({[({[(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}amino)phosphonic acid

• ChemBase编号: 1845
• 分子式: C10H17N6O13P3
• 平均质量: 522.195663
• 单一同位素质量: 522.00664452
• SMILES: Nc1nc2c(ncn2[C@@H]2O[C@@H](CO[P@@](=O)(O)O[P@](=O)(O)NP(=O)(O)O)[C@H](O)[C@H]2O)c(=O)[nH]1
• Canonical SMILES: O[C@H]1[C@H](CO[P@](=O)(O[P@@](=O)(NP(=O)(O)O)O)O)O[C@H]([C@@H]1O)n1cnc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C10H17N6O13P3/c11-10-13-7-4(8(19)14-10)12-2-16(7)9-6(18)5(17)3(28-9)1-27-32(25,26)29-31(23,24)15-30(20,21)22/h2-3,5-6,9,17-18H,1H2,(H,25,26)(H3,11,13,14,19)(H4,15,20,21,22,23,24)/t3-,5-,6+,9+/m0/s1
• InChIKey: UQABYHGXWYXDTK-BZKDHIKHSA-N

名称和登记号

名称

• IUPAC标准名: ({[({[(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}amino)phosphonic acid
• IUPAC传统名: ({[(2S,3R,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)aminophosphonic acid
• 别名: Phosphoaminophosphonic Acid Guanylate Ester

登记号

• PubChem SID: 160965300; 46506592
• PubChem CID: 46936298

理论计算性质

JChem

• Acid pKa: 0.30908194
• 质子受体: 14
• 质子供体: 9
• LogD (pH = 5.5): -11.141607
• LogD (pH = 7.4): -13.202826
• Log P: -4.329783
• 摩尔折射率: 99.1896 cm^3
• 极化性: 39.05938 Å^3
• 极化表面积: 297.61 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: -0.88
• LOG S: -1.77
• 溶解度: 8.90e+00 g/l

详细说明

DrugBank - DB02082

• Drug Groups: experimental
• Description: A non-hydrolyzable analog of GTP, in which the oxygen atom bridging the beta to the gamma phosphate is replaced by a nitrogen atom. It binds tightly to G-protein in the presence of Mg2+. The nucleotide is a potent stimulator of adenylate cyclase. [PubChem]