Tanshinone-IIA-Based Analogues of Imidazole Alkaloid Act as Potent Inhibitors To Block Breast Cancer Invasion and Metastasis in Vivo.
Wu, Qiong; Zheng, Kangdi; Huang, Xiaoting; Li, Li; Mei, Wenjie; Journal of medicinal chemistry 61 (2018) 10488–10501; doi:10.1021/acs.jmedchem.8b01018

data_1553265
_publ_section_title
;
 Tanshinone-IIA-Based Analogues of Imidazole Alkaloid Act as Potent
 Inhibitors To Block Breast Cancer Invasion and Metastasis in Vivo.
;
_journal_issue                   23
_journal_name_full               'Journal of medicinal chemistry'
_journal_page_first              10488
_journal_page_last               10501
_journal_paper_doi               10.1021/acs.jmedchem.8b01018
_journal_volume                  61
_journal_year                    2018
_chemical_formula_moiety         'C27 H26 N2 O2'
_chemical_formula_sum            'C27 H26 N2 O2'
_chemical_formula_weight         410.52
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     direct
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Olex2 1.2
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_cell_length_c                   8.2015(3)
_cell_measurement_reflns_used    1876
_cell_measurement_temperature    293.0
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_cell_measurement_theta_min      4.0820
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_computing_cell_refinement
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
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_diffrn_measured_fraction_theta_max 0.9872
_diffrn_measurement_details
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  1 omega    8.00  103.40   0.6000    1.0000
omega____ theta____ kappa____ phi______ frames
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  2 omega   84.00  159.00   0.6000   15.0000
omega____ theta____ kappa____ phi______ frames
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  3 omega  135.00  162.60   0.6000   15.0000
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  4 omega   63.00  115.80   0.6000   15.0000
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  5 omega   43.00  107.80   0.6000   15.0000
omega____ theta____ kappa____ phi______ frames
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  6 omega   30.00   66.60   0.6000   15.0000
omega____ theta____ kappa____ phi______ frames
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  7 omega   18.00   64.20   0.6000   15.0000
omega____ theta____ kappa____ phi______ frames
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  8 omega   25.00   71.80   0.6000   15.0000
omega____ theta____ kappa____ phi______ frames
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  9 omega   19.00   85.60   0.6000   15.0000
omega____ theta____ kappa____ phi______ frames
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 10 omega   23.00   86.00   0.6000   15.0000
omega____ theta____ kappa____ phi______ frames
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 11 omega  -92.00  -61.40   0.6000    1.0000
omega____ theta____ kappa____ phi______ frames
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 12 omega  -95.00  -69.20   0.6000    1.0000
omega____ theta____ kappa____ phi______ frames
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 13 omega -104.00  -69.20   0.6000    1.0000
omega____ theta____ kappa____ phi______ frames
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 14 omega -110.00  -75.20   0.6000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.2434  178.0000  150.0000 58

 15 omega   38.00   62.60   0.6000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.2434  178.0000 -150.0000 41
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0261242000
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_diffrn_orient_matrix_UB_32      0.0388370000
_diffrn_orient_matrix_UB_33      0.1492572000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0594
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_diffrn_reflns_limit_h_min       -14
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_diffrn_reflns_theta_max         62.72
_diffrn_reflns_theta_min         3.66
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic brownish brown'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.2737
_exptl_crystal_description       needle
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_refine_ls_number_parameters     283
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_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0622
_refine_ls_shift/su_max          0.0018
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
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'w=1/[\s^2^(Fo^2^)+(0.0944P)^2^] where P=(Fo^2^+2Fc^2^)/3'
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_cod_data_source_file            jm8b01018_si_003.cif
_cod_data_source_block           ZHENGKANGDI_TA04
_cod_depositor_comments
;

2025-06-17
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C12 H11.556 N0.889 O0.889'
_cod_original_formula_weight         182.45
_cod_original_formula_moiety         '0.44(C27 H26 N2 O2)'
_cod_original_formula_units_Z            9
_cod_database_code               1553265
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     61.08
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C15(H15a,H15b), C27(H27a,H27b), C1A(H1Aa,H1Ab)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24)
2.c Idealised Me refined as rotating group:
 C25(H25a,H25b,H25c), C28(H28a,H28b,H28c), C1B(H1Ba,H1Bb,H1Bc), C1C(H1Ca,H1Cb,
 H1Cc)
;
_olex2_submission_special_instructions 'No special instructions were received'