bis((2R,3R,4S,5R)-2-[2-chloro-6-(cyclopentylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol) hydrate

• ChemBase ID: 131931
• Molecular Formular: C30H42Cl2N10O9
• Molecular Mass: 757.62208
• Monoisotopic Mass: 756.25132833
• SMILES: c1nc2c(nc(nc2n1[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O)Cl)NC1CCCC1.c1nc2c(nc(nc2n1[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O)Cl)NC1CCCC1.O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(Cl)nc2NC1CCCC1.OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(Cl)nc2NC1CCCC1.O
• InChI: InChI=1S/2C15H20ClN5O4.H2O/c2*16-15-19-12(18-7-3-1-2-4-7)9-13(20-15)21(6-17-9)14-11(24)10(23)8(5-22)25-14;/h2*6-8,10-11,14,22-24H,1-5H2,(H,18,19,20);1H2/t2*8-,10-,11-,14-;/m11./s1
• InChIKey: ABILMNNQNRZTET-LABLVSTCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis((2R,3R,4S,5R)-2-[2-chloro-6-(cyclopentylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol) hydrate
• IUPAC Traditional name: bis(ccpa (biochemistry)) hydrate
• Synonyms: 2-Chloro-N6-cyclopentyladenosine hemihydrate; 2-Chloro-N6-cyclopentyladenosine 半水合物

Database IDs

• CAS Number: 37739-05-2(anhydrous)
• MDL Number: MFCD11044466
• PubChem SID: 162226208
• PubChem CID: 71308495

CALCULATED PROPERTIES

• Acid pKa: 12.45397
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 0.47398627
• LogD (pH = 7.4): 0.4739885
• Log P: 0.4739924
• Molar Refractivity: 90.6008 cm^3
• Polarizability: 35.012794 Å^3
• Polar Surface Area: 125.55 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL; H2O: insoluble1.7 mg/mL
• Apperance: off-white to light yellow; off-white to light yellow solid; solid

Safety Information

• Storage Condition: desiccated
• RTECS: AU7357555

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - C142

Biochem/physiol Actions
Highly selective A1 adenosine receptor agonist.
Caution
Hygroscopic