3-amino-4-(propylamino)cyclobut-3-ene-1,2-dione

• ChemBase ID: 160449
• Molecular Formular: C7H10N2O2
• Molecular Mass: 154.1665
• Monoisotopic Mass: 154.07422757
• SMILES: C1(=O)C(=C(C1=O)NCCC)N
• Canonical SMILES: CCCNC1=C(N)C(=O)C1=O
• InChI: InChI=1S/C7H10N2O2/c1-2-3-9-5-4(8)6(10)7(5)11/h9H,2-3,8H2,1H3
• InChIKey: BNXSOTNBHPGHGZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-4-(propylamino)cyclobut-3-ene-1,2-dione
• IUPAC Traditional name: 3-amino-4-(propylamino)cyclobut-3-ene-1,2-dione
• Synonyms: 3-Amino-4-(propylamino)-3-cyclobutene-1,2-dione

Database IDs

• CAS Number: 282093-54-3
• PubChem SID: 162254584
• PubChem CID: 2826639

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.19849001
• LogD (pH = 7.4): -0.19848987
• Log P: -0.19848987
• Molar Refractivity: 42.1574 cm^3
• Polarizability: 15.120548 Å^3
• Polar Surface Area: 72.19 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A628225

A novel class of sugar-nucleotide mimics. Sugar-nucleotides such as GDP-mannose, GDP-furose and UDP-glucose are important biomolecules with a central role in carbohydrate and glycoconjugate biosynthesis metabolites and cell signaling.

REFERENCES

• Ko, H., et al.: J. Med. Chem., 50, 2030 (2007)
• Lairson, L.L., et al.: Annu. Rev. Biochem., 77, 521 (2007)