({3-[2-(diethylamino)ethyl]-1H-indol-4-yl}oxy)phosphonic acid

• ChemBase ID: 127321
• Molecular Formular: C14H21N2O4P
• Molecular Mass: 312.301301
• Monoisotopic Mass: 312.12389379
• SMILES: CCN(CC)CCc1c[nH]c2cccc(OP(=O)(O)O)c12
• Canonical SMILES: CCN(CCc1c[nH]c2c1c(ccc2)OP(=O)(O)O)CC
• InChI: InChI=1S/C14H21N2O4P/c1-3-16(4-2)9-8-11-10-15-12-6-5-7-13(14(11)12)20-21(17,18)19/h5-7,10,15H,3-4,8-9H2,1-2H3,(H2,17,18,19)
• InChIKey: AAVKQQUBPHSCML-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({3-[2-(diethylamino)ethyl]-1H-indol-4-yl}oxy)phosphonic acid
• IUPAC Traditional name: ethocybin
• Synonyms: 4-Phosphoryloxy-''N'',''N''-diethyltryptamine; CEY-39; 4-phosphoryloxy-DET; 4-PO-DET; Ethocybin

Database IDs

• CAS Number: 60480-02-6
• PubChem SID: 162221642
• PubChem CID: 53633102
• Chemspider ID: 21106438
• Wikipedia Title: Ethocybin

CALCULATED PROPERTIES

• Acid pKa: 1.7448806
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.55482113
• LogD (pH = 7.4): -0.17772983
• Log P: 0.5772475
• Molar Refractivity: 82.7932 cm^3
• Polarizability: 32.864376 Å^3
• Polar Surface Area: 85.79 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true