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Cefquinome

CAT: 0931-T82755-02Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0931-T82755-02Size:50 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
84957-30-2
Target
Antibacterial, Antibiotic
Related Pathways
Microbiology/Virology
Bioactivity
Cefquinome is a cephem antibiotic that inhibits Enterobacteriaceae (family [1]) .
Smiles
C([O-])(=O)C=1N2[C@@]([C@H](NC(/C(=N\OC)/C=3N=C(N)SC3)=O)C2=O)(SCC1C[N+]4=C5C(=CC=C4)CCCC5)[H]
Molecular Formula
C23H24N6O5S2
Molecular Weight
528.6
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Cefquinome

Cefquinome is a semisynthetic, broad-spectrum, fourth-generation aminothiazolyl cephalosporin with antibacterial activity. Cefquinome binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.

CAS Number84957-30-2
PubChem CID5464355
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
Molecular FormulaC23H24N6O5S2
Molecular Weight528.6
XLogP1.5
Topological Polar Surface Area207
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count10
Rotatable Bond Count6
Heavy Atom Count36
Formal Charge0
Complexity971
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-]
InChI
InChI=1S/C23H24N6O5S2/c1-34-27-16(14-11-36-23(24)25-14)19(30)26-17-20(31)29-18(22(32)33)13(10-35-21(17)29)9-28-8-4-6-12-5-2-3-7-15(12)28/h4,6,8,11,17,21H,2-3,5,7,9-10H2,1H3,(H3-,24,25,26,30,32,33)/b27-16-/t17-,21-/m1/s1
InChIKey
YWKJNRNSJKEFMK-PQFQYKRASA-N
Chemical Structure
2D Structure
2D structure of Cefquinome
CAS: 84957-30-2
CID: 5464355
Formula: C23H24N6O5S2
MW: 528.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight528.6
XLogP31.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count10
Rotatable Bond Count6
Exact Mass528.12496023
Monoisotopic Mass528.12496023
Topological Polar Surface Area207 Ų
Heavy Atom Count36
Formal Charge0
Complexity971
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
444149-01Cefquinome
MBS6047639-01Cefquinome Sulfate
DAGA-051HCefquinome [HRP]
DAGA-069KCefquinome [KLH]

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