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

• ChemBase ID: 165920
• Molecular Formular: C22H26N6O4
• Molecular Mass: 438.47964
• Monoisotopic Mass: 438.20155334
• SMILES: O1[C@@H]([C@@H]2[C@H]([C@@H]1n1cnc3c1ncnc3NCc1ccccc1)OC(O2)(C)C)C(=O)NCC
• Canonical SMILES: CCNC(=O)[C@H]1O[C@H]([C@H]2[C@@H]1OC(O2)(C)C)n1cnc2c1ncnc2NCc1ccccc1
• InChI: InChI=1S/C22H26N6O4/c1-4-23-20(29)16-15-17(32-22(2,3)31-15)21(30-16)28-12-27-14-18(25-11-26-19(14)28)24-10-13-8-6-5-7-9-13/h5-9,11-12,15-17,21H,4,10H2,1-3H3,(H,23,29)(H,24,25,26)/t15-,16+,17-,21-/m1/s1
• InChIKey: SYRWQBVWQOPXFQ-KYFSNAEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,4S,6R,6aR)-6-[6-(benzylamino)-9H-purin-9-yl]-N-ethyl-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxole-4-carboxamide
• IUPAC Traditional name: (3aS,4S,6R,6aR)-6-[6-(benzylamino)purin-9-yl]-N-ethyl-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxamide
• Synonyms: 2’,3’-Isopropylidene-N6-benzyl-5’-ethylcarboxamidoadenosine; 1-Deoxy-N-ethyl-2,3-O-(1-methylethylidene)-1-[6-[(phenylmethyl)amino]-9H-purin-9-yl]-β-D-ribofuranuronamide; 1-Deoxy-N-ethyl-2,3-O-isopropylidene-1-[6-(benzylamino)-9H-purin-9-yl]-β-D-ribofuranuronamide

Database IDs

• PubChem SID: 162260053
• PubChem CID: 29976972

CALCULATED PROPERTIES

• Acid pKa: 14.383931
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 1.6462815
• LogD (pH = 7.4): 1.7302681
• Log P: 1.7314539
• Molar Refractivity: 116.8435 cm^3
• Polarizability: 45.05892 Å^3
• Polar Surface Area: 112.42 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid