2-hydroxy-3-[(1s,4s)-4-(4-chlorophenyl)(1,2,2,6,6-2H5)cyclohexyl]-1,4-dihydronaphthalene-1,4-dione

• ChemBase ID: 160884
• Molecular Formular: C22H19ClO3
• Molecular Mass: 366.83746
• Monoisotopic Mass: 366.10227215
• SMILES: c12c(C(=O)C(=C(C1=O)[C@@H]1CC[C@@H](CC1)c1ccc(cc1)Cl)O)cccc2
• 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-AZZIRIGVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-3-[(1s,4s)-4-(4-chlorophenyl)(1,2,2,6,6-^2H₅)cyclohexyl]-1,4-dihydronaphthalene-1,4-dione
• IUPAC Traditional name: 2-hydroxy-3-[(1s,4s)-4-(4-chlorophenyl)(1,2,2,6,6-^2H₅)cyclohexyl]naphthalene-1,4-dione
• Synonyms: cis-2-[4-(4-Chlorophenyl)cyclohexyl-d5-]-3-hydroxy-1,4-naphthalenedione; cis-Atovaquone-d5 (contains 10% trans isomer)

Database IDs

• CAS Number: 1217612-80-0
• PubChem SID: 162255019
• PubChem CID: 46780498

CALCULATED PROPERTIES

• Acid pKa: 8.233868
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.9968457
• LogD (pH = 7.4): 4.9382534
• Log P: 4.9976463
• Molar Refractivity: 103.1065 cm^3
• Polarizability: 39.14174 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 82-84°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A793452

Cis isomer of Atovaquone-d5.