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

• ChemBase ID: 2459
• Molecular Formular: C10H18N5O19P5
• Molecular Mass: 667.140825
• Monoisotopic Mass: 666.92840653
• SMILES: Nc1c2ncn([C@@H]3O[C@H](CO[P@](=O)(O)O[P@@](=O)(O)O[P@](=O)(O)O[P@](=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]3O)c2ncn1
• Canonical SMILES: O[C@@H]1[C@@H](CO[P@@](=O)(O[P@](=O)(O[P@@](=O)(O[P@@](=O)(OP(=O)(O)O)O)O)O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C10H18N5O19P5/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(30-10)1-29-36(21,22)32-38(25,26)34-39(27,28)33-37(23,24)31-35(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H,25,26)(H,27,28)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
• InChIKey: WYJWVZZCMBUPSP-KQYNXXCUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• IUPAC Traditional name: @adenosine-5'-pentaphosphate
• Synonyms: Adenosine-5'-Pentaphosphate

Database IDs

• PubChem SID: 46506020; 160965909
• PubChem CID: 193491

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.38412148
• H Acceptors: 18
• H Donor: 9
• LogD (pH = 5.5): -15.285115
• LogD (pH = 7.4): -16.07425
• Log P: -8.198481
• Molar Refractivity: 117.5601 cm^3
• Polarizability: 48.27932 Å^3
• Polar Surface Area: 372.19 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.44
• LOG S: -2.08
• Solubility (Water): 5.58e+00 g/l

DETAILS

DrugBank - DB02738

Drug information: experimental