Compound ID | 1903

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Ceftazidime

Synonym(s): GR-20263  |  GR 20263  |  GR20263

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. Binds to bacterial penicillin-binding proteins (PBP); PBP inhibitor
Target Pathogen: Active against Gram-negative bacteria including Pseudomonas aeruginosa but vulnerable to extended-spectrum beta-lactamases (ESBL)
Description: Semisynthetic Cephalosporine, derived from Cephalosporin C. Often used in fixed combination with avibactam.
Year first mentioned: 1978
Highest development stage: Approved
Development status: Approved
Chemical structure(s):
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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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5481173
Guide to Pharmacology: ceftazidime
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/11110047/
  • https://www.sciencedirect.com/science/article/pii/S2213716521001211?via%3Dihub
  • https://pubmed.ncbi.nlm.nih.gov/3884319/

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