Ceftazidime pentahydrateProduct ingredient for Ceftazidime
- Name
- Ceftazidime pentahydrate
- Drug Entry
- Ceftazidime
Bacteria possess a cell wall comprising a glycopeptide polymer commonly known as peptidoglycan, which is synthesized and remodelled through the action of a family of enzymes known as "penicillin-binding proteins" (PBPs).1 β-lactam antibiotics, including cephalosporins, are PBP inhibitors that, through inhibition of essential PBPs, result in impaired cell wall homeostasis, loss of cell integrity, and ultimately bacterial cell death.1,2,3 Ceftazidime is a third-generation cephalosporin with broad-spectrum antibacterial activity, including against some treatment-resistant bacteria such as Pseudomonas aeruginosa.12
Ceftazidime was approved by the FDA on July 19, 1985, and is currently available either alone or in combination with the non-β-lactam β-lactamase inhibitor avibactam to treat a variety of bacterial infections.12,13
- Accession Number
- DBSALT001024
- Structure
Structure for Ceftazidime pentahydrate (DBSALT001024)
- Synonyms
- Not Available
- UNII
- 9M416Z9QNR
- CAS Number
- 78439-06-2
- Weight
- Average: 636.65
Monoisotopic: 636.151962842 - Chemical Formula
- C22H32N6O12S2
- InChI Key
- NMVPEQXCMGEDNH-TZVUEUGBSA-N
- InChI
- InChI=1S/C22H22N6O7S2.5H2O/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);5*1H2/b26-13-;;;;;/t14-,18-;;;;;/m1...../s1
- IUPAC Name
- 1-{[(6R,7R)-2-carboxy-7-{[(2Z)-2-[(1-carboxylato-1-methylethoxy)imino]-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}pyridin-1-ium pentahydrate
- SMILES
- O.O.O.O.O.[H][C@]12SCC(C[N+]3=CC=CC=C3)=C(N1C(=O)[C@@]2([H])N=C(O)C(=N/OC(C)(C)C([O-])=O)\C1=CSC(=N)N1)C(O)=O
- External Links
- KEGG Drug
- D00921
- ChemSpider
- 5020249
- ChEBI
- 3509
- ChEMBL
- CHEMBL3186392
- Wikipedia
- Ceftazidime
- Predicted Properties
Property Value Source Water Solubility 0.028 mg/mL ALOGPS logP -0.71 ALOGPS logP -2.5 Chemaxon logS -4.3 ALOGPS pKa (Strongest Acidic) 2.82 Chemaxon pKa (Strongest Basic) 0.72 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 11 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 191.68 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 157.19 m3·mol-1 Chemaxon Polarizability 53.03 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