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

• ChemBase ID: 5279
• Molecular Formular: C18H16F2O3
• Molecular Mass: 318.3146464
• Monoisotopic Mass: 318.10675081
• SMILES: c12c([C@H]3[C@@H]([C@@H](O2)c2ccc(cc2)O)CC(F)(F)C3)cc(cc1)O
• Canonical SMILES: Oc1ccc(cc1)[C@@H]1Oc2ccc(cc2[C@H]2[C@@H]1CC(C2)(F)F)O
• InChI: InChI=1S/C18H16F2O3/c19-18(20)8-14-13-7-12(22)5-6-16(13)23-17(15(14)9-18)10-1-3-11(21)4-2-10/h1-7,14-15,17,21-22H,8-9H2/t14-,15-,17-/m0/s1
• InChIKey: QJSMFUTULGSHNQ-ZOBUZTSGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,6S,7R)-4,4-difluoro-7-(4-hydroxyphenyl)-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)-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)-1,2,3,3A,4,9B-HEXAHYDROCYCLOPENTA[C]CHROMEN-8-OL

Database IDs

• PubChem SID: 99444109; 160968708
• PubChem CID: 11197931

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.350486
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.5967712
• LogD (pH = 7.4): 3.5920098
• Log P: 3.596832
• Molar Refractivity: 81.0912 cm^3
• Polarizability: 30.772459 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.78
• LOG S: -3.78
• Solubility (Water): 5.32e-02 g/l

DETAILS

DrugBank - DB07638

Drug information: experimental