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

• ChemBase ID: 3919
• Molecular Formular: C10H15N5O11P2
• Molecular Mass: 443.200522
• Monoisotopic Mass: 443.02432959
• SMILES: Nc1nc2c(ncn2[C@@H]2O[C@@H](CO[P@@](=O)(O)OP(=O)(O)O)[C@H](O)[C@H]2O)c(=O)[nH]1
• Canonical SMILES: O[C@H]1[C@H](CO[P@](=O)(OP(=O)(O)O)O)O[C@H]([C@@H]1O)n1cnc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C10H15N5O11P2/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6+,9+/m0/s1
• InChIKey: QGWNDRXFNXRZMB-BZKDHIKHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(2S,3R,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• IUPAC Traditional name: @guanosine-5'-diphosphate
• Synonyms: Guanosine-5'-Diphosphate

Database IDs

• CAS Number: 146-91-8
• PubChem SID: 160967354; 46508144
• PubChem CID: 6453837

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.9562854
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -7.642035
• LogD (pH = 7.4): -8.2959385
• Log P: -3.466006
• Molar Refractivity: 86.3669 cm^3
• Polarizability: 33.722054 Å^3
• Polar Surface Area: 248.28 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.51
• LOG S: -2.0
• Solubility (Water): 4.44e+00 g/l

DETAILS

DrugBank - DB04315

• Drug Groups: experimental
• Description: A guanine nucleotide containing two phosphate groups esterified to the sugar moiety. [PubChem]