Design and synthesis of a novel series of cyclohexyloxy-pyridyl derivatives as inhibitors of diacylglycerol acyl transferase 1
Plowright, Alleyn T.; Barton, Peter; Bennett, Stuart; Birch, Alan M.; Birtles, Susan; Buckett, Linda K.; Butlin, Roger J.; Davies, Robert D. M.; Ertan, Anne; Gutierrez, Pablo Morentin; Kemmitt, Paul D.; Leach, Andrew G.; Svensson, Per H.; Turnbull, Andrew V.; Waring, Michael J.; MedChemComm 4 (2013) 151–; doi:10.1039/c2md20187a

data_7112511
_publ_section_title
;
 Design and synthesis of a novel series of cyclohexyloxy-pyridyl
 derivatives as inhibitors of diacylglycerol acyl transferase 1
;
_journal_issue                   1
_journal_name_full               MedChemComm
_journal_page_first              151
_journal_paper_doi               10.1039/c2md20187a
_journal_volume                  4
_journal_year                    2013
_chemical_compound_source        'Local laboratory at SBBG'
_chemical_formula_moiety         'C23 H21 F3 N4 O4, C2 H4 O2'
_chemical_formula_sum            'C25 H25 F3 N4 O6'
_chemical_formula_weight         534.491
_chemical_name_common
;AZ12408627 acetic acid solvate, Analysis Report AZ SBBG: 2005-39-301,
DGAT1 project
;
_chemical_name_systematic
; (trans-4-{4-[({5-[(2,4,5-trifluorophenyl)amino]-1,3,4-oxadiazol-2-yl}
carbonyl)amino]phenyl}cyclohexyl)acetic acid
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           'maXus and PLATON'
_cell_angle_alpha                75.373(5)
_cell_angle_beta                 86.058(5)
_cell_angle_gamma                83.124(4)
_cell_formula_units_Z            2
_cell_length_a                   5.1885(5)
_cell_length_b                   11.4587(10)
_cell_length_c                   21.469(2)
_cell_measurement_reflns_used    12354
_cell_measurement_temperature    200
_cell_measurement_theta_max      25.108
_cell_measurement_theta_min      0.998
_cell_volume                     1225.2(2)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction        'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'PLUTON (Spek, 2003)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    SIR97
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      0.03646
_diffrn_orient_matrix_UB_12      -0.08959
_diffrn_orient_matrix_UB_13      0.01761
_diffrn_orient_matrix_UB_21      -0.18783
_diffrn_orient_matrix_UB_22      -0.00935
_diffrn_orient_matrix_UB_23      -0.00262
_diffrn_orient_matrix_UB_31      0.03370
_diffrn_orient_matrix_UB_32      -0.01062
_diffrn_orient_matrix_UB_33      -0.04477
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            5552
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         1.85
_exptl_absorpt_coefficient_mu    0.119
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Rod
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.922
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         3628
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.922
_refine_ls_R_factor_all          0.1104
_refine_ls_R_factor_gt           0.0525
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0718P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1206
_refine_ls_wR_factor_ref         0.1412
_reflns_number_gt                1988
_reflns_number_total             3628
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2md20187a.txt
_cod_data_source_block           AZ12408627_AcOH
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_database_code               7112511