sodium 3-{4-[2-({6-amino-9-[(2R,3R,4S,5S)-5-(ethylcarbamoyl)-3,4-dihydroxyoxolan-2-yl]-9H-purin-2-yl}amino)ethyl]phenyl}propanoate

• ChemBase ID: 163885
• Molecular Formular: C23H28N7NaO6
• Molecular Mass: 521.50149
• Monoisotopic Mass: 521.19987593
• SMILES: n1c(nc2c(c1N)ncn2[C@H]1[C@@H]([C@@H]([C@H](O1)C(=O)NCC)O)O)NCCc1ccc(cc1)CCC(=O)[O-].[Na+]
• Canonical SMILES: CCNC(=O)[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(NCCc1ccc(cc1)CCC(=O)[O-])nc2N.[Na+]
• InChI: InChI=1S/C23H29N7O6.Na/c1-2-25-21(35)18-16(33)17(34)22(36-18)30-11-27-15-19(24)28-23(29-20(15)30)26-10-9-13-5-3-12(4-6-13)7-8-14(31)32;/h3-6,11,16-18,22,33-34H,2,7-10H2,1H3,(H,25,35)(H,31,32)(H3,24,26,28,29);/q;+1/p-1/t16-,17+,18-,22+;/m0./s1
• InChIKey: NRYCRDCUHXETEK-MJWSIIAUSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 3-{4-[2-({6-amino-9-[(2R,3R,4S,5S)-5-(ethylcarbamoyl)-3,4-dihydroxyoxolan-2-yl]-9H-purin-2-yl}amino)ethyl]phenyl}propanoate
• IUPAC Traditional name: sodium 3-{4-[2-({6-amino-9-[(2R,3R,4S,5S)-5-(ethylcarbamoyl)-3,4-dihydroxyoxolan-2-yl]purin-2-yl}amino)ethyl]phenyl}propanoate
• Synonyms: 4-[2-[[6-Amino-9-(N-ethyl-β-D-ribofuranuronamidosyl)-9H-purin-2-yl]amino]ethyl]benzenepropanoic Acid Monosodium Salt; CGS 21680C Sodium Salt

Database IDs

• CAS Number: 120225-64-1
• PubChem SID: 162258020
• PubChem CID: 23664882

CALCULATED PROPERTIES

• Acid pKa: 4.680474
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): -0.6309046
• LogD (pH = 7.4): -2.4086516
• Log P: 0.2498675
• Molar Refractivity: 140.7836 cm^3
• Polarizability: 49.033077 Å^3
• Polar Surface Area: 200.57 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: 167-174°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C291800

A selective A2A receptor agonist.

REFERENCES

• Baggiolini, M., et al.: J. Clin. Invest., 84, 1045 (1989)
• Kainoh, M., et al.: Biochem. Pharmacol., 39, 477 (1989)
• Bouma, M., et al.: J. Immunol., 153, 4159 (1989)
• Ollivier, V., et al.: J. Biol. Chem., 271, 20828 (1989)
• Jordan, J., et al.: J. Pharmacol