2-amino-2-{1H-pyrrolo[2,3-b]pyridin-3-yl}acetic acid

• ChemBase ID: 160937
• Molecular Formular: C9H9N3O2
• Molecular Mass: 191.18666
• Monoisotopic Mass: 191.06947654
• SMILES: c12c(cccn1)c(c[nH]2)C(N)C(=O)O
• Canonical SMILES: NC(c1c[nH]c2c1cccn2)C(=O)O
• InChI: InChI=1S/C9H9N3O2/c10-7(9(13)14)6-4-12-8-5(6)2-1-3-11-8/h1-4,7H,10H2,(H,11,12)(H,13,14)
• InChIKey: JAOJSANZQPPJLZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-2-{1H-pyrrolo[2,3-b]pyridin-3-yl}acetic acid
• IUPAC Traditional name: amino(1H-pyrrolo[2,3-b]pyridin-3-yl)acetic acid
• Synonyms: α-Amino-1H-pyrrolo[2,3-b]pyridine-3-acetic Acid; D,L-7-Aza-3-indolylglycine

Database IDs

• CAS Number: 1052209-51-4
• PubChem SID: 162255072
• PubChem CID: 5819113

CALCULATED PROPERTIES

• Acid pKa: 1.8859946
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.2247736
• LogD (pH = 7.4): -2.2336948
• Log P: -2.2247176
• Molar Refractivity: 49.2435 cm^3
• Polarizability: 19.699215 Å^3
• Polar Surface Area: 92.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous Sodium Hydroxide Solution
• Apperance: Off-White Solid
• Melting Point: 242-246°C

REFERENCES

• Alexander, R., et al.: Bioorg. Med. Chem. Lett., 18, 4316 (2008)