Cefoperazone sodiumProduct ingredient for Cefoperazone
- Name
- Cefoperazone sodium
- Drug Entry
- Cefoperazone
Cefoperazone is a semisynthetic broad-spectrum cephalosporin proposed to be effective against Pseudomonas infections. It is a third-generation antiobiotic agent and it is used in the treatment of various bacterial infections caused by susceptible organisms in the body, including respiratory tract infections, peritonitis, skin infections, endometritis, and bacterial septicemia. While its clinical use has been discontinued in the U.S., cefoperazone is available in several European countries most commonly under the product name, Sulperazon.
- Accession Number
- DBSALT001470
- Structure
Structure for Cefoperazone sodium (DBSALT001470)
- Synonyms
- Not Available
- UNII
- 5FQG9774WD
- CAS Number
- 62893-20-3
- Weight
- Average: 667.65
Monoisotopic: 667.12434546 - Chemical Formula
- C25H26N9NaO8S2
- InChI Key
- NCFTXMQPRQZFMZ-WERGMSTESA-M
- InChI
- InChI=1S/C25H27N9O8S2.Na/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2;/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41);/q;+1/p-1/t15-,16-,22-;/m1./s1
- IUPAC Name
- sodium 4-[(R)-{[(6R,7R)-2-carboxy-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl]-C-hydroxycarbonimidoyl}({[(4-ethyl-2,3-dioxopiperazin-1-yl)(hydroxy)methylidene]amino})methyl]benzen-1-olate
- SMILES
- [Na+].[H][C@](N=C(O)N1CCN(CC)C(=O)C1=O)(C(O)=N[C@]1([H])C(=O)N2C(C(O)=O)=C(CSC3=NN=NN3C)CS[C@]12[H])C1=CC=C([O-])C=C1
- External Links
- KEGG Compound
- C08112
- ChemSpider
- 40205
- ChEBI
- 3494
- ChEMBL
- CHEMBL1200482
- Wikipedia
- Cefoperazone
- Predicted Properties
Property Value Source Water Solubility 0.376 mg/mL ALOGPS logP 0.97 ALOGPS logP 0.74 Chemaxon logS -3.2 ALOGPS pKa (Strongest Acidic) 2.37 Chemaxon pKa (Strongest Basic) -0.63 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 13 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 230.07 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 180.65 m3·mol-1 Chemaxon Polarizability 61.96 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon