2-methoxy-5,6-dihydrophenanthridin-6-one

• ChemBase ID: 173087
• Molecular Formular: C14H11NO2
• Molecular Mass: 225.24264
• Monoisotopic Mass: 225.0789786
• SMILES: c1c(cc2c(c1)[nH]c(=O)c1c2cccc1)OC
• Canonical SMILES: COc1ccc2c(c1)c1ccccc1c(=O)[nH]2
• InChI: InChI=1S/C14H11NO2/c1-17-9-6-7-13-12(8-9)10-4-2-3-5-11(10)14(16)15-13/h2-8H,1H3,(H,15,16)
• InChIKey: SFDHWBOPWONGJZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methoxy-5,6-dihydrophenanthridin-6-one
• IUPAC Traditional name: 2-methoxy-5H-phenanthridin-6-one
• Synonyms: 2-Methoxy-6(5H)-phenanthridinone

Database IDs

• CAS Number: 38088-96-9
• PubChem SID: 164228997
• PubChem CID: 614496

CALCULATED PROPERTIES

• Acid pKa: 11.155058
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.581438
• LogD (pH = 7.4): 2.5813663
• Log P: 2.581439
• Molar Refractivity: 67.1329 cm^3
• Polarizability: 26.105083 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M265270

2-Methoxy-6(5H)-phenanthridinone is a derivative of phenathridine, a nitrogen based polycyclic aromatic hydrocarbon (PAH). It is used in the preparation of potential HIV-1 integrase inhibitors.

REFERENCES

• Patil, S. et al.: Bioorg. Med. Chem., 15, 1212 (2007)