(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide

• ChemBase ID: 103961
• Molecular Formular: C12H16N6O4
• Molecular Mass: 308.29324
• Monoisotopic Mass: 308.12330302
• SMILES: CCNC(=O)[C@@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c1ncnc2N
• Canonical SMILES: CCNC(=O)[C@@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C12H16N6O4/c1-2-14-11(21)8-6(19)7(20)12(22-8)18-4-17-5-9(13)15-3-16-10(5)18/h3-4,6-8,12,19-20H,2H2,1H3,(H,14,21)(H2,13,15,16)/t6-,7+,8+,12+/m0/s1
• InChIKey: JADDQZYHOWSFJD-HIHLCYOISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide
• IUPAC Traditional name: (2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide
• Synonyms: NECA; 5'-N-ETHYLCARBOXAMIDO-ADENOSINE

Database IDs

• CAS Number: 78647-50-4
• PubChem SID: 162091362
• PubChem CID: 1254895

CALCULATED PROPERTIES

• Acid pKa: 12.393688
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -2.1123161
• LogD (pH = 7.4): -1.9988147
• Log P: -1.9971479
• Molar Refractivity: 74.5305 cm^3
• Polarizability: 28.813255 Å^3
• Polar Surface Area: 148.41 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 247-249°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)

DETAILS

MP Biomedicals - 02153714

Adenosine agonist with affinity at A1 and A2 receptors.