data_TBZ
# 
_chem_comp.id                                    TBZ 
_chem_comp.name                                  "2''-(4-METHOXYPHENYL)-5-(3-AMINO-1-PYRROLIDINYL)-2,5',2',5''-TRI-BENZIMIDAZOLE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C32 H29 N8 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "TRIBIZ; TRIS(BENZIMIDAZOLE) DERIVATIVE" 
_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                        541.626 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TBZ 
_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        263D 
_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 
TBZ N1   N1   N 1 1 N N N 12.502 16.641 82.250 -11.702 -2.029 1.673  N1   TBZ 1  
TBZ C1   C1   C 0 1 N N S 11.304 16.819 83.123 -11.663 -0.925 0.706  C1   TBZ 2  
TBZ C2   C2   C 0 1 N N N 10.047 16.874 82.233 -10.380 -0.995 -0.162 C2   TBZ 3  
TBZ N2   N2   N 0 1 N N N 10.218 18.153 81.666 -10.192 0.409  -0.605 N2   TBZ 4  
TBZ C3   C3   C 0 1 N N N 9.872  18.854 82.831 -10.544 1.251  0.559  C3   TBZ 5  
TBZ C4   C4   C 0 1 N N N 11.160 18.261 83.656 -11.515 0.433  1.431  C4   TBZ 6  
TBZ C5   C5   C 0 1 Y N N 9.648  18.551 80.583 -8.822  0.581  -0.826 C5   TBZ 7  
TBZ C6   C6   C 0 1 Y N N 10.312 19.357 79.627 -7.912  0.156  0.128  C6   TBZ 8  
TBZ C7   C7   C 0 1 Y N N 9.472  19.887 78.650 -6.554  0.328  -0.095 C7   TBZ 9  
TBZ C8   C8   C 0 1 Y N N 8.102  19.539 78.699 -6.109  0.931  -1.286 C8   TBZ 10 
TBZ C9   C9   C 0 1 Y N N 7.572  18.693 79.637 -7.045  1.352  -2.236 C9   TBZ 11 
TBZ C10  C10  C 0 1 Y N N 8.355  18.168 80.584 -8.379  1.178  -2.005 C10  TBZ 12 
TBZ N3   N3   N 0 1 Y N N 9.552  20.744 77.569 -5.418  0.025  0.632  N3   TBZ 13 
TBZ C11  C11  C 0 1 Y N N 8.258  20.893 77.031 -4.341  0.438  -0.109 C11  TBZ 14 
TBZ N4   N4   N 0 1 Y N N 7.404  20.200 77.710 -4.755  0.973  -1.232 N4   TBZ 15 
TBZ C12  C12  C 0 1 Y N N 7.805  21.603 75.999 -2.928  0.305  0.299  C12  TBZ 16 
TBZ C13  C13  C 0 1 Y N N 8.663  22.006 75.020 -1.963  -0.050 -0.642 C13  TBZ 17 
TBZ C14  C14  C 0 1 Y N N 8.188  22.763 73.961 -0.640  -0.172 -0.253 C14  TBZ 18 
TBZ C15  C15  C 0 1 Y N N 6.878  23.144 73.847 -0.277  0.061  1.088  C15  TBZ 19 
TBZ C16  C16  C 0 1 Y N N 6.000  22.690 74.876 -1.260  0.416  2.020  C16  TBZ 20 
TBZ C17  C17  C 0 1 Y N N 6.459  21.909 75.965 -2.560  0.535  1.630  C17  TBZ 21 
TBZ N5   N5   N 0 1 Y N N 8.808  23.247 72.913 0.527   -0.499 -0.917 N5   TBZ 22 
TBZ C18  C18  C 0 1 Y N N 7.951  23.953 72.140 1.539   -0.458 0.005  C18  TBZ 23 
TBZ N6   N6   N 0 1 Y N N 6.767  23.949 72.693 1.054   -0.133 1.180  N6   TBZ 24 
TBZ C19  C19  C 0 1 Y N N 8.360  24.539 70.979 2.960   -0.742 -0.280 C19  TBZ 25 
TBZ C20  C20  C 0 1 Y N N 9.570  24.224 70.318 3.956   0.030  0.316  C20  TBZ 26 
TBZ C21  C21  C 0 1 Y N N 9.897  24.926 69.128 5.286   -0.243 0.044  C21  TBZ 27 
TBZ C22  C22  C 0 1 Y N N 9.021  25.925 68.654 5.625   -1.294 -0.829 C22  TBZ 28 
TBZ C23  C23  C 0 1 Y N N 7.821  26.181 69.341 4.611   -2.059 -1.418 C23  TBZ 29 
TBZ C24  C24  C 0 1 Y N N 7.466  25.492 70.509 3.304   -1.786 -1.148 C24  TBZ 30 
TBZ N7   N7   N 0 1 Y N N 10.922 24.912 68.236 6.481   0.316  0.458  N7   TBZ 31 
TBZ C25  C25  C 0 1 Y N N 10.664 25.885 67.256 7.485   -0.386 -0.154 C25  TBZ 32 
TBZ N8   N8   N 0 1 Y N N 9.531  26.521 67.510 6.971   -1.325 -0.912 N8   TBZ 33 
TBZ C26  C26  C 0 1 Y N N 11.470 26.140 66.166 8.929   -0.121 0.010  C26  TBZ 34 
TBZ C27  C27  C 0 1 Y N N 12.563 25.311 66.000 9.398   1.193  0.070  C27  TBZ 35 
TBZ C28  C28  C 0 1 Y N N 13.329 25.420 64.828 10.745  1.436  0.228  C28  TBZ 36 
TBZ C29  C29  C 0 1 Y N N 12.988 26.372 63.821 11.638  0.375  0.316  C29  TBZ 37 
TBZ C30  C30  C 0 1 Y N N 11.903 27.281 64.043 11.176  -0.934 0.256  C30  TBZ 38 
TBZ C31  C31  C 0 1 Y N N 11.146 27.147 65.231 9.829   -1.185 0.104  C31  TBZ 39 
TBZ O1   O1   O 0 1 N N N 13.700 26.320 62.606 12.965  0.618  0.466  O1   TBZ 40 
TBZ C32  C32  C 0 1 N N N 13.735 25.108 61.796 13.125  2.038  0.493  C32  TBZ 41 
TBZ HN11 1HN1 H 0 0 N N N 13.333 16.604 82.839 -12.501 -1.917 2.279  HN11 TBZ 42 
TBZ HN12 2HN1 H 0 0 N N N 12.421 15.829 81.638 -11.774 -2.906 1.180  HN12 TBZ 43 
TBZ HN13 3HN1 H 0 0 N N N 12.567 17.357 81.526 -10.857 -2.023 2.225  HN13 TBZ 44 
TBZ H1   H1   H 0 1 N N N 11.404 16.018 83.892 -12.554 -0.931 0.078  H1   TBZ 45 
TBZ H21  1H2  H 0 1 N N N 9.920  16.032 81.512 -10.531 -1.652 -1.018 H21  TBZ 46 
TBZ H22  2H2  H 0 1 N N N 9.074  16.693 82.747 -9.531  -1.328 0.435  H22  TBZ 47 
TBZ H31A 1H3  H 0 0 N N N 9.729  19.958 82.773 -9.646  1.490  1.129  H31A TBZ 48 
TBZ H32  2H3  H 0 1 N N N 8.850  18.720 83.257 -11.029 2.167  0.223  H32  TBZ 49 
TBZ H41  1H4  H 0 1 N N N 11.070 18.335 84.764 -11.097 0.286  2.427  H41  TBZ 50 
TBZ H42  2H4  H 0 1 N N N 12.084 18.877 83.570 -12.480 0.935  1.495  H42  TBZ 51 
TBZ H6   H6   H 0 1 N N N 11.396 19.556 79.642 -8.258  -0.307 1.041  H6   TBZ 52 
TBZ H9   H9   H 0 1 N N N 6.500  18.431 79.629 -6.712  1.816  -3.153 H9   TBZ 53 
TBZ H10  H10  H 0 1 N N N 7.955  17.456 81.326 -9.097  1.505  -2.742 H10  TBZ 54 
TBZ HN3  HN3  H 0 1 N N N 10.407 21.184 77.230 -5.388  -0.399 1.503  HN3  TBZ 55 
TBZ H13  H13  H 0 1 N N N 9.727  21.723 75.083 -2.245  -0.227 -1.670 H13  TBZ 56 
TBZ H16  H16  H 0 1 N N N 4.929  22.951 74.828 -0.987  0.597  3.049  H16  TBZ 57 
TBZ H17  H17  H 0 1 N N N 5.787  21.549 76.763 -3.313  0.810  2.354  H17  TBZ 58 
TBZ HN5  HN5  H 0 1 N N N 9.800  23.097 72.728 0.614   -0.716 -1.859 HN5  TBZ 59 
TBZ H20  H20  H 0 1 N N N 10.243 23.448 70.721 3.692   0.835  0.986  H20  TBZ 60 
TBZ H23  H23  H 0 1 N N N 7.133  26.949 68.949 4.866   -2.867 -2.088 H23  TBZ 61 
TBZ H24  H24  H 0 1 N N N 6.519  25.692 71.038 2.527   -2.380 -1.605 H24  TBZ 62 
TBZ HN7  HN7  H 0 1 N N N 11.729 24.291 68.291 6.589   1.064  1.066  HN7  TBZ 63 
TBZ H27  H27  H 0 1 N N N 12.818 24.579 66.784 8.704   2.018  -0.002 H27  TBZ 64 
TBZ H28  H28  H 0 1 N N N 14.200 24.756 64.698 11.108  2.452  0.275  H28  TBZ 65 
TBZ H30  H30  H 0 1 N N N 11.655 28.069 63.312 11.873  -1.756 0.328  H30  TBZ 66 
TBZ H31  H31  H 0 1 N N N 10.301 27.828 65.428 9.471   -2.202 0.057  H31  TBZ 67 
TBZ H321 1H32 H 0 0 N N N 14.298 25.066 60.834 14.180  2.283  0.613  H321 TBZ 68 
TBZ H322 2H32 H 0 0 N N N 14.096 24.273 62.441 12.757  2.463  -0.441 H322 TBZ 69 
TBZ H323 3H32 H 0 0 N N N 12.682 24.801 61.590 12.559  2.452  1.328  H323 TBZ 70 
# 
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 
TBZ N1  C1   SING N N 1  
TBZ N1  HN11 SING N N 2  
TBZ N1  HN12 SING N N 3  
TBZ N1  HN13 SING N N 4  
TBZ C1  C2   SING N N 5  
TBZ C1  C4   SING N N 6  
TBZ C1  H1   SING N N 7  
TBZ C2  N2   SING N N 8  
TBZ C2  H21  SING N N 9  
TBZ C2  H22  SING N N 10 
TBZ N2  C3   SING N N 11 
TBZ N2  C5   SING N N 12 
TBZ C3  C4   SING N N 13 
TBZ C3  H31A SING N N 14 
TBZ C3  H32  SING N N 15 
TBZ C4  H41  SING N N 16 
TBZ C4  H42  SING N N 17 
TBZ C5  C6   DOUB Y N 18 
TBZ C5  C10  SING Y N 19 
TBZ C6  C7   SING Y N 20 
TBZ C6  H6   SING N N 21 
TBZ C7  C8   DOUB Y N 22 
TBZ C7  N3   SING Y N 23 
TBZ C8  C9   SING Y N 24 
TBZ C8  N4   SING Y N 25 
TBZ C9  C10  DOUB Y N 26 
TBZ C9  H9   SING N N 27 
TBZ C10 H10  SING N N 28 
TBZ N3  C11  SING Y N 29 
TBZ N3  HN3  SING N N 30 
TBZ C11 N4   DOUB Y N 31 
TBZ C11 C12  SING N N 32 
TBZ C12 C13  DOUB Y N 33 
TBZ C12 C17  SING Y N 34 
TBZ C13 C14  SING Y N 35 
TBZ C13 H13  SING N N 36 
TBZ C14 C15  DOUB Y N 37 
TBZ C14 N5   SING Y N 38 
TBZ C15 C16  SING Y N 39 
TBZ C15 N6   SING Y N 40 
TBZ C16 C17  DOUB Y N 41 
TBZ C16 H16  SING N N 42 
TBZ C17 H17  SING N N 43 
TBZ N5  C18  SING Y N 44 
TBZ N5  HN5  SING N N 45 
TBZ C18 N6   DOUB Y N 46 
TBZ C18 C19  SING N N 47 
TBZ C19 C20  DOUB Y N 48 
TBZ C19 C24  SING Y N 49 
TBZ C20 C21  SING Y N 50 
TBZ C20 H20  SING N N 51 
TBZ C21 C22  DOUB Y N 52 
TBZ C21 N7   SING Y N 53 
TBZ C22 C23  SING Y N 54 
TBZ C22 N8   SING Y N 55 
TBZ C23 C24  DOUB Y N 56 
TBZ C23 H23  SING N N 57 
TBZ C24 H24  SING N N 58 
TBZ N7  C25  SING Y N 59 
TBZ N7  HN7  SING N N 60 
TBZ C25 N8   DOUB Y N 61 
TBZ C25 C26  SING N N 62 
TBZ C26 C27  SING Y N 63 
TBZ C26 C31  DOUB Y N 64 
TBZ C27 C28  DOUB Y N 65 
TBZ C27 H27  SING N N 66 
TBZ C28 C29  SING Y N 67 
TBZ C28 H28  SING N N 68 
TBZ C29 C30  DOUB Y N 69 
TBZ C29 O1   SING N N 70 
TBZ C30 C31  SING Y N 71 
TBZ C30 H30  SING N N 72 
TBZ C31 H31  SING N N 73 
TBZ O1  C32  SING N N 74 
TBZ C32 H321 SING N N 75 
TBZ C32 H322 SING N N 76 
TBZ C32 H323 SING N N 77 
# 
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 
TBZ SMILES           ACDLabs              10.04 O(c1ccc(cc1)c3nc2ccc(cc2n3)c5nc4ccc(cc4n5)c6nc7c(n6)cc(cc7)N8CCC(C8)[NH3+])C 
TBZ InChI            InChI                1.02b 
;InChI=1/C32H28N8O/c1-41-23-7-2-18(3-8-23)30-34-24-9-4-19(14-27(24)37-30)31-35-25-10-5-20(15-28(25)38-31)32-36-26-11-6-22(16-29(26)39-32)40-13-12-21(33)17-40/h2-11,14-16,21H,12-13,17,33H2,1H3,(H,34,37)(H,35,38)(H,36,39)/p+1/t21-/m0/s1/fC32H29N8O/h33,37-39H/q+1
;
TBZ InChIKey         InChI                1.02b MEDNUDGNJOXVKL-UQKYKTTADG 
TBZ SMILES_CANONICAL CACTVS               3.341 COc1ccc(cc1)c2[nH]c3cc(ccc3n2)c4[nH]c5cc(ccc5n4)c6[nH]c7cc(ccc7n6)N8CC[C@H]([NH3+])C8 
TBZ SMILES           CACTVS               3.341 COc1ccc(cc1)c2[nH]c3cc(ccc3n2)c4[nH]c5cc(ccc5n4)c6[nH]c7cc(ccc7n6)N8CC[CH]([NH3+])C8 
TBZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1ccc(cc1)c2[nH]c3cc(ccc3n2)c4[nH]c5cc(ccc5n4)c6[nH]c7cc(ccc7n6)[N@]8CC[C@@H](C8)[NH3+] 
TBZ SMILES           "OpenEye OEToolkits" 1.5.0 COc1ccc(cc1)c2[nH]c3cc(ccc3n2)c4[nH]c5cc(ccc5n4)c6[nH]c7cc(ccc7n6)N8CCC(C8)[NH3+] 
# 
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 
TBZ "SYSTEMATIC NAME" ACDLabs              10.04 "(3S)-1-[2''-(4-methoxyphenyl)-1H,3'H,3''H-2,5':2',5''-terbenzimidazol-6-yl]pyrrolidin-3-aminium"                              
TBZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [(1S,3S)-1-[2-[2-[2-(4-methoxyphenyl)-3H-benzimidazol-5-yl]-3H-benzimidazol-5-yl]-3H-benzimidazol-5-yl]pyrrolidin-3-yl]azanium 
# 
