3-(3-{carboxy[(3R,5S)-3,5-dimethylpiperidin-1-yl]methyl}-5-methoxy-1H-indol-1-yl)propanoic acid

• ChemBase ID: 222963
• Molecular Formular: C21H28N2O5
• Molecular Mass: 388.45742
• Monoisotopic Mass: 388.19982201
• SMILES: c1(c2c(n(c1)CCC(=O)O)ccc(c2)OC)C(N1C[C@H](C[C@H](C1)C)C)C(=O)O
• Canonical SMILES: COc1ccc2c(c1)c(cn2CCC(=O)O)C(C(=O)O)N1C[C@H](C)C[C@@H](C1)C
• InChI: InChI=1S/C21H28N2O5/c1-13-8-14(2)11-23(10-13)20(21(26)27)17-12-22(7-6-19(24)25)18-5-4-15(28-3)9-16(17)18/h4-5,9,12-14,20H,6-8,10-11H2,1-3H3,(H,24,25)(H,26,27)/t13-,14+,20?
• InChIKey: CVZYCCJMVMSEJF-RAKKMVLPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3-{carboxy[(3R,5S)-3,5-dimethylpiperidin-1-yl]methyl}-5-methoxy-1H-indol-1-yl)propanoic acid
• IUPAC Traditional name: 3-(3-{carboxy[(3R,5S)-3,5-dimethylpiperidin-1-yl]methyl}-5-methoxyindol-1-yl)propanoic acid

Database IDs

• PubChem SID: 164278873
• PubChem CID: 45490606

CALCULATED PROPERTIES

• Acid pKa: 1.4930383
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.1252588
• LogD (pH = 7.4): -2.7947042
• Log P: 0.28711924
• Molar Refractivity: 104.7462 cm^3
• Polarizability: 41.96219 Å^3
• Polar Surface Area: 92.0 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Isomers
• Classification: Derivatives & analogs of Natural Compounds