(3aS,4S,6R,6aR)-6-(6-amino-2-iodo-9H-purin-9-yl)-N-(2H5)ethyl-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxole-4-carboxamide

• ChemBase ID: 171603
• Molecular Formular: C15H19IN6O4
• Molecular Mass: 474.25363
• Monoisotopic Mass: 474.05125112
• SMILES: n1c(nc2c(c1N)ncn2[C@H]1[C@H]2[C@@H]([C@H](O1)C(=O)NCC)OC(O2)(C)C)I
• Canonical SMILES: CCNC(=O)[C@H]1O[C@H]([C@H]2[C@@H]1OC(O2)(C)C)n1cnc2c1nc(I)nc2N
• InChI: InChI=1S/C15H19IN6O4/c1-4-18-12(23)8-7-9(26-15(2,3)25-7)13(24-8)22-5-19-6-10(17)20-14(16)21-11(6)22/h5,7-9,13H,4H2,1-3H3,(H,18,23)(H2,17,20,21)/t7-,8+,9-,13-/m1/s1
• InChIKey: SRBUDLXECXRPCA-LOKDSWTASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,4S,6R,6aR)-6-(6-amino-2-iodo-9H-purin-9-yl)-N-(^2H₅)ethyl-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxole-4-carboxamide
• IUPAC Traditional name: (3aS,4S,6R,6aR)-6-(6-amino-2-iodopurin-9-yl)-N-(^2H₅)ethyl-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxamide
• Synonyms: 2-Iodo-5'-ethyl-d5-carboxamido-2',3'-O-isopropylidine Adenosine

Database IDs

• PubChem SID: 164227513
• PubChem CID: 71749479

CALCULATED PROPERTIES

• Acid pKa: 13.833231
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.75113434
• LogD (pH = 7.4): 0.7511371
• Log P: 0.75113726
• Molar Refractivity: 99.4406 cm^3
• Polarizability: 39.187893 Å^3
• Polar Surface Area: 126.41 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMF
• Apperance: White Crystalline Solid
• Melting Point: 204-205°C