cefalonium   Click here for help

GtoPdb Ligand ID: 13609

Synonyms: cephalonium | Cepravin® (veterinary)
Compound class: Synthetic organic
Comment: Cefalonium is a first generation cephalosporin belonging to the β-lactam class of antibacterial compounds.
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 186.24
Molecular weight 458.51
XLogP -1.55
No. Lipinski's rules broken 0

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 C1=CSC(=C1)CC(=O)N[C@@H]2C(=O)N3C(=C(C[N+]4=CC=C(C=C4)C(=O)N)CS[C@H]23)C(=O)[O-]
Isomeric SMILES C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CS3)C(=O)[O-])C[N+]4=CC=C(C=C4)C(=O)N
InChI InChI=1S/C20H18N4O5S2/c21-17(26)11-3-5-23(6-4-11)9-12-10-31-19-15(18(27)24(19)16(12)20(28)29)22-14(25)8-13-2-1-7-30-13/h1-7,15,19H,8-10H2,(H3-,21,22,25,26,28,29)/t15-,19-/m1/s1
InChI Key FMZXNVLFJHCSAF-DNVCBOLYSA-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)-3-[(4-carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
International Nonproprietary Names Click here for help
INN number INN
1678 cefalonium
Synonyms Click here for help
cephalonium | Cepravin® (veterinary)
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cefalonium
Other databases
CAS Registry No. 5575-21-3 (source: Scifinder)
ChEBI CHEBI:95345
ChEMBL Ligand CHEMBL2105567
DrugBank Ligand DB11385
GtoPdb PubChem SID 504705428
PubChem CID 21743
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UniChem Compound Search for chemical match using the InChIKey FMZXNVLFJHCSAF-DNVCBOLYSA-N
UniChem Connectivity Search for chemical match using the InChIKey FMZXNVLFJHCSAF-DNVCBOLYSA-N