cefodizime   Click here for help

GtoPdb Ligand ID: 12032

Synonyms: HR 221
Compound class: Synthetic organic
Comment: Cefodizime is a third generation cephalosporin belonging to the β-lactam class of antibacterial compounds.
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 11
Hydrogen bond donors 4
Rotatable bonds 11
Topological polar surface area 304.48
Molecular weight 584.03
XLogP -2.65
No. Lipinski's rules broken 1
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]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nc(c(s1)CC(=O)O)C
Isomeric SMILES Cc1c(sc(n1)SCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/c2csc(n2)N)SC1)C(=O)O)CC(=O)O
InChI InChI=1S/C20H20N6O7S4/c1-7-10(3-11(27)28)37-20(22-7)36-5-8-4-34-17-13(16(30)26(17)14(8)18(31)32)24-15(29)12(25-33-2)9-6-35-19(21)23-9/h6,13,17H,3-5H2,1-2H3,(H2,21,23)(H,24,29)(H,27,28)(H,31,32)/b25-12-/t13-,17-/m1/s1
InChI Key XDZKBRJLTGRPSS-BGZQYGJUSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(carboxymethyl)-4-methyl-1,3-thiazol-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
4967 cefodizime
Synonyms Click here for help
HR 221
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cefodizime
Other databases
CAS Registry No. 69739-16-8 (source: Scifinder)
ChEBI CHEBI:63214
ChEMBL Ligand CHEMBL2303613
DrugBank Ligand DB13470
DrugCentral Ligand 541
GtoPdb PubChem SID 464244173
PubChem CID 5361871
Search Google for chemical match using the InChIKey XDZKBRJLTGRPSS-BGZQYGJUSA-N
Search Google for chemicals with the same backbone XDZKBRJLTGRPSS
Search PubMed clinical trials cefodizime
Search PubMed titles cefodizime
Search PubMed titles/abstracts cefodizime
UniChem Compound Search for chemical match using the InChIKey XDZKBRJLTGRPSS-BGZQYGJUSA-N
UniChem Connectivity Search for chemical match using the InChIKey XDZKBRJLTGRPSS-BGZQYGJUSA-N
Wikipedia Cefodizime