2-[2-(1H-indol-3-yl)acetamido]butanedioic acid

• ChemBase ID: 150635
• Molecular Formular: C14H14N2O5
• Molecular Mass: 290.27136
• Monoisotopic Mass: 290.09027156
• SMILES: c1ccc2c(c1)c(c[nH]2)CC(=O)NC(CC(=O)O)C(=O)O
• Canonical SMILES: O=C(Cc1c[nH]c2c1cccc2)NC(C(=O)O)CC(=O)O
• InChI: InChI=1S/C14H14N2O5/c17-12(16-11(14(20)21)6-13(18)19)5-8-7-15-10-4-2-1-3-9(8)10/h1-4,7,11,15H,5-6H2,(H,16,17)(H,18,19)(H,20,21)
• InChIKey: VAFNMNRKDDAKRM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(1H-indol-3-yl)acetamido]butanedioic acid
• IUPAC Traditional name: 2-[2-(1H-indol-3-yl)acetamido]butanedioic acid
• Synonyms: N-(3-Indolylacetyl)-DL-aspartic acid; N-(3-吲哚乙酰基)-DL-天冬氨酸

Database IDs

• CAS Number: 32449-99-3
• MDL Number: MFCD00050396
• PubChem SID: 24861361; 162244796
• PubChem CID: 4656408

CALCULATED PROPERTIES

• Acid pKa: 3.7408154
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.5153381
• LogD (pH = 7.4): -4.636967
• Log P: 0.5314252
• Molar Refractivity: 71.7849 cm^3
• Polarizability: 28.856733 Å^3
• Polar Surface Area: 119.49 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 198 °C (dec.)(lit.)

Safety Information

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

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C14H14N2O5

DETAILS

Sigma Aldrich - 345938

Packaging
250 mg in glass bottle
Application

• Building block in coordination chemistry with platinum and palladium ions1