cefpodoxime   Click here for help

GtoPdb Ligand ID: 10780

Synonyms: RU-51746 | Vantin®
Approved drug
cefpodoxime is an approved drug (FDA (1992))
Compound class: Synthetic organic
Comment: Cefpodoxime (proxetil) is a broad-spectrum, oral, third generation cephalosporin antibacterial that is active against most Gram-positive and Gram-negative bacteria [1].
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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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 209.98
Molecular weight 427.06
XLogP -2.93
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(/c1csc(n1)N)\C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)O)COC
Isomeric SMILES CO/N=C(/c1csc(n1)N)\C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)O)COC
InChI InChI=1S/C15H17N5O6S2/c1-25-3-6-4-27-13-9(12(22)20(13)10(6)14(23)24)18-11(21)8(19-26-2)7-5-28-15(16)17-7/h5,9,13H,3-4H2,1-2H3,(H2,16,17)(H,18,21)(H,23,24)/b19-8-/t9-,13-/m1/s1
InChI Key WYUSVOMTXWRGEK-HBWVYFAYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1992))
IUPAC Name Click here for help
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(methoxymethyl)-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
6123 cefpodoxime
Synonyms Click here for help
RU-51746 | Vantin®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cefpodoxime
Other databases
CAS Registry No. 80210-62-4 (source: PubChem)
ChEMBL Ligand CHEMBL1672
GtoPdb PubChem SID 405560221
PubChem CID 6335986
Search Google for chemical match using the InChIKey WYUSVOMTXWRGEK-HBWVYFAYSA-N
Search Google for chemicals with the same backbone WYUSVOMTXWRGEK
Search PubMed clinical trials cefpodoxime
Search PubMed titles cefpodoxime
Search PubMed titles/abstracts cefpodoxime
UniChem Compound Search for chemical match using the InChIKey WYUSVOMTXWRGEK-HBWVYFAYSA-N
UniChem Connectivity Search for chemical match using the InChIKey WYUSVOMTXWRGEK-HBWVYFAYSA-N