Structure via PubChem · Public domain (PubChem)
cefquinome
Sign in to saveCefquinome is a fourth-generation cephalosporin with pharmacological and antibacterial properties valuable in the treatment of coliform mastitis and other infections. It is only used in veterinary applications.
Chemical data
- Formula
- C23H24N6O5S2
- Molecular weight
- 528.6 g/mol
- IUPAC name
- (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-(5,6,7,8-tetrahydroquinolin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
- SMILES
- CO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CC=CC5=C4CCCC5)C(=O)[O-]
- InChIKey
- YWKJNRNSJKEFMK-PQFQYKRASA-N
- XLogP
- 1.5
- Polar surface area
- 207 Ų
- H-bond donors
- 2
- H-bond acceptors
- 10
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 528.125
Show 4 more facts
- chemical formula
- C₂₃H₂₄N₆O₅S₂
- canonical SMILES
- CON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)C[N+]4=CC=CC5=C4CCCC5)C(=O)[O-]
- isomeric SMILES
- CO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CC=CC5=C4CCCC5)C(=O)[O-]
- Commons category
- Cefquinome
Sources (2)
via Wikidata · CC0
~5 min read
Encyclopedic overview
15 sectionsContents
- Properties
- Intervet
- Treatment
- Clinical usage
- Human use
- Veterinary medicine
- Concerns
- Resistance and food-borne transmission
- ''Salmonella''
- FDA guidelines
- Synthesis
- See also
- References
- Further reading
- External links
Cefquinome is a fourth-generation cephalosporin with pharmacological and antibacterial properties valuable in the treatment of coliform mastitis and other infections. It is only used in veterinary applications.
== Properties == Cefquinome is resistant to beta-lactamase. Chemically, its zwitterionic structure can facilitate rapid penetration across biological membranes, including porins of bacterial cell walls. Plus, it has a higher affinity to target penicillin-binding proteins. The reactive site is a beta-lactam nucleus, while the main peripheral functional groups are a quaternary quinolinium, an moiety and an unusual O-alkylated oxime.
Excerpted from Wikipedia’s “cefquinome” article, available under the CC BY-SA 4.0 licence.