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

• ChemBase ID: 1464
• Molecular Formular: C20H27N10O16P3
• Molecular Mass: 756.407063
• Monoisotopic Mass: 756.08193472
• SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@@H](CO[P@@](=O)(O)OP(=O)(O)O[P@](=O)(O)OC[C@@H]2O[C@H]([C@H](O)[C@H]2O)n2cnc3c2ncnc3N)[C@H](O)[C@H]1O
• Canonical SMILES: O[C@H]1[C@H](CO[P@](=O)(OP(=O)(O[P@@](=O)(OC[C@@H]2O[C@H]([C@@H]([C@H]2O)O)n2cnc3c2ncnc3N)O)O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C20H27N10O16P3/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(43-19)1-41-47(35,36)45-49(39,40)46-48(37,38)42-2-8-12(32)14(34)20(44-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13+,14+,19+,20+/m0/s1
• InChIKey: QCICUPZZLIQAPA-APSSSFQSSA-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}({[({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphinic acid
• IUPAC Traditional name: @bis(adenosine)-5'-triphosphate
• Synonyms: Bis(Adenosine)-5'-Triphosphate

Database IDs

• PubChem SID: 160964923; 46509170
• PubChem CID: 46936191

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.8688012
• H Acceptors: 20
• H Donor: 9
• LogD (pH = 5.5): -11.004597
• LogD (pH = 7.4): -11.374813
• Log P: -9.071529
• Molar Refractivity: 155.2309 cm^3
• Polarizability: 61.90963 Å^3
• Polar Surface Area: 387.44 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.26
• LOG S: -2.24
• Solubility (Water): 4.39e+00 g/l

DETAILS

DrugBank - DB01690

Drug information: experimental