(6S)-6-cyclopentyl-6-{2-[3-fluoro-4-(propan-2-yloxy)phenyl]ethyl}-4-hydroxy-5,6-dihydro-2H-pyran-2-one

• ChemBase ID: 6006
• Molecular Formular: C21H27FO4
• Molecular Mass: 362.4350832
• Monoisotopic Mass: 362.18933756
• SMILES: Fc1c(OC(C)C)ccc(c1)CC[C@]1(CC(=CC(=O)O1)O)C1CCCC1
• Canonical SMILES: CC(Oc1ccc(cc1F)CC[C@]1(CC(=CC(=O)O1)O)C1CCCC1)C
• InChI: InChI=1S/C21H27FO4/c1-14(2)25-19-8-7-15(11-18(19)22)9-10-21(16-5-3-4-6-16)13-17(23)12-20(24)26-21/h7-8,11-12,14,16,23H,3-6,9-10,13H2,1-2H3/t21-/m0/s1
• InChIKey: AKNIHFDXRAOPAI-NRFANRHFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6S)-6-cyclopentyl-6-{2-[3-fluoro-4-(propan-2-yloxy)phenyl]ethyl}-4-hydroxy-5,6-dihydro-2H-pyran-2-one
• IUPAC Traditional name: (6S)-6-cyclopentyl-6-[2-(3-fluoro-4-isopropoxyphenyl)ethyl]-4-hydroxy-5H-pyran-2-one
• Synonyms: (6S)-6-CYCLOPENTYL-6-[2-(3-FLUORO-4-ISOPROPOXYPHENYL)ETHYL]-4-HYDROXY-5,6-DIHYDRO-2H-PYRAN-2-ONE

Database IDs

• PubChem SID: 99444861; 160969431
• PubChem CID: 54688400; 9547969

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.0216546
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.7822266
• LogD (pH = 7.4): 4.2652392
• Log P: 4.7950954
• Molar Refractivity: 98.5245 cm^3
• Polarizability: 37.98799 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.62
• LOG S: -4.95
• Solubility (Water): 4.06e-03 g/l

DETAILS

DrugBank - DB08390

Drug information: experimental