{[(2R,3S,5R)-5-[6-(methylamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl]oxy}phosphonic acid amine hydrate

• ChemBase ID: 132972
• Molecular Formular: C11H22N6O10P2
• Molecular Mass: 460.274102
• Monoisotopic Mass: 460.08726419
• SMILES: CNc1c2c(ncn1)n(cn2)[C@H]1C[C@@H]([C@H](O1)COP(=O)(O)O)OP(=O)(O)O.N.O
• Canonical SMILES: CNc1ncnc2c1ncn2[C@H]1C[C@@H]([C@H](O1)COP(=O)(O)O)OP(=O)(O)O.N.O
• InChI: InChI=1S/C11H17N5O9P2.H3N.H2O/c1-12-10-9-11(14-4-13-10)16(5-15-9)8-2-6(25-27(20,21)22)7(24-8)3-23-26(17,18)19;;/h4-8H,2-3H2,1H3,(H,12,13,14)(H2,17,18,19)(H2,20,21,22);1H3;1H2/t6-,7+,8+;;/m0../s1
• InChIKey: DEQIORFOBOEGKZ-ZJWYQBPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,5R)-5-[6-(methylamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl]oxy}phosphonic acid amine hydrate
• IUPAC Traditional name: [(2R,3S,5R)-5-[6-(methylamino)purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl]oxyphosphonic acid amine hydrate
• Synonyms: 2′-Deoxy-N6-methyl adenosine 3′,5′-diphosphate diammonium salt; MRS 2179 ammonium salt hydrate

Database IDs

• CAS Number: 101204-49-3(freeacid)
• PubChem SID: 24278551; 162227249
• PubChem CID: 71308613

CALCULATED PROPERTIES

• Acid pKa: 0.84675115
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): -6.1239142
• LogD (pH = 7.4): -8.313065
• Log P: -3.5386539
• Molar Refractivity: 88.9241 cm^3
• Polarizability: 34.757256 Å^3
• Polar Surface Area: 198.38 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble1.1 mg/mL; H2O: >10 mg/mL

Safety Information

• Storage Condition: desiccated
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... P2RY1(5028)

Product Information

• Purity: ≥98% (HPLC)
• Shipped in: wet ice

DETAILS

Sigma Aldrich - M3808

Biochem/physiol Actions
Competitive P2Y1 purinoceptor antagonist.