H]([C@@H](C)O)C(=O)N2C(=C1SC3CN(C3)C4=NCCS4)C(=O)O
InChI: InChI=1S/C16H21N3O4S2/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)25-9-5-18(6-9)16-17-3-4-24-16/h7-11,20H,3-6H2,1-2H3,(H,22,23)/t7-,8-,10-,11-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9800194
Guide to Pharmacology: tebipenem pivoxil
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/19673353/
  • https://doi.org/10.1128/AAC.02240-19

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