2-hydroxy-3-[(1r,4r)-4-(4-chlorophenyl)cyclohexyl]-1,4-dihydronaphthalene-1,4-dione

• ChemBase ID: 312799
• Molecular Formular: C22H19ClO3
• Molecular Mass: 366.83746
• Monoisotopic Mass: 366.10227215
• SMILES: C1(=C(C(=O)c2c(C1=O)cccc2)O)[C@@H]1CC[C@H](CC1)c1ccc(cc1)Cl
• Canonical SMILES: Clc1ccc(cc1)[C@@H]1CC[C@H](CC1)C1=C(O)C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C22H19ClO3/c23-16-11-9-14(10-12-16)13-5-7-15(8-6-13)19-20(24)17-3-1-2-4-18(17)21(25)22(19)26/h1-4,9-13,15,26H,5-8H2/t13-,15-
• InChIKey: KUCQYCKVKVOKAY-CTYIDZIISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-3-[(1r,4r)-4-(4-chlorophenyl)cyclohexyl]-1,4-dihydronaphthalene-1,4-dione
• IUPAC Traditional name: atovaquone
• Synonyms: Atovaquone (Atavaquone)

Database IDs

• CAS Number: 95233-18-4

CALCULATED PROPERTIES

• Acid pKa: 5.733868
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.7980695
• LogD (pH = 7.4): 3.3281546
• Log P: 4.9976463
• Molar Refractivity: 103.1065 cm^3
• Polarizability: 39.141586 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: Free Base

Product Information

• Salt Data: Free Base