trifluoroacetic acid [(2S,3R,4R,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2S)-2-amino-3-(1H-indol-3-yl)propanoate

• ChemBase ID: 181025
• Molecular Formular: C19H23F3N2O9
• Molecular Mass: 480.3891296
• Monoisotopic Mass: 480.13556499
• SMILES: [C@H]1([C@@H]([C@H]([C@@H](OC1O)COC(=O)[C@H](Cc1c[nH]c2c1cccc2)N)O)O)O.C(C(=O)O)(F)(F)F
• Canonical SMILES: OC(=O)C(F)(F)F.N[C@H](C(=O)OC[C@@H]1OC(O)[C@@H]([C@@H]([C@H]1O)O)O)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C17H22N2O7.C2HF3O2/c18-10(5-8-6-19-11-4-2-1-3-9(8)11)16(23)25-7-12-13(20)14(21)15(22)17(24)26-12;3-2(4,5)1(6)7/h1-4,6,10,12-15,17,19-22,24H,5,7,18H2;(H,6,7)/t10-,12-,13-,14+,15+,17?;/m0./s1
• InChIKey: LSPZTAJCUBFVAD-SZYYLQONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: trifluoroacetic acid [(2S,3R,4R,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2S)-2-amino-3-(1H-indol-3-yl)propanoate
• IUPAC Traditional name: trifluoroacetic acid [(2S,3R,4R,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2S)-2-amino-3-(1H-indol-3-yl)propanoate

Database IDs

• PubChem SID: 164236935
• PubChem CID: 52993149

CALCULATED PROPERTIES

• Acid pKa: 11.298297
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -2.514687
• LogD (pH = 7.4): -1.2151072
• Log P: -1.091691
• Molar Refractivity: 88.634 cm^3
• Polarizability: 36.898968 Å^3
• Polar Surface Area: 158.26 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Salt Data: CF3COOH
• Classification: Rare Derivatives of Natural Compounds