data_58F
#

_chem_comp.id                                   58F
_chem_comp.name                                 "p-iodo Hoechst"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C25 H23 I N6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "2'-(4-iodophenyl)-6-(4-methylpiperazin-1-yl)-1H,3'H-2,5'-bibenzimidazole"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2015-08-20
_chem_comp.pdbx_modified_date                   2021-03-13
_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                       534.395
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    58F
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       5DAM
_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
58F  C    C1   C  0  1  Y  N  N   7.361  20.516  76.229  -7.033   0.154   0.070  C    58F   1  
58F  C1   C2   C  0  1  Y  N  N   7.796  22.257  74.093  -4.311  -0.347  -0.012  C1   58F   2  
58F  C2   C3   C  0  1  Y  N  N   8.682  20.739  75.807  -6.139   1.210   0.041  C2   58F   3  
58F  C3   C4   C  0  1  Y  N  N   8.944  21.592  74.738  -4.781   0.967  -0.000  C3   58F   4  
58F  C4   C5   C  0  1  Y  N  N   6.255  21.098  75.602  -6.572  -1.151   0.064  C4   58F   5  
58F  C5   C6   C  0  1  Y  N  N   6.503  22.075  74.523  -5.218  -1.407   0.024  C5   58F   6  
58F  C6   C7   C  0  1  Y  N  N   8.047  23.073  72.917  -2.857  -0.614  -0.056  C6   58F   7  
58F  C7   C8   C  0  1  Y  N  N   9.037  23.885  71.068  -0.666  -0.315  -0.126  C7   58F   8  
58F  C8   C9   C  0  1  Y  N  N   7.761  24.521  71.298  -0.966  -1.690  -0.104  C8   58F   9  
58F  C9   C10  C  0  1  Y  N  N   7.317  25.530  70.435   0.075  -2.627  -0.128  C9   58F  10  
58F  C10  C11  C  0  1  Y  N  N   8.114  25.847  69.345   1.370  -2.207  -0.174  C10  58F  11  
58F  C11  C12  C  0  1  Y  N  N   9.350  25.197  69.124   1.675  -0.840  -0.196  C11  58F  12  
58F  C12  C13  C  0  1  Y  N  N   9.824  24.185  69.960   0.652   0.105  -0.173  C12  58F  13  
58F  N1   N1   N  0  1  Y  N  N   9.216  22.980  72.123  -1.881   0.344  -0.093  N1   58F  14  
58F  N2   N2   N  0  1  Y  N  N   7.170  23.997  72.463  -2.309  -1.805  -0.059  N2   58F  15  
58F  C13  C14  C  0  1  Y  N  N  10.112  25.571  67.933   3.085  -0.400  -0.245  C13  58F  16  
58F  C14  C15  C  0  1  Y  N  N  11.589  25.411  66.227   5.298  -0.437  -0.316  C14  58F  17  
58F  C15  C16  C  0  1  Y  N  N  10.824  26.632  66.146   4.839   0.893  -0.317  C15  58F  18  
58F  C16  C17  C  0  1  Y  N  N  11.088  27.521  65.100   5.763   1.942  -0.358  C16  58F  19  
58F  C17  C18  C  0  1  Y  N  N  12.060  27.170  64.183   7.101   1.672  -0.396  C17  58F  20  
58F  C18  C19  C  0  1  Y  N  N  12.858  25.988  64.288   7.559   0.356  -0.394  C18  58F  21  
58F  N3   N3   N  0  1  Y  N  N  11.165  24.791  67.404   4.171  -1.235  -0.272  N3   58F  22  
58F  N4   N4   N  0  1  Y  N  N   9.894  26.703  67.196   3.484   0.849  -0.275  N4   58F  23  
58F  C19  C20  C  0  1  Y  N  N  12.640  25.097  65.346   6.660  -0.698  -0.356  C19  58F  24  
58F  N5   N5   N  0  1  N  N  N  13.844  25.753  63.282   8.932   0.097  -0.434  N5   58F  25  
58F  N6   N6   N  0  1  N  N  N  15.306  24.698  61.024  11.605   0.189   0.543  N6   58F  26  
58F  C20  C21  C  0  1  N  N  N  13.366  25.899  61.907   9.344  -0.737   0.704  C20  58F  27  
58F  C21  C22  C  0  1  N  N  N  14.562  26.001  60.931  10.834  -1.062   0.582  C21  58F  28  
58F  C22  C23  C  0  1  N  N  N  15.890  24.538  62.383  11.193   1.023  -0.595  C22  58F  29  
58F  C23  C24  C  0  1  N  N  N  14.994  24.923  63.562   9.703   1.348  -0.472  C23  58F  30  
58F  C24  C25  C  0  1  N  N  N  14.466  23.569  60.529  11.478   0.924   1.808  C24  58F  31  
58F  I    I1   I  0  1  N  N  N   6.970  19.207  77.822  -9.093   0.533   0.132  I    58F  32  
58F  H1   H1   H  0  1  N  N  N   9.499  20.246  76.314  -6.504   2.226   0.050  H1   58F  33  
58F  H2   H2   H  0  1  N  N  N   9.953  21.761  74.393  -4.084   1.792  -0.023  H2   58F  34  
58F  H3   H3   H  0  1  N  N  N   5.249  20.840  75.898  -7.275  -1.971   0.091  H3   58F  35  
58F  H4   H4   H  0  1  N  N  N   5.689  22.632  74.083  -4.859  -2.426   0.014  H4   58F  36  
58F  H5   H5   H  0  1  N  N  N   6.384  26.045  70.612  -0.149  -3.683  -0.110  H5   58F  37  
58F  H6   H6   H  0  1  N  N  N   7.784  26.606  68.651   2.169  -2.934  -0.192  H6   58F  38  
58F  H7   H7   H  0  1  N  N  N  10.749  23.664  69.759   0.885   1.160  -0.191  H7   58F  39  
58F  H8   H8   H  0  1  N  N  N  10.007  22.390  72.282  -2.016   1.305  -0.096  H8   58F  40  
58F  H10  H10  H  0  1  N  N  N  10.549  28.453  65.011   5.418   2.966  -0.360  H10  58F  41  
58F  H11  H11  H  0  1  N  N  N  12.226  27.825  63.340   7.810   2.486  -0.426  H11  58F  42  
58F  H12  H12  H  0  1  N  N  N  11.537  23.951  67.799   4.152  -2.204  -0.262  H12  58F  43  
58F  H14  H14  H  0  1  N  N  N  13.248  24.214  65.479   7.017  -1.717  -0.355  H14  58F  44  
58F  H16  H16  H  0  1  N  N  N  12.756  26.811  61.830   9.165  -0.197   1.634  H16  58F  45  
58F  H17  H17  H  0  1  N  N  N  12.754  25.025  61.641   8.768  -1.662   0.704  H17  58F  46  
58F  H18  H18  H  0  1  N  N  N  15.219  26.834  61.221  11.009  -1.625  -0.335  H18  58F  47  
58F  H19  H19  H  0  1  N  N  N  14.201  26.159  59.904  11.148  -1.656   1.440  H19  58F  48  
58F  H20  H20  H  0  1  N  N  N  16.167  23.480  62.505  11.769   1.948  -0.594  H20  58F  49  
58F  H21  H21  H  0  1  N  N  N  16.795  25.162  62.433  11.372   0.483  -1.525  H21  58F  50  
58F  H22  H22  H  0  1  N  N  N  14.625  23.990  64.014   9.389   1.943  -1.330  H22  58F  51  
58F  H23  H23  H  0  1  N  N  N  15.620  25.461  64.290   9.528   1.912   0.444  H23  58F  52  
58F  H24  H24  H  0  1  N  N  N  15.032  22.629  60.607  10.439   1.224   1.952  H24  58F  53  
58F  H25  H25  H  0  1  N  N  N  13.552  23.498  61.137  11.789   0.284   2.634  H25  58F  54  
58F  H26  H26  H  0  1  N  N  N  14.195  23.747  59.478  12.111   1.811   1.778  H26  58F  55  
#   #
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
58F  C24  N6   SING  N  N   1  
58F  C21  N6   SING  N  N   2  
58F  C21  C20  SING  N  N   3  
58F  N6   C22  SING  N  N   4  
58F  C20  N5   SING  N  N   5  
58F  C22  C23  SING  N  N   6  
58F  N5   C23  SING  N  N   7  
58F  N5   C18  SING  N  N   8  
58F  C17  C18  DOUB  Y  N   9  
58F  C17  C16  SING  Y  N  10  
58F  C18  C19  SING  Y  N  11  
58F  C16  C15  DOUB  Y  N  12  
58F  C19  C14  DOUB  Y  N  13  
58F  C15  C14  SING  Y  N  14  
58F  C15  N4   SING  Y  N  15  
58F  C14  N3   SING  Y  N  16  
58F  N4   C13  DOUB  Y  N  17  
58F  N3   C13  SING  Y  N  18  
58F  C13  C11  SING  N  N  19  
58F  C11  C10  DOUB  Y  N  20  
58F  C11  C12  SING  Y  N  21  
58F  C10  C9   SING  Y  N  22  
58F  C12  C7   DOUB  Y  N  23  
58F  C9   C8   DOUB  Y  N  24  
58F  C7   C8   SING  Y  N  25  
58F  C7   N1   SING  Y  N  26  
58F  C8   N2   SING  Y  N  27  
58F  N1   C6   SING  Y  N  28  
58F  N2   C6   DOUB  Y  N  29  
58F  C6   C1   SING  N  N  30  
58F  C1   C5   DOUB  Y  N  31  
58F  C1   C3   SING  Y  N  32  
58F  C5   C4   SING  Y  N  33  
58F  C3   C2   DOUB  Y  N  34  
58F  C4   C    DOUB  Y  N  35  
58F  C2   C    SING  Y  N  36  
58F  C    I    SING  N  N  37  
58F  C2   H1   SING  N  N  38  
58F  C3   H2   SING  N  N  39  
58F  C4   H3   SING  N  N  40  
58F  C5   H4   SING  N  N  41  
58F  C9   H5   SING  N  N  42  
58F  C10  H6   SING  N  N  43  
58F  C12  H7   SING  N  N  44  
58F  N1   H8   SING  N  N  45  
58F  C16  H10  SING  N  N  46  
58F  C17  H11  SING  N  N  47  
58F  N3   H12  SING  N  N  48  
58F  C19  H14  SING  N  N  49  
58F  C20  H16  SING  N  N  50  
58F  C20  H17  SING  N  N  51  
58F  C21  H18  SING  N  N  52  
58F  C21  H19  SING  N  N  53  
58F  C22  H20  SING  N  N  54  
58F  C22  H21  SING  N  N  55  
58F  C23  H22  SING  N  N  56  
58F  C23  H23  SING  N  N  57  
58F  C24  H24  SING  N  N  58  
58F  C24  H25  SING  N  N  59  
58F  C24  H26  SING  N  N  60  
#   #
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
58F  SMILES            ACDLabs               12.01  "c1(I)ccc(cc1)c2nc3c(n2)ccc(c3)c4nc5c(n4)ccc(c5)N6CCN(CC6)C"  
58F  InChI             InChI                 1.03   "InChI=1S/C25H23IN6/c1-31-10-12-32(13-11-31)19-7-9-21-23(15-19)30-25(28-21)17-4-8-20-22(14-17)29-24(27-20)16-2-5-18(26)6-3-16/h2-9,14-15H,10-13H2,1H3,(H,27,29)(H,28,30)"  
58F  InChIKey          InChI                 1.03   WSBVZEKIZWIJQO-UHFFFAOYSA-N  
58F  SMILES_CANONICAL  CACTVS                3.385  "CN1CCN(CC1)c2ccc3nc([nH]c3c2)c4ccc5nc([nH]c5c4)c6ccc(I)cc6"  
58F  SMILES            CACTVS                3.385  "CN1CCN(CC1)c2ccc3nc([nH]c3c2)c4ccc5nc([nH]c5c4)c6ccc(I)cc6"  
58F  SMILES_CANONICAL  "OpenEye OEToolkits"  1.9.2  "CN1CCN(CC1)c2ccc3c(c2)[nH]c(n3)c4ccc5c(c4)[nH]c(n5)c6ccc(cc6)I"  
58F  SMILES            "OpenEye OEToolkits"  1.9.2  "CN1CCN(CC1)c2ccc3c(c2)[nH]c(n3)c4ccc5c(c4)[nH]c(n5)c6ccc(cc6)I"  
#   #
loop_
_pdbx_chem_comp_identifier.comp_id
_pdbx_chem_comp_identifier.type
_pdbx_chem_comp_identifier.program
_pdbx_chem_comp_identifier.program_version
_pdbx_chem_comp_identifier.identifier
58F  "SYSTEMATIC NAME"  ACDLabs               12.01  "2'-(4-iodophenyl)-6-(4-methylpiperazin-1-yl)-1H,3'H-2,5'-bibenzimidazole"  
58F  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.9.2  "2-(4-iodophenyl)-6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
58F  "Create component"  2015-08-20  RCSB  
58F  "Initial release"   2016-03-16  RCSB  
58F  "Modify synonyms"   2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     58F
_pdbx_chem_comp_synonyms.name        "2'-(4-iodophenyl)-6-(4-methylpiperazin-1-yl)-1H,3'H-2,5'-bibenzimidazole"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
