2-amino-9-({[dihydroxy(2H5)propan-2-yl]oxy}methyl)-6,9-dihydro-1H-purin-6-one

• ChemBase ID: 169574
• Molecular Formular: C9H13N5O4
• Molecular Mass: 255.23062
• Monoisotopic Mass: 255.09675392
• SMILES: c1(=O)[nH]c(nc2c1ncn2COC(CO)CO)N
• Canonical SMILES: OCC(OCn1cnc2c1nc(N)[nH]c2=O)CO
• InChI: InChI=1S/C9H13N5O4/c10-9-12-7-6(8(17)13-9)11-3-14(7)4-18-5(1-15)2-16/h3,5,15-16H,1-2,4H2,(H3,10,12,13,17)
• InChIKey: IRSCQMHQWWYFCW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9-({[dihydroxy(^2H₅)propan-2-yl]oxy}methyl)-6,9-dihydro-1H-purin-6-one
• IUPAC Traditional name: 2-amino-9-({[dihydroxy(^2H₅)propan-2-yl]oxy}methyl)-1H-purin-6-one
• Synonyms: BW 759-d5; BW 759U-d5; BW-B 759U-d5; Biolf 62-d5; DHPG-d5; Denosine-d5; Gancyclovir-d5; Ganguard-d5; Ganquard-d5; HHEMG-d5; Hydroxyacyclovir-d5; Natclovir-d5; RS 21592-d5; Vitrasert-d5; Ganciclovir-d5; 2-Amino-1,9-dihydro-9-[[2-hydroxy-1-(hydroxymethyl)ethoxy-d5]methyl]-6H-purin-6-one; 2'-NDG-d5; 2'-Nor-2'-deoxyguanosine-d5; 9-(1,3-Dihydroxy-2-propoxymethyl)guanine-d5

Database IDs

• CAS Number: 1189966-73-1
• PubChem SID: 162263706
• PubChem CID: 71317038

CALCULATED PROPERTIES

• Acid pKa: 10.159807
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.1799848
• LogD (pH = 7.4): -2.1805685
• Log P: -2.1799026
• Molar Refractivity: 61.0293 cm^3
• Polarizability: 22.506752 Å^3
• Polar Surface Area: 134.99 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dmimethyl Sulfoxide; Methanol (hot); Water (hot),
• Apperance: White to Off-White Solid
• Melting Point: >25°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G235002

Labelled Ganciclovir (G235000). Ganciclovir is a nucleoside analog structurally related to Acyclovir (A192400). Ganciclovir is an antiviral.

REFERENCES

• Halloran, P.J. and Fenton, R.G.: Cancer Res., 58, 3855 (1998)
• Rubsam, L.Z., et al.: Cancer Res., 59, 669 (1998)
• Yamasaki, H., et al.: C.R. Acad. Sci. III, 322, 151 (1999)