2-hydroxy-5-propanamido(2H3)benzoic acid

• ChemBase ID: 176951
• Molecular Formular: C10H11NO4
• Molecular Mass: 209.19864
• Monoisotopic Mass: 209.06880784
• SMILES: c1cc(cc(c1O)C(=O)O)NC(=O)CC
• Canonical SMILES: CCC(=O)Nc1ccc(c(c1)C(=O)O)O
• InChI: InChI=1S/C10H11NO4/c1-2-9(13)11-6-3-4-8(12)7(5-6)10(14)15/h3-5,12H,2H2,1H3,(H,11,13)(H,14,15)
• InChIKey: WQIMCNDDLFCXFG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-5-propanamido(^2H₃)benzoic acid
• IUPAC Traditional name: 2-hydroxy-5-propanamido(^2H₃)benzoic acid
• Synonyms: 2-Hydroxy-5-[(1-oxopropyl)amino]benzoic-d3 Acid; N-Propionyl-d3 Mesalamine; N-Propionyl 5-Aminosalicylic Acid-d3; N-Propionyl Mesalazine-d3

Database IDs

• CAS Number: 1330265-97-8
• PubChem SID: 164232861
• PubChem CID: 71751788

CALCULATED PROPERTIES

• Acid pKa: 2.6152682
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.8810843
• LogD (pH = 7.4): -1.5904833
• Log P: 1.9155096
• Molar Refractivity: 54.785 cm^3
• Polarizability: 20.078842 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P789503

A labelled metabolite of Mesalazine (M258100).

REFERENCES

• Tjornelund, J., et al.: Xenobiotica, 21, 605 (1991)
• Klotz, U., et al.: Arzneim. -Forsch., 43, 1357 (1991)
• Bystrowska, B., et al.: J. Pharm. Biomed. Anal., 22, 341 (1991)
• Hussain, F., et al.: Br. J. Clin. Pharmacol., 49, 323 (1991)