{[(2S,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl]oxy}({[(2S,3R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy})phosphinic acid

• ChemBase ID: 3015
• Molecular Formular: C19H25N8O10P
• Molecular Mass: 556.423161
• Monoisotopic Mass: 556.14312567
• SMILES: Nc1nc2c(ncn2[C@H]2C[C@@H](O)[C@H](CO[P@](=O)(O)O[C@@H]3C[C@@H](O[C@H]3CO)n3ccc(N)nc3=O)O2)c(=O)[nH]1
• Canonical SMILES: OC[C@@H]1O[C@H](C[C@H]1O[P@](=O)(OC[C@@H]1O[C@H](C[C@H]1O)n1cnc2c1nc(N)[nH]c2=O)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C19H25N8O10P/c20-12-1-2-26(19(31)23-12)14-4-9(10(5-28)35-14)37-38(32,33)34-6-11-8(29)3-13(36-11)27-7-22-15-16(27)24-18(21)25-17(15)30/h1-2,7-11,13-14,28-29H,3-6H2,(H,32,33)(H2,20,23,31)(H3,21,24,25,30)/t8-,9-,10+,11+,13-,14-/m1/s1
• InChIKey: OBCJQWSXSLYWHI-BSTSDWCZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl]oxy}({[(2S,3R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy})phosphinic acid
• IUPAC Traditional name: @deoxycytidylyl-3',5'-guanosine
• Synonyms: deoxycytidylyl-3',5'-guanosine

Database IDs

• CAS Number: 52474-59-6
• PubChem SID: 46504759; 160966462
• PubChem CID: 46936643

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.1072116
• H Acceptors: 13
• H Donor: 6
• LogD (pH = 5.5): -5.2580013
• LogD (pH = 7.4): -5.305861
• Log P: -3.1813834
• Molar Refractivity: 123.2384 cm^3
• Polarizability: 47.780525 Å^3
• Polar Surface Area: 258.67 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.18
• LOG S: -2.28
• Solubility (Water): 2.91e+00 g/l

DETAILS

DrugBank - DB03326

• Drug Groups: experimental
• Affected Organisms: Humans and other mammals