2-{[2-chloro-6-(methylamino)-9H-purin-9-yl]methyl}-3-[(2,2-dimethylpropanoyl)oxy]propyl 2,2-dimethylpropanoate

• ChemBase ID: 154194
• Molecular Formular: C20H30ClN5O4
• Molecular Mass: 439.9363
• Monoisotopic Mass: 439.19863215
• SMILES: CC(C)(C)C(=O)OCC(Cn1cnc2c1nc(nc2NC)Cl)COC(=O)C(C)(C)C
• Canonical SMILES: CNc1nc(Cl)nc2c1ncn2CC(COC(=O)C(C)(C)C)COC(=O)C(C)(C)C
• InChI: InChI=1S/C20H30ClN5O4/c1-19(2,3)16(27)29-9-12(10-30-17(28)20(4,5)6)8-26-11-23-13-14(22-7)24-18(21)25-15(13)26/h11-12H,8-10H2,1-7H3,(H,22,24,25)
• InChIKey: NASABYJQIYJDID-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[2-chloro-6-(methylamino)-9H-purin-9-yl]methyl}-3-[(2,2-dimethylpropanoyl)oxy]propyl 2,2-dimethylpropanoate
• IUPAC Traditional name: 2-{[2-chloro-6-(methylamino)purin-9-yl]methyl}-3-[(2,2-dimethylpropanoyl)oxy]propyl 2,2-dimethylpropanoate
• Synonyms: 2,2-Dimethyl-propionic acid 3-(2-chloro-6-methylaminopurin-9-yl)-2-(2,2-dimethyl-propionyloxymethyl)-propyl ester; MRS 2395

Database IDs

• CAS Number: 491611-55-3
• MDL Number: MFCD05865235
• PubChem SID: 162248333
• PubChem CID: 10071919

CALCULATED PROPERTIES

• Acid pKa: 18.202
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 4.0578103
• LogD (pH = 7.4): 4.057823
• Log P: 4.057823
• Molar Refractivity: 115.3378 cm^3
• Polarizability: 44.564293 Å^3
• Polar Surface Area: 108.23 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: insoluble
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H30ClN5O4

DETAILS

Sigma Aldrich - M5942

Biochem/physiol Actions
Antagonist for P2Y12 purinoceptor; inhibits ADP-induced aggregation in rat platelets and antagonizes ADP-induced inhibition of cAMP in rat and human platelets in the presence of PGE1 without affecting P2Y1 receptor-induced PLC activity in transfected astrocytoma cells.