data_D49
#

_chem_comp.id                                   D49
_chem_comp.name                                 "2-[4-[(2~{R})-4-[4-(6-carboxy-1~{H}-benzimidazol-2-yl)phenoxy]-2-oxidanyl-butoxy]phenyl]-1~{H}-benzimidazole-5-carboxylic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C32 H26 N4 O7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-02-15
_chem_comp.pdbx_modified_date                   2019-05-24
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       578.571
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    D49
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  Y
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       6NXZ
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.alt_atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.charge
_chem_comp_atom.pdbx_align
_chem_comp_atom.pdbx_aromatic_flag
_chem_comp_atom.pdbx_leaving_atom_flag
_chem_comp_atom.pdbx_stereo_config
_chem_comp_atom.model_Cartn_x
_chem_comp_atom.model_Cartn_y
_chem_comp_atom.model_Cartn_z
_chem_comp_atom.pdbx_model_Cartn_x_ideal
_chem_comp_atom.pdbx_model_Cartn_y_ideal
_chem_comp_atom.pdbx_model_Cartn_z_ideal
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_component_comp_id
_chem_comp_atom.pdbx_ordinal
D49  O7   O1   O  0  1  N  N  N  -2.158   0.256  3.447   -2.728  -1.023   0.241  O7   D49   1  
D49  C8   C1   C  0  1  N  N  N  -0.818  -0.285  3.349   -1.877   0.124   0.295  C8   D49   2  
D49  C9   C2   C  0  1  N  N  R   0.239   0.812  3.383   -0.417  -0.326   0.363  C9   D49   3  
D49  O10  O2   O  0  1  N  N  N   3.684  -0.783  2.881    2.812   1.584   0.175  O10  D49   4  
D49  C11  C3   C  0  1  Y  N  N   4.406  -1.925  2.608    4.149   1.352   0.118  C11  D49   5  
D49  O35  O3   O  0  1  N  N  N   0.193   1.693  2.233   -0.190  -1.023   1.590  O35  D49   6  
D49  C36  C4   C  0  1  N  N  N   1.684   0.340  3.593    0.498   0.898   0.296  C36  D49   7  
D49  C37  C5   C  0  1  N  N  N   2.243  -0.844  2.834    1.958   0.441   0.238  C37  D49   8  
D49  H2   H2   H  0  1  N  N  N  -0.726  -0.839  2.403   -2.029   0.732  -0.598  H2   D49   9  
D49  H3   H3   H  0  1  N  N  N  -0.648  -0.970  4.193   -2.118   0.713   1.180  H3   D49  10  
D49  H4   H4   H  0  1  N  N  N  -0.001   1.430  4.261   -0.201  -0.988  -0.476  H4   D49  11  
D49  H8   H8   H  0  1  N  N  N   0.127   1.175  1.439   -0.363  -0.494   2.381  H8   D49  12  
D49  H9   H9   H  0  1  N  N  N   1.780   0.098  4.662    0.264   1.478  -0.597  H9   D49  13  
D49  H10  H10  H  0  1  N  N  N   2.330   1.197  3.352    0.345   1.515   1.181  H10  D49  14  
D49  H11  H11  H  0  1  N  N  N   1.905  -0.807  1.788    2.111  -0.176  -0.647  H11  D49  15  
D49  H12  H12  H  0  1  N  N  N   1.896  -1.779  3.299    2.192  -0.139   1.130  H12  D49  16  
D49  C1   C6   C  0  1  Y  N  N       ?       ?      ?    5.036   2.420   0.055  C1   D49  17  
D49  C2   C7   C  0  1  Y  N  N       ?       ?      ?    6.393   2.189  -0.002  C2   D49  18  
D49  C3   C8   C  0  1  Y  N  N       ?       ?      ?    6.877   0.879   0.004  C3   D49  19  
D49  C4   C9   C  0  1  Y  N  N       ?       ?      ?    5.982  -0.192   0.067  C4   D49  20  
D49  C5   C10  C  0  1  Y  N  N       ?       ?      ?    4.627   0.048   0.130  C5   D49  21  
D49  C13  C11  C  0  1  Y  N  N       ?       ?      ?    8.331   0.626  -0.058  C13  D49  22  
D49  N1   N1   N  0  1  Y  N  N       ?       ?      ?    8.915  -0.610  -0.059  N1   D49  23  
D49  C7   C12  C  0  1  Y  N  N       ?       ?      ?   10.283  -0.412  -0.127  C7   D49  24  
D49  C10  C13  C  0  1  Y  N  N       ?       ?      ?   10.475   0.983  -0.166  C10  D49  25  
D49  N2   N2   N  0  1  Y  N  N       ?       ?      ?    9.256   1.555  -0.127  N2   D49  26  
D49  C6   C23  C  0  1  Y  N  N       ?       ?      ?   11.776   1.501  -0.238  C6   D49  27  
D49  C12  C26  C  0  1  Y  N  N       ?       ?      ?   12.846   0.660  -0.270  C12  D49  28  
D49  C14  C14  C  0  1  Y  N  N       ?       ?      ?   12.661  -0.729  -0.231  C14  D49  29  
D49  C15  C15  C  0  1  Y  N  N       ?       ?      ?   11.373  -1.262  -0.160  C15  D49  30  
D49  C16  C16  C  0  1  N  N  N       ?       ?      ?   13.828  -1.628  -0.266  C16  D49  31  
D49  O2   O4   O  0  1  N  N  N       ?       ?      ?   15.072  -1.115  -0.336  O2   D49  32  
D49  O1   O5   O  0  1  N  N  N       ?       ?      ?   13.669  -2.832  -0.233  O1   D49  33  
D49  C17  C17  C  0  1  Y  N  N       ?       ?      ?   -4.065  -0.796   0.176  C17  D49  34  
D49  C18  C18  C  0  1  Y  N  N       ?       ?      ?   -4.948  -1.868   0.121  C18  D49  35  
D49  C19  C19  C  0  1  Y  N  N       ?       ?      ?   -6.305  -1.642   0.056  C19  D49  36  
D49  C20  C20  C  0  1  Y  N  N       ?       ?      ?   -6.794  -0.334   0.045  C20  D49  37  
D49  C21  C21  C  0  1  Y  N  N       ?       ?      ?   -5.904   0.741   0.101  C21  D49  38  
D49  C22  C22  C  0  1  Y  N  N       ?       ?      ?   -4.548   0.507   0.171  C22  D49  39  
D49  C32  C32  C  0  1  Y  N  N       ?       ?      ?   -8.250  -0.087  -0.025  C32  D49  40  
D49  N3   N3   N  0  1  Y  N  N       ?       ?      ?   -8.839   1.149  -0.042  N3   D49  41  
D49  C24  C24  C  0  1  Y  N  N       ?       ?      ?  -10.201   0.953  -0.113  C24  D49  42  
D49  C25  C25  C  0  1  Y  N  N       ?       ?      ?  -10.396  -0.442  -0.139  C25  D49  43  
D49  N4   N4   N  0  1  Y  N  N       ?       ?      ?   -9.169  -1.018  -0.088  N4   D49  44  
D49  C27  C27  C  0  1  Y  N  N       ?       ?      ?  -11.692  -0.954  -0.210  C27  D49  45  
D49  C28  C28  C  0  1  Y  N  N       ?       ?      ?  -12.773  -0.078  -0.256  C28  D49  46  
D49  C29  C29  C  0  1  Y  N  N       ?       ?      ?  -12.560   1.307  -0.230  C29  D49  47  
D49  C30  C30  C  0  1  Y  N  N       ?       ?      ?  -11.294   1.811  -0.159  C30  D49  48  
D49  C31  C31  C  0  1  N  N  N       ?       ?      ?  -14.147  -0.610  -0.332  C31  D49  49  
D49  O3   O6   O  0  1  N  N  N       ?       ?      ?  -14.334  -1.811  -0.354  O3   D49  50  
D49  O4   O7   O  0  1  N  N  N       ?       ?      ?  -15.196   0.235  -0.376  O4   D49  51  
D49  H1   H1   H  0  1  N  N  N       ?       ?      ?    4.661   3.433   0.051  H1   D49  52  
D49  H5   H5   H  0  1  N  N  N       ?       ?      ?    7.081   3.019  -0.052  H5   D49  53  
D49  H6   H6   H  0  1  N  N  N       ?       ?      ?    6.353  -1.206   0.072  H6   D49  54  
D49  H7   H7   H  0  1  N  N  N       ?       ?      ?    3.935  -0.780   0.179  H7   D49  55  
D49  H13  H13  H  0  1  N  N  N       ?       ?      ?    8.458  -1.464  -0.019  H13  D49  56  
D49  H14  H14  H  0  1  N  N  N       ?       ?      ?   11.929   2.570  -0.269  H14  D49  57  
D49  H15  H15  H  0  1  N  N  N       ?       ?      ?   13.845   1.066  -0.326  H15  D49  58  
D49  H16  H16  H  0  1  N  N  N       ?       ?      ?   11.229  -2.332  -0.130  H16  D49  59  
D49  H17  H17  H  0  1  N  N  N       ?       ?      ?   15.807  -1.744  -0.356  H17  D49  60  
D49  H18  H18  H  0  1  N  N  N       ?       ?      ?   -4.569  -2.879   0.129  H18  D49  61  
D49  H19  H19  H  0  1  N  N  N       ?       ?      ?   -6.991  -2.475   0.012  H19  D49  62  
D49  H20  H20  H  0  1  N  N  N       ?       ?      ?   -6.278   1.754   0.093  H20  D49  63  
D49  H21  H21  H  0  1  N  N  N       ?       ?      ?   -3.859   1.337   0.215  H21  D49  64  
D49  H22  H22  H  0  1  N  N  N       ?       ?      ?   -8.382   2.004  -0.009  H22  D49  65  
D49  H23  H23  H  0  1  N  N  N       ?       ?      ?  -11.855  -2.021  -0.231  H23  D49  66  
D49  H24  H24  H  0  1  N  N  N       ?       ?      ?  -13.404   1.980  -0.266  H24  D49  67  
D49  H25  H25  H  0  1  N  N  N       ?       ?      ?  -11.141   2.880  -0.140  H25  D49  68  
D49  H26  H26  H  0  1  N  N  N       ?       ?      ?  -16.077  -0.160  -0.425  H26  D49  69  
#   #
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.value_order
_chem_comp_bond.pdbx_aromatic_flag
_chem_comp_bond.pdbx_stereo_config
_chem_comp_bond.pdbx_ordinal
D49  O35  C9   SING  N  N   1  
D49  C11  O10  SING  N  N   2  
D49  C37  O10  SING  N  N   3  
D49  C37  C36  SING  N  N   4  
D49  C8   C9   SING  N  N   5  
D49  C8   O7   SING  N  N   6  
D49  C9   C36  SING  N  N   7  
D49  C8   H2   SING  N  N   8  
D49  C8   H3   SING  N  N   9  
D49  C9   H4   SING  N  N  10  
D49  O35  H8   SING  N  N  11  
D49  C36  H9   SING  N  N  12  
D49  C36  H10  SING  N  N  13  
D49  C37  H11  SING  N  N  14  
D49  C37  H12  SING  N  N  15  
D49  C11  C1   SING  Y  N  16  
D49  C1   C2   DOUB  Y  N  17  
D49  C2   C3   SING  Y  N  18  
D49  C3   C4   DOUB  Y  N  19  
D49  C4   C5   SING  Y  N  20  
D49  C5   C11  DOUB  Y  N  21  
D49  C3   C13  SING  N  N  22  
D49  C13  N1   SING  Y  N  23  
D49  N1   C7   SING  Y  N  24  
D49  C7   C10  DOUB  Y  N  25  
D49  C10  N2   SING  Y  N  26  
D49  N2   C13  DOUB  Y  N  27  
D49  C10  C6   SING  Y  N  28  
D49  C6   C12  DOUB  Y  N  29  
D49  C12  C14  SING  Y  N  30  
D49  C14  C15  DOUB  Y  N  31  
D49  C15  C7   SING  Y  N  32  
D49  C14  C16  SING  N  N  33  
D49  C16  O2   SING  N  N  34  
D49  C16  O1   DOUB  N  N  35  
D49  O7   C17  SING  N  N  36  
D49  C17  C18  SING  Y  N  37  
D49  C18  C19  DOUB  Y  N  38  
D49  C19  C20  SING  Y  N  39  
D49  C20  C21  DOUB  Y  N  40  
D49  C21  C22  SING  Y  N  41  
D49  C22  C17  DOUB  Y  N  42  
D49  C20  C32  SING  N  N  43  
D49  C32  N3   SING  Y  N  44  
D49  N3   C24  SING  Y  N  45  
D49  C24  C25  DOUB  Y  N  46  
D49  C25  N4   SING  Y  N  47  
D49  N4   C32  DOUB  Y  N  48  
D49  C25  C27  SING  Y  N  49  
D49  C27  C28  DOUB  Y  N  50  
D49  C28  C29  SING  Y  N  51  
D49  C29  C30  DOUB  Y  N  52  
D49  C30  C24  SING  Y  N  53  
D49  C28  C31  SING  N  N  54  
D49  C31  O3   DOUB  N  N  55  
D49  C31  O4   SING  N  N  56  
D49  C1   H1   SING  N  N  57  
D49  C2   H5   SING  N  N  58  
D49  C4   H6   SING  N  N  59  
D49  C5   H7   SING  N  N  60  
D49  N1   H13  SING  N  N  61  
D49  C6   H14  SING  N  N  62  
D49  C12  H15  SING  N  N  63  
D49  C15  H16  SING  N  N  64  
D49  O2   H17  SING  N  N  65  
D49  C18  H18  SING  N  N  66  
D49  C19  H19  SING  N  N  67  
D49  C21  H20  SING  N  N  68  
D49  C22  H21  SING  N  N  69  
D49  N3   H22  SING  N  N  70  
D49  C27  H23  SING  N  N  71  
D49  C29  H24  SING  N  N  72  
D49  C30  H25  SING  N  N  73  
D49  O4   H26  SING  N  N  74  
#   #
loop_
_pdbx_chem_comp_descriptor.comp_id
_pdbx_chem_comp_descriptor.type
_pdbx_chem_comp_descriptor.program
_pdbx_chem_comp_descriptor.program_version
_pdbx_chem_comp_descriptor.descriptor
D49  InChI             InChI                 1.03   "InChI=1S/C32H26N4O7/c37-22(17-43-24-9-3-19(4-10-24)30-34-26-12-6-21(32(40)41)16-28(26)36-30)13-14-42-23-7-1-18(2-8-23)29-33-25-11-5-20(31(38)39)15-27(25)35-29/h1-12,15-16,22,37H,13-14,17H2,(H,33,35)(H,34,36)(H,38,39)(H,40,41)/t22-/m1/s1"  
D49  InChIKey          InChI                 1.03   QQYJHKTWHJAQJJ-JOCHJYFZSA-N  
D49  SMILES_CANONICAL  CACTVS                3.385  "O[C@H](CCOc1ccc(cc1)c2[nH]c3cc(ccc3n2)C(O)=O)COc4ccc(cc4)c5[nH]c6ccc(cc6n5)C(O)=O"  
D49  SMILES            CACTVS                3.385  "O[CH](CCOc1ccc(cc1)c2[nH]c3cc(ccc3n2)C(O)=O)COc4ccc(cc4)c5[nH]c6ccc(cc6n5)C(O)=O"  
D49  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1c2[nH]c3cc(ccc3n2)C(=O)O)OCC[C@H](COc4ccc(cc4)c5[nH]c6ccc(cc6n5)C(=O)O)O"  
D49  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1c2[nH]c3cc(ccc3n2)C(=O)O)OCCC(COc4ccc(cc4)c5[nH]c6ccc(cc6n5)C(=O)O)O"  
#
_pdbx_chem_comp_identifier.comp_id          D49
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "2-[4-[(2~{R})-4-[4-(6-carboxy-1~{H}-benzimidazol-2-yl)phenoxy]-2-oxidanyl-butoxy]phenyl]-1~{H}-benzimidazole-5-carboxylic acid"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
D49  "Create component"  2019-02-15  RCSB  
D49  "Modify formula"    2019-03-04  RCSB  
D49  "Initial release"   2019-05-29  RCSB  
##
