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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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Click here for structure editor
Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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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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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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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
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)
ChEBI CHEBI:59343
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