(2S)-2-amino-3-(4-{[(propan-2-yl)amino]methyl}phenyl)propanoic acid

• ChemBase ID: 3900
• Molecular Formular: C13H20N2O2
• Molecular Mass: 236.3101
• Monoisotopic Mass: 236.15247789
• SMILES: CC(C)NCc1ccc(C[C@H](N)C(=O)O)cc1
• Canonical SMILES: CC(NCc1ccc(cc1)C[C@@H](C(=O)O)N)C
• InChI: InChI=1S/C13H20N2O2/c1-9(2)15-8-11-5-3-10(4-6-11)7-12(14)13(16)17/h3-6,9,12,15H,7-8,14H2,1-2H3,(H,16,17)/t12-/m0/s1
• InChIKey: RXWNCPQKMXQDHN-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(4-{[(propan-2-yl)amino]methyl}phenyl)propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-{4-[(isopropylamino)methyl]phenyl}propanoic acid
• Synonyms: 4-[(Isopropylamino)Methyl]Phenylalanine

Database IDs

• PubChem SID: 160967335; 46506065
• PubChem CID: 46936944

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.2723067
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -4.0142536
• LogD (pH = 7.4): -2.8636873
• Log P: -1.3063648
• Molar Refractivity: 67.5317 cm^3
• Polarizability: 26.775883 Å^3
• Polar Surface Area: 75.35 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.23
• LOG S: -3.09
• Solubility (Water): 1.92e-01 g/l

DETAILS

DrugBank - DB04292

Drug information: experimental