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

• ChemBase ID: 2096
• Molecular Formular: C10H16N5O12P3S
• Molecular Mass: 523.246623
• Monoisotopic Mass: 522.97290187
• SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@@H](CO[P@@](=O)(S)O[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)(OP(=O)(O)O)O)S)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C10H16N5O12P3S/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(25-10)1-24-30(23,31)27-29(21,22)26-28(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,31)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7+,10+,30+/m0/s1
• InChIKey: ROYJKVPBJVNHCQ-RYCIEYKCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(R)-{[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(sulfanyl)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• IUPAC Traditional name: {[(R)-[(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(sulfanyl)phosphoryl]oxy(hydroxy)phosphoryl}oxyphosphonic acid
• Synonyms: Adenosine-5'-Rp-Alpha-Thio-Triphosphate

Database IDs

• PubChem SID: 160965550; 46508000
• PubChem CID: 52945393; 46936362

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.6674852
• H Acceptors: 13
• H Donor: 7
• LogD (pH = 5.5): -8.425788
• LogD (pH = 7.4): -8.903874
• Log P: -5.970634
• Molar Refractivity: 99.8055 cm^3
• Polarizability: 41.150047 Å^3
• Polar Surface Area: 258.9 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.46
• LOG S: -2.15
• Solubility (Water): 3.71e+00 g/l

DETAILS

DrugBank - DB02355

Drug information: experimental