cefadroxil   Click here for help

GtoPdb Ligand ID: 4831

Synonyms: Duricef®
Approved drug
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.
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2D Structure
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Physico-chemical Properties
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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
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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
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
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
Search Google for chemical match using the InChIKey BOEGTKLJZSQCCD-UEKVPHQBSA-N
Search Google for chemicals with the same backbone BOEGTKLJZSQCCD
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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