{[hydroxy({[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy})phosphoryl]oxy}({[(2S,3R,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphinic acid

• ChemBase ID: 2860
• Molecular Formular: C15H24N2O15P2
• Molecular Mass: 534.302982
• Monoisotopic Mass: 534.06519134
• SMILES: Cc1cn([C@H]2C[C@@H](O)[C@H](CO[P@@](=O)(O)O[P@](=O)(O)O[C@H]3OC[C@H](O)[C@@H](O)[C@@H]3O)O2)c(=O)[nH]c1=O
• Canonical SMILES: O[C@@H]1C[C@@H](O[C@H]1CO[P@](=O)(O[P@@](=O)(O[C@H]1OC[C@@H]([C@H]([C@@H]1O)O)O)O)O)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C15H24N2O15P2/c1-6-3-17(15(23)16-13(6)22)10-2-7(18)9(30-10)5-29-33(24,25)32-34(26,27)31-14-12(21)11(20)8(19)4-28-14/h3,7-12,14,18-21H,2,4-5H2,1H3,(H,24,25)(H,26,27)(H,16,22,23)/t7-,8+,9+,10-,11-,12+,14-/m1/s1
• InChIKey: AJUADKZRQSBUAK-BYMGEYMMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[hydroxy({[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy})phosphoryl]oxy}({[(2S,3R,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphinic acid
• IUPAC Traditional name: [(2S,3R,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxy({hydroxy[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyphosphoryl}oxy)phosphinic acid
• Synonyms: Thymidine-5'-Diphospho-Beta-D-Xylose

Database IDs

• PubChem SID: 46505396; 160966307
• PubChem CID: 46936589

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7126575
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -7.49848
• LogD (pH = 7.4): -7.818234
• Log P: -3.0700846
• Molar Refractivity: 103.3397 cm^3
• Polarizability: 42.793888 Å^3
• Polar Surface Area: 251.08 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.29
• LOG S: -1.67
• Solubility (Water): 1.13e+01 g/l

DETAILS

DrugBank - DB03161

Drug information: experimental