5-methoxy-3-(2H3)methyl-1H-indole-2-carboxylic acid

• ChemBase ID: 173020
• Molecular Formular: C11H11NO3
• Molecular Mass: 205.20994
• Monoisotopic Mass: 205.07389322
• SMILES: c1c(cc2c(c1)[nH]c(c2C)C(=O)O)OC
• Canonical SMILES: COc1ccc2c(c1)c(C)c([nH]2)C(=O)O
• InChI: InChI=1S/C11H11NO3/c1-6-8-5-7(15-2)3-4-9(8)12-10(6)11(13)14/h3-5,12H,1-2H3,(H,13,14)
• InChIKey: CPXMQDRGVOOXSQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methoxy-3-(^2H₃)methyl-1H-indole-2-carboxylic acid
• IUPAC Traditional name: 5-methoxy-3-(^2H₃)methyl-1H-indole-2-carboxylic acid
• Synonyms: 5-Methoxy-3-(methyl-d3)-1H-indole-2-carboxylic Acid; 5-Methoxy-3-(methyl-d3)-indole-2-carboxylic Acid

Database IDs

• PubChem SID: 164228930
• PubChem CID: 71750102

CALCULATED PROPERTIES

• Acid pKa: 3.4512813
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.03311771
• LogD (pH = 7.4): -1.3840294
• Log P: 2.005342
• Molar Refractivity: 55.7826 cm^3
• Polarizability: 22.220116 Å^3
• Polar Surface Area: 62.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M264422

The labelled analogue of an indole derivative with antispasmodic activity. It is used in the preparation of oxazinones as potential bactericides and monoamine oxidase inhibitors.

REFERENCES

• Hiremath, S.P. et al.: Ind. J. Chem., 31B, 583 (1992)
• Chou, C. et al.: Yao. Xue., 13, 438 (1992)