(2S)-2-amino-3-{pyrrolo[2,3-b]pyridin-3-yl}propanoic acid

• ChemBase ID: 3819
• Molecular Formular: C10H11N3O2
• Molecular Mass: 205.21324
• Monoisotopic Mass: 205.08512661
• SMILES: N[C@@H](Cc1c[nH]c2ncccc12)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)Cc1c[nH]c2c1cccn2
• InChI: InChI=1S/C10H11N3O2/c11-8(10(14)15)4-6-5-13-9-7(6)2-1-3-12-9/h1-3,5,8H,4,11H2,(H,12,13)(H,14,15)/t8-/m0/s1
• InChIKey: SNLOIIPRZGMRAB-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-{pyrrolo[2,3-b]pyridin-3-yl}propanoic acid; (2S)-2-amino-3-{1H-pyrrolo[2,3-b]pyridin-3-yl}propanoic acid
• IUPAC Traditional name: @nz2-tryptophan; (2S)-2-amino-3-{1H-pyrrolo[2,3-b]pyridin-3-yl}propanoic acid
• Synonyms: Nz2-Tryptophan; 7-AZATRYPTOPHAN

Database IDs

• CAS Number: 1137-00-4
• PubChem SID: 160967256; 46508068
• PubChem CID: 7000165

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.2889085
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.9547148
• LogD (pH = 7.4): -1.9402728
• Log P: -1.9380924
• Molar Refractivity: 53.9985 cm^3
• Polarizability: 21.539085 Å^3
• Polar Surface Area: 92.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.14
• LOG S: -1.6
• Solubility (Water): 5.20e+00 g/l

PROPERTIES

Product Information

• Purity: 98%

DETAILS

DrugBank - DB04206

Drug information: experimental