5-amino-2H,3H,6H,7H-[1,3]thiazolo[4,5-d]pyrimidine-2,7-dione

• ChemBase ID: 160499
• Molecular Formular: C5H4N4O2S
• Molecular Mass: 184.17586
• Monoisotopic Mass: 184.00549639
• SMILES: c1(=O)[nH]c(nc2c1sc(=O)[nH]2)N
• Canonical SMILES: O=c1[nH]c2c(s1)c(=O)[nH]c(n2)N
• InChI: InChI=1S/C5H4N4O2S/c6-4-7-2-1(3(10)9-4)12-5(11)8-2/h(H4,6,7,8,9,10,11)
• InChIKey: YDWRPBIUDIYAOX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-amino-2H,3H,6H,7H-[1,3]thiazolo[4,5-d]pyrimidine-2,7-dione
• IUPAC Traditional name: 5-amino-3H,6H-[1,3]thiazolo[4,5-d]pyrimidine-2,7-dione
• Synonyms: 5-Amino-thiazolo[4,5-d]pyrimidine-2,7-diol; 5-Aminothiazolo[4,5-d]pyrimidine-2,7(3H,6H)-dione

Database IDs

• CAS Number: 30161-97-8
• PubChem SID: 162254634
• PubChem CID: 14505729

CALCULATED PROPERTIES

• Acid pKa: 7.297304
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.67458636
• LogD (pH = 7.4): -0.9610325
• Log P: -0.6637752
• Molar Refractivity: 52.3013 cm^3
• Polarizability: 15.822358 Å^3
• Polar Surface Area: 96.58 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Sodium Hydroxide Soln.
• Apperance: Light Brown to Red Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A630340

Guanosine analog

REFERENCES

• Kini, G., et al.: J. Med. Chem., 34, 3006 (1991)