Compound ID | 150

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Aztreonam + Avibactam

Class: Beta-lactam + beta-lactamase inhibitor

Agent Type: Semisynthetic; Small molecule; Direct acting; Indirect acting; Antibiotic adjuvant;
Spectrum of activity: Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Active against metallo-beta-lactamase-producing Gram-negatives such as Enterobacteriaceae and Pseudomonas aeruginosa
Combined with other compounds: Yes
Description: A monobactam and a non-beta-lactam beta-lactamase inhibitor (diazabicyclooctane [DBO])
Institute where first reported: Pfizer Inc./Allergan PLC (formerly Actavis)
Year first mentioned: 2012
Highest developmental phase: Phase 3 (NCT03329092)
Development status: Active
Chemical structure(s):
Avibactam
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Molecular weight:
Iso. SMILES: C1C[C@H](N2C[C@@H]1N(C2=O)OS(=O)(=O)O)C(=O)N
InChI Key: NDCUAPJVLWFHHB-UHNVWZDZSA-N
Can. SMILES: C1C[C@@H](C(=O)N)N2C[C@@H]1N(C2=O)OS(=O)(=O)O
InChI: InChI=1S/C7H11N3O6S/c8-6(11)5-2-1-4-3-9(5)7(12)10(4)16-17(13,14)15/h4-5H,1-3H2,(H2,8,11)(H,13,14,15)/t4-,5+/m1/s1
Aztreonam
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Molecular weight:
Iso. SMILES: C[C@H]1[C@@H](C(=O)N1S(=O)(=O)O)NC(=O)/C(=N\OC(C)(C)C(=O)O)/C2=CSC(=N2)N
InChI Key: WZPBZJONDBGPKJ-VEHQQRBSSA-N
Can. SMILES: C[C@H]1[C@@H](C(=O)N1S(=O)(=O)O)NC(=O)/C(=N\OC(C)(C)C(=O)O)/C2=CSC(=N2)N
InChI: InChI=1S/C13H17N5O8S2/c1-5-7(10(20)18(5)28(23,24)25)16-9(19)8(6-4-27-12(14)15-6)17-26-13(2,3)11(21)22/h4-5,7H,1-3H3,(H2,14,15)(H,16,19)(H,21,22)(H,23,24,25)/b17-8-/t5-,7-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5742832
Guide to Pharmacology: aztreonam
Citations:
  • http://aac.asm.org/content/57/7/3299.full
  • https://aac.asm.org/content/61/9/e00472-17

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