cefadroxil   Click here for help

GtoPdb Ligand ID: 4831

Synonyms: Duricef®
Approved drug PDB Ligand
cefadroxil is an approved drug (FDA (1978))
Compound class: Synthetic organic
Comment: Cefadroxil is a cephalosporin antibacterial. Like penicillin it is a β-lactam compound.
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 7
Hydrogen bond donors 4
Rotatable bonds 5
Topological polar surface area 158.26
Molecular weight 363.09
XLogP -2.6
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 O=C(C(c1ccc(cc1)O)N)NC1C(=O)N2C1SCC(=C2C(=O)O)C
Isomeric SMILES O=C([C@@H](c1ccc(cc1)O)N)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C
InChI InChI=1S/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24)/t10-,11-,15-/m1/s1
InChI Key BOEGTKLJZSQCCD-UEKVPHQBSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1978))
IUPAC Name Click here for help
(6R,7R)-7-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3-methyl-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
3719 cefadroxil
Synonyms Click here for help
Duricef®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cefadroxil
Other databases
CAS Registry No. 50370-12-2 (source: Scifinder)
ChEMBL Ligand CHEMBL1644
DrugBank Ligand DB01140
DrugCentral Ligand 526
GtoPdb PubChem SID 178101533
PubChem CID 47965
RCSB PDB Ligand A1APP
Search Google for chemical match using the InChIKey BOEGTKLJZSQCCD-UEKVPHQBSA-N
Search Google for chemicals with the same backbone BOEGTKLJZSQCCD
Search PubMed clinical trials cefadroxil
Search PubMed titles cefadroxil
Search PubMed titles/abstracts cefadroxil
UniChem Compound Search for chemical match using the InChIKey BOEGTKLJZSQCCD-UEKVPHQBSA-N
UniChem Connectivity Search for chemical match using the InChIKey BOEGTKLJZSQCCD-UEKVPHQBSA-N
Wikipedia Cefadroxil