2-amino-9-[(2R,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-7-methyl-6-oxo-6,9-dihydro-1H-purin-7-ium

• ChemBase ID: 3254
• Molecular Formular: C11H17N5O8P+
• Molecular Mass: 378.255141
• Monoisotopic Mass: 378.08147416
• SMILES: C[n+]1cn([C@@H]2O[C@@H](COP(=O)(O)O)[C@H](O)[C@H]2O)c2c1c(=O)[nH]c(N)n2
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@@H](O[C@H]1n1c[n+](c2c1nc(N)[nH]c2=O)C)COP(=O)(O)O
• InChI: InChI=1S/C11H16N5O8P/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(24-10)2-23-25(20,21)22/h3-4,6-7,10,17-18H,2H2,1H3,(H4-,12,13,14,19,20,21,22)/p+1/t4-,6-,7+,10+/m0/s1
• InChIKey: AOKQNZVJJXPUQA-FCIPNVEPSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9-[(2R,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-7-methyl-6-oxo-6,9-dihydro-1H-purin-7-ium
• IUPAC Traditional name: 2-amino-9-[(2R,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-7-methyl-6-oxo-1H-purin-7-ium
• Synonyms: N7-Methyl-Guanosine-5'-Monophosphate

Database IDs

• PubChem SID: 46504587; 160966696
• PubChem CID: 46936724

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2105967
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -8.093545
• LogD (pH = 7.4): -9.19184
• Log P: -8.56059
• Molar Refractivity: 80.6867 cm^3
• Polarizability: 30.89173 Å^3
• Polar Surface Area: 192.74 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.43
• LOG S: -2.36
• Solubility (Water): 1.80e+00 g/l

DETAILS

DrugBank - DB03593

Drug information: experimental