Avibactam sodiumProduct ingredient for Avibactam

Name
Avibactam sodium
Drug Entry
Avibactam

Avibactam is a non-β-lactam β-lactamase inhibitor that is available in combination with ceftazidime (Avycaz). This combination was approved by the FDA on February 25, 2015 for the treatment of complicated intra-abdominal infections in combination with metronidazole, and the treatment of complicated urinary tract infections, including pyelonephritis caused by antibiotic resistant-pathogens, including those caused by multi-drug resistant gram-negative bacterial pathogens. As there is limited clinical safety and efficacy data, Avycaz should be reserved for patients over 18 years old who have limited or not alternative treatment options.

Accession Number
DBSALT001486
Structure
Thumb
Synonyms
Not Available
UNII
C8SM6IRW7G
CAS Number
1192491-61-4
Weight
Average: 287.22
Monoisotopic: 287.01880051
Chemical Formula
C7H10N3NaO6S
InChI Key
RTCIKUMODPANKX-JBUOLDKXSA-M
InChI
InChI=1S/C7H11N3O6S.Na/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);/q;+1/p-1/t4-,5+;/m1./s1
IUPAC Name
sodium (2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl sulfate
SMILES
[Na+].NC(=O)[C@@H]1CC[C@@H]2CN1C(=O)N2OS([O-])(=O)=O
KEGG Drug
D10340
ChemSpider
9675010
BindingDB
159600
ChEBI
85982
ChEMBL
CHEMBL2107817
Predicted Properties
PropertyValueSource
Water Solubility18.7 mg/mLALOGPS
logP-0.56ALOGPS
logP-3.6ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)-2ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area133.07 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity51.36 m3·mol-1ChemAxon
Polarizability21.85 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon