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

• ChemBase ID: 3020
• Molecular Formular: C30H30N6O6
• Molecular Mass: 570.5958
• Monoisotopic Mass: 570.22268271
• SMILES: COc1cc(cc(OC)c1)C(=O)N[C@@H]1[C@@H](O)[C@H](CO)O[C@H]1n1cnc2c1ncnc2NCc1cccc2c1cccc2
• Canonical SMILES: OC[C@@H]1O[C@H]([C@@H]([C@H]1O)NC(=O)c1cc(OC)cc(c1)OC)n1cnc2c1ncnc2NCc1cccc2c1cccc2
• InChI: InChI=1S/C30H30N6O6/c1-40-20-10-19(11-21(12-20)41-2)29(39)35-24-26(38)23(14-37)42-30(24)36-16-34-25-27(32-15-33-28(25)36)31-13-18-8-5-7-17-6-3-4-9-22(17)18/h3-12,15-16,23-24,26,30,37-38H,13-14H2,1-2H3,(H,35,39)(H,31,32,33)/t23-,24+,26-,30+/m0/s1
• InChIKey: OARVXDFNTLYMCJ-OYILCWTOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R,4R,5S)-4-hydroxy-5-(hydroxymethyl)-2-{6-[(naphthalen-1-ylmethyl)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-[(naphthalen-1-ylmethyl)amino]purin-9-yl}oxolan-3-yl]-3,5-dimethoxybenzamide
• Synonyms: N-Naphthalen-1-Ylmethyl-2'-[3,5-Dimethoxybenzamido]-2'-Deoxy-Adenosine

Database IDs

• PubChem SID: 160966467; 46506163
• PubChem CID: 46936645

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.298191
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 2.059202
• LogD (pH = 7.4): 2.1737905
• Log P: 2.1754868
• Molar Refractivity: 154.45 cm^3
• Polarizability: 60.156216 Å^3
• Polar Surface Area: 152.88 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.62
• LOG S: -4.5
• Solubility (Water): 1.82e-02 g/l

DETAILS

DrugBank - DB03331

Drug information: experimental