3-(1H-indol-4-yloxy)propane-1,2-diol

• ChemBase ID: 171624
• Molecular Formular: C11H13NO3
• Molecular Mass: 207.22582
• Monoisotopic Mass: 207.08954328
• SMILES: c1(cccc2c1cc[nH]2)OCC(CO)O
• Canonical SMILES: OCC(COc1cccc2c1cc[nH]2)O
• InChI: InChI=1S/C11H13NO3/c13-6-8(14)7-15-11-3-1-2-10-9(11)4-5-12-10/h1-5,8,12-14H,6-7H2
• InChIKey: FNZTVUHCYCHOFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1H-indol-4-yloxy)propane-1,2-diol
• IUPAC Traditional name: 3-(1H-indol-4-yloxy)propane-1,2-diol
• Synonyms: (2RS)-3-(1H-Indol-4-yloxy)-1,2-propanediol; Pindolol Imp. D (EP),; 3-(1H-Indol-4-yloxy)-1,2-propanediol

Database IDs

• CAS Number: 61212-32-6
• PubChem SID: 164227534
• PubChem CID: 583972

CALCULATED PROPERTIES

• Acid pKa: 13.623856
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.5938996
• LogD (pH = 7.4): 0.5938993
• Log P: 0.5938996
• Molar Refractivity: 55.8625 cm^3
• Polarizability: 22.968716 Å^3
• Polar Surface Area: 65.48 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I633500

Pindolol (P468000) impurity.

REFERENCES

• Ohia, S., et al.: Pharmacol. Exp. Ther., 255, 11 (1990)
• Juteau, H., et al.: Bioorg. Med. Chem., 9, 1977 (1990)