Computationally-guided optimization of a docking hit to yield catechol diethers as potent anti-HIV agents.
Bollini, Mariela; Domaoal, Robert A.; Thakur, Vinay V.; Gallardo-Macias, Ricardo; Spasov, Krasimir A.; Anderson, Karen S.; Jorgensen, William L.; Journal of medicinal chemistry 54 (2011) 8582–8591; doi:10.1021/jm201134m

data_1501667
_publ_section_title
;
 Computationally-guided optimization of a docking hit to yield catechol
 diethers as potent anti-HIV agents.
;
_journal_issue                   24
_journal_name_full               'Journal of medicinal chemistry'
_journal_page_first              8582
_journal_page_last               8591
_journal_paper_doi               10.1021/jm201134m
_journal_volume                  54
_journal_year                    2011
_chemical_formula_moiety         'C24 H21 Cl N4 O6 '
_chemical_formula_sum            'C24 H21 Cl N4 O6'
_chemical_formula_weight         496.91
_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'
_cell_angle_alpha                110.172(3)
_cell_angle_beta                 103.140(3)
_cell_angle_gamma                105.713(3)
_cell_formula_units_Z            2
_cell_length_a                   9.0566(11)
_cell_length_b                   12.7489(16)
_cell_length_c                   12.9111(16)
_cell_measurement_reflns_used    9621
_cell_measurement_temperature    223.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     1259.3(3)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  SHELXL
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      223
_diffrn_detector_area_resol_mean 6.85
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku SCXmini'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.040
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13000
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.197
_exptl_absorpt_correction_T_max  0.961
_exptl_absorpt_correction_T_min  0.785
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Rod
_exptl_crystal_F_000             516.00
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.40
_refine_diff_density_min         -0.36
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     321
_refine_ls_number_reflns         5733
_refine_ls_R_factor_gt           0.0794
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0900P)^2^+0.5408P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2198
_reflns_number_gt                2940
_reflns_number_total             5733
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jm201134m_si_001.cif
_cod_data_source_block           Cmpd_20
_cod_original_formula_sum        'C24 H21 Cl N4 O6 '
_cod_database_code               1501667