(3aS,4R,6R,6aR)-6-[6-(benzylamino)-9H-purin-9-yl]-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxole-4-carboxylic acid

• ChemBase ID: 165868
• Molecular Formular: C20H21N5O5
• Molecular Mass: 411.41124
• Monoisotopic Mass: 411.1542688
• SMILES: O1[C@H]([C@@H]2[C@H]([C@@H]1n1cnc3c1ncnc3NCc1ccccc1)OC(O2)(C)C)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1O[C@H]([C@H]2[C@@H]1OC(O2)(C)C)n1cnc2c1ncnc2NCc1ccccc1
• InChI: InChI=1S/C20H21N5O5/c1-20(2)29-13-14(30-20)18(28-15(13)19(26)27)25-10-24-12-16(22-9-23-17(12)25)21-8-11-6-4-3-5-7-11/h3-7,9-10,13-15,18H,8H2,1-2H3,(H,26,27)(H,21,22,23)/t13-,14+,15+,18+/m0/s1
• InChIKey: GHAQQRHFXAVZPC-LUXYFRNMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,4R,6R,6aR)-6-[6-(benzylamino)-9H-purin-9-yl]-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxole-4-carboxylic acid
• IUPAC Traditional name: (3aS,4R,6R,6aR)-6-[6-(benzylamino)purin-9-yl]-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid
• Synonyms: N6-Benzyl-2’,3’-isopropylideneadenosine-5’-carboxylic Acid; 1-Deoxy-1-[6-(benzylamino)-9H-purin-9-yl]-2,3-O-(1-methylethylidene)-β-D-ribofuranuronic Acid

Database IDs

• PubChem SID: 162260001
• PubChem CID: 71315432

CALCULATED PROPERTIES

• Acid pKa: 3.21914
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): -0.28406757
• LogD (pH = 7.4): -1.4634967
• Log P: 0.34186834
• Molar Refractivity: 105.376 cm^3
• Polarizability: 40.722393 Å^3
• Polar Surface Area: 120.62 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid