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

• ChemBase ID: 3405
• Molecular Formular: C11H19N5O15P4
• Molecular Mass: 585.188104
• Monoisotopic Mass: 584.98281145
• SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@@H](CO[P@@](=O)(O)O[P@](=O)(O)C[P@@](=O)(O)OP(=O)(O)O)[C@H](O)[C@H]1O
• Canonical SMILES: O[C@H]1[C@H](CO[P@](=O)(O[P@@](=O)(C[P@](=O)(OP(=O)(O)O)O)O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C11H19N5O15P4/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(29-11)1-28-35(26,27)31-33(21,22)4-32(19,20)30-34(23,24)25/h2-3,5,7-8,11,17-18H,1,4H2,(H,19,20)(H,21,22)(H,26,27)(H2,12,13,14)(H2,23,24,25)/t5-,7-,8+,11+/m0/s1
• InChIKey: ARRGHMSEJJFDME-WOIOKPISSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[({[({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}methyl)(hydroxy)phosphoryl]oxy}phosphonic acid
• IUPAC Traditional name: [({[(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)methyl(hydroxy)phosphoryl]oxyphosphonic acid
• Synonyms: Adenosine-5'-[Beta, Gamma-Methylene]Tetraphosphate

Database IDs

• PubChem SID: 46505383; 160966845
• PubChem CID: 46936784

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4557855
• H Acceptors: 16
• H Donor: 8
• LogD (pH = 5.5): -12.594717
• LogD (pH = 7.4): -13.401976
• Log P: -6.9825354
• Molar Refractivity: 109.0409 cm^3
• Polarizability: 44.425095 Å^3
• Polar Surface Area: 316.43 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.45
• LOG S: -2.09
• Solubility (Water): 4.81e+00 g/l

DETAILS

DrugBank - DB03755

Drug information: experimental