2-acetyl-3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium

• ChemBase ID: 2149
• Molecular Formular: C14H20N4O8P2S
• Molecular Mass: 466.343122
• Monoisotopic Mass: 466.04770788
• SMILES: Cc1c(CCOP(=O)(O)OP(=O)([O-])O)sc(C(=O)C)[n+]1Cc1cnc(C)nc1N
• Canonical SMILES: Cc1ncc(c(n1)N)C[n+]1c(C)c(sc1C(=O)C)CCOP(=O)(OP(=O)(O)[O-])O
• InChI: InChI=1S/C14H20N4O8P2S/c1-8-12(4-5-25-28(23,24)26-27(20,21)22)29-14(9(2)19)18(8)7-11-6-16-10(3)17-13(11)15/h6H,4-5,7H2,1-3H3,(H4-,15,16,17,20,21,22,23,24)
• InChIKey: GYRGKLZCJRVYRV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-acetyl-3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium
• IUPAC Traditional name: 2-acetyl-3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydrogen phosphonatooxy(hydroxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium
• Synonyms: 2-Acetyl-3-[(4-Amino-2-Methyl-5-Pyrimidinyl)Methyl]-4-Methyl-5-(4,6,6-Trihydroxy-3,5-Dioxa-4,6-Diphosphahex-1-Yl)Thiazolium Inner Salt P,P'-Dioxide

Database IDs

• PubChem SID: 160965603; 46504515
• PubChem CID: 70789219; 4369479

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.75831
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -7.964648
• LogD (pH = 7.4): -8.274512
• Log P: -6.8775244
• Molar Refractivity: 104.0861 cm^3
• Polarizability: 39.738026 Å^3
• Polar Surface Area: 188.87 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.19
• LOG S: -3.93
• Solubility (Water): 5.96e-02 g/l

DETAILS

DrugBank - DB02410

Drug information: experimental