[(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-{2-amino-6-[(4-methylphenyl)sulfanyl]-9H-purin-9-yl}oxolan-2-yl]methyl acetate

• ChemBase ID: 160313
• Molecular Formular: C23H25N5O7S
• Molecular Mass: 515.5389
• Monoisotopic Mass: 515.14746917
• SMILES: n1c(nc2c(c1Sc1ccc(cc1)C)ncn2[C@H]1[C@@H]([C@@H]([C@H](O1)COC(=O)C)OC(=O)C)OC(=O)C)N
• Canonical SMILES: CC(=O)O[C@@H]1[C@H](OC(=O)C)[C@H](O[C@H]1n1cnc2c1nc(N)nc2Sc1ccc(cc1)C)COC(=O)C
• InChI: InChI=1S/C23H25N5O7S/c1-11-5-7-15(8-6-11)36-21-17-20(26-23(24)27-21)28(10-25-17)22-19(34-14(4)31)18(33-13(3)30)16(35-22)9-32-12(2)29/h5-8,10,16,18-19,22H,9H2,1-4H3,(H2,24,26,27)/t16-,18-,19-,22-/m1/s1
• InChIKey: VJKAWCGXGIQVPS-WGQQHEPDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-{2-amino-6-[(4-methylphenyl)sulfanyl]-9H-purin-9-yl}oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-{2-amino-6-[(4-methylphenyl)sulfanyl]purin-9-yl}oxolan-2-yl]methyl acetate
• Synonyms: 6-S-(4-Methylphenyl)-6-thio-guanosine 2',3',5'-Triacetate; 2-Amino-6-chloro-[(4-methylphenyl)thio]-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine

Database IDs

• CAS Number: 135041-23-5
• PubChem SID: 162254448
• PubChem CID: 15693164

CALCULATED PROPERTIES

• Acid pKa: 16.394257
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 2.6133614
• LogD (pH = 7.4): 2.6133692
• Log P: 2.6133692
• Molar Refractivity: 128.3214 cm^3
• Polarizability: 50.402164 Å^3
• Polar Surface Area: 157.75 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false