flomoxef   Click here for help

GtoPdb Ligand ID: 12251

Synonyms: 6315-S | Flumarin®
Compound class: Synthetic organic
Comment: Flomoxef is a second generation cephalosporin, belonging to the β-lactam class of antibacterial compounds and developed by the Shionogi Research Laboratories (Osaka, Japan) [1].
2D Structure
Click here for help

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.

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

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.

✖
Hydrogen bond acceptors 12
Hydrogen bond donors 3
Rotatable bonds 12
Topological polar surface area 219.6
Molecular weight 496.06
XLogP -0.88
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Click here for help

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.

✖
Canonical SMILES OCCn1nnnc1SCC1=C(C(=O)O)N2[C@H](OC1)[C@](C2=O)(OC)NC(=O)CSC(F)F
Isomeric SMILES CO[C@@]1([C@@H]2N(C1=O)C(=C(CO2)CSc1nnnn1CCO)C(=O)O)NC(=O)CSC(F)F
InChI InChI=1S/C15H18F2N6O7S2/c1-29-15(18-8(25)6-31-13(16)17)11(28)23-9(10(26)27)7(4-30-12(15)23)5-32-14-19-20-21-22(14)2-3-24/h12-13,24H,2-6H2,1H3,(H,18,25)(H,26,27)/t12-,15+/m1/s1
InChI Key UHRBTBZOWWGKMK-DOMZBBRYSA-N
No information available.
Summary of Clinical Use Click here for help
This drug is not approved for use in the UK or the US. The FDA website lists China, Japan and Taiwan as international markets for flomoxef sodium.