(5R,6S)-6-phenyl-5-{4-[2-(pyrrolidin-1-yl)(2H4)ethoxy]phenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

• ChemBase ID: 172228
• Molecular Formular: C28H31NO2
• Molecular Mass: 413.55124
• Monoisotopic Mass: 413.23547924
• SMILES: c1c(cc2c(c1)[C@H]([C@H](CC2)c1ccccc1)c1ccc(cc1)OCCN1CCCC1)O
• Canonical SMILES: Oc1ccc2c(c1)CC[C@@H]([C@@H]2c1ccc(cc1)OCCN1CCCC1)c1ccccc1
• InChI: InChI=1S/C28H31NO2/c30-24-11-15-27-23(20-24)10-14-26(21-6-2-1-3-7-21)28(27)22-8-12-25(13-9-22)31-19-18-29-16-4-5-17-29/h1-3,6-9,11-13,15,20,26,28,30H,4-5,10,14,16-19H2/t26-,28+/m1/s1
• InChIKey: GXESHMAMLJKROZ-IAPPQJPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,6S)-6-phenyl-5-{4-[2-(pyrrolidin-1-yl)(^2H₄)ethoxy]phenyl}-5,6,7,8-tetrahydronaphthalen-2-ol
• IUPAC Traditional name: (5R,6S)-6-phenyl-5-{4-[2-(pyrrolidin-1-yl)(^2H₄)ethoxy]phenyl}-5,6,7,8-tetrahydronaphthalen-2-ol
• Synonyms: rel-(5R,6S)-5,6,7,8-Tetrahydro-6-phenyl-5-[4-[2-(1-pyrrolidinyl)ethoxy-d4]phenyl]-2-naphthalenol; rac-(5R-cis)-5,6,7,8-Tetrahydro-6-phenyl-5-[4-[2-(1-pyrrolidinyl)ethoxy-d4]phenyl]-2-naphthalenol; rac Lasofoxifene-d4

Database IDs

• PubChem SID: 164228138
• PubChem CID: 25214008

CALCULATED PROPERTIES

• Acid pKa: 10.21183
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.0277708
• LogD (pH = 7.4): 4.618963
• Log P: 5.972224
• Molar Refractivity: 126.8316 cm^3
• Polarizability: 49.098663 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - L176502

rac Labelled Lasofoxifene (L176500). A next-generation selective estrogen receptor modulator for treating disorders associated with increased bone turnover and osteopenia.

REFERENCES

• Baumann, R., et al.: Biochem. Pharmacol., 55, 841 (1998)
• Ammann, P., et al.: Osteoporos Int., 10, 369 (1998)
• Alexandersen, P., et al.: J. Clin. Endocrinol. Metab., 86, 755 (1998)
• Bourrin, S., et al.: Bone, 30, 195 (1998)
• Buzdar, A., et al.: J. Clin. O