2-[(1R)-1-(acetyloxy)-2-methoxy-2-oxoethyl]-5-aminobenzoic acid

• ChemBase ID: 5586
• Molecular Formular: C12H13NO6
• Molecular Mass: 267.23472
• Monoisotopic Mass: 267.07428714
• SMILES: C(=O)(O)c1cc(N)ccc1[C@@H](OC(=O)C)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H](c1ccc(cc1C(=O)O)N)OC(=O)C
• InChI: InChI=1S/C12H13NO6/c1-6(14)19-10(12(17)18-2)8-4-3-7(13)5-9(8)11(15)16/h3-5,10H,13H2,1-2H3,(H,15,16)/t10-/m1/s1
• InChIKey: DWYLZBJDRMVVPU-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R)-1-(acetyloxy)-2-methoxy-2-oxoethyl]-5-aminobenzoic acid
• IUPAC Traditional name: 2-[(1R)-1-(acetyloxy)-2-methoxy-2-oxoethyl]-5-aminobenzoic acid
• Synonyms: METHYL(2-ACETOXY-2-(2-CARBOXY-4-AMINO-PHENYL))ACETATE

Database IDs

• PubChem SID: 160969014; 99444428
• PubChem CID: 446501

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.3942633
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.9039106
• LogD (pH = 7.4): -2.6402159
• Log P: 0.05269814
• Molar Refractivity: 64.581 cm^3
• Polarizability: 24.68828 Å^3
• Polar Surface Area: 115.92 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.02
• LOG S: -2.52
• Solubility (Water): 8.12e-01 g/l

DETAILS

DrugBank - DB07957

Drug information: experimental