[(2R,3S)-2,3-dihydroxy-3-(1H-indol-3-yl)propoxy]phosphonic acid

• ChemBase ID: 3763
• Molecular Formular: C11H14NO6P
• Molecular Mass: 287.205721
• Monoisotopic Mass: 287.0558738
• SMILES: C(OP(=O)(O)O)[C@@H](O)[C@@H](O)c1c2c([nH]c1)cccc2
• Canonical SMILES: O[C@@H]([C@H](c1c[nH]c2c1cccc2)O)COP(=O)(O)O
• InChI: InChI=1S/C11H14NO6P/c13-10(6-18-19(15,16)17)11(14)8-5-12-9-4-2-1-3-7(8)9/h1-5,10-14H,6H2,(H2,15,16,17)/t10-,11+/m1/s1
• InChIKey: NQEQTYPJSIEPHW-MNOVXSKESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S)-2,3-dihydroxy-3-(1H-indol-3-yl)propoxy]phosphonic acid
• IUPAC Traditional name: indoleglycerol phosphate
• Synonyms: Indole-3-Glycerol Phosphate

Database IDs

• PubChem SID: 46504439; 160967201
• PubChem CID: 444150

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4864855
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -2.486228
• LogD (pH = 7.4): -3.3825672
• Log P: -0.07957787
• Molar Refractivity: 66.7583 cm^3
• Polarizability: 27.250292 Å^3
• Polar Surface Area: 123.01 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.21
• LOG S: -1.87
• Solubility (Water): 3.87e+00 g/l

DETAILS

DrugBank - DB04143

Drug information: experimental