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

• ChemBase ID: 2919
• Molecular Formular: C10H16N5O12P3
• Molecular Mass: 491.181623
• Monoisotopic Mass: 491.00083087
• SMILES: Nc1ncnc2c1ncn2[C@H]1C[C@@H](O)[C@H](CO[P@](=O)(O)O[P@@](=O)(O)OP(=O)(O)O)O1
• Canonical SMILES: O[C@@H]1C[C@@H](O[C@H]1CO[P@@](=O)(O[P@](=O)(OP(=O)(O)O)O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7-/m1/s1
• InChIKey: SUYVUBYJARFZHO-DSYKOEDSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({[({[(2S,3R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
• IUPAC Traditional name: ({[(2S,3R,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid
• Synonyms: 2'-Deoxyadenosine 5'-Triphosphate

Database IDs

• CAS Number: 1927-31-7
• PubChem SID: 160966366; 46507738
• PubChem CID: 46936612

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.86961603
• H Acceptors: 13
• H Donor: 6
• LogD (pH = 5.5): -8.905073
• LogD (pH = 7.4): -9.578849
• Log P: -5.319978
• Molar Refractivity: 94.3036 cm^3
• Polarizability: 37.909946 Å^3
• Polar Surface Area: 258.9 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.66
• LOG S: -2.11
• Solubility (Water): 3.83e+00 g/l

DETAILS

DrugBank - DB03222

Drug information: experimental