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

• ChemBase ID: 3750
• Molecular Formular: C7H9N3O4
• Molecular Mass: 199.16406
• Monoisotopic Mass: 199.05930578
• SMILES: N[C@@H](Cn1ccc(=O)[nH]c1=O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cn1ccc(=O)[nH]c1=O)N
• InChI: InChI=1S/C7H9N3O4/c8-4(6(12)13)3-10-2-1-5(11)9-7(10)14/h1-2,4H,3,8H2,(H,12,13)(H,9,11,14)/t4-/m0/s1
• InChIKey: FACUYWPMDKTVFU-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)propanoic acid
• IUPAC Traditional name: willardiine; 3-(uracil-1-yl)-L-alanine
• Synonyms: S(-)-α-Amino--3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid; S(-)-Willardiine; Willardiine

Database IDs

• CAS Number: 21416-43-3
• MDL Number: MFCD00153879
• PubChem SID: 46504988; 24278009; 160967188
• PubChem CID: 440053

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.780317
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.000306
• LogD (pH = 7.4): -4.0343504
• Log P: -4.0001454
• Molar Refractivity: 44.6457 cm^3
• Polarizability: 17.330214 Å^3
• Polar Surface Area: 112.73 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.53
• LOG S: -0.96
• Solubility (Water): 2.17e+01 g/l

PROPERTIES

Physical Property

• Solubility: 0.1 M NaOH: soluble7.2 mg/mL; DMSO: insoluble; ethanol: insoluble; H2O: insoluble
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... GRIA1(2890), GRIA2(2891), GRIA3(2892), GRIA4(2893), GRIK1(2897), GRIK2(2898), GRIK3(2899), GRIK4(2900), GRIK5(2901)

DETAILS

DrugBank - DB04129

Drug information: experimental

Sigma Aldrich - W105

Biochem/physiol Actions
AMPA/kainate glutamate receptor agonist.