N-[(2R,3R,4R,5S)-4-hydroxy-5-(hydroxymethyl)-2-(6-{[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-9H-purin-9-yl)oxolan-3-yl]-3,5-dimethoxybenzamide

• ChemBase ID: 4053
• Molecular Formular: C29H32N6O6
• Molecular Mass: 560.60098
• Monoisotopic Mass: 560.23833277
• SMILES: COc1cc(cc(OC)c1)C(=O)N[C@@H]1[C@@H](O)[C@H](CO)O[C@H]1n1cnc2c1ncnc2N[C@@H]1CCCc2ccccc12
• Canonical SMILES: OC[C@@H]1O[C@H]([C@@H]([C@H]1O)NC(=O)c1cc(OC)cc(c1)OC)n1cnc2c1ncnc2N[C@@H]1CCCc2c1cccc2
• InChI: InChI=1S/C29H32N6O6/c1-39-18-10-17(11-19(12-18)40-2)28(38)34-23-25(37)22(13-36)41-29(23)35-15-32-24-26(30-14-31-27(24)35)33-21-9-5-7-16-6-3-4-8-20(16)21/h3-4,6,8,10-12,14-15,21-23,25,29,36-37H,5,7,9,13H2,1-2H3,(H,34,38)(H,30,31,33)/t21-,22+,23-,25+,29-/m1/s1
• InChIKey: FDZQGEIYGFPMOB-USBJVFBQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R,4R,5S)-4-hydroxy-5-(hydroxymethyl)-2-(6-{[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-9H-purin-9-yl)oxolan-3-yl]-3,5-dimethoxybenzamide
• IUPAC Traditional name: N-[(2R,3R,4R,5S)-4-hydroxy-5-(hydroxymethyl)-2-{6-[(1R)-1,2,3,4-tetrahydronaphthalen-1-ylamino]purin-9-yl}oxolan-3-yl]-3,5-dimethoxybenzamide
• Synonyms: N-1,2,3,4-Tetrahydronaphth-1-Yl-2'-[3,5-Dimethoxybenzamido]-2'-Deoxy-Adenosine

Database IDs

• PubChem SID: 160967487; 46506101
• PubChem CID: 46936983

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.296226
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 2.062106
• LogD (pH = 7.4): 2.1731663
• Log P: 2.174803
• Molar Refractivity: 150.1816 cm^3
• Polarizability: 57.42015 Å^3
• Polar Surface Area: 152.88 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.42
• LOG S: -4.1
• Solubility (Water): 4.44e-02 g/l

DETAILS

DrugBank - DB04477

Drug information: experimental