{3-[2-(dimethylamino)(2H4)ethyl]-1H-indol-5-yl}(2H2)methanol

• ChemBase ID: 170809
• Molecular Formular: C13H18N2O
• Molecular Mass: 218.29482
• Monoisotopic Mass: 218.14191321
• SMILES: c1(ccc2c(c1)c(c[nH]2)CCN(C)C)CO
• Canonical SMILES: OCc1ccc2c(c1)c(CCN(C)C)c[nH]2
• InChI: InChI=1S/C13H18N2O/c1-15(2)6-5-11-8-14-13-4-3-10(9-16)7-12(11)13/h3-4,7-8,14,16H,5-6,9H2,1-2H3
• InChIKey: QISRIZCNFDUGMK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {3-[2-(dimethylamino)(^2H₄)ethyl]-1H-indol-5-yl}(^2H₂)methanol
• IUPAC Traditional name: {3-[2-(dimethylamino)(^2H₄)ethyl]-1H-indol-5-yl}(^2H₂)methanol
• Synonyms: 3-[2-(Dimethylamino)ethyl]-1H-Indole-5-methanol-d6; 5-Hydroxymethyl-N,N-dimethyltryptamine-d6

Database IDs

• PubChem SID: 164226719
• PubChem CID: 71749143

CALCULATED PROPERTIES

• Acid pKa: 14.918024
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.8575764
• LogD (pH = 7.4): -0.5951334
• Log P: 1.534716
• Molar Refractivity: 67.2581 cm^3
• Polarizability: 26.938517 Å^3
• Polar Surface Area: 39.26 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Methanol

DETAILS

Toronto Research Chemicals - H946832

Degradation product of Sumatriptan Succinate (S810000).

REFERENCES

• Xu, X. et al.: J. Pharmaceut. Biomed. 367, 26 (2001)