2-[(diethylamino)(2H2)methyl]-4-[(3E)-4-{3-[(diethylamino)(2H2)methyl]-4-hydroxyphenyl}hex-3-en-3-yl]phenol

• ChemBase ID: 175745
• Molecular Formular: C28H42N2O2
• Molecular Mass: 438.64528
• Monoisotopic Mass: 438.32462859
• SMILES: c1c(c(cc(c1)/C(=C(/c1cc(c(cc1)O)CN(CC)CC)\CC)/CC)CN(CC)CC)O
• Canonical SMILES: CCN(Cc1cc(ccc1O)/C(=C(/c1ccc(c(c1)CN(CC)CC)O)\CC)/CC)CC
• InChI: InChI=1S/C28H42N2O2/c1-7-25(21-13-15-27(31)23(17-21)19-29(9-3)10-4)26(8-2)22-14-16-28(32)24(18-22)20-30(11-5)12-6/h13-18,31-32H,7-12,19-20H2,1-6H3/b26-25+
• InChIKey: QFNJFVBKASKGEU-OCEACIFDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(diethylamino)(^2H₂)methyl]-4-[(3E)-4-{3-[(diethylamino)(^2H₂)methyl]-4-hydroxyphenyl}hex-3-en-3-yl]phenol
• IUPAC Traditional name: 2-[(diethylamino)(^2H₂)methyl]-4-[(3E)-4-{3-[(diethylamino)(^2H₂)methyl]-4-hydroxyphenyl}hex-3-en-3-yl]phenol
• Synonyms: 4,4'-[(1E)-1,2-Diethyl-1,2-ethenediyl]bis[2-[(diethylamino)methyl]phenol-d4; (E)-4,4'-(1,2-Diethyl-1,2-ethenediyl)bis[2-[(diethylamino)methyl]phenol-d4; NSC-33994-d4

Database IDs

• PubChem SID: 164231655
• PubChem CID: 71751266

CALCULATED PROPERTIES

• Acid pKa: 7.918276
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.14799179
• LogD (pH = 7.4): 2.647632
• Log P: 4.191591
• Molar Refractivity: 139.3204 cm^3
• Polarizability: 53.621273 Å^3
• Polar Surface Area: 46.94 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N900302

Labelled NSC-33994 (N900300). NSC-33994 is novel inhibitor of JAK2 tyrosine kinase (Janus kinase 2 ). Janus kinase 2 (JAK2) plays a crucial role in the pathomechanism of myeloproliferative disorders and hematological malignancies.

REFERENCES

• Tanner, J., et al.: J. Biol. Chem., 270, 6523 (1995)
• Rane, S., et al.: Oncogene, 19, 5662 (2000, Verma, A., et al.: Cancer Metastasis Rev., 22, 423 (1995)
• Levine, R., et al.: Cancer Cell., 7, 387 (1995)
• Kiss, et al.: Bioorg. Med. Chem. Lett., 19, 3598