2-[5-chloro-7-(cyclopentylamino)-3H-imidazo[4,5-b]pyridin-3-yl]-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 130988
• Molecular Formular: C16H21ClN4O4
• Molecular Mass: 368.81534
• Monoisotopic Mass: 368.12513285
• SMILES: c1c(c2c(nc1Cl)n(cn2)C1C(C(C(O1)CO)O)O)NC1CCCC1
• Canonical SMILES: OCC1OC(C(C1O)O)n1cnc2c1nc(Cl)cc2NC1CCCC1
• InChI: InChI=1S/C16H21ClN4O4/c17-11-5-9(19-8-3-1-2-4-8)12-15(20-11)21(7-18-12)16-14(24)13(23)10(6-22)25-16/h5,7-8,10,13-14,16,22-24H,1-4,6H2,(H,19,20)
• InChIKey: ZQSTWOIIMKNFPE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[5-chloro-7-(cyclopentylamino)-3H-imidazo[4,5-b]pyridin-3-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: 2-[5-chloro-7-(cyclopentylamino)imidazo[4,5-b]pyridin-3-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: DCCA; 2-Chloro-N6-cyclopentyl-1-deazaadenosine

Database IDs

• CAS Number: 113646-62-1
• MDL Number: MFCD00055218
• PubChem SID: 162225266
• PubChem CID: 14058250

CALCULATED PROPERTIES

• Acid pKa: 12.454004
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.4995411
• LogD (pH = 7.4): 0.50102156
• Log P: 0.50104433
• Molar Refractivity: 91.8336 cm^3
• Polarizability: 35.783356 Å^3
• Polar Surface Area: 112.66 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

Sigma Aldrich - C7934

Biochem/physiol Actions
A selective A1 adenosine receptor agonist