2-hydroxy-3-(4-phenylcyclohexyl)-1,4-dihydronaphthalene-1,4-dione

• ChemBase ID: 165850
• Molecular Formular: C22H20O3
• Molecular Mass: 332.3924
• Monoisotopic Mass: 332.1412445
• SMILES: c12c(C(=O)C(=C(C1=O)C1CC[C@@H](CC1)c1ccccc1)O)cccc2
• Canonical SMILES: OC1=C(C2CC[C@H](CC2)c2ccccc2)C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C22H20O3/c23-20-17-8-4-5-9-18(17)21(24)22(25)19(20)16-12-10-15(11-13-16)14-6-2-1-3-7-14/h1-9,15-16,25H,10-13H2/t15-,16?
• InChIKey: CIEUSZBTKKXKPA-JGIIQEAISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-3-(4-phenylcyclohexyl)-1,4-dihydronaphthalene-1,4-dione
• IUPAC Traditional name: 2-hydroxy-3-(4-phenylcyclohexyl)naphthalene-1,4-dione
• Synonyms: trans-2-Hydroxy-3-(4-phenylcyclohexyl)-1,4-naphthalenedione; Deschloro Atovaquone

Database IDs

• CAS Number: 92458-44-1
• PubChem SID: 162259983
• PubChem CID: 14129698

CALCULATED PROPERTIES

• Acid pKa: 8.349632
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.392988
• LogD (pH = 7.4): 4.3473954
• Log P: 4.393602
• Molar Refractivity: 98.3017 cm^3
• Polarizability: 37.287468 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288795

Naphthoquinone antimalarials. Atovaquone derivative.