(2S,3S)-2-(2H-1,3-benzodioxol-5-ylmethyl)-3-benzylbutanedioic acid

• ChemBase ID: 2187
• Molecular Formular: C19H18O6
• Molecular Mass: 342.34262
• Monoisotopic Mass: 342.1103383
• SMILES: [C@H](C(=O)O)(Cc1ccccc1)[C@@H](C(=O)O)Cc1cc2OCOc2cc1
• Canonical SMILES: OC(=O)[C@H]([C@@H](C(=O)O)Cc1ccccc1)Cc1ccc2c(c1)OCO2
• InChI: InChI=1S/C19H18O6/c20-18(21)14(8-12-4-2-1-3-5-12)15(19(22)23)9-13-6-7-16-17(10-13)25-11-24-16/h1-7,10,14-15H,8-9,11H2,(H,20,21)(H,22,23)/t14-,15-/m0/s1
• InChIKey: ASEJDWRSZYAIOT-GJZGRUSLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-(2H-1,3-benzodioxol-5-ylmethyl)-3-benzylbutanedioic acid
• IUPAC Traditional name: (2S,3S)-2-(2H-1,3-benzodioxol-5-ylmethyl)-3-benzylbutanedioic acid
• Synonyms: 2-Benzo[1,3]Dioxol-5-Ylmethyl-3-Benzyl-Succinic Acid

Database IDs

• PubChem SID: 160965640; 46508466
• PubChem CID: 5496627

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.615919
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.3352617
• LogD (pH = 7.4): -1.6732911
• Log P: 3.4674683
• Molar Refractivity: 87.8449 cm^3
• Polarizability: 34.5029 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.38
• LOG S: -3.34
• Solubility (Water): 1.56e-01 g/l

DETAILS

DrugBank - DB02450

Drug information: experimental