methyl 2-[(5R)-3-(4-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]acetate

• ChemBase ID: 5520
• Molecular Formular: C12H13NO4
• Molecular Mass: 235.23592
• Monoisotopic Mass: 235.0844579
• SMILES: COC(=O)C[C@@H]1ON=C(C1)c1ccc(O)cc1
• Canonical SMILES: COC(=O)C[C@@H]1ON=C(C1)c1ccc(cc1)O
• InChI: InChI=1S/C12H13NO4/c1-16-12(15)7-10-6-11(13-17-10)8-2-4-9(14)5-3-8/h2-5,10,14H,6-7H2,1H3/t10-/m1/s1
• InChIKey: AIXMJTYHQHQJLU-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-[(5R)-3-(4-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]acetate
• IUPAC Traditional name: methyl 2-[(5R)-3-(4-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]acetate
• Synonyms: 3-(4-HYDROXYPHENYL)-4,5-DIHYDRO-5-ISOXAZOLE-ACETIC ACID METHYL ESTER

Database IDs

• PubChem SID: 99444359; 160968948
• PubChem CID: 6323362

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.964134
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.4630516
• LogD (pH = 7.4): 1.4620136
• Log P: 1.4737674
• Molar Refractivity: 60.1093 cm^3
• Polarizability: 23.467617 Å^3
• Polar Surface Area: 68.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.22
• LOG S: -2.78
• Solubility (Water): 3.89e-01 g/l

DETAILS

DrugBank - DB07888

Drug information: experimental