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Volumn 21, Issue 4, 2011, Pages 1248-1252

The discovery of furo[2,3-c]pyridine-based indanone oximes as potent and selective B-Raf inhibitors

Author keywords

B Raf; Cancer therapy; Kinase

Indexed keywords

B RAF KINASE INHIBITOR; FURO[2,3 C]PYRIDINE DERIVATIVE; IMIDAZOPYRAZINE DERIVATIVE; INDANONE DERIVATIVE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 79851509964     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.12.039     Document Type: Article
Times cited : (25)

References (35)
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    • Heimbrook D. C.; Huber H. E.; Stirdivant S. M.; Patrick D. R.; Claremon D.; Liverton N.; Selnick H.; Ahern J.; Conroy R.; Drakas R.; Falconi N.; Hancock P.; Robinson R.; Smith G.; Olif A. American Association for Cancer Research, New Orleans, Apr 1998; Poster #3793
    • Heimbrook, D. C.; Huber, H. E.; Stirdivant, S. M.; Patrick, D. R.; Claremon, D.; Liverton, N.; Selnick, H.; Ahern, J.; Conroy, R.; Drakas, R.; Falconi, N.; Hancock, P.; Robinson, R.; Smith, G.; Olif, A. American Association for Cancer Research, New Orleans, Apr 1998; Poster #3793.
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    • ROCS: OpenEye Scientific Software: Santa Fe, NM. Virtual hits were comprised of compounds from a 50% sampling of our focused library collection (approximately 200,000 virtual compounds) with a purely shape-matching Tanimoto index of 0.85 or more
    • ROCS: OpenEye Scientific Software: Santa Fe, NM. Virtual hits were comprised of compounds from a 50% sampling of our focused library collection (approximately 200,000 virtual compounds) with a purely shape-matching Tanimoto index of 0.85 or more.
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    • 79851512353 scopus 로고    scopus 로고
    • Laird, E.; Topalov, G.; Lyssikatos, J. P.; Welch, M.; Grina, J.; Hansen, J.; Newhouse, B. WO 2006125101
    • Laird, E.; Topalov, G.; Lyssikatos, J. P.; Welch, M.; Grina, J.; Hansen, J.; Newhouse, B. WO 2006125101.
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    • For assay description see: Laird, E.; Lyssikatos, J.; Welch, M.; Grina, J.; Hansen, J.; Newhouse, B.; Olivero, A.; Topolav, G. WO 2006/084015 A2, 2006
    • For assay description see: Laird, E.; Lyssikatos, J.; Welch, M.; Grina, J.; Hansen, J.; Newhouse, B.; Olivero, A.; Topolav, G. WO 2006/084015 A2, 2006.
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    • 79851515971 scopus 로고    scopus 로고
    • The homology model was constructed using the program COMPOSER (Tripos Associates, St. Louis MO). The X-ray coordinates of Lck in complex with PP2 (PDB accession code 1QPE ) were chosen as the major template
    • The homology model was constructed using the program COMPOSER (Tripos Associates, St. Louis MO). The X-ray coordinates of Lck in complex with PP2 (PDB accession code 1QPE ) were chosen as the major template.
  • 15
    • 79851507779 scopus 로고    scopus 로고
    • The existence of an internal hydrogen bond was later confirmed by X-ray crystallography. Vide infra
    • The existence of an internal hydrogen bond was later confirmed by X-ray crystallography. Vide infra.
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    • Revision A.11 Gaussian Inc. Pittsburgh PA
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    • Gaussian98
    • Frisch, M.J.1
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    • Interaction potentials were the averaged energy for a water molecule interacting with the hinge acceptor of the inhibitor as computed via Monte Carlo simulation using the OPLS potential function and the TIP4P water model: W.L. Jorgensen, and J. Tirado-Rives J. Am. Chem. Soc. 110 1988 1657
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 1657
    • Jorgensen, W.L.1    Tirado-Rives, J.2
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    • Coordinates for the B-Raf crystal structure have been deposited in the PDB: accession code 3PSB
    • Coordinates for the B-Raf crystal structure have been deposited in the PDB: accession code 3PSB.
  • 24
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    • Calculation of partial atomic charges for the furopyridine template resulted in -0.67 for the pyridyl nitrogen
    • Calculation of partial atomic charges for the furopyridine template resulted in -0.67 for the pyridyl nitrogen.
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    • Miknis, G.; Lyssikatos, J. P.; Laird, E.; Tarlton, E.; Buckmelter, A. J.; Ren, L.; Rast, B.; Schlachter, S. T.; Wenglowsky, S. M. US 2007049603
    • Miknis, G.; Lyssikatos, J. P.; Laird, E.; Tarlton, E.; Buckmelter, A. J.; Ren, L.; Rast, B.; Schlachter, S. T.; Wenglowsky, S. M. US 2007049603.
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    • 2OTBS in the presence of a catalytic amount of TsOH
    • 2OTBS in the presence of a catalytic amount of TsOH.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.