cefquinome   Click here for help

GtoPdb Ligand ID: 13622

Synonyms: Cobactan® (veterinary) | HR 111V
Compound class: Synthetic organic
Comment: Cefquinome is a fourth generation cephalosporin belonging to the β-lactam class of antibacterial compounds [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 203.12
Molecular weight 528.61
XLogP -1.76
No. Lipinski's rules broken 1

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES CO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@@H]2C(=O)N3C(=C(C[N+]4=C5CCCCC5=CC=C4)CS[C@H]23)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-]
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
InChI Key YWKJNRNSJKEFMK-PQFQYKRASA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(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
International Nonproprietary Names Click here for help
INN number INN
6287 cefquinome
Synonyms Click here for help
Cobactan® (veterinary) | HR 111V
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cefquinome
Other databases
CAS Registry No. 84957-30-2 (source: Scifinder)
ChEMBL Ligand CHEMBL1631107
GtoPdb PubChem SID 504705441
PubChem CID 5464355
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UniChem Compound Search for chemical match using the InChIKey YWKJNRNSJKEFMK-PQFQYKRASA-N
UniChem Connectivity Search for chemical match using the InChIKey YWKJNRNSJKEFMK-PQFQYKRASA-N