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
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2001))
IUPAC Name Click here for help
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-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
6919 cefditoren
Synonyms Click here for help
ME 1206 | Spectracef® (cefditoren pivoxil)
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cefditoren
Other databases
CAS Registry No. 104145-95-1 (source: Scifinder)
ChEMBL Ligand CHEMBL1743
DrugBank Ligand DB01066
GtoPdb PubChem SID 464244171
PubChem CID 9870843
Search Google for chemical match using the InChIKey KMIPKYQIOVAHOP-YLGJWRNMSA-N
Search Google for chemicals with the same backbone KMIPKYQIOVAHOP
Search PubMed clinical trials cefditoren
Search PubMed titles cefditoren
Search PubMed titles/abstracts cefditoren
UniChem Compound Search for chemical match using the InChIKey KMIPKYQIOVAHOP-YLGJWRNMSA-N
UniChem Connectivity Search for chemical match using the InChIKey KMIPKYQIOVAHOP-YLGJWRNMSA-N