[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-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)(hydroxy)phosphoryl]oxy})phosphinic acid

• ChemBase ID: 3777
• Molecular Formular: C17H24N10O17P4
• Molecular Mass: 764.324304
• Monoisotopic Mass: 764.02713588
• SMILES: Nc1nc2c(N=C(CN2)CO[P@@](=O)(O)O[P@](=O)(O)O[P@@](=O)(O)O[P@](=O)(O)OC[C@@H]2O[C@H]([C@H](O)[C@H]2O)n2cnc3c2ncnc3N)c(=O)[nH]1
• Canonical SMILES: Nc1nc2NCC(=Nc2c(=O)[nH]1)CO[P@](=O)(O[P@@](=O)(O[P@](=O)(O[P@@](=O)(OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc2c1ncnc2N)O)O)O)O
• InChI: InChI=1S/C17H24N10O17P4/c18-12-8-14(22-4-21-12)27(5-23-8)16-11(29)10(28)7(41-16)3-40-46(33,34)43-48(37,38)44-47(35,36)42-45(31,32)39-2-6-1-20-13-9(24-6)15(30)26-17(19)25-13/h4-5,7,10-11,16,28-29H,1-3H2,(H,31,32)(H,33,34)(H,35,36)(H,37,38)(H2,18,21,22)(H4,19,20,25,26,30)/t7-,10-,11+,16+/m0/s1
• InChIKey: ZKRKFZJAQKKHKL-MSLFWYFASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-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)(hydroxy)phosphoryl]oxy})phosphinic acid
• IUPAC Traditional name: (2-amino-4-oxo-7,8-dihydro-3H-pteridin-6-yl)methoxy[({[(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy(hydroxy)phosphoryl]oxyphosphinic acid
• Synonyms: 6-(Adenosine Tetraphosphate-Methyl)-7,8-Dihydropterin

Database IDs

• PubChem SID: 46508753; 160967214
• PubChem CID: 46936906

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.56460524
• H Acceptors: 20
• H Donor: 10
• LogD (pH = 5.5): -13.490165
• LogD (pH = 7.4): -13.966612
• Log P: -8.134069
• Molar Refractivity: 160.7651 cm^3
• Polarizability: 59.80501 Å^3
• Polar Surface Area: 406.53 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.32
• LOG S: -1.74
• Solubility (Water): 1.40e+01 g/l

DETAILS

DrugBank - DB04158

Drug information: experimental