ethyl (2S)-2-acetamido-3-(1H-indol-3-yl)propanoate

• ChemBase ID: 150714
• Molecular Formular: C15H18N2O3
• Molecular Mass: 274.31502
• Monoisotopic Mass: 274.13174245
• SMILES: CCOC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)C
• Canonical SMILES: CCOC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)C
• InChI: InChI=1S/C15H18N2O3/c1-3-20-15(19)14(17-10(2)18)8-11-9-16-13-7-5-4-6-12(11)13/h4-7,9,14,16H,3,8H2,1-2H3,(H,17,18)/t14-/m0/s1
• InChIKey: KQGQONPKSKUHHT-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-2-acetamido-3-(1H-indol-3-yl)propanoate
• IUPAC Traditional name: ethyl (2S)-2-acetamido-3-(1H-indol-3-yl)propanoate
• Synonyms: N-Acetyl-L-tryptophan ethyl ester; Ethyl N-Acetyl-L-tryptophan; N-乙酰基-L-色氨酸乙酯

Database IDs

• CAS Number: 2382-80-1
• EC Number: 219-190-3
• MDL Number: MFCD00005643
• PubChem SID: 162244875
• PubChem CID: 2724382

CALCULATED PROPERTIES

• Acid pKa: 12.670671
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.4979256
• LogD (pH = 7.4): 1.4979236
• Log P: 1.4979256
• Molar Refractivity: 75.1643 cm^3
• Polarizability: 30.389053 Å^3
• Polar Surface Area: 71.19 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 112-114 °C(lit.)
• Optical Rotation: [α]20/D +45°, c = 0.5 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%; 99%
• Empirical Formula (Hill Notation): C15H18N2O3

DETAILS

Sigma Aldrich - 857726

Packaging
1 g in glass bottle