6-[6-amino-8-(sulfanylmethyl)-9H-purin-9-yl]-2,7-dihydroxy-hexahydro-1,3,5,2λ5-furo[3,2-d][1,3,2λ5]dioxaphosphinin-2-one

• ChemBase ID: 131284
• Molecular Formular: C11H14N5O6PS
• Molecular Mass: 375.297521
• Monoisotopic Mass: 375.04024082
• SMILES: c1nc(c2c(n1)n(c(n2)CS)C1C(C2C(O1)COP(=O)(O2)O)O)N
• Canonical SMILES: SCc1nc2c(n1C1OC3C(C1O)OP(=O)(OC3)O)ncnc2N
• InChI: InChI=1S/C11H14N5O6PS/c12-9-6-10(14-3-13-9)16(5(2-24)15-6)11-7(17)8-4(21-11)1-20-23(18,19)22-8/h3-4,7-8,11,17,24H,1-2H2,(H,18,19)(H2,12,13,14)
• InChIKey: GPUNSPOSQRRPTH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-[6-amino-8-(sulfanylmethyl)-9H-purin-9-yl]-2,7-dihydroxy-hexahydro-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-2-one
• IUPAC Traditional name: 6-[6-amino-8-(sulfanylmethyl)purin-9-yl]-2,7-dihydroxy-tetrahydro-4H-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-2-one
• Synonyms: 8-Thiomethyladenosine 3′:5′-cyclic monophosphate

Database IDs

• CAS Number: 61866-10-2
• PubChem SID: 162225562
• PubChem CID: 1924

CALCULATED PROPERTIES

• Acid pKa: 1.8324846
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -3.4099412
• LogD (pH = 7.4): -3.3481493
• Log P: -3.6526246
• Molar Refractivity: 82.5594 cm^3
• Polarizability: 32.76559 Å^3
• Polar Surface Area: 154.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C