2-(1-benzyl-5-methoxy-2-methyl-1H-indol-3-yl)acetic acid

• ChemBase ID: 2823
• Molecular Formular: C19H19NO3
• Molecular Mass: 309.35906
• Monoisotopic Mass: 309.13649347
• SMILES: COc1cc2c(cc1)n(c(c2CC(=O)O)C)Cc1ccccc1
• Canonical SMILES: COc1ccc2c(c1)c(CC(=O)O)c(n2Cc1ccccc1)C
• InChI: InChI=1S/C19H19NO3/c1-13-16(11-19(21)22)17-10-15(23-2)8-9-18(17)20(13)12-14-6-4-3-5-7-14/h3-10H,11-12H2,1-2H3,(H,21,22)
• InChIKey: ZEKCBTQHDTUHRJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1-benzyl-5-methoxy-2-methyl-1H-indol-3-yl)acetic acid
• IUPAC Traditional name: (1-benzyl-5-methoxy-2-methylindol-3-yl)acetic acid
• Synonyms: 1-Benzyl-5-Methoxy-2-Methyl-1h-Indol-3-Yl)-Acetic Acid

Database IDs

• PubChem SID: 46505875; 160966271
• PubChem CID: 1372

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.4516087
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.6156266
• LogD (pH = 7.4): 0.85210377
• Log P: 3.6997952
• Molar Refractivity: 89.5743 cm^3
• Polarizability: 35.366817 Å^3
• Polar Surface Area: 51.46 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.82
• LOG S: -4.48
• Solubility (Water): 1.01e-02 g/l

DETAILS

DrugBank - DB03121

Drug information: experimental