2-amino-9-[(2R,3R,4R,5S)-5-({[({[({[(2S,3R,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-7-methyl-6-oxo-6,9-dihydro-1H-purin-7-ium

• ChemBase ID: 3590
• Molecular Formular: C21H30N10O18P3+
• Molecular Mass: 803.440383
• Monoisotopic Mass: 803.09523906
• SMILES: C[n+]1cn([C@@H]2O[C@@H](CO[P@@](=O)(O)O[P@@](=O)(O)O[P@](=O)(O)OC[C@@H]3O[C@H]([C@H](O)[C@H]3O)n3cnc4c3nc(N)[nH]c4=O)[C@H](O)[C@H]2O)c2c1c(=O)[nH]c(N)n2
• Canonical SMILES: Nc1[nH]c(=O)c2c(n1)n(cn2)[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO[P@](=O)(O[P@@](=O)(O[P@@](=O)(OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1c[n+](c2c1nc(N)[nH]c2=O)C)O)O)O
• InChI: InChI=1S/C21H29N10O18P3/c1-29-5-31(15-9(29)17(37)28-21(23)26-15)19-13(35)11(33)7(47-19)3-45-51(40,41)49-52(42,43)48-50(38,39)44-2-6-10(32)12(34)18(46-6)30-4-24-8-14(30)25-20(22)27-16(8)36/h4-7,10-13,18-19,32-35H,2-3H2,1H3,(H8-,22,23,25,26,27,28,36,37,38,39,40,41,42,43)/p+1/t6-,7-,10-,11-,12+,13+,18+,19+/m0/s1
• InChIKey: FHHZHGZBHYYWTG-RPKOMYRRSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9-[(2R,3R,4R,5S)-5-({[({[({[(2S,3R,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-7-methyl-6-oxo-6,9-dihydro-1H-purin-7-ium
• IUPAC Traditional name: 2-amino-9-[(2R,3R,4R,5S)-5-({[({[(2S,3R,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-7-methyl-6-oxo-1H-purin-7-ium
• Synonyms: Mrna Cap Analog N7-Methyl Gpppg

Database IDs

• PubChem SID: 46504811; 160967028
• PubChem CID: 6335949

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.7878697
• H Acceptors: 19
• H Donor: 11
• LogD (pH = 5.5): -14.940253
• LogD (pH = 7.4): -15.435606
• Log P: -11.605759
• Molar Refractivity: 163.2746 cm^3
• Polarizability: 63.566517 Å^3
• Polar Surface Area: 409.79 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.16
• LOG S: -2.28
• Solubility (Water): 4.36e+00 g/l

DETAILS

DrugBank - DB03958

Drug information: experimental