trisodium hydrate {[(2R,3S,4R,5R)-5-[6-(diethylamino)-9H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl [dibromo(phosphonato)methyl]phosphonate

• ChemBase ID: 133950
• Molecular Formular: C15H23Br2N5Na3O13P3
• Molecular Mass: 803.067413
• Monoisotopic Mass: 800.85650255
• SMILES: CCN(CC)c1c2c(ncn1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(O)OP(=O)(C(P(=O)([O-])[O-])(Br)Br)[O-])O)O.O.[Na+].[Na+].[Na+]
• Canonical SMILES: CCN(c1ncnc2c1ncn2[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(OP(=O)(C(P(=O)([O-])[O-])(Br)Br)[O-])O)CC.O.[Na+].[Na+].[Na+]
• InChI: InChI=1S/C15H24Br2N5O12P3.3Na.H2O/c1-3-21(4-2)12-9-13(19-6-18-12)22(7-20-9)14-11(24)10(23)8(33-14)5-32-37(30,31)34-36(28,29)15(16,17)35(25,26)27;;;;/h6-8,10-11,14,23-24H,3-5H2,1-2H3,(H,28,29)(H,30,31)(H2,25,26,27);;;;1H2/q;3*+1;/p-3/t8-,10-,11-,14-;;;;/m1..../s1
• InChIKey: UWMONIJVKGTUGE-OPKBHZIBSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium hydrate {[(2R,3S,4R,5R)-5-[6-(diethylamino)-9H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl [dibromo(phosphonato)methyl]phosphonate
• IUPAC Traditional name: trisodium hydrate [(2R,3S,4R,5R)-5-[6-(diethylamino)purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl dibromo(phosphonato)methylphosphonate
• Synonyms: FPL 67156; ARL 67156 trisodium salt hydrate; 6-N,N-Diethyl-β-γ-dibromomethylene-D-adenosine-5′-triphosphate trisodium salt hydrate

Database IDs

• CAS Number: 160928-38-1(freeacid)
• MDL Number: MFCD12910436
• PubChem SID: 24278252; 162228227
• PubChem CID: 71308745

CALCULATED PROPERTIES

• Acid pKa: 0.93818414
• H Acceptors: 14
• H Donor: 3
• LogD (pH = 5.5): -6.596298
• LogD (pH = 7.4): -6.9996843
• Log P: -2.3563912
• Molar Refractivity: 129.9966 cm^3
• Polarizability: 52.510735 Å^3
• Polar Surface Area: 255.61 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: insoluble; H2O: >20 mg/mL
• Apperance: white to off-white solid

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... ENTPD2(954)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - A265

Biochem/physiol Actions
ecto-ATPase inhibitor; prevents metabolism of P2 purinoceptor agonists.