(2S)-2-amino-3-(2-hydroxyindol-3-yl)propanoic acid

• ChemBase ID: 3335
• Molecular Formular: C11H12N2O3
• Molecular Mass: 220.22458
• Monoisotopic Mass: 220.08479225
• SMILES: N[C@@H](Cc1c(O)[nH]c2ccccc12)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1c(O)[nH]c2c1cccc2)N
• InChI: InChI=1S/C11H12N2O3/c12-8(11(15)16)5-7-6-3-1-2-4-9(6)13-10(7)14/h1-4,8,13-14H,5,12H2,(H,15,16)/t8-/m0/s1
• InChIKey: VAUYGGXCASQWHK-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(2-hydroxyindol-3-yl)propanoic acid
• IUPAC Traditional name: @2-hydroxy-tryptophan
• Synonyms: 2-Hydroxy-Tryptophan

Database IDs

• PubChem SID: 46508982; 160966776
• PubChem CID: 17754204

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.0303798
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.0650207
• LogD (pH = 7.4): -1.0777602
• Log P: -1.0651908
• Molar Refractivity: 56.989 cm^3
• Polarizability: 23.378008 Å^3
• Polar Surface Area: 96.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.54
• LOG S: -1.69
• Solubility (Water): 4.50e+00 g/l

DETAILS

DrugBank - DB03679

Drug information: experimental