2-[1-(ethanesulfonyl)-3-(4-{7H-pyrrolo[2,3-d]pyrimidin-4-yl}-1H-pyrazol-1-yl)azetidin-3-yl]acetonitrile

• ChemBase ID: 312697
• Molecular Formular: C16H17N7O2S
• Molecular Mass: 371.41688
• Monoisotopic Mass: 371.11644382
• SMILES: N1(CC(C1)(CC#N)n1ncc(c1)c1c2c(ncn1)[nH]cc2)S(=O)(=O)CC
• Canonical SMILES: N#CCC1(CN(C1)S(=O)(=O)CC)n1ncc(c1)c1ncnc2c1cc[nH]2
• InChI: InChI=1S/C16H17N7O2S/c1-2-26(24,25)22-9-16(10-22,4-5-17)23-8-12(7-21-23)14-13-3-6-18-15(13)20-11-19-14/h3,6-8,11H,2,4,9-10H2,1H3,(H,18,19,20)
• InChIKey: XUZMWHLSFXCVMG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[1-(ethanesulfonyl)-3-(4-{7H-pyrrolo[2,3-d]pyrimidin-4-yl}-1H-pyrazol-1-yl)azetidin-3-yl]acetonitrile
• IUPAC Traditional name: 2-[1-(ethanesulfonyl)-3-(4-{7H-pyrrolo[2,3-d]pyrimidin-4-yl}pyrazol-1-yl)azetidin-3-yl]acetonitrile
• Synonyms: INCB 28050; Baricitinib (LY3009104)

Database IDs

• CAS Number: 1187594-09-7

CALCULATED PROPERTIES

• Acid pKa: 13.893636
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -0.487366
• LogD (pH = 7.4): -0.19401334
• Log P: -0.18857415
• Molar Refractivity: 105.5468 cm^3
• Polarizability: 38.18771 Å^3
• Polar Surface Area: 120.56 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: JAK

Product Information

• Salt Data: Free Base