(2S)-2-amino-3-(5-amino-2,4-dihydroxyphenyl)propanoic acid

• ChemBase ID: 2638
• Molecular Formular: C9H12N2O4
• Molecular Mass: 212.20258
• Monoisotopic Mass: 212.07970687
• SMILES: N[C@@H](Cc1cc(N)c(O)cc1O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1cc(N)c(cc1O)O)N
• InChI: InChI=1S/C9H12N2O4/c10-5-1-4(2-6(11)9(14)15)7(12)3-8(5)13/h1,3,6,12-13H,2,10-11H2,(H,14,15)/t6-/m0/s1
• InChIKey: OIXIYIGKZVEKPI-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(5-amino-2,4-dihydroxyphenyl)propanoic acid
• IUPAC Traditional name: @3-amino-6-hydroxy-tyrosine
• Synonyms: 3-Amino-6-Hydroxy-Tyrosine

Database IDs

• PubChem SID: 46507133; 160966087
• PubChem CID: 17754207

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.9890628
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -3.2424111
• LogD (pH = 7.4): -2.6518865
• Log P: -2.665673
• Molar Refractivity: 53.7785 cm^3
• Polarizability: 20.326147 Å^3
• Polar Surface Area: 129.8 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.57
• LOG S: -1.82
• Solubility (Water): 3.21e+00 g/l

DETAILS

DrugBank - DB02928

Drug information: experimental