(2S)-2-amino-3-{2,4-dihydroxy-5-[(E)-(2-phenylethylidene)amino]phenyl}propanoic acid

• ChemBase ID: 4641
• Molecular Formular: C17H18N2O4
• Molecular Mass: 314.33582
• Monoisotopic Mass: 314.12665707
• SMILES: N[C@@H](Cc1c(O)cc(c(c1)/N=C/Cc1ccccc1)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1cc(/N=C/Cc2ccccc2)c(cc1O)O)N
• InChI: InChI=1S/C17H18N2O4/c18-13(17(22)23)8-12-9-14(16(21)10-15(12)20)19-7-6-11-4-2-1-3-5-11/h1-5,7,9-10,13,20-21H,6,8,18H2,(H,22,23)/b19-7+/t13-/m0/s1
• InChIKey: BSKROLLIUIDPDT-KUJOXMSCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-{2,4-dihydroxy-5-[(E)-(2-phenylethylidene)amino]phenyl}propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-{2,4-dihydroxy-5-[(E)-(2-phenylethylidene)amino]phenyl}propanoic acid
• Synonyms: 2-HYDROXY-5-{[(1E)-2-PHENYLETHYLIDENE]AMINO}-L-TYROSINE

Database IDs

• PubChem SID: 99443459; 160968073
• PubChem CID: 46937041

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4608043
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.16284123
• LogD (pH = 7.4): -0.21938255
• Log P: -0.15747538
• Molar Refractivity: 88.2059 cm^3
• Polarizability: 33.089687 Å^3
• Polar Surface Area: 116.14 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.27
• LOG S: -3.6
• Solubility (Water): 7.92e-02 g/l

DETAILS

DrugBank - DB06988

Drug information: experimental