Compound ID | 92

Update compound information

Avycaz/Zavicefta (Ceftazidime/Avibactam)

Class: Drug combination: beta-lactam (cephalosporin) + beta-lactamase inhibitor

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Bacterial infections including gram-negative. Complicated urinary tract infections, complicated intra-abdominal infections, acute pyelonephritis (kidney infection), hospital-acquired bacterial pneumonia/ ventilator-associated bacterial pneumonia
Combined with other compounds: Yes
Institute where first reported: Pfizer Inc./Allergan PLC (formerly Actavis)
Year first mentioned: 2005
Highest developmental phase: Approved by FDA in 2015
Development status: Approved
Chemical structure(s):
Ceftazidime
Click here for structure editor
Molecular weight: 546.58
Iso. SMILES: CC(C)(C(=O)O)O/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CC=CC=C4)C(=O)[O-]
InChI Key: ORFOPKXBNMVMKC-DWVKKRMSSA-N
Can. SMILES: CC(C)(C(=O)O)O/N=C(/C1=CSC(=N1)N)\C(=O)N[C@@H]2C(=O)N3C(=C(C[N+]4=CC=CC=C4)CS[C@H]23)C(=O)[O-]
InChI: InChI=1S/C22H22N6O7S2/c1-22(2,20(33)34)35-26-13(12-10-37-21(23)24-12)16(29)25-14-17(30)28-15(19(31)32)11(9-36-18(14)28)8-27-6-4-3-5-7-27/h3-7,10,14,18H,8-9H2,1-2H3,(H4-,23,24,25,29,31,32,33,34)/b26-13-/t14-,18-/m1/s1
Avibactam
Click here for structure editor
Molecular weight: 265.25
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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/90643431
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5481173
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9835049
Guide to Pharmacology: ceftazidime
Citations:
  • http://aac.asm.org/content/57/7/3178.full
  • http://aac.asm.org/content/58/11/6490.full
  • https://www.escmid.org/escmid_publications/escmid_elibrary/?q=Ceftaroline%2BAvibactam&id=2173&L=0&x=9&y=26
  • https://www.pfizer.com/news/press-release/press-release-detail/pfizer_completes_acquisition_of_small_molecule_anti_infective_business_from_astrazeneca

    • AntibioticDB is supported by GARDP.

    If you have feedback, experience problems, or are interested in a collaboration, please contact us. | Terms and conditions

    The content of this site is intended for educational and scientific research purposes only and not as a source of medical advice or consultation.