data_IA
# 
_chem_comp.id                                    IA 
_chem_comp.name                                  "2'-(3-IODOPHENYL)-5-(4-METHYL-1-PIPERAZINYL)-2,5'-BI-BENZIMIDAZOLE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C25 H24 I N6" 
_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                        535.403 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IA 
_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        443D 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
IA C    C    C 0 1 Y N N 15.101 -0.074 12.520 -7.405 -1.175 0.912  C    IA 1  
IA C1   C1   C 0 1 Y N N 16.242 1.520  14.859 -4.695 -1.393 0.384  C1   IA 2  
IA C2   C2   C 0 1 Y N N 14.193 0.753  13.539 -6.745 -2.362 1.176  C2   IA 3  
IA C3   C3   C 0 1 Y N N 14.797 1.536  14.700 -5.396 -2.478 0.915  C3   IA 4  
IA C4   C4   C 0 1 Y N N 16.608 0.080  12.901 -6.717 -0.096 0.386  C4   IA 5  
IA C5   C5   C 0 1 Y N N 17.116 0.833  14.026 -5.364 -0.197 0.126  C5   IA 6  
IA C6   C6   C 0 1 Y N N 16.653 2.273  15.946 -3.248 -1.510 0.103  C6   IA 7  
IA C7   C7   C 0 1 Y N N 16.692 3.326  17.841 -1.094 -1.035 -0.060 C7   IA 8  
IA C8   C8   C 0 1 Y N N 17.964 3.489  17.095 -1.339 -2.339 -0.534 C8   IA 9  
IA C9   C9   C 0 1 Y N N 19.141 4.253  17.643 -0.274 -3.113 -1.012 C9   IA 10 
IA C10  C10  C 0 1 Y N N 18.912 4.848  18.968 0.990  -2.607 -1.018 C10  IA 11 
IA C11  C11  C 0 1 Y N N 17.604 4.667  19.668 1.240  -1.311 -0.549 C11  IA 12 
IA C12  C12  C 0 1 Y N N 16.523 3.934  19.119 0.194  -0.528 -0.064 C12  IA 13 
IA N1   N1   N 0 1 Y N N 15.915 2.542  17.024 -2.319 -0.533 0.336  N1   IA 14 
IA N2   N2   N 0 1 Y N N 17.907 2.771  16.001 -2.662 -2.566 -0.408 N2   IA 15 
IA C13  C13  C 0 1 Y N N 17.373 5.179  20.940 2.617  -0.775 -0.563 C13  IA 16 
IA C14  C14  C 0 1 Y N N 16.509 5.744  22.881 4.820  -0.632 -0.383 C14  IA 17 
IA C15  C15  C 0 1 Y N N 17.730 6.474  22.689 4.289  0.607  -0.785 C15  IA 18 
IA C16  C16  C 0 1 Y N N 18.328 7.384  23.764 5.149  1.688  -1.004 C16  IA 19 
IA C17  C17  C 0 1 Y N N 17.575 7.470  25.060 6.494  1.536  -0.826 C17  IA 20 
IA C18  C18  C 0 1 Y N N 16.247 6.644  25.238 7.024  0.310  -0.427 C18  IA 21 
IA C19  C19  C 0 1 Y N N 15.836 5.833  24.072 6.189  -0.774 -0.211 C19  IA 22 
IA N3   N3   N 0 1 Y N N 16.430 4.927  21.793 3.744  -1.488 -0.249 N3   IA 23 
IA N4   N4   N 0 1 Y N N 18.161 6.204  21.464 2.944  0.455  -0.877 N4   IA 24 
IA N6   N6   N 0 1 N N N 15.503 6.601  26.516 8.403  0.173  -0.250 N6   IA 25 
IA N7   N7   N 1 1 N N N 14.129 6.323  29.033 10.752 1.136  1.119  N7   IA 26 
IA C20  C20  C 0 1 N N N 14.028 6.136  26.501 8.623  -0.072 1.181  C20  IA 27 
IA C21  C21  C 0 1 N N N 13.533 6.919  27.737 10.123 -0.146 1.467  C21  IA 28 
IA C22  C22  C 0 1 N N N 15.636 6.604  28.899 10.507 1.428  -0.300 C22  IA 29 
IA C23  C23  C 0 1 N N N 15.913 5.687  27.696 9.000  1.478  -0.558 C23  IA 30 
IA C24  C24  C 0 1 N N N 13.457 6.922  30.289 12.198 1.054  1.360  C24  IA 31 
IA I    I    I 0 1 N N N 17.729 -0.985 11.650 -7.726 1.697  -0.009 I    IA 32 
IA H    H    H 0 1 N N N 14.736 -0.671 11.667 -8.462 -1.090 1.118  H    IA 33 
IA H2   H2   H 0 1 N N N 13.095 0.784  13.435 -7.289 -3.201 1.586  H2   IA 34 
IA H3   H3   H 0 1 N N N 14.191 2.110  15.421 -4.882 -3.405 1.120  H3   IA 35 
IA H5   H5   H 0 1 N N N 18.194 0.884  14.253 -4.828 0.646  -0.285 H5   IA 36 
IA H9   H9   H 0 1 N N N 20.101 4.368  17.112 -0.456 -4.114 -1.376 H9   IA 37 
IA H10  H10  H 0 1 N N N 19.722 5.430  19.437 1.807  -3.209 -1.389 H10  IA 38 
IA H12  H12  H 0 1 N N N 15.573 3.839  19.672 0.387  0.469  0.303  H12  IA 39 
IA HN1  HN1  H 0 1 N N N 14.961 2.218  17.188 -2.488 0.346  0.710  HN1  IA 40 
IA H16  H16  H 0 1 N N N 19.260 7.952  23.611 4.749  2.642  -1.313 H16  IA 41 
IA H17  H17  H 0 1 N N N 17.983 8.117  25.854 7.154  2.374  -0.996 H17  IA 42 
IA H19  H19  H 0 1 N N N 14.918 5.221  24.093 6.602  -1.725 0.092  H19  IA 43 
IA HN3  HN3  H 0 1 N N N 15.733 4.198  21.632 3.780  -2.420 0.018  HN3  IA 44 
IA HN7  HN7  H 0 1 N N N 13.962 5.323  29.150 10.356 1.870  1.687  HN7  IA 45 
IA H201 1H20 H 0 0 N N N 13.465 6.296  25.552 8.183  0.740  1.759  H201 IA 46 
IA H202 2H20 H 0 0 N N N 13.853 5.034  26.506 8.152  -1.014 1.463  H202 IA 47 
IA H211 1H21 H 0 0 N N N 12.419 6.967  27.777 10.568 -0.942 0.869  H211 IA 48 
IA H212 2H21 H 0 0 N N N 13.744 8.010  27.647 10.282 -0.354 2.525  H212 IA 49 
IA H221 1H22 H 0 0 N N N 15.939 7.671  28.796 10.951 2.391  -0.555 H221 IA 50 
IA H222 2H22 H 0 0 N N N 16.259 6.440  29.808 10.955 0.648  -0.915 H222 IA 51 
IA H231 1H23 H 0 0 N N N 15.407 4.693  27.727 8.549  2.242  0.075  H231 IA 52 
IA H232 2H23 H 0 0 N N N 16.946 5.271  27.640 8.819  1.722  -1.605 H232 IA 53 
IA H241 1H24 H 0 0 N N N 13.886 6.492  31.223 12.664 2.005  1.101  H241 IA 54 
IA H242 2H24 H 0 0 N N N 13.509 8.035  30.289 12.379 0.836  2.413  H242 IA 55 
IA H243 3H24 H 0 0 N N N 12.348 6.802  30.256 12.625 0.261  0.746  H243 IA 56 
# 
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 
IA C   C2   DOUB Y N 1  
IA C   C4   SING Y N 2  
IA C   H    SING N N 3  
IA C1  C3   DOUB Y N 4  
IA C1  C5   SING Y N 5  
IA C1  C6   SING N N 6  
IA C2  C3   SING Y N 7  
IA C2  H2   SING N N 8  
IA C3  H3   SING N N 9  
IA C4  C5   DOUB Y N 10 
IA C4  I    SING N N 11 
IA C5  H5   SING N N 12 
IA C6  N1   SING Y N 13 
IA C6  N2   DOUB Y N 14 
IA C7  C8   DOUB Y N 15 
IA C7  C12  SING Y N 16 
IA C7  N1   SING Y N 17 
IA C8  C9   SING Y N 18 
IA C8  N2   SING Y N 19 
IA C9  C10  DOUB Y N 20 
IA C9  H9   SING N N 21 
IA C10 C11  SING Y N 22 
IA C10 H10  SING N N 23 
IA C11 C12  DOUB Y N 24 
IA C11 C13  SING N N 25 
IA C12 H12  SING N N 26 
IA N1  HN1  SING N N 27 
IA C13 N3   SING Y N 28 
IA C13 N4   DOUB Y N 29 
IA C14 C15  DOUB Y N 30 
IA C14 C19  SING Y N 31 
IA C14 N3   SING Y N 32 
IA C15 C16  SING Y N 33 
IA C15 N4   SING Y N 34 
IA C16 C17  DOUB Y N 35 
IA C16 H16  SING N N 36 
IA C17 C18  SING Y N 37 
IA C17 H17  SING N N 38 
IA C18 C19  DOUB Y N 39 
IA C18 N6   SING N N 40 
IA C19 H19  SING N N 41 
IA N3  HN3  SING N N 42 
IA N6  C20  SING N N 43 
IA N6  C23  SING N N 44 
IA N7  C21  SING N N 45 
IA N7  C22  SING N N 46 
IA N7  C24  SING N N 47 
IA N7  HN7  SING N N 48 
IA C20 C21  SING N N 49 
IA C20 H201 SING N N 50 
IA C20 H202 SING N N 51 
IA C21 H211 SING N N 52 
IA C21 H212 SING N N 53 
IA C22 C23  SING N N 54 
IA C22 H221 SING N N 55 
IA C22 H222 SING N N 56 
IA C23 H231 SING N N 57 
IA C23 H232 SING N N 58 
IA C24 H241 SING N N 59 
IA C24 H242 SING N N 60 
IA C24 H243 SING N N 61 
# 
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 
IA SMILES           ACDLabs              10.04 Ic1cccc(c1)c3nc2ccc(cc2n3)c6nc4c(cc(cc4)N5CC[NH+](CC5)C)n6                                                                                                                                       
IA InChI            InChI                1.02b InChI=1/C25H23IN6/c1-31-9-11-32(12-10-31)19-6-8-21-23(15-19)30-25(28-21)17-5-7-20-22(14-17)29-24(27-20)16-3-2-4-18(26)13-16/h2-8,13-15H,9-12H2,1H3,(H,27,29)(H,28,30)/p+1/fC25H24IN6/h29-31H/q+1 
IA InChIKey         InChI                1.02b ZEXOKHKEQNNOBG-VLLMWCGKCY                                                                                                                                                                        
IA SMILES_CANONICAL CACTVS               3.341 C[NH+]1CCN(CC1)c2ccc3nc([nH]c3c2)c4ccc5nc([nH]c5c4)c6cccc(I)c6                                                                                                                                   
IA SMILES           CACTVS               3.341 C[NH+]1CCN(CC1)c2ccc3nc([nH]c3c2)c4ccc5nc([nH]c5c4)c6cccc(I)c6                                                                                                                                   
IA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[NH+]1CCN(CC1)c2ccc3c(c2)[nH]c(n3)c4ccc5c(c4)[nH]c(n5)c6cccc(c6)I                                                                                                                               
IA SMILES           "OpenEye OEToolkits" 1.5.0 C[NH+]1CCN(CC1)c2ccc3c(c2)[nH]c(n3)c4ccc5c(c4)[nH]c(n5)c6cccc(c6)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 
IA "SYSTEMATIC NAME" ACDLabs              10.04 "4-[2'-(3-iodophenyl)-1H,3'H-2,5'-bibenzimidazol-6-yl]-1-methylpiperazin-1-ium"             
IA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-(3-iodophenyl)-6-[6-(4-methylpiperazin-4-ium-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole 
# 
