(2R,6S,7R)-4,4-difluoro-7-(4-hydroxyphenyl)-10-(methoxymethyl)-8-oxatricyclo[7.4.0.0^{2,6}]trideca-1(13),9,11-trien-12-ol

• ChemBase ID: 4689
• Molecular Formular: C20H20F2O4
• Molecular Mass: 362.3672064
• Monoisotopic Mass: 362.13296556
• SMILES: c1(cc(c2O[C@@H](c3ccc(O)cc3)[C@@H]3[C@H](c2c1)CC(F)(F)C3)COC)O
• Canonical SMILES: COCc1cc(O)cc2c1O[C@@H](c1ccc(cc1)O)[C@@H]1[C@H]2CC(C1)(F)F
• InChI: InChI=1S/C20H20F2O4/c1-25-10-12-6-14(24)7-15-16-8-20(21,22)9-17(16)18(26-19(12)15)11-2-4-13(23)5-3-11/h2-7,16-18,23-24H,8-10H2,1H3/t16-,17-,18-/m0/s1
• InChIKey: GPFRMIHXGMVMGF-BZSNNMDCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,6S,7R)-4,4-difluoro-7-(4-hydroxyphenyl)-10-(methoxymethyl)-8-oxatricyclo[7.4.0.0^{2,6}]trideca-1(13),9,11-trien-12-ol
• IUPAC Traditional name: (2R,6S,7R)-4,4-difluoro-7-(4-hydroxyphenyl)-10-(methoxymethyl)-8-oxatricyclo[7.4.0.0^{2,6}]trideca-1(13),9,11-trien-12-ol
• Synonyms: (3aS,4R,9bR)-2,2-difluoro-4-(4-hydroxyphenyl)-6-(methoxymethyl)-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol

Database IDs

• PubChem SID: 160968121; 99443507
• PubChem CID: 16758226

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.3107
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.472542
• LogD (pH = 7.4): 3.4673238
• Log P: 3.4726088
• Molar Refractivity: 92.6583 cm^3
• Polarizability: 35.15935 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.6
• LOG S: -3.94
• Solubility (Water): 4.13e-02 g/l

DETAILS

DrugBank - DB07036

Drug information: experimental