2-fluoro-6-[(2-{[4-(methanesulfonylmethyl)-2-methoxyphenyl]amino}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]benzamide

• ChemBase ID: 5478
• Molecular Formular: C22H21FN6O4S
• Molecular Mass: 484.5033432
• Monoisotopic Mass: 484.1329024
• SMILES: c1(nc(nc2c1cc[nH]2)Nc1c(OC)cc(cc1)CS(=O)(=O)C)Nc1c(C(=O)N)c(F)ccc1
• Canonical SMILES: COc1cc(ccc1Nc1nc(Nc2cccc(c2C(=O)N)F)c2c(n1)[nH]cc2)CS(=O)(=O)C
• InChI: InChI=1S/C22H21FN6O4S/c1-33-17-10-12(11-34(2,31)32)6-7-15(17)27-22-28-20-13(8-9-25-20)21(29-22)26-16-5-3-4-14(23)18(16)19(24)30/h3-10H,11H2,1-2H3,(H2,24,30)(H3,25,26,27,28,29)
• InChIKey: VGYXXQRDIVRILX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-fluoro-6-[(2-{[4-(methanesulfonylmethyl)-2-methoxyphenyl]amino}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]benzamide
• IUPAC Traditional name: 2-fluoro-6-[(2-{[4-(methanesulfonylmethyl)-2-methoxyphenyl]amino}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]benzamide
• Synonyms: 2-fluoro-6-{[2-({2-methoxy-4-[(methylsulfonyl)methyl]phenyl}amino)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amino}benzamide

Database IDs

• PubChem SID: 160968906; 99444316
• PubChem CID: 25113171

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.101051
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 2.857057
• LogD (pH = 7.4): 3.3930569
• Log P: 3.4071703
• Molar Refractivity: 125.7559 cm^3
• Polarizability: 47.497463 Å^3
• Polar Surface Area: 152.09 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.32
• LOG S: -4.6
• Solubility (Water): 1.22e-02 g/l

DETAILS

DrugBank - DB07845

Drug information: experimental