2-[(2S,4S)-2-[(1S)-1-amino-2-hydroxyethyl]-4-[(4-hydroxyphenyl)methyl]-5-oxoimidazolidin-1-yl]acetic acid

• ChemBase ID: 3205
• Molecular Formular: C14H19N3O5
• Molecular Mass: 309.31776
• Monoisotopic Mass: 309.13247072
• SMILES: N[C@H](CO)[C@H]1N[C@@H](Cc2ccc(O)cc2)C(=O)N1CC(=O)O
• Canonical SMILES: OC[C@H]([C@H]1N[C@H](C(=O)N1CC(=O)O)Cc1ccc(cc1)O)N
• InChI: InChI=1S/C14H19N3O5/c15-10(7-18)13-16-11(14(22)17(13)6-12(20)21)5-8-1-3-9(19)4-2-8/h1-4,10-11,13,16,18-19H,5-7,15H2,(H,20,21)/t10-,11+,13+/m1/s1
• InChIKey: IOOVFQXJDCDSOE-MDZLAQPJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2S,4S)-2-[(1S)-1-amino-2-hydroxyethyl]-4-[(4-hydroxyphenyl)methyl]-5-oxoimidazolidin-1-yl]acetic acid
• IUPAC Traditional name: [(2S,4S)-2-[(1S)-1-amino-2-hydroxyethyl]-4-[(4-hydroxyphenyl)methyl]-5-oxoimidazolidin-1-yl]acetic acid
• Synonyms: [4-(4-Hydroxy-Benzyl)-2-(2-Hydroxy-1-Methyl-Ethyl)-5-Oxo-Imidazolidin-1-Yl]-Acetic Acid

Database IDs

• PubChem SID: 160966649; 46505470
• PubChem CID: 46936708

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.466728
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -3.2133026
• LogD (pH = 7.4): -3.299781
• Log P: -3.2137315
• Molar Refractivity: 76.2529 cm^3
• Polarizability: 30.419031 Å^3
• Polar Surface Area: 136.12 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.39
• LOG S: -1.72
• Solubility (Water): 5.93e+00 g/l

DETAILS

DrugBank - DB03537

Drug information: experimental