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 antibiotics [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
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Physico-chemical Properties
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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
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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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1997))
IUPAC Name Click here for help
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-hydroxyiminoacetyl]amino]-3-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
6408 cefdinir
Synonyms Click here for help
FK 482 | Omnicef®
Database Links Click here for help
CAS Registry No. 91832-40-5 (source: Scifinder)
ChEBI CHEBI:3485
ChEMBL Ligand CHEMBL927
DrugBank Ligand DB00535
GtoPdb PubChem SID 464244164
PubChem CID 6915944
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UniChem Compound Search for chemical match using the InChIKey RTXOFQZKPXMALH-GHXIOONMSA-N
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Wikipedia Cefdinir