(16E)-11-[2-(pyrrolidin-1-yl)ethoxy]-14,19-dioxa-5,7,27-triazatetracyclo[19.3.1.12,6.18,12]heptacosa-1(25),2(27),3,5,8,10,12(26),16,21,23-decaene

• ChemBase ID: 313150
• Molecular Formular: C28H32N4O3
• Molecular Mass: 472.57868
• Monoisotopic Mass: 472.2474409
• SMILES: c1cnc2nc1c1cc(ccc1)COC/C=C/COCc1cc(ccc1OCCN1CCCC1)N2
• Canonical SMILES: C1/C=C/COCc2cc(ccc2OCCN2CCCC2)Nc2nc(c3cc(CO1)ccc3)ccn2
• InChI: InChI=1S/C28H32N4O3/c1-2-13-32(12-1)14-17-35-27-9-8-25-19-24(27)21-34-16-4-3-15-33-20-22-6-5-7-23(18-22)26-10-11-29-28(30-25)31-26/h3-11,18-19H,1-2,12-17,20-21H2,(H,29,30,31)/b4-3+
• InChIKey: HWXVIOGONBBTBY-ONEGZZNKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (16E)-11-[2-(pyrrolidin-1-yl)ethoxy]-14,19-dioxa-5,7,27-triazatetracyclo[19.3.1.1^2,^6.1^8,^1^2]heptacosa-1(25),2(27),3,5,8,10,12(26),16,21,23-decaene
• IUPAC Traditional name: (16E)-11-[2-(pyrrolidin-1-yl)ethoxy]-14,19-dioxa-5,7,27-triazatetracyclo[19.3.1.1^2,^6.1^8,^1^2]heptacosa-1(25),2(27),3,5,8,10,12(26),16,21,23-decaene
• Synonyms: Pacritinib (SB1518)

Database IDs

• CAS Number: 937272-79-2

CALCULATED PROPERTIES

• Acid pKa: 13.646381
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 1.4524626
• LogD (pH = 7.4): 3.1074808
• Log P: 4.5755377
• Molar Refractivity: 139.4258 cm^3
• Polarizability: 54.211563 Å^3
• Polar Surface Area: 68.74 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: JAK

Product Information

• Salt Data: Free Base