[3-(1H-indol-3-yl)propoxy]phosphonic acid

• ChemBase ID: 2869
• Molecular Formular: C11H14NO4P
• Molecular Mass: 255.206921
• Monoisotopic Mass: 255.06604456
• SMILES: [nH]1cc(c2ccccc12)CCCOP(=O)(O)O
• Canonical SMILES: OP(=O)(OCCCc1c[nH]c2c1cccc2)O
• InChI: InChI=1S/C11H14NO4P/c13-17(14,15)16-7-3-4-9-8-12-11-6-2-1-5-10(9)11/h1-2,5-6,8,12H,3-4,7H2,(H2,13,14,15)
• InChIKey: NKEZSFZOUIIZFL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-(1H-indol-3-yl)propoxy]phosphonic acid
• IUPAC Traditional name: indolepropanol phosphate
• Synonyms: Indole-3-Propanol Phosphate

Database IDs

• PubChem SID: 46504832; 160966316
• PubChem CID: 3713

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7957153
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.46248075
• LogD (pH = 7.4): -1.1371748
• Log P: 1.9143219
• Molar Refractivity: 64.1893 cm^3
• Polarizability: 25.92264 Å^3
• Polar Surface Area: 82.55 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.21
• LOG S: -2.2
• Solubility (Water): 1.59e+00 g/l

DETAILS

DrugBank - DB03171

Drug information: experimental