N-{9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}benzamide

• ChemBase ID: 139367
• Molecular Formular: C17H17N5O5
• Molecular Mass: 371.34738
• Monoisotopic Mass: 371.12296867
• SMILES: c1ccc(cc1)C(=O)Nc1c2c(ncn1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2NC(=O)c1ccccc1
• InChI: InChI=1S/C17H17N5O5/c23-6-10-12(24)13(25)17(27-10)22-8-20-11-14(18-7-19-15(11)22)21-16(26)9-4-2-1-3-5-9/h1-5,7-8,10,12-13,17,23-25H,6H2,(H,18,19,21,26)/t10-,12-,13-,17-/m1/s1
• InChIKey: NZDWTKFDAUOODA-CNEMSGBDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}benzamide
• IUPAC Traditional name: adenosine, N-benzoyl-
• Synonyms: N-Benzoyladenosine; N6-苯甲酰基腺苷

Database IDs

• CAS Number: 4546-55-8
• MDL Number: MFCD00056988
• PubChem SID: 162233615; 24881135
• PubChem CID: 11728391

CALCULATED PROPERTIES

• Acid pKa: 8.553127
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.17093869
• LogD (pH = 7.4): -0.19818959
• Log P: -0.17015311
• Molar Refractivity: 94.0287 cm^3
• Polarizability: 35.95981 Å^3
• Polar Surface Area: 142.62 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 141-145 °C(lit.)
• Optical Rotation: [α]20/D -49°, c = 1% in DMSO

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C17H17N5O5

DETAILS

Sigma Aldrich - 586846

Packaging
1 g in glass bottle