Ceftolozane sulfateProduct ingredient for Ceftolozane
- Name
- Ceftolozane sulfate
- Drug Entry
- Ceftolozane
Ceftolozane is a semi-synthetic broad-spectrum fifth generation cephalosporin.10 It was approved by the FDA in 2014 for use in combination with Tazobactam for the treatment of serious infections, such as intra-abdominal infections and complicated urinary tract infections. The manufacturer of this drug is Cubist Pharmaceuticals.3 Most recently, in June 2019, ceftolozane-tazobactam was approved for the treatment of hospital-acquired bacterial pneumonia and ventilator-associated bacterial pneumonia.13
Hospital-acquired pneumonia and ventilator-associated pneumonia are major causes of morbidity and mortality in hospitalized patients and the use of ceftolozane-tazobactam offers effective activity against various organisms causing these infections, such as Pseudomonas aeruginosa.12
- Accession Number
- DBSALT001488
- Structure
Structure for Ceftolozane sulfate (DBSALT001488)
- Synonyms
- Not Available
- UNII
- 7R247U84HY
- CAS Number
- 936111-69-2
- Weight
- Average: 764.76
Monoisotopic: 764.14247804 - Chemical Formula
- C23H32N12O12S3
- InChI Key
- UJDQGRLTPBVSFN-TVNHLQOTSA-N
- InChI
- InChI=1S/C23H30N12O8S2.H2O4S/c1-23(2,20(40)41)43-31-11(15-30-21(26)45-32-15)16(36)29-12-17(37)35-13(19(38)39)9(8-44-18(12)35)6-34-7-10(14(25)33(34)3)28-22(42)27-5-4-24;1-5(2,3)4/h7,12,18,25H,4-6,8,24H2,1-3H3,(H7,26,27,28,29,30,32,36,38,39,40,41,42);(H2,1,2,3,4)/b31-11-;/t12-,18-;/m1./s1
- IUPAC Name
- 5-amino-2-{[(6R,7R)-7-[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-[(1-carboxy-1-methylethoxy)imino]acetamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-4-{[(2-aminoethyl)carbamoyl]amino}-1-methyl-1H-pyrazol-2-ium hydrogen sulfate
- SMILES
- OS([O-])(=O)=O.CN1C(N)=C(NC(=O)NCCN)C=[N+]1CC1=C(N2[C@H](SC1)[C@H](NC(=O)C(=N/OC(C)(C)C(O)=O)\C1=NSC(N)=N1)C2=O)C(O)=O
- External Links
- ChemSpider
- 25030898
- ChEMBL
- CHEMBL1213250
- Predicted Properties
Property Value Source Water Solubility 0.127 mg/mL ALOGPS logP 0.06 ALOGPS logP -8.7 Chemaxon logS -3.8 ALOGPS pKa (Strongest Acidic) 2.49 Chemaxon pKa (Strongest Basic) 9.11 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 14 Chemaxon Hydrogen Donor Count 8 Chemaxon Polar Surface Area 299.38 Å2 Chemaxon Rotatable Bond Count 12 Chemaxon Refractivity 183.67 m3·mol-1 Chemaxon Polarizability 62.52 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon