4-hydroxy-3-(1-phenylpropyl)-2H-chromen-2-one

• ChemBase ID: 130364
• Molecular Formular: C18H16O3
• Molecular Mass: 280.31784
• Monoisotopic Mass: 280.10994437
• SMILES: Oc1c2ccccc2oc(=O)c1C(CC)c1ccccc1
• Canonical SMILES: CCC(c1c(=O)oc2c(c1O)cccc2)c1ccccc1
• InChI: InChI=1S/C18H16O3/c1-2-13(12-8-4-3-5-9-12)16-17(19)14-10-6-7-11-15(14)21-18(16)20/h3-11,13,19H,2H2,1H3
• InChIKey: DQDAYGNAKTZFIW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3-(1-phenylpropyl)-2H-chromen-2-one
• IUPAC Traditional name: phenprocoumon
• Synonyms: Phenprocoumon

Database IDs

• CAS Number: 435-97-2
• PubChem SID: 162224643
• PubChem CID: 54680692; 9908
• CHEBI ID: 50438
• ATC CODE: B01AA04
• CHEMBL: 1465
• Chemspider ID: 10441592
• DrugBank ID: DB00946
• KEGG ID: D05457
• Unique Ingredient Identifier: Q08SIO485D
• Wikipedia Title: Phenprocoumon
• Medline Plus: a699003

CALCULATED PROPERTIES

• Acid pKa: 6.438633
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.6880538
• LogD (pH = 7.4): 2.734751
• Log P: 3.7353237
• Molar Refractivity: 81.6436 cm^3
• Polarizability: 31.430769 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Half Life: 5 to 6 days
• Metabolism: hepatic to inactive metabolites
• Protein Bound: 99%