({[({[(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](hydroxy)phosphoryl}oxy)phosphonic acid

• ChemBase ID: 3043
• Molecular Formular: C11H20N5O14P3
• Molecular Mass: 539.222883
• Monoisotopic Mass: 539.02196024
• SMILES: CN1CN([C@@H]2O[C@@H](CO[P@@](=O)(O)O[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)(O[P@@](=O)(OP(=O)(O)O)O)O)O[C@H]([C@@H]1O)N1CN(c2c1nc(N)[nH]c2=O)C
• InChI: InChI=1S/C11H20N5O14P3/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(28-10)2-27-32(23,24)30-33(25,26)29-31(20,21)22/h4,6-7,10,17-18H,2-3H2,1H3,(H,23,24)(H,25,26)(H2,20,21,22)(H3,12,13,14,19)/t4-,6-,7+,10+/m0/s1
• InChIKey: BUJQMJUTTBGELS-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](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}oxy(hydroxy)phosphoryl)oxyphosphonic acid
• Synonyms: 7n-Methyl-8-Hydroguanosine-5'-Triphosphate

Database IDs

• PubChem SID: 46505476; 160966490
• PubChem CID: 46936652

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.8745294
• H Acceptors: 15
• H Donor: 8
• LogD (pH = 5.5): -9.28106
• LogD (pH = 7.4): -10.745162
• Log P: -3.8916247
• Molar Refractivity: 112.0068 cm^3
• Polarizability: 40.90066 Å^3
• Polar Surface Area: 283.47 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.74
• LOG S: -1.67
• Solubility (Water): 1.15e+01 g/l

DETAILS

DrugBank - DB03358

Drug information: experimental