(1S,2S,7S,10R,11S,14S,15R)-15-{2-[(3,5-difluorophenyl)methoxy]ethyl}-14-hydroxy-2-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one

• ChemBase ID: 5355
• Molecular Formular: C27H36F2O3
• Molecular Mass: 446.5697464
• Monoisotopic Mass: 446.26325145
• SMILES: c1c(F)cc(F)cc1COCC[C@]12CC[C@@H]3[C@@]4(C)CCC(=O)C[C@@H]4CC[C@H]3[C@@H]1CC[C@@H]2O
• Canonical SMILES: O=C1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)CCOCc1cc(F)cc(c1)F)C
• InChI: InChI=1S/C27H36F2O3/c1-26-8-6-21(30)14-18(26)2-3-22-23(26)7-9-27(24(22)4-5-25(27)31)10-11-32-16-17-12-19(28)15-20(29)13-17/h12-13,15,18,22-25,31H,2-11,14,16H2,1H3/t18-,22+,23-,24-,25-,26-,27+/m0/s1
• InChIKey: AJODXHGZHBERGJ-JLYQOUBASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,7S,10R,11S,14S,15R)-15-{2-[(3,5-difluorophenyl)methoxy]ethyl}-14-hydroxy-2-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one
• IUPAC Traditional name: (1S,2S,7S,10R,11S,14S,15R)-15-{2-[(3,5-difluorophenyl)methoxy]ethyl}-14-hydroxy-2-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one
• Synonyms: (5S,8R,9S,10S,13R,14S,17S)-13-{2-[(3,5-DIFLUOROBENZYL)OXY]ETHYL}-17-HYDROXY-10-METHYLHEXADECAHYDRO-3H-CYCLOPENTA[A]PHENANTHREN-3-ONE

Database IDs

• PubChem SID: 160968784; 99444188
• PubChem CID: 16750073

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.690241
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 5.072151
• LogD (pH = 7.4): 5.072151
• Log P: 5.072151
• Molar Refractivity: 119.9294 cm^3
• Polarizability: 46.803417 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.39
• LOG S: -5.46
• Solubility (Water): 1.55e-03 g/l

DETAILS

DrugBank - DB07717

Drug information: experimental