Compound ID | 1955

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Nacubactam

Synonym(s): OP0595  |  RG6080  |  FPI-1459

Class: Beta-lactam + beta-lactamase inhibitor

Agent Type: Synthetic; Small molecule; Direct acting; Antibiotic adjuvant;
Spectrum of activity: Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. Binds reversibly to the beta-lactamase in the active site; inhibits class A, C, D and inhibits penicillin binding protein 2 in Enterobacteriaceae; PBP2 inhibitor
Combined with other compounds: Yes
Description: Synthetic compound. In clinical development in fixed combination with meropenem
Institute where first reported: Fedora Pharmaceuticals, Meiji Seika Pharma, Roche
Year first mentioned: 2015
Highest development stage: Phase 3 (NCT05905055)
Development status: Active
Chemical structure(s):
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Molecular weight: 324.31
Iso. SMILES: C1C[C@H](N2C[C@@H]1N(C2=O)OS(=O)(=O)O)C(=O)NOCCN
InChI Key: RSBPYSTVZQAADE-RQJHMYQMSA-N
Can. SMILES: C1C[C@@H](C(=O)NOCCN)N2C[C@@H]1N(C2=O)OS(=O)(=O)O
InChI: InChI=1S/C9H16N4O7S/c10-3-4-19-11-8(14)7-2-1-6-5-12(7)9(15)13(6)20-21(16,17)18/h6-7H,1-5,10H2,(H,11,14)(H,16,17,18)/t6-,7+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/Nacubactam
Guide to Pharmacology: nacubactam
Citations:
  • https://journals.asm.org/doi/10.1128/AAC.02229-19
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8532682/
  • https://pubmed.ncbi.nlm.nih.gov/30590470/

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