2-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid

• ChemBase ID: 5304
• Molecular Formular: C18H13NO7
• Molecular Mass: 355.29832
• Monoisotopic Mass: 355.06920176
• SMILES: O=C1c2c(cc(cc2)C(=O)O)C(=O)N1[C@@H](C(=O)O)Cc1ccc(O)cc1
• Canonical SMILES: Oc1ccc(cc1)C[C@@H](N1C(=O)c2c(C1=O)cc(cc2)C(=O)O)C(=O)O
• InChI: InChI=1S/C18H13NO7/c20-11-4-1-9(2-5-11)7-14(18(25)26)19-15(21)12-6-3-10(17(23)24)8-13(12)16(19)22/h1-6,8,14,20H,7H2,(H,23,24)(H,25,26)/t14-/m1/s1
• InChIKey: QISJEFYTLZTWIQ-CQSZACIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid
• IUPAC Traditional name: 2-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethyl]-1,3-dioxoisoindole-5-carboxylic acid
• Synonyms: 2-[(1R)-1-CARBOXY-2-(4-HYDROXYPHENYL)ETHYL]-1,3-DIOXOISOINDOLINE-5-CARBOXYLIC ACID

Database IDs

• PubChem SID: 99444134; 160968733
• PubChem CID: 7013169

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.788026
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -2.5495393
• LogD (pH = 7.4): -4.87756
• Log P: 1.9741906
• Molar Refractivity: 88.6461 cm^3
• Polarizability: 32.86761 Å^3
• Polar Surface Area: 132.21 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.58
• LOG S: -3.83
• Solubility (Water): 5.21e-02 g/l

DETAILS

DrugBank - DB07663

Drug information: experimental