(2R)-2-amino-3-(carbamoylamino)propanoic acid

• ChemBase ID: 75839
• Molecular Formular: C4H9N3O3
• Molecular Mass: 147.13256
• Monoisotopic Mass: 147.06439116
• SMILES: OC(=O)[C@H](N)CNC(=O)N
• Canonical SMILES: NC(=O)NC[C@H](C(=O)O)N
• InChI: InChI=1S/C4H9N3O3/c5-2(3(8)9)1-7-4(6)10/h2H,1,5H2,(H,8,9)(H3,6,7,10)/t2-/m1/s1
• InChIKey: GZYFIMLSHBLMKF-UWTATZPHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-(carbamoylamino)propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-(carbamoylamino)propanoic acid
• Synonyms: 3-[(Aminocarbonyl)amino]-D-alanine; D-(-)-2-Amino-3-ureidopropionic Acid; D-Albizziin; L-Albizziin; L-(-)-2-Amino-3-ureidopropionic acid; (2S)-(-)-2-Amino-3-(carbamoylamino)propanoic acid

Database IDs

• CAS Number: 134053-09-1; 1483-07-4
• MDL Number: MFCD00007952
• PubChem SID: 162040757
• PubChem CID: 6993021

CALCULATED PROPERTIES

• Acid pKa: 2.0316815
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -4.5078354
• LogD (pH = 7.4): -4.538577
• Log P: -4.5078206
• Molar Refractivity: 31.819 cm^3
• Polarizability: 12.684027 Å^3
• Polar Surface Area: 118.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: >204°C (dec.); 218-220°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Irritant/Store below -20°C

DETAILS

Apollo Scientific Ltd - OR1200T

A glutamase and glutaminyl-tRNA synthetase inhibitor, as well as an intermediate in the synthesis of heterocycles. It is also a potential effector group in affinity chromatography. ** Packed with Ice Packs **

Toronto Research Chemicals - A511995

Albizziin is a glutamase inhibitor, a glutaminyl-tRNA synthetase inhibitor as well as an intermediate in the synthesis of heterocycles. It is also a potential effector group in affinity chromatography.

REFERENCES

• Beidler, D., et al.: Biochem. Pharmacol., 58, 1067 (1999)
• Dassonneville, L., et al.: Biochemistry, 38, 7719 (1999)
• Dirsch, V., et al.: Cancer Res., 61, 5817 (1999)
• Merschjohann, K., et al.: Planta Med., 67, 623 (1999)