(2S)-2-amino-3-(5-bromo-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)propanoic acid

• ChemBase ID: 3630
• Molecular Formular: C7H8BrN3O4
• Molecular Mass: 278.06012
• Monoisotopic Mass: 276.96981775
• SMILES: N[C@@H](Cn1cc(Br)c(=O)[nH]c1=O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cn1cc(Br)c(=O)[nH]c1=O)N
• InChI: InChI=1S/C7H8BrN3O4/c8-3-1-11(2-4(9)6(13)14)7(15)10-5(3)12/h1,4H,2,9H2,(H,13,14)(H,10,12,15)/t4-/m0/s1
• InChIKey: AEKIJKSVXKWGRJ-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(5-bromo-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)propanoic acid
• IUPAC Traditional name: @bromo-willardiine
• Synonyms: Bromo-Willardiine

Database IDs

• PubChem SID: 160967068; 46506954
• PubChem CID: 167842

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.0056188
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.1770551
• LogD (pH = 7.4): -3.2882628
• Log P: -3.1759186
• Molar Refractivity: 52.255 cm^3
• Polarizability: 20.36204 Å^3
• Polar Surface Area: 112.73 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.8
• LOG S: -1.91
• Solubility (Water): 3.41e+00 g/l

DETAILS

DrugBank - DB04000

Drug information: experimental