(2S,3S,4R,5S)-2-(2-amino-6-{[(2-hydroxy-5-nitrophenyl)methyl]sulfanyl}-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 131161
• Molecular Formular: C17H18N6O7S
• Molecular Mass: 450.42582
• Monoisotopic Mass: 450.09576795
• SMILES: c1cc(c(cc1[N+](=O)[O-])CSc1c2c(nc(n1)N)n(cn2)[C@@H]1[C@H]([C@H]([C@@H](O1)CO)O)O)O
• Canonical SMILES: OC[C@@H]1O[C@@H]([C@H]([C@H]1O)O)n1cnc2c1nc(N)nc2SCc1cc(ccc1O)[N+](=O)[O-]
• InChI: InChI=1S/C17H18N6O7S/c18-17-20-14-11(19-6-22(14)16-13(27)12(26)10(4-24)30-16)15(21-17)31-5-7-3-8(23(28)29)1-2-9(7)25/h1-3,6,10,12-13,16,24-27H,4-5H2,(H2,18,20,21)/t10-,12-,13-,16-/m0/s1
• InChIKey: JXIKYSYYTDTHBG-SDPXSBNPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5S)-2-(2-amino-6-{[(2-hydroxy-5-nitrophenyl)methyl]sulfanyl}-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2S,3S,4R,5S)-2-(2-amino-6-{[(2-hydroxy-5-nitrophenyl)methyl]sulfanyl}purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: 2-Amino-6-[(2-hydroxy-5-nitrobenzyl)thio]-9-β-D-ribofuranosylpurine; S-(2-Hydroxy-5-nitrobenzyl)-6-thioguanosine

Database IDs

• CAS Number: 41094-07-9
• MDL Number: MFCD00055996
• PubChem SID: 24895690; 162225439
• PubChem CID: 16219481

CALCULATED PROPERTIES

• Acid pKa: 6.7797346
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): 0.45025757
• LogD (pH = 7.4): -0.22684114
• Log P: 0.47315332
• Molar Refractivity: 109.8679 cm^3
• Polarizability: 41.583237 Å^3
• Polar Surface Area: 205.59 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (TLC)