Compound ID | 3620

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Ceftolozane

Synonym(s): CXA-101  |  FR264205  |  CXA101  |  CXA101  |  FR-264205  |  FR 264205

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Broad spectrum with good activity against Pseudomonas aeruginosa
Description: Semisynthetic compound derived from cephalosporin; approved in combination with tazobactam
Institute where first reported: Astellas Pharma (Japan); Cubist
Year first mentioned: 2007
Highest development stage: Approved by FDA in 2014
Development status: Approved
Chemical structure(s):
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Molecular weight: 666.69
Iso. SMILES: CC(C)(C(=O)O)O/N=C(/C1=NSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CC(=C(N4C)N)NC(=O)NCCN)C(=O)[O-]
InChI Key: JHFNIHVVXRKLEF-DCZLAGFPSA-N
Can. SMILES: CC(C)(C(=O)O)O/N=C(/C1=NSC(=N1)N)\C(=O)N[C@@H]2C(=O)N3C(=C(C[N+]4=CC(=C(N)N4C)NC(=O)NCCN)CS[C@H]23)C(=O)[O-]
InChI: InChI=1S/C23H30N12O8S2/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/h7,12,18,25H,4-6,8,24H2,1-3H3,(H7,26,27,28,29,30,32,36,38,39,40,41,42)/b31-11-/t12-,18-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/53234134
Citations:
  • https://journals.asm.org/doi/10.1128/aac.01104-09?url_ver=Z39.88-2003&rfr_id=ori%3Arid%3Acrossref.org&rfr_dat=cr_pub++0pubmed
  • https://doi.org/10.1128/aac.00860-06
  • https://journals.asm.org/doi/10.1128/aac.01753-09

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