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

• ChemBase ID: 172234
• Molecular Formular: C28H31NO5S
• Molecular Mass: 493.61444
• Monoisotopic Mass: 493.1922941
• SMILES: c1c(cc2c(c1)[C@H]([C@H](CC2)c1ccccc1)c1ccc(cc1)OCCN1CCCC1)OS(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)Oc1ccc2c(c1)CC[C@@H]([C@@H]2c1ccc(cc1)OCCN1CCCC1)c1ccccc1
• InChI: InChI=1S/C28H31NO5S/c30-35(31,32)34-25-13-15-27-23(20-25)10-14-26(21-6-2-1-3-7-21)28(27)22-8-11-24(12-9-22)33-19-18-29-16-4-5-17-29/h1-3,6-9,11-13,15,20,26,28H,4-5,10,14,16-19H2,(H,30,31,32)/t26-,28+/m1/s1
• InChIKey: NXQINUGCNDMKEW-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-yl]oxidanesulfonic acid
• IUPAC Traditional name: [(5R,6S)-6-phenyl-5-{4-[2-(pyrrolidin-1-yl)(^2H₄)ethoxy]phenyl}-5,6,7,8-tetrahydronaphthalen-2-yl]oxidanesulfonic acid
• Synonyms: (5R,6S)-5,6,7,8-Tetrahydro-6-phenyl-5-[4-[2-(1-pyrrolidinyl)ethoxy-d4]phenyl]-2-naphthalenol 2-(Hydrogen Sulfate); Lasofoxifene-d4 Sulfate

Database IDs

• PubChem SID: 164228144
• PubChem CID: 71749755

CALCULATED PROPERTIES

• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true
• Acid pKa: -1.8057393
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 4.2771277
• LogD (pH = 7.4): 4.2679844
• Log P: 4.2772417
• Molar Refractivity: 136.8234 cm^3
• Polarizability: 53.714752 Å^3

DETAILS

Toronto Research Chemicals - L176522

A labelled metabolite of Lasofoxifene (L176500) in humans.

REFERENCES

• Monks, T., et al.: Toxicol. Appl. Pharmacol., 112, 2 (1992)
• Luisetto, G., et al.: Bone Miner., 22, 9 (1992)
• Rosati, R., et al.: J. Med. Chem., 41, 2928 (1992)
• Mattiuz, E., et al.: Drug Metab. Dispos., 31, 88 (1992)
• Kamel, A., et al.: Curr Drug. Metab.