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

• ChemBase ID: 2598
• Molecular Formular: C10H15N2O13P3
• Molecular Mass: 464.152983
• Monoisotopic Mass: 463.97869844
• SMILES: Cc1cn([C@@H]2O[C@H](CO[P@](=O)(O)O[P@@](=O)(O)OP(=O)(O)O)C=C2)c(=O)[nH]c1=O
• Canonical SMILES: O=c1[nH]c(=O)n(cc1C)[C@H]1C=C[C@H](O1)CO[P@@](=O)(O[P@](=O)(OP(=O)(O)O)O)O
• InChI: InChI=1S/C10H15N2O13P3/c1-6-4-12(10(14)11-9(6)13)8-3-2-7(23-8)5-22-27(18,19)25-28(20,21)24-26(15,16)17/h2-4,7-8H,5H2,1H3,(H,18,19)(H,20,21)(H,11,13,14)(H2,15,16,17)/t7-,8+/m0/s1
• InChIKey: ODSQODTUNULBHF-JGVFFNPUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[hydroxy({[hydroxy({[(2S,5R)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methoxy})phosphoryl]oxy})phosphoryl]oxy}phosphonic acid
• IUPAC Traditional name: [hydroxy({hydroxy[(2S,5R)-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methoxyphosphoryl}oxy)phosphoryl]oxyphosphonic acid
• Synonyms: 2',3'-Dehydro-2',3'-Deoxy-Thymidine 5'-Triphosphate

Database IDs

• PubChem SID: 46508611; 160966047
• PubChem CID: 65355

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.8751447
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -7.892049
• LogD (pH = 7.4): -8.620616
• Log P: -1.1989691
• Molar Refractivity: 87.935 cm^3
• Polarizability: 35.15292 Å^3
• Polar Surface Area: 218.46 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.39
• LOG S: -1.93
• Solubility (Water): 5.45e+00 g/l

DETAILS

DrugBank - DB02887

Drug information: experimental