{2-formamido-4-[(1R)-1-hydroxy-2-{[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino}ethyl]phenyl}oxidanesulfonic acid

• ChemBase ID: 169360
• Molecular Formular: C19H24N2O7S
• Molecular Mass: 424.46806
• Monoisotopic Mass: 424.13042212
• SMILES: c1c(c(cc(c1)[C@H](CN[C@@H](Cc1ccc(cc1)OC)C)O)NC=O)OS(=O)(=O)O
• Canonical SMILES: O=CNc1cc(ccc1OS(=O)(=O)O)[C@H](CN[C@@H](Cc1ccc(cc1)OC)C)O
• InChI: InChI=1S/C19H24N2O7S/c1-13(9-14-3-6-16(27-2)7-4-14)20-11-18(23)15-5-8-19(28-29(24,25)26)17(10-15)21-12-22/h3-8,10,12-13,18,20,23H,9,11H2,1-2H3,(H,21,22)(H,24,25,26)/t13-,18+/m1/s1
• InChIKey: SYCKLDLMANMYDY-ACJLOTCBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-formamido-4-[(1R)-1-hydroxy-2-{[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino}ethyl]phenyl}oxidanesulfonic acid
• IUPAC Traditional name: {2-formamido-4-[(1R)-1-hydroxy-2-{[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino}ethyl]phenyl}oxidanesulfonic acid
• Synonyms: rel-N-[5-[(1R)-1-Hydroxy-2-[[(1R)-2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]-2-(sulfooxy)phenyl]formamide; rac Formoterol O-Sulfate

Database IDs

• CAS Number: 250336-08-4
• PubChem SID: 162263492
• PubChem CID: 71316929

CALCULATED PROPERTIES

• Acid pKa: -2.1522624
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 1.0149816
• LogD (pH = 7.4): 1.0127283
• Log P: 1.0150093
• Molar Refractivity: 107.8633 cm^3
• Polarizability: 42.119846 Å^3
• Polar Surface Area: 134.19 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F693420

A metabolite of Formoterol (F693400).

REFERENCES

• Rosenborg, J. et al.: Drug Metab. Disp., 27, 1104 (1999)