cefditoren   Click here for help

GtoPdb Ligand ID: 12030

Synonyms: ME 1206 | Spectracef® (cefditoren pivoxil)
Approved drug
cefditoren is an approved drug (FDA (2001))
Compound class: Synthetic organic
Comment: Cefditoren is a semisynthetic, third generation cephalosporin and belongs to the β-lactam class of antibacterial compounds. To provide acceptable bioavailability for oral use it is formulated as a pivoxil ester prodrug (cefditoren pivoxil, PubChem CID 6437877).
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 241.88
Molecular weight 506.05
XLogP -1.67
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CO/N=C(\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)/C=C\c1scnc1C)/c1csc(n1)N
Isomeric SMILES Cc1c(scn1)/C=C\C1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/c2csc(n2)N)SC1)C(=O)O
InChI InChI=1S/C19H18N6O5S3/c1-8-11(33-7-21-8)4-3-9-5-31-17-13(16(27)25(17)14(9)18(28)29)23-15(26)12(24-30-2)10-6-32-19(20)22-10/h3-4,6-7,13,17H,5H2,1-2H3,(H2,20,22)(H,23,26)(H,28,29)/b4-3-,24-12-/t13-,17-/m1/s1
InChI Key KMIPKYQIOVAHOP-YLGJWRNMSA-N
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Summary of Clinical Use Click here for help
Cefditoren pivoxil is indicated for the treatment of mild to moderate infections, caused by susceptible strains of bacteria, including acute bacterial exacerbations of chronic bronchitis, community-acquired pneumonia (CAP), acute tonsillitis, acute maxillary sinusitis and uncomplicated skin infections [2].
Cefditoren pivoxil was marketed in the US under the trade name Spectracef®, but has been discontinued.
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