3-[(5-bromopyridin-2-yl)carbamoyl]propanoic acid

• ChemBase ID: 6186
• Molecular Formular: C9H9BrN2O3
• Molecular Mass: 273.08336
• Monoisotopic Mass: 271.97965416
• SMILES: Brc1cnc(cc1)NC(=O)CCC(=O)O
• Canonical SMILES: O=C(Nc1ccc(cn1)Br)CCC(=O)O
• InChI: InChI=1S/C9H9BrN2O3/c10-6-1-2-7(11-5-6)12-8(13)3-4-9(14)15/h1-2,5H,3-4H2,(H,14,15)(H,11,12,13)
• InChIKey: XFYYQDHEDOXWGA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(5-bromopyridin-2-yl)carbamoyl]propanoic acid
• IUPAC Traditional name: 3-[(5-bromopyridin-2-yl)carbamoyl]propanoic acid
• Synonyms: 4-[(5-bromopyridin-2-yl)amino]-4-oxobutanoic acid; N-(5-Bromo-pyridin-2-yl)-succinamic acid; 4-((5-Bromopyridin-2-yl)amino)-4-oxobutanoic acid; N-(5-Bromopyridin-2-yl)succinamic acid

Database IDs

• CAS Number: 188011-69-0
• MDL Number: MFCD00116442
• PubChem SID: 99445049; 160969611
• PubChem CID: 647833

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1743557
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.3019485
• LogD (pH = 7.4): -2.2958047
• Log P: 0.73427516
• Molar Refractivity: 57.5937 cm^3
• Polarizability: 21.583937 Å^3
• Polar Surface Area: 79.29 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.61
• LOG S: -2.87
• Solubility (Water): 3.68e-01 g/l

PROPERTIES

Physical Property

• Partition Coefficient: 0.722

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

DrugBank - DB08578

Drug information: experimental