cephalexin   Click here for help

GtoPdb Ligand ID: 4832

Synonyms: cefalexin | Ceporex® | Keflex®
Approved drug
cephalexin is an approved drug (FDA (1971, prior history not available))
Compound class: Synthetic organic
Comment: Cephalexin is a cephalosporin antibacterial.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 138.03
Molecular weight 347.09
XLogP -2.19
No. Lipinski's rules broken 0
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Canonical SMILES NC(c1ccccc1)C(=O)NC1C(=O)N2C1SCC(=C2C(=O)O)C
Isomeric SMILES N[C@H](c1ccccc1)C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C
InChI InChI=1S/C16H17N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1971, prior history not available))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
(6R,7R)-7-[(2R)-2-amino-2-phenylacetamido]-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
2400 cefalexin
Synonyms Click here for help
cefalexin | Ceporex® | Keflex®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cephalexin
Other databases
CAS Registry No. 15686-71-2 (source: Scifinder)
ChEMBL Ligand CHEMBL1727
DrugBank Ligand DB00567
DrugCentral Ligand 571
GtoPdb PubChem SID 178101534
PubChem CID 27447
Search Google for chemical match using the InChIKey ZAIPMKNFIOOWCQ-UEKVPHQBSA-N
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Search PubMed clinical trials cefalexin
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UniChem Compound Search for chemical match using the InChIKey ZAIPMKNFIOOWCQ-UEKVPHQBSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZAIPMKNFIOOWCQ-UEKVPHQBSA-N
Wikipedia Cephalexin