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

• ChemBase ID: 2351
• Molecular Formular: C10H16N6O10P2
• Molecular Mass: 442.215762
• Monoisotopic Mass: 442.040314
• SMILES: Nc1nc2c(ncn2[C@@H]2O[C@@H](CO[P@@](=O)(O)O[P@@](=O)(N)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)(O)N)O)O[C@H]([C@@H]1O)n1cnc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C10H16N6O10P2/c11-10-14-7-4(8(19)15-10)13-2-16(7)9-6(18)5(17)3(25-9)1-24-28(22,23)26-27(12,20)21/h2-3,5-6,9,17-18H,1H2,(H,22,23)(H3,12,20,21)(H3,11,14,15,19)/t3-,5-,6+,9+/m0/s1
• InChIKey: ZGPDMUBRWRJAQQ-BZKDHIKHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[amino(hydroxy)phosphoryl]oxy}({[(2S,3R,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinic acid
• IUPAC Traditional name: [amino(hydroxy)phosphoryl]oxy[(2S,3R,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphinic acid
• Synonyms: Aminophosphonic Acid-Guanylate Ester

Database IDs

• PubChem SID: 160965802; 46506806
• PubChem CID: 46936440

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.422194
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -7.5259967
• LogD (pH = 7.4): -8.527771
• Log P: -3.6900892
• Molar Refractivity: 87.9023 cm^3
• Polarizability: 34.31536 Å^3
• Polar Surface Area: 254.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.53
• LOG S: -2.04
• Solubility (Water): 4.05e+00 g/l

DETAILS

DrugBank - DB02623

Drug information: experimental