5-amino-2-chloro-6H,7H-[1,3]thiazolo[4,5-d]pyrimidin-7-one

• ChemBase ID: 159927
• Molecular Formular: C5H3ClN4OS
• Molecular Mass: 202.62152
• Monoisotopic Mass: 201.97160942
• SMILES: c1(=O)[nH]c(nc2c1sc(n2)Cl)N
• Canonical SMILES: Clc1sc2c(n1)nc([nH]c2=O)N
• InChI: InChI=1S/C5H3ClN4OS/c6-4-8-2-1(12-4)3(11)10-5(7)9-2/h(H3,7,9,10,11)
• InChIKey: WFZAMWHTSBOQSR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-amino-2-chloro-6H,7H-[1,3]thiazolo[4,5-d]pyrimidin-7-one
• IUPAC Traditional name: 5-amino-2-chloro-6H-[1,3]thiazolo[4,5-d]pyrimidin-7-one
• Synonyms: 5-Amino-2-chloro-thiazolo[4,5-d]pyrimidin-7(6H)-one; 5-Amino-2-chloro-2,3-dihydrothiazolo[4,5-d]pyrimidine-7-(6H)-one

Database IDs

• CAS Number: 30161-95-6
• PubChem SID: 162254062
• PubChem CID: 15186668

CALCULATED PROPERTIES

• Acid pKa: 10.222421
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.7967523
• LogD (pH = 7.4): 0.7961873
• Log P: 0.7967657
• Molar Refractivity: 46.5206 cm^3
• Polarizability: 16.223583 Å^3
• Polar Surface Area: 80.37 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

Safety Information

• Storage Condition: Refrigerator

REFERENCES

• Nagahara, K., et al.: J. Med. Chem., 33, 407 (1990)