2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6,9-dihydro-1H-purin-6-one

• ChemBase ID: 1504
• Molecular Formular: C10H15N5O3
• Molecular Mass: 253.2578
• Monoisotopic Mass: 253.11748937
• SMILES: Nc1nc2c(ncn2CCC(CO)CO)c(=O)[nH]1
• Canonical SMILES: OCC(CCn1cnc2c1nc(N)[nH]c2=O)CO
• InChI: InChI=1S/C10H15N5O3/c11-10-13-8-7(9(18)14-10)12-5-15(8)2-1-6(3-16)4-17/h5-6,16-17H,1-4H2,(H3,11,13,14,18)
• InChIKey: JNTOCHDNEULJHD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6,9-dihydro-1H-purin-6-one
• IUPAC Traditional name: penciclovir; PCV
• Synonyms: 9-(4-Hydroxy-3-(Hydroxymethyl)but-1-Yl)Guanine; 2-Amino-1,9-dihydro-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6H-purin-6-one; Denavir; Penciclovir; VSA 671; Penciclovir

Database IDs

• CAS Number: 39809-25-1
• PubChem SID: 162103323
• PubChem CID: 4725

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.170018
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.0656059
• LogD (pH = 7.4): -2.0661702
• Log P: -2.0655196
• Molar Refractivity: 65.0253 cm^3
• Polarizability: 23.482664 Å^3
• Polar Surface Area: 125.76 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.11
• LOG S: -1.54
• Solubility (Water): 7.34e+00 g/l

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid
• Melting Point: 275-275°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

DrugBank - DB01730

Drug information: experimental

Toronto Research Chemicals - P221500

An antiviral.

REFERENCES

• Weinberg, A., et al.: Antimicrob. Ag. Chemother., 36, 2037 (1992)
• McMeekin, J.R., et al.: Anal. Proc., 29, 178 (1992)