phenacetin   Click here for help

GtoPdb Ligand ID: 7402

Synonyms: acetophenetidin
Approved drug PDB Ligand
phenacetin is an approved drug
Compound class: Synthetic organic
Comment: This drug is rapidly metabolised to paracetamol, (aka acetaminophen), so it is conceivable that some of its therapeutic activity is attributable this major metabolite.
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 38.33
Molecular weight 179.09
XLogP 1.61
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CCOc1ccc(cc1)NC(=O)C
Isomeric SMILES CCOc1ccc(cc1)NC(=O)C
InChI InChI=1S/C10H13NO2/c1-3-13-10-6-4-9(5-7-10)11-8(2)12/h4-7H,3H2,1-2H3,(H,11,12)
InChI Key CPJSUEIXXCENMM-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
Withdrawn drug? Yes
IUPAC Name Click here for help
N-(4-Ethoxyphenyl)acetamide
International Nonproprietary Names Click here for help
INN number INN
412 phenacetin
Synonyms Click here for help
acetophenetidin
Database Links Click here for help
CAS Registry No. 62-44-2
ChEMBL Ligand CHEMBL16073
DrugBank Ligand DB03783
DrugCentral Ligand 2115
GtoPdb PubChem SID 178103974
PubChem CID 4754
RCSB PDB Ligand N4E
Search Google for chemical match using the InChIKey CPJSUEIXXCENMM-UHFFFAOYSA-N
Search Google for chemicals with the same backbone CPJSUEIXXCENMM
Search PubMed clinical trials phenacetin
Search PubMed titles phenacetin
Search PubMed titles/abstracts phenacetin
Search UniChem for chemical match using the InChIKey CPJSUEIXXCENMM-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone CPJSUEIXXCENMM
Wikipedia Phenacetin