cefdinir   Click here for help

GtoPdb Ligand ID: 12023

Synonyms: FK 482 | Omnicef®
Approved drug
cefdinir is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Cefdinir is a semisynthetic, third generation cephalosporin and belongs to the β-lactam class of antibacterial compounds [1]. It has broad-spectrum activity against both Gram-positive and Gram-negative aerobic bacteria and is stable to hydrolysis by many common β-lactamases.
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 8
Hydrogen bond donors 4
Rotatable bonds 6
Topological polar surface area 211.75
Molecular weight 395.04
XLogP -2.08
No. Lipinski's rules broken 0
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 O/N=C(/c1csc(n1)N)\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C=C
Isomeric SMILES C=CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\O)/c2csc(n2)N)SC1)C(=O)O
InChI InChI=1S/C14H13N5O5S2/c1-2-5-3-25-12-8(11(21)19(12)9(5)13(22)23)17-10(20)7(18-24)6-4-26-14(15)16-6/h2,4,8,12,24H,1,3H2,(H2,15,16)(H,17,20)(H,22,23)/b18-7-/t8-,12-/m1/s1
InChI Key RTXOFQZKPXMALH-GHXIOONMSA-N
No information available.
Summary of Clinical Use Click here for help
Cefdinir is used in the treatment of otitis media, soft tissue infections and respiratory tract infections, including community-acquired pneumonia.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
In common with other β-lactams, cefdinir binds to penicillin-binding proteins leading to inhibition of bacterial cell wall synthesis and resulting in bacterial cell lysis and death.
External links Click here for help
For extended ADME data see the following:

Drugs.com