1,3-diethyl 2-acetamido-2-{1H-pyrrolo[2,3-b]pyridin-3-ylmethyl}propanedioate

• ChemBase ID: 168378
• Molecular Formular: C17H21N3O5
• Molecular Mass: 347.36574
• Monoisotopic Mass: 347.14812079
• SMILES: c1ccc2c(n1)[nH]cc2CC(C(=O)OCC)(C(=O)OCC)NC(=O)C
• Canonical SMILES: CCOC(=O)C(C(=O)OCC)(Cc1c[nH]c2c1cccn2)NC(=O)C
• InChI: InChI=1S/C17H21N3O5/c1-4-24-15(22)17(20-11(3)21,16(23)25-5-2)9-12-10-19-14-13(12)7-6-8-18-14/h6-8,10H,4-5,9H2,1-3H3,(H,18,19)(H,20,21)
• InChIKey: CWXWWNREJHXTSJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-diethyl 2-acetamido-2-{1H-pyrrolo[2,3-b]pyridin-3-ylmethyl}propanedioate
• IUPAC Traditional name: 1,3-diethyl 2-acetamido-2-{1H-pyrrolo[2,3-b]pyridin-3-ylmethyl}propanedioate
• Synonyms: 2-(Acetylamino)-2-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)propanedioic Acid 1,3-Diethyl Ester; Ethyl α-Acetamido-α-carbethoxy-β-(7-aza-3-indolyl)propionate

Database IDs

• CAS Number: 211179-97-4
• PubChem SID: 162262510
• PubChem CID: 5879937

CALCULATED PROPERTIES

• Acid pKa: 11.523851
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.9872084
• LogD (pH = 7.4): 1.0084289
• Log P: 1.008737
• Molar Refractivity: 88.6772 cm^3
• Polarizability: 35.180973 Å^3
• Polar Surface Area: 110.38 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Yellow With White Powder
• Melting Point: 95-130°C

DETAILS

Toronto Research Chemicals - E894650

An unusual alpha-amino acid with a very potent fluorescent activity. Its used as a vehicle for probing the structure and dynamics of protein and peptides.