(benzyloxy)({3-[2-(dimethylamino)(2H4)ethyl]-1H-indol-4-yl}oxy)phosphinic acid

• ChemBase ID: 161943
• Molecular Formular: C19H23N2O4P
• Molecular Mass: 374.370681
• Monoisotopic Mass: 374.13954386
• SMILES: c1cc(c2c(c1)[nH]cc2CCN(C)C)OP(=O)(O)OCc1ccccc1
• Canonical SMILES: CN(CCc1c[nH]c2c1c(ccc2)OP(=O)(OCc1ccccc1)O)C
• InChI: InChI=1S/C19H23N2O4P/c1-21(2)12-11-16-13-20-17-9-6-10-18(19(16)17)25-26(22,23)24-14-15-7-4-3-5-8-15/h3-10,13,20H,11-12,14H2,1-2H3,(H,22,23)
• InChIKey: GKAIYZRUCXEQSP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (benzyloxy)({3-[2-(dimethylamino)(^2H₄)ethyl]-1H-indol-4-yl}oxy)phosphinic acid
• IUPAC Traditional name: benzyloxy({3-[2-(dimethylamino)(^2H₄)ethyl]-1H-indol-4-yl}oxy)phosphinic acid
• Synonyms: 4-Benzyl-phosphoryl-N,N-dimethyltryptamine-d4; Cy 39-d4; O-Benzyl Indocybin-d4; O-Benzyl Psilocybine-d4; O-Benzyl-O-phosphoryl-4-hydroxy-N,N-dimethyltryptamine-d4; Psilocine O-Benzyl Phosphate-d4; O-Benzyl Psilocybin-d4

Database IDs

• PubChem SID: 162256078
• PubChem CID: 71313928

CALCULATED PROPERTIES

• Acid pKa: 1.3145463
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.9692134
• LogD (pH = 7.4): 1.9664533
• Log P: 1.969177
• Molar Refractivity: 102.3909 cm^3
• Polarizability: 40.930565 Å^3
• Polar Surface Area: 74.79 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Light Brown Oil

DETAILS

Toronto Research Chemicals - B288722

Protected precursor labelled Psilocybin.