(2R,3R,4S,5R)-2-(6-hydroxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol; 1-(dimethylamino)propan-2-ol; 4-acetamidobenzoic acid

• ChemBase ID: 171845
• Molecular Formular: C24H34N6O9
• Molecular Mass: 550.56156
• Monoisotopic Mass: 550.2387267
• SMILES: n1cnc2c(c1O)ncn2[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O.c1(ccc(cc1)C(=O)O)NC(=O)C.C(CN(C)C)(O)C
• Canonical SMILES: CC(=O)Nc1ccc(cc1)C(=O)O.CC(CN(C)C)O.OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2O
• InChI: InChI=1S/C10H12N4O5.C9H9NO3.C5H13NO/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18;1-6(11)10-8-4-2-7(3-5-8)9(12)13;1-5(7)4-6(2)3/h2-4,6-7,10,15-17H,1H2,(H,11,12,18);2-5H,1H3,(H,10,11)(H,12,13);5,7H,4H2,1-3H3/t4-,6-,7-,10-;;/m1../s1
• InChIKey: PBJNZCQJMWVIRT-IDIVVRGQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2-(6-hydroxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol; 1-(dimethylamino)propan-2-ol; 4-acetamidobenzoic acid
• IUPAC Traditional name: (-)-inosine; 4-acetamidobenzoic acid; dimepranol
• Synonyms: Inosine 1-(Dimethylamino)-2-propanol 4-(Acetylamino)benzoate; Aviral; Delimmun; Groprinosin; Imunovir; Imunoviral; Inosine Acedobene Dimepranol; Inosine Pranobex; Inosiplex; Isoprinosin; Isoprinosina; Isoviral; Methisoprinol; Metyzoprynol; Modimmunal; NP 113; NPT 10381; Pranosina; Pranosine; Viruxan; Isoprinosine

Database IDs

• CAS Number: 36703-88-5
• PubChem SID: 164227755
• PubChem CID: 451418

CALCULATED PROPERTIES

• Acid pKa: 11.607877
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -1.5656046
• LogD (pH = 7.4): -1.5656298
• Log P: -1.5656033
• Molar Refractivity: 60.4761 cm^3
• Polarizability: 24.067204 Å^3
• Polar Surface Area: 133.75 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - I822350

Isoprinosine is a new combination of active substances for the treatment of chronic systemic diseases such as cancer. Isoprinosine is an immunomodulator; antiviral.

REFERENCES

• Mastino, A., et al.: Int. J. Cancer, 50, 493 (1992)
• Kim, Y., et al.: Mol. Cancer Therap., 8, 469 (1992)