[({[(2S,3R,4R,5R)-5-(2-amino-7-methyl-6-oxo-6,7,8,9-tetrahydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid

• ChemBase ID: 1727
• Molecular Formular: C11H19N5O11P2
• Molecular Mass: 459.242982
• Monoisotopic Mass: 459.05562971
• SMILES: CN1CN([C@@H]2O[C@@H](CO[P@@](=O)(O)OP(=O)(O)O)[C@H](O)[C@H]2O)c2c1c(=O)[nH]c(N)n2
• Canonical SMILES: O[C@H]1[C@H](CO[P@](=O)(OP(=O)(O)O)O)O[C@H]([C@@H]1O)N1CN(c2c1nc(N)[nH]c2=O)C
• InChI: InChI=1S/C11H19N5O11P2/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(26-10)2-25-29(23,24)27-28(20,21)22/h4,6-7,10,17-18H,2-3H2,1H3,(H,23,24)(H2,20,21,22)(H3,12,13,14,19)/t4-,6-,7+,10+/m0/s1
• InChIKey: QQODJOAVWUWVHJ-FCIPNVEPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(2S,3R,4R,5R)-5-(2-amino-7-methyl-6-oxo-6,7,8,9-tetrahydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• IUPAC Traditional name: {[(2S,3R,4R,5R)-5-(2-amino-7-methyl-6-oxo-1,8-dihydropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxyphosphonic acid
• Synonyms: 7n-Methyl-8-Hydroguanosine-5'-Diphosphate

Database IDs

• PubChem SID: 46506566; 160965183
• PubChem CID: 46936268

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7465607
• H Acceptors: 13
• H Donor: 7
• LogD (pH = 5.5): -6.58922
• LogD (pH = 7.4): -7.946994
• Log P: -3.529138
• Molar Refractivity: 101.1339 cm^3
• Polarizability: 36.10003 Å^3
• Polar Surface Area: 236.94 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.74
• LOG S: -1.76
• Solubility (Water): 7.91e+00 g/l

DETAILS

DrugBank - DB01960

Drug information: experimental