data_IBB
# 
_chem_comp.id                                    IBB 
_chem_comp.name                                  5-(2-IMIDAZOLINYL)-2-[2-(4-HYDROXYPHENYL)-5-BENZIMIDAZOLYL]BENZIMIDAZOLE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C23 H20 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_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                        396.445 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IBB 
_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        109D 
_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 
IBB C1   C1  C 0 1 N N N 10.536 25.506 3.215  0.119  -0.065 -7.328 C1   IBB 1  
IBB C2   C2  C 0 1 N N N 12.264 25.260 1.620  -1.485 1.108  -8.632 C2   IBB 2  
IBB C3   C3  C 0 1 N N N 11.463 26.547 1.328  -0.119 1.837  -8.681 C3   IBB 3  
IBB C4   C4  C 0 1 Y N N 9.662  25.203 4.345  -0.086 -0.421 -5.879 C4   IBB 4  
IBB C5   C5  C 0 1 Y N N 8.397  25.821 4.408  -1.046 -1.361 -5.530 C5   IBB 5  
IBB C6   C6  C 0 1 Y N N 7.518  25.516 5.476  -1.248 -1.698 -4.211 C6   IBB 6  
IBB C7   C7  C 0 1 Y N N 7.868  24.615 6.499  -0.479 -1.089 -3.213 C7   IBB 7  
IBB C8   C8  C 0 1 Y N N 9.143  24.038 6.403  0.491  -0.137 -3.573 C8   IBB 8  
IBB C9   C9  C 0 1 Y N N 10.033 24.305 5.364  0.679  0.189  -4.908 C9   IBB 9  
IBB C10  C10 C 0 1 Y N N 8.097  23.364 8.126  0.469  -0.404 -1.375 C10  IBB 10 
IBB C11  C11 C 0 1 Y N N 8.686  21.360 11.165 0.086  -0.128 2.348  C11  IBB 11 
IBB C12  C12 C 0 1 Y N N 7.399  21.285 11.734 1.429  0.011  2.748  C12  IBB 12 
IBB C13  C13 C 0 1 Y N N 6.332  21.895 11.057 2.443  0.012  1.781  C13  IBB 13 
IBB C14  C14 C 0 1 Y N N 6.567  22.587 9.852  2.128  -0.121 0.462  C14  IBB 14 
IBB C15  C15 C 0 1 Y N N 8.743  20.267 12.994 0.209  0.062  4.549  C15  IBB 15 
IBB C16  C16 C 0 1 Y N N 9.191  19.492 14.155 -0.171 0.150  5.974  C16  IBB 16 
IBB C17  C17 C 0 1 Y N N 10.514 19.485 14.521 0.604  -0.484 6.947  C17  IBB 17 
IBB C18  C18 C 0 1 Y N N 10.862 18.842 15.702 0.245  -0.400 8.274  C18  IBB 18 
IBB C19  C19 C 0 1 Y N N 9.898  18.224 16.493 -0.885 0.314  8.646  C19  IBB 19 
IBB C20  C20 C 0 1 Y N N 8.578  18.167 16.088 -1.663 0.943  7.682  C20  IBB 20 
IBB C21  C21 C 0 1 Y N N 8.229  18.809 14.904 -1.308 0.867  6.352  C21  IBB 21 
IBB C22  C22 C 0 1 Y N N 7.862  22.646 9.334  0.794  -0.260 0.058  C22  IBB 22 
IBB C23  C23 C 0 1 Y N N 8.933  22.017 9.970  -0.226 -0.264 1.007  C23  IBB 23 
IBB N1   N1  N 0 1 N N N 11.681 24.810 2.874  -1.149 -0.219 -8.065 N1   IBB 24 
IBB N2   N2  N 0 1 N N N 10.360 26.516 2.293  0.541  1.347  -7.442 N2   IBB 25 
IBB N3   N3  N 0 1 Y N N 9.289  23.227 7.478  1.076  0.280  -2.393 N3   IBB 26 
IBB N4   N4  N 0 1 Y N N 7.213  24.157 7.609  -0.441 -1.211 -1.864 N4   IBB 27 
IBB N5   N5  N 0 1 Y N N 7.472  20.586 12.887 1.436  0.128  4.091  N5   IBB 28 
IBB N6   N6  N 0 1 Y N N 9.567  20.704 11.978 -0.665 -0.092 3.508  N6   IBB 29 
IBB O1   O1  O 0 1 N N N 10.260 17.715 17.709 -1.235 0.395  9.956  O1   IBB 30 
IBB H1   H1  H 0 1 N N N 9.889  25.368 4.112  0.879  -0.714 -7.763 H1   IBB 31 
IBB H21A 1H2 H 0 0 N N N 12.255 24.504 0.799  -1.901 1.003  -9.634 H21A IBB 32 
IBB H22  2H2 H 0 1 N N N 13.371 25.388 1.635  -2.180 1.638  -7.980 H22  IBB 33 
IBB H31  1H3 H 0 1 N N N 12.071 27.480 1.361  0.445  1.543  -9.565 H31  IBB 34 
IBB H32  2H3 H 0 1 N N N 11.137 26.650 0.266  -0.255 2.918  -8.647 H32  IBB 35 
IBB H5   H5  H 0 1 N N N 8.096  26.538 3.626  -1.639 -1.832 -6.299 H5   IBB 36 
IBB H6   H6  H 0 1 N N N 6.526  25.997 5.512  -1.997 -2.430 -3.947 H6   IBB 37 
IBB H9   H9  H 0 1 N N N 11.019 23.811 5.348  1.423  0.920  -5.187 H9   IBB 38 
IBB H13  H13 H 0 1 N N N 5.311  21.830 11.470 3.475  0.118  2.081  H13  IBB 39 
IBB H14  H14 H 0 1 N N N 5.739  23.081 9.315  2.914  -0.119 -0.278 H14  IBB 40 
IBB H17  H17 H 0 1 N N N 11.270 19.978 13.888 1.484  -1.040 6.658  H17  IBB 41 
IBB H18  H18 H 0 1 N N N 11.919 18.821 16.016 0.845  -0.890 9.027  H18  IBB 42 
IBB H20  H20 H 0 1 N N N 7.827  17.627 16.689 -2.542 1.497  7.975  H20  IBB 43 
IBB H21  H21 H 0 1 N N N 7.182  18.776 14.556 -1.910 1.360  5.603  H21  IBB 44 
IBB H23  H23 H 0 1 N N N 9.948  22.038 9.539  -1.255 -0.372 0.697  H23  IBB 45 
IBB HN1  HN1 H 0 1 N N N 11.505 23.805 2.854  -1.859 -0.430 -7.380 HN1  IBB 46 
IBB HN2  HN2 H 0 1 N N N 10.232 27.420 2.746  1.533  1.339  -7.626 HN2  IBB 47 
IBB HN3  HN3 H 0 1 N N N 10.094 22.656 7.735  1.785  0.936  -2.303 HN3  IBB 48 
IBB HN6  HN6 H 0 1 N N N 10.571 20.575 11.858 -1.630 -0.164 3.572  HN6  IBB 49 
IBB HO1  HO1 H 0 1 N N N 9.602  17.293 18.248 -0.794 1.177  10.316 HO1  IBB 50 
# 
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 
IBB C1  C4   SING N N 1  
IBB C1  N1   SING N N 2  
IBB C1  N2   SING N N 3  
IBB C1  H1   SING N N 4  
IBB C2  C3   SING N N 5  
IBB C2  N1   SING N N 6  
IBB C2  H21A SING N N 7  
IBB C2  H22  SING N N 8  
IBB C3  N2   SING N N 9  
IBB C3  H31  SING N N 10 
IBB C3  H32  SING N N 11 
IBB C4  C5   SING Y N 12 
IBB C4  C9   DOUB Y N 13 
IBB C5  C6   DOUB Y N 14 
IBB C5  H5   SING N N 15 
IBB C6  C7   SING Y N 16 
IBB C6  H6   SING N N 17 
IBB C7  C8   DOUB Y N 18 
IBB C7  N4   SING Y N 19 
IBB C8  C9   SING Y N 20 
IBB C8  N3   SING Y N 21 
IBB C9  H9   SING N N 22 
IBB C10 C22  SING N N 23 
IBB C10 N3   SING Y N 24 
IBB C10 N4   DOUB Y N 25 
IBB C11 C12  DOUB Y N 26 
IBB C11 C23  SING Y N 27 
IBB C11 N6   SING Y N 28 
IBB C12 C13  SING Y N 29 
IBB C12 N5   SING Y N 30 
IBB C13 C14  DOUB Y N 31 
IBB C13 H13  SING N N 32 
IBB C14 C22  SING Y N 33 
IBB C14 H14  SING N N 34 
IBB C15 C16  SING N N 35 
IBB C15 N5   DOUB Y N 36 
IBB C15 N6   SING Y N 37 
IBB C16 C17  SING Y N 38 
IBB C16 C21  DOUB Y N 39 
IBB C17 C18  DOUB Y N 40 
IBB C17 H17  SING N N 41 
IBB C18 C19  SING Y N 42 
IBB C18 H18  SING N N 43 
IBB C19 C20  DOUB Y N 44 
IBB C19 O1   SING N N 45 
IBB C20 C21  SING Y N 46 
IBB C20 H20  SING N N 47 
IBB C21 H21  SING N N 48 
IBB C22 C23  DOUB Y N 49 
IBB C23 H23  SING N N 50 
IBB N1  HN1  SING N N 51 
IBB N2  HN2  SING N N 52 
IBB N3  HN3  SING N N 53 
IBB N6  HN6  SING N N 54 
IBB O1  HO1  SING N N 55 
# 
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 
IBB SMILES           ACDLabs              10.04 Oc1ccc(cc1)c3nc2ccc(cc2n3)c4nc5c(n4)cc(cc5)C6NCCN6                                                                                                                                
IBB InChI            InChI                1.02b InChI=1/C23H20N6O/c30-16-5-1-13(2-6-16)22-26-17-8-4-15(12-20(17)28-22)23-27-18-7-3-14(11-19(18)29-23)21-24-9-10-25-21/h1-8,11-12,21,24-25,30H,9-10H2,(H,26,28)(H,27,29)/f/h28-29H 
IBB InChIKey         InChI                1.02b SOARWAXWPUGSQA-LKHHGCNMCY                                                                                                                                                         
IBB SMILES_CANONICAL CACTVS               3.341 Oc1ccc(cc1)c2[nH]c3cc(ccc3n2)c4[nH]c5cc(ccc5n4)C6NCCN6                                                                                                                            
IBB SMILES           CACTVS               3.341 Oc1ccc(cc1)c2[nH]c3cc(ccc3n2)c4[nH]c5cc(ccc5n4)C6NCCN6                                                                                                                            
IBB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1c2[nH]c3cc(ccc3n2)c4[nH]c5cc(ccc5n4)C6NCCN6)O                                                                                                                            
IBB SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1c2[nH]c3cc(ccc3n2)c4[nH]c5cc(ccc5n4)C6NCCN6)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 
IBB "SYSTEMATIC NAME" ACDLabs              10.04 "4-(6-imidazolidin-2-yl-1H,3'H-2,5'-bibenzimidazol-2'-yl)phenol"            
IBB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[6-(6-imidazolidin-2-yl-1H-benzimidazol-2-yl)-1H-benzimidazol-2-yl]phenol 
# 
