3-[5-methoxy-1-(4-methoxybenzenesulfonyl)-1H-indol-3-yl]propanoic acid

• ChemBase ID: 5362
• Molecular Formular: C19H19NO6S
• Molecular Mass: 389.42226
• Monoisotopic Mass: 389.09330833
• SMILES: C(Cc1cn(c2c1cc(cc2)OC)S(=O)(=O)c1ccc(cc1)OC)C(=O)O
• Canonical SMILES: COc1ccc(cc1)S(=O)(=O)n1cc(c2c1ccc(c2)OC)CCC(=O)O
• InChI: InChI=1S/C19H19NO6S/c1-25-14-4-7-16(8-5-14)27(23,24)20-12-13(3-10-19(21)22)17-11-15(26-2)6-9-18(17)20/h4-9,11-12H,3,10H2,1-2H3,(H,21,22)
• InChIKey: YMPALHOKRBVHOJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[5-methoxy-1-(4-methoxybenzenesulfonyl)-1H-indol-3-yl]propanoic acid
• IUPAC Traditional name: 3-[5-methoxy-1-(4-methoxybenzenesulfonyl)indol-3-yl]propanoic acid
• Synonyms: 3-{5-methoxy-1-[(4-methoxyphenyl)sulfonyl]-1H-indol-3-yl}propanoic acid

Database IDs

• PubChem SID: 99444195; 160968791
• PubChem CID: 11395145

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.5274184
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.8030565
• LogD (pH = 7.4): -0.59865826
• Log P: 2.7683563
• Molar Refractivity: 98.9998 cm^3
• Polarizability: 40.333168 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.42
• LOG S: -4.2
• Solubility (Water): 2.44e-02 g/l

DETAILS

DrugBank - DB07724

Drug information: experimental