8-chloro-9-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

• ChemBase ID: 164348
• Molecular Formular: C10H11ClN4O5
• Molecular Mass: 302.67114
• Monoisotopic Mass: 302.04179715
• SMILES: [C@H]1(C([C@@H](O[C@@H]1CO)n1c2nc[nH]c(=O)c2nc1Cl)O)O
• Canonical SMILES: OC[C@H]1O[C@H](C([C@H]1O)O)n1c(Cl)nc2c1nc[nH]c2=O
• InChI: InChI=1S/C10H11ClN4O5/c11-10-14-4-7(12-2-13-8(4)19)15(10)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H,12,13,19)/t3-,5+,6?,9-/m1/s1
• InChIKey: ROPMUQKCJYNROP-ACJOCUEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-chloro-9-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
• IUPAC Traditional name: 8-chloro-9-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
• Synonyms: 8-Chloro-inosine; 8-Cl-I; 8-Chloroinosine

Database IDs

• CAS Number: 116285-77-9
• PubChem SID: 162258483
• PubChem CID: 71314747

CALCULATED PROPERTIES

• Acid pKa: 8.894901
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.5646787
• LogD (pH = 7.4): -1.5766205
• Log P: -1.5645237
• Molar Refractivity: 66.3577 cm^3
• Polarizability: 25.221384 Å^3
• Polar Surface Area: 129.2 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C367155

A major metabolite of 8-Chloroadenosine.