N-(3-{5-chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl}-2,4-difluorophenyl)(2H7)propane-1-sulfonamide

• ChemBase ID: 176829
• Molecular Formular: C17H14ClF2N3O3S
• Molecular Mass: 413.8261664
• Monoisotopic Mass: 413.04124644
• SMILES: c1c(cc2c(n1)[nH]cc2C(=O)c1c(ccc(c1F)NS(=O)(=O)CCC)F)Cl
• Canonical SMILES: CCCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c1c[nH]c2c1cc(Cl)cn2)F
• InChI: InChI=1S/C17H14ClF2N3O3S/c1-2-5-27(25,26)23-13-4-3-12(19)14(15(13)20)16(24)11-8-22-17-10(11)6-9(18)7-21-17/h3-4,6-8,23H,2,5H2,1H3,(H,21,22)
• InChIKey: YZDJQTHVDDOVHR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(3-{5-chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl}-2,4-difluorophenyl)(^2H₇)propane-1-sulfonamide
• IUPAC Traditional name: N-(3-{5-chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl}-2,4-difluorophenyl)(^2H₇)propane-1-sulfonamide
• Synonyms: N-[3-[(5-Chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)carbonyl]-2,4-difluorophenyl]-1-(propane-d7)sulfonamide; PLX-4720-d7

Database IDs

• PubChem SID: 164232739
• PubChem CID: 52915008

CALCULATED PROPERTIES

• Acid pKa: 7.1725125
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.9671185
• LogD (pH = 7.4): 2.622226
• Log P: 2.9752579
• Molar Refractivity: 96.8329 cm^3
• Polarizability: 37.84652 Å^3
• Polar Surface Area: 91.92 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P635002

Labelled PLX4720. It is a selective inhibitor of mutant B-RAF and its analog, PLX4032, is currently undergoing clinical trials in melanoma. An antitumor agent.

REFERENCES

• Conner, S., et al.: J. Biol. Chem., 278, 34548 (2003)
• Dumaz, N., et al.: Cancer Res., 66, 9483 (2003)
• Salerno, P., et al.: J. Clin. Endocrinol. Metab., 95, 450 (2003)