3-(8-cyclopentyl-2,6-dioxo-1-propyl-2,3,6,7-tetrahydro-1H-purin-3-yl)propyl 4-(fluorosulfonyl)benzoate

• ChemBase ID: 153105
• Molecular Formular: C23H27FN4O6S
• Molecular Mass: 506.5470832
• Monoisotopic Mass: 506.16353382
• SMILES: CCCn1c(=O)c2c(nc([nH]2)C2CCCC2)n(c1=O)CCCOC(=O)c1ccc(cc1)S(=O)(=O)F
• Canonical SMILES: CCCn1c(=O)n(CCCOC(=O)c2ccc(cc2)S(=O)(=O)F)c2c(c1=O)[nH]c(n2)C1CCCC1
• InChI: InChI=1S/C23H27FN4O6S/c1-2-12-28-21(29)18-20(26-19(25-18)15-6-3-4-7-15)27(23(28)31)13-5-14-34-22(30)16-8-10-17(11-9-16)35(24,32)33/h8-11,15H,2-7,12-14H2,1H3,(H,25,26)
• InChIKey: XJLGXHIRSHTRPQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(8-cyclopentyl-2,6-dioxo-1-propyl-2,3,6,7-tetrahydro-1H-purin-3-yl)propyl 4-(fluorosulfonyl)benzoate
• IUPAC Traditional name: 3-(8-cyclopentyl-2,6-dioxo-1-propyl-7H-purin-3-yl)propyl 4-(fluorosulfonyl)benzoate
• Synonyms: 8-Cyclopentyl-N3-[3-(4-(fluorosulfonyl)benzoyloxy)propyl]-N1-propylxanthine; FSCPX

Database IDs

• CAS Number: 156547-56-7
• MDL Number: MFCD03452923
• PubChem SID: 24278443; 162247245
• PubChem CID: 133012

CALCULATED PROPERTIES

• Acid pKa: 8.011788
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.4247072
• LogD (pH = 7.4): 3.343715
• Log P: 3.4258783
• Molar Refractivity: 125.7879 cm^3
• Polarizability: 47.981922 Å^3
• Polar Surface Area: 129.74 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble10 mg/mL; H2O: insoluble
• Apperance: yellow 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 ... ADORA1(134)mouse ... Adora1(11539)rat ... Adora2a(25369)

Product Information

• Empirical Formula (Hill Notation): C23H27FN4O6S

DETAILS

Sigma Aldrich - F7927

Biochem/physiol Actions
Irreversible A1 adenosine receptor antagonist.