data_IB
# 
_chem_comp.id                                    IB 
_chem_comp.name                                  "2'-(3-IODO-4-METHOXYPHENYL)-5-(4-METHYL-1-PIPERAZINYL)-2,5'-BI-BENZIMIDAZOLE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C26 H26 I N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_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                        565.429 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IB 
_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        442D 
_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 
IB CYT  CYT  C 0 1 Y N N 14.559 -0.264 12.804 7.043   1.010  -0.408 CYT  IB 1  
IB C1   C1   C 0 1 Y N N 15.845 1.429  14.929 4.292   1.241  -0.161 C1   IB 2  
IB C2   C2   C 0 1 Y N N 13.836 0.545  13.764 6.424   2.229  -0.659 C2   IB 3  
IB C3   C3   C 0 1 Y N N 14.465 1.371  14.795 5.057   2.348  -0.537 C3   IB 4  
IB C4   C4   C 0 1 Y N N 16.044 -0.097 13.066 6.285   -0.094 -0.038 C4   IB 5  
IB C5   C5   C 0 1 Y N N 16.653 0.707  14.076 4.917   0.018  0.091  C5   IB 6  
IB O    O    O 0 1 N N N 13.711 -1.015 11.842 8.391   0.897  -0.530 O    IB 7  
IB C6   C6   C 0 1 Y N N 16.375 2.202  15.978 2.826   1.365  -0.028 C6   IB 8  
IB C7   C7   C 0 1 Y N N 16.491 3.232  17.886 0.661   0.918  -0.126 C7   IB 9  
IB C8   C8   C 0 1 Y N N 17.752 3.360  17.176 0.867   2.185  0.453  C8   IB 10 
IB C9   C9   C 0 1 Y N N 18.881 4.137  17.716 -0.234  2.946  0.864  C9   IB 11 
IB C10  C10  C 0 1 Y N N 18.622 4.764  19.022 -1.497  2.462  0.704  C10  IB 12 
IB C11  C11  C 0 1 Y N N 17.340 4.608  19.698 -1.709  1.202  0.129  C11  IB 13 
IB C12  C12  C 0 1 Y N N 16.294 3.861  19.150 -0.624  0.431  -0.286 C12  IB 14 
IB N1   N1   N 0 1 Y N N 15.667 2.508  17.089 1.917   0.420  -0.421 N1   IB 15 
IB N2   N2   N 0 1 Y N N 17.610 2.735  16.021 2.199   2.395  0.489  N2   IB 16 
IB C13  C13  C 0 1 Y N N 17.110 5.117  20.980 -3.085  0.690  -0.039 C13  IB 17 
IB C14  C14  C 0 1 Y N N 16.381 5.661  22.986 -5.216  0.222  0.344  C14  IB 18 
IB C15  C15  C 0 1 Y N N 17.553 6.425  22.706 -4.827  -0.291 -0.907 C15  IB 19 
IB C16  C16  C 0 1 Y N N 18.148 7.387  23.690 -5.760  -0.979 -1.690 C16  IB 20 
IB C17  C17  C 0 1 Y N N 17.452 7.504  24.971 -7.037  -1.147 -1.240 C17  IB 21 
IB C18  C18  C 0 1 Y N N 16.228 6.695  25.244 -7.426  -0.639 -0.002 C18  IB 22 
IB C19  C19  C 0 1 Y N N 15.699 5.786  24.269 -6.517  0.044  0.790  C19  IB 23 
IB N3   N3   N 0 1 Y N N 16.213 4.889  21.866 -4.097  0.838  0.873  N3   IB 24 
IB N4   N4   N 0 1 Y N N 17.940 6.111  21.472 -3.522  0.031  -1.084 N4   IB 25 
IB N6   N6   N 0 1 N N N 15.491 6.719  26.522 -8.738  -0.821 0.444  N6   IB 26 
IB N7   N7   N 1 1 N N N 14.410 6.074  29.069 -11.537 -0.406 -0.111 N7   IB 27 
IB C20  C20  C 0 1 N N N 14.317 5.747  26.779 -9.440  -1.570 -0.604 C20  IB 28 
IB C21  C21  C 0 1 N N N 13.528 6.496  27.873 -10.913 -1.732 -0.224 C21  IB 29 
IB C22  C22  C 0 1 N N N 15.712 6.850  28.793 -10.823 0.383  0.901  C22  IB 30 
IB C23  C23  C 0 1 N N N 16.415 6.149  27.618 -9.352  0.512  0.503  C23  IB 31 
IB C24  C24  C 0 1 N N N 13.797 6.450  30.444 -12.943 -0.558 0.287  C24  IB 32 
IB I    I    I 0 1 N N N 17.230 -1.187 11.785 7.224   -1.929 0.339  I    IB 33 
IB CN2  CN2  C 0 1 N N N 12.339 -0.831 11.181 8.879   2.181  -0.923 CN2  IB 34 
IB H2   H2   H 0 1 N N N 12.734 0.531  13.706 7.016   3.084  -0.951 H2   IB 35 
IB H3   H3   H 0 1 N N N 13.873 1.976  15.502 4.577   3.295  -0.733 H3   IB 36 
IB H5   H5   H 0 1 N N N 17.747 0.770  14.197 4.329   -0.839 0.383  H5   IB 37 
IB H9   H9   H 0 1 N N N 19.842 4.240  17.185 -0.082  3.919  1.308  H9   IB 38 
IB H10  H10  H 0 1 N N N 19.408 5.366  19.506 -2.343  3.054  1.022  H10  IB 39 
IB H12  H12  H 0 1 N N N 15.341 3.770  19.698 -0.786  -0.540 -0.729 H12  IB 40 
IB HN1  HN1  H 0 1 N N N 14.701 2.244  17.286 2.116   -0.437 -0.830 HN1  IB 41 
IB H16  H16  H 0 1 N N N 19.054 7.980  23.481 -5.469  -1.377 -2.652 H16  IB 42 
IB H17  H17  H 0 1 N N N 17.849 8.200  25.728 -7.754  -1.679 -1.849 H17  IB 43 
IB H19  H19  H 0 1 N N N 14.793 5.199  24.499 -6.820  0.436  1.749  H19  IB 44 
IB HN3  HN3  H 0 1 N N N 15.478 4.199  21.704 -4.040  1.290  1.729  HN3  IB 45 
IB HN7  HN7  H 0 1 N N N 14.529 5.063  29.135 -11.488 0.066  -1.002 HN7  IB 46 
IB H201 1H20 H 0 0 N N N 13.726 5.465  25.875 -9.366  -1.030 -1.548 H201 IB 47 
IB H202 2H20 H 0 0 N N N 14.612 4.703  27.036 -8.984  -2.554 -0.714 H202 IB 48 
IB H211 1H21 H 0 0 N N N 12.436 6.279  27.947 -11.425 -2.311 -0.992 H211 IB 49 
IB H212 2H21 H 0 0 N N N 13.367 7.589  27.723 -10.986 -2.250 0.732  H212 IB 50 
IB H221 1H22 H 0 0 N N N 15.543 7.938  28.616 -11.269 1.376  0.969  H221 IB 51 
IB H222 2H22 H 0 0 N N N 16.360 6.950  29.694 -10.896 -0.115 1.868  H222 IB 52 
IB H231 1H23 H 0 0 N N N 16.529 5.041  27.671 -8.828  1.120  1.240  H231 IB 53 
IB H232 2H23 H 0 0 N N N 17.512 6.310  27.502 -9.281  0.987  -0.475 H232 IB 54 
IB H241 1H24 H 0 0 N N N 14.433 6.145  31.307 -12.995 -1.067 1.249  H241 IB 55 
IB H242 2H24 H 0 0 N N N 13.562 7.539  30.489 -13.405 0.425  0.370  H242 IB 56 
IB H243 3H24 H 0 0 N N N 12.766 6.035  30.545 -13.471 -1.146 -0.464 H243 IB 57 
IB HN21 1HN2 H 0 0 N N N 11.702 -1.394 10.459 9.963   2.139  -1.034 HN21 IB 58 
IB HN22 2HN2 H 0 0 N N N 11.659 -0.689 12.053 8.428   2.466  -1.873 HN22 IB 59 
IB HN23 3HN2 H 0 0 N N N 12.425 0.173  10.704 8.620   2.917  -0.162 HN23 IB 60 
# 
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 
IB CYT C2   DOUB Y N 1  
IB CYT C4   SING Y N 2  
IB CYT O    SING N N 3  
IB C1  C3   DOUB Y N 4  
IB C1  C5   SING Y N 5  
IB C1  C6   SING N N 6  
IB C2  C3   SING Y N 7  
IB C2  H2   SING N N 8  
IB C3  H3   SING N N 9  
IB C4  C5   DOUB Y N 10 
IB C4  I    SING N N 11 
IB C5  H5   SING N N 12 
IB O   CN2  SING N N 13 
IB C6  N1   SING Y N 14 
IB C6  N2   DOUB Y N 15 
IB C7  C8   DOUB Y N 16 
IB C7  C12  SING Y N 17 
IB C7  N1   SING Y N 18 
IB C8  C9   SING Y N 19 
IB C8  N2   SING Y N 20 
IB C9  C10  DOUB Y N 21 
IB C9  H9   SING N N 22 
IB C10 C11  SING Y N 23 
IB C10 H10  SING N N 24 
IB C11 C12  DOUB Y N 25 
IB C11 C13  SING N N 26 
IB C12 H12  SING N N 27 
IB N1  HN1  SING N N 28 
IB C13 N3   SING Y N 29 
IB C13 N4   DOUB Y N 30 
IB C14 C15  DOUB Y N 31 
IB C14 C19  SING Y N 32 
IB C14 N3   SING Y N 33 
IB C15 C16  SING Y N 34 
IB C15 N4   SING Y N 35 
IB C16 C17  DOUB Y N 36 
IB C16 H16  SING N N 37 
IB C17 C18  SING Y N 38 
IB C17 H17  SING N N 39 
IB C18 C19  DOUB Y N 40 
IB C18 N6   SING N N 41 
IB C19 H19  SING N N 42 
IB N3  HN3  SING N N 43 
IB N6  C20  SING N N 44 
IB N6  C23  SING N N 45 
IB N7  C21  SING N N 46 
IB N7  C22  SING N N 47 
IB N7  C24  SING N N 48 
IB N7  HN7  SING N N 49 
IB C20 C21  SING N N 50 
IB C20 H201 SING N N 51 
IB C20 H202 SING N N 52 
IB C21 H211 SING N N 53 
IB C21 H212 SING N N 54 
IB C22 C23  SING N N 55 
IB C22 H221 SING N N 56 
IB C22 H222 SING N N 57 
IB C23 H231 SING N N 58 
IB C23 H232 SING N N 59 
IB C24 H241 SING N N 60 
IB C24 H242 SING N N 61 
IB C24 H243 SING N N 62 
IB CN2 HN21 SING N N 63 
IB CN2 HN22 SING N N 64 
IB CN2 HN23 SING N N 65 
# 
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 
IB SMILES           ACDLabs              10.04 Ic1c(OC)ccc(c1)c3nc2ccc(cc2n3)c6nc4c(cc(cc4)N5CC[NH+](CC5)C)n6                                                                                                                                             
IB InChI            InChI                1.02b InChI=1/C26H25IN6O/c1-32-9-11-33(12-10-32)18-5-7-21-23(15-18)31-26(29-21)17-3-6-20-22(14-17)30-25(28-20)16-4-8-24(34-2)19(27)13-16/h3-8,13-15H,9-12H2,1-2H3,(H,28,30)(H,29,31)/p+1/fC26H26IN6O/h30-32H/q+1 
IB InChIKey         InChI                1.02b SPTCBHDLCJPQQB-ILRYVJCJCN                                                                                                                                                                                  
IB SMILES_CANONICAL CACTVS               3.341 COc1ccc(cc1I)c2[nH]c3cc(ccc3n2)c4[nH]c5cc(ccc5n4)N6CC[NH+](C)CC6                                                                                                                                           
IB SMILES           CACTVS               3.341 COc1ccc(cc1I)c2[nH]c3cc(ccc3n2)c4[nH]c5cc(ccc5n4)N6CC[NH+](C)CC6                                                                                                                                           
IB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[NH+]1CCN(CC1)c2ccc3c(c2)[nH]c(n3)c4ccc5c(c4)[nH]c(n5)c6ccc(c(c6)I)OC                                                                                                                                     
IB SMILES           "OpenEye OEToolkits" 1.5.0 C[NH+]1CCN(CC1)c2ccc3c(c2)[nH]c(n3)c4ccc5c(c4)[nH]c(n5)c6ccc(c(c6)I)OC                                                                                                                                     
# 
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 
IB "SYSTEMATIC NAME" ACDLabs              10.04 "4-[2'-(3-iodo-4-methoxyphenyl)-1H,3'H-2,5'-bibenzimidazol-6-yl]-1-methylpiperazin-1-ium"              
IB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-(3-iodo-4-methoxy-phenyl)-6-[6-(4-methylpiperazin-4-ium-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole 
# 
