cefazedone   Click here for help

GtoPdb Ligand ID: 12203

Synonyms: EMD-30087 | Refosporen®
Compound class: Synthetic organic
Comment: Cefazedone is a semisynthetic 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 213.33
Molecular weight 546.96
XLogP 3.28
No. Lipinski's rules broken 0
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Canonical SMILES Cc1nnc(s1)SCC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)NC(=O)Cn1cc(Cl)c(=O)c(c1)Cl
Isomeric SMILES Cc1nnc(s1)SCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)Cn2cc(c(=O)c(c2)Cl)Cl)SC1)C(=O)O
InChI InChI=1S/C18H15Cl2N5O5S3/c1-7-22-23-18(33-7)32-6-8-5-31-16-12(15(28)25(16)13(8)17(29)30)21-11(26)4-24-2-9(19)14(27)10(20)3-24/h2-3,12,16H,4-6H2,1H3,(H,21,26)(H,29,30)/t12-,16-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(6R,7R)-7-[[2-(3,5-dichloro-4-oxopyridin-1-yl)acetyl]amino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
4117 cefazedone
Synonyms Click here for help
EMD-30087 | Refosporen®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cefazedone
Other databases
CAS Registry No. 56187-47-4 (source: Scifinder)
ChEBI CHEBI:131731
ChEMBL Ligand CHEMBL2107636
DrugBank Ligand DB13778
DrugCentral Ligand 3071
GtoPdb PubChem SID 472319323
PubChem CID 71736
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UniChem Compound Search for chemical match using the InChIKey VTLCNEGVSVJLDN-MLGOLLRUSA-N
UniChem Connectivity Search for chemical match using the InChIKey VTLCNEGVSVJLDN-MLGOLLRUSA-N