data_HOE
# 
_chem_comp.id                                    HOE 
_chem_comp.name                                  "2'-(4-HYDROXYPHENYL)-5-(4-METHYL-1-PIPERAZINYL)-2,5'-BI-BENZIMIDAZOLE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C25 H25 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "HOECHST 33258" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        425.506 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HOE 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
HOE C1   C1   C 0 1 Y N N 9.671  21.039 11.978 -8.518  1.710  0.002  C1   HOE 1  
HOE C2   C2   C 0 1 Y N N 9.641  21.789 10.802 -7.195  1.385  -0.200 C2   HOE 2  
HOE C3   C3   C 0 1 Y N N 8.459  22.265 10.229 -6.709  0.147  0.225  C3   HOE 3  
HOE C4   C4   C 0 1 Y N N 7.249  21.974 10.867 -7.566  -0.753 0.863  C4   HOE 4  
HOE C5   C5   C 0 1 Y N N 7.273  21.212 12.056 -8.887  -0.418 1.066  C5   HOE 5  
HOE C6   C6   C 0 1 Y N N 8.479  20.734 12.618 -9.367  0.812  0.636  C6   HOE 6  
HOE C7   C7   C 0 1 Y N N 8.535  23.010 9.033  -5.292  -0.208 0.007  C7   HOE 7  
HOE C8   C8   C 0 1 Y N N 9.411  23.960 7.213  -3.089  -0.066 -0.146 C8   HOE 8  
HOE C9   C9   C 0 1 Y N N 10.168 24.326 6.084  -1.741  0.249  -0.173 C9   HOE 9  
HOE C10  C10  C 0 1 Y N N 9.643  25.233 5.152  -0.812  -0.728 -0.524 C10  HOE 10 
HOE C11  C11  C 0 1 Y N N 8.339  25.675 5.324  -1.240  -2.025 -0.838 C11  HOE 11 
HOE C12  C12  C 0 1 Y N N 7.578  25.212 6.397  -2.565  -2.343 -0.809 C12  HOE 12 
HOE C13  C13  C 0 1 Y N N 8.137  24.387 7.370  -3.513  -1.371 -0.463 C13  HOE 13 
HOE C14  C14  C 0 1 Y N N 10.365 25.717 4.046  0.627   -0.398 -0.560 C14  HOE 14 
HOE C15  C15  C 0 1 Y N N 11.917 25.869 2.459  2.825   -0.546 -0.328 C15  HOE 15 
HOE C16  C16  C 0 1 Y N N 12.892 25.583 1.493  4.157   -0.857 -0.095 C16  HOE 16 
HOE C17  C17  C 0 1 Y N N 13.049 26.361 0.331  5.142   0.063  -0.416 C17  HOE 17 
HOE C18  C18  C 0 1 Y N N 12.098 27.379 0.193  4.800   1.291  -0.980 C18  HOE 18 
HOE C19  C19  C 0 1 Y N N 11.076 27.611 1.120  3.494   1.607  -1.219 C19  HOE 19 
HOE C20  C20  C 0 1 Y N N 11.026 26.870 2.294  2.484   0.694  -0.897 C20  HOE 20 
HOE C21  C21  C 0 1 N N N 13.604 26.309 -2.039 6.646   -0.335 1.277  C21  HOE 21 
HOE C22  C22  C 0 1 N N N 14.813 26.216 -2.933 8.116   -0.583 1.618  C22  HOE 22 
HOE C23  C23  C 0 1 N N N 16.021 24.926 -1.464 8.748   0.685  -0.316 C23  HOE 23 
HOE C24  C24  C 0 1 N N N 14.931 24.995 -0.446 7.268   0.914  -0.626 C24  HOE 24 
HOE C25  C25  C 0 1 N N N 16.805 25.149 -3.702 10.344  0.289  1.432  C25  HOE 25 
HOE N1   N1   N 0 1 Y N N 9.648  23.086 8.212  -4.234  0.650  0.147  N1   HOE 26 
HOE N2   N2   N 0 1 Y N N 7.593  23.753 8.485  -4.857  -1.392 -0.352 N2   HOE 27 
HOE N3   N3   N 0 1 Y N N 11.516 25.153 3.533  1.635   -1.218 -0.124 N3   HOE 28 
HOE N4   N4   N 0 1 Y N N 10.076 26.772 3.304  1.133   0.723  -1.013 N4   HOE 29 
HOE N5   N5   N 0 1 N N N 13.968 26.081 -0.642 6.485   -0.244 -0.179 N5   HOE 30 
HOE N6   N6   N 1 1 N N N 15.623 25.003 -2.858 8.927   0.543  1.135  N6   HOE 31 
HOE O1   O1   O 0 1 N N N 8.528  19.940 13.765 -10.670 1.138  0.837  O1   HOE 32 
HOE H1   H1   H 0 1 N N N 10.629 20.690 12.398 -8.896  2.666  -0.331 H1   HOE 33 
HOE H2   H2   H 0 1 N N N 10.597 22.016 10.301 -6.535  2.084  -0.693 H2   HOE 34 
HOE H4   H4   H 0 1 N N N 6.297  22.337 10.442 -7.193  -1.710 1.197  H4   HOE 35 
HOE H5   H5   H 0 1 N N N 6.319  20.983 12.561 -9.550  -1.114 1.559  H5   HOE 36 
HOE H9   H9   H 0 1 N N N 11.174 23.901 5.929  -1.412  1.248  0.075  H9   HOE 37 
HOE H11  H11  H 0 1 N N N 7.907  26.394 4.607  -0.514  -2.778 -1.106 H11  HOE 38 
HOE H12  H12  H 0 1 N N N 6.517  25.502 6.477  -2.884  -3.345 -1.053 H12  HOE 39 
HOE H16  H16  H 0 1 N N N 13.557 24.717 1.652  4.424   -1.810 0.337  H16  HOE 40 
HOE H18  H18  H 0 1 N N N 12.157 28.033 -0.693 5.576   1.999  -1.230 H18  HOE 41 
HOE H19  H19  H 0 1 N N N 10.308 28.379 0.925  3.240   2.561  -1.656 H19  HOE 42 
HOE H211 1H21 H 0 0 N N N 13.067 27.277 -2.171 6.320   0.598  1.737  H211 HOE 43 
HOE H212 2H21 H 0 0 N N N 12.792 25.619 -2.370 6.041   -1.157 1.659  H212 HOE 44 
HOE H221 1H22 H 0 0 N N N 14.501 26.384 -3.990 8.450   -1.503 1.138  H221 HOE 45 
HOE H222 2H22 H 0 0 N N N 15.465 27.104 -2.761 8.228   -0.675 2.699  H222 HOE 46 
HOE H231 1H23 H 0 0 N N N 16.781 25.712 -1.249 9.330   1.535  -0.673 H231 HOE 47 
HOE H232 2H23 H 0 0 N N N 16.626 24.004 -1.299 9.088   -0.223 -0.815 H232 HOE 48 
HOE H241 1H24 H 0 0 N N N 14.400 24.016 -0.383 6.922   1.808  -0.107 H241 HOE 49 
HOE H242 2H24 H 0 0 N N N 15.365 25.046 0.579  7.138   1.046  -1.701 H242 HOE 50 
HOE H251 1H25 H 0 0 N N N 17.423 24.223 -3.644 10.945  1.124  1.072  H251 HOE 51 
HOE H252 2H25 H 0 0 N N N 16.541 25.413 -4.752 10.476  0.183  2.508  H252 HOE 52 
HOE H253 3H25 H 0 0 N N N 17.391 26.062 -3.448 10.661  -0.627 0.934  H253 HOE 53 
HOE HN1  HN1  H 0 1 N N N 10.520 22.570 8.327  -4.280  1.585  0.405  HN1  HOE 54 
HOE HN3  HN3  H 0 1 N N N 11.998 24.329 3.893  1.532   -2.105 0.256  HN3  HOE 55 
HOE HN6  HN6  H 0 1 N N N 15.121 24.171 -3.171 8.634   1.391  1.595  HN6  HOE 56 
HOE HO1  HO1  H 0 1 N N N 7.711  19.731 14.203 -10.719 1.577  1.697  HO1  HOE 57 
# 
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 
HOE C1  C2   DOUB Y N 1  
HOE C1  C6   SING Y N 2  
HOE C1  H1   SING N N 3  
HOE C2  C3   SING Y N 4  
HOE C2  H2   SING N N 5  
HOE C3  C4   DOUB Y N 6  
HOE C3  C7   SING N N 7  
HOE C4  C5   SING Y N 8  
HOE C4  H4   SING N N 9  
HOE C5  C6   DOUB Y N 10 
HOE C5  H5   SING N N 11 
HOE C6  O1   SING N N 12 
HOE C7  N1   SING Y N 13 
HOE C7  N2   DOUB Y N 14 
HOE C8  C9   DOUB Y N 15 
HOE C8  C13  SING Y N 16 
HOE C8  N1   SING Y N 17 
HOE C9  C10  SING Y N 18 
HOE C9  H9   SING N N 19 
HOE C10 C11  DOUB Y N 20 
HOE C10 C14  SING N N 21 
HOE C11 C12  SING Y N 22 
HOE C11 H11  SING N N 23 
HOE C12 C13  DOUB Y N 24 
HOE C12 H12  SING N N 25 
HOE C13 N2   SING Y N 26 
HOE C14 N3   SING Y N 27 
HOE C14 N4   DOUB Y N 28 
HOE C15 C16  DOUB Y N 29 
HOE C15 C20  SING Y N 30 
HOE C15 N3   SING Y N 31 
HOE C16 C17  SING Y N 32 
HOE C16 H16  SING N N 33 
HOE C17 C18  DOUB Y N 34 
HOE C17 N5   SING N N 35 
HOE C18 C19  SING Y N 36 
HOE C18 H18  SING N N 37 
HOE C19 C20  DOUB Y N 38 
HOE C19 H19  SING N N 39 
HOE C20 N4   SING Y N 40 
HOE C21 C22  SING N N 41 
HOE C21 N5   SING N N 42 
HOE C21 H211 SING N N 43 
HOE C21 H212 SING N N 44 
HOE C22 N6   SING N N 45 
HOE C22 H221 SING N N 46 
HOE C22 H222 SING N N 47 
HOE C23 C24  SING N N 48 
HOE C23 N6   SING N N 49 
HOE C23 H231 SING N N 50 
HOE C23 H232 SING N N 51 
HOE C24 N5   SING N N 52 
HOE C24 H241 SING N N 53 
HOE C24 H242 SING N N 54 
HOE C25 N6   SING N N 55 
HOE C25 H251 SING N N 56 
HOE C25 H252 SING N N 57 
HOE C25 H253 SING N N 58 
HOE N1  HN1  SING N N 59 
HOE N3  HN3  SING N N 60 
HOE N6  HN6  SING N N 61 
HOE O1  HO1  SING N N 62 
# 
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 
HOE SMILES           ACDLabs              10.04 Oc1ccc(cc1)c3nc2ccc(cc2n3)c6nc4c(cc(cc4)N5CC[NH+](CC5)C)n6                                                                                                                                           
HOE InChI            InChI                1.02b InChI=1/C25H24N6O/c1-30-10-12-31(13-11-30)18-5-9-21-23(15-18)29-25(27-21)17-4-8-20-22(14-17)28-24(26-20)16-2-6-19(32)7-3-16/h2-9,14-15,32H,10-13H2,1H3,(H,26,28)(H,27,29)/p+1/fC25H25N6O/h28-30H/q+1 
HOE InChIKey         InChI                1.02b INAAIJLSXJJHOZ-BNHWBQTNCV                                                                                                                                                                            
HOE SMILES_CANONICAL CACTVS               3.341 C[NH+]1CCN(CC1)c2ccc3nc([nH]c3c2)c4ccc5nc([nH]c5c4)c6ccc(O)cc6                                                                                                                                       
HOE SMILES           CACTVS               3.341 C[NH+]1CCN(CC1)c2ccc3nc([nH]c3c2)c4ccc5nc([nH]c5c4)c6ccc(O)cc6                                                                                                                                       
HOE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[NH+]1CCN(CC1)c2ccc3c(c2)[nH]c(n3)c4ccc5c(c4)[nH]c(n5)c6ccc(cc6)O                                                                                                                                   
HOE SMILES           "OpenEye OEToolkits" 1.5.0 C[NH+]1CCN(CC1)c2ccc3c(c2)[nH]c(n3)c4ccc5c(c4)[nH]c(n5)c6ccc(cc6)O                                                                                                                                   
# 
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 
HOE "SYSTEMATIC NAME" ACDLabs              10.04 "4-[2'-(4-hydroxyphenyl)-1H,3'H-2,5'-bibenzimidazol-6-yl]-1-methylpiperazin-1-ium"       
HOE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[6-[6-(4-methylpiperazin-4-ium-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazol-2-yl]phenol 
# 
