data_R11
# 
_chem_comp.id                                    R11 
_chem_comp.name                                  4-{[1-METHYL-5-(2-METHYL-BENZOIMIDAZOL-1-YLMETHYL)-1H-BENZOIMIDAZOL-2-YLMETHYL]-AMINO}-BENZAMIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H25 N7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-11-24 
_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                        423.513 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R11 
_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        1G36 
_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 
R11 N1   N1   N 0 1 N N N -4.986 10.071 19.745 -2.163 1.109  8.907  N1   R11 1  
R11 N2   N2   N 0 1 N N N -3.070 10.713 18.952 -0.676 -0.608 9.392  N2   R11 2  
R11 C1   C1   C 0 1 N N N -3.740 9.713  19.491 -1.264 0.258  8.497  C1   R11 3  
R11 C2   C2   C 0 1 Y N N -3.207 8.444  19.776 -0.876 0.223  7.070  C2   R11 4  
R11 C3   C3   C 0 1 Y N N -3.964 7.475  20.510 -1.471 1.100  6.162  C3   R11 5  
R11 C4   C4   C 0 1 Y N N -3.447 6.201  20.798 -1.107 1.066  4.834  C4   R11 6  
R11 C5   C5   C 0 1 Y N N -2.149 5.838  20.366 -0.148 0.157  4.397  C5   R11 7  
R11 C6   C6   C 0 1 Y N N -1.371 6.764  19.643 0.441  -0.721 5.300  C6   R11 8  
R11 C7   C7   C 0 1 Y N N -1.885 8.048  19.349 0.085  -0.687 6.630  C7   R11 9  
R11 N    N    N 0 1 N N N -1.597 4.533  20.648 0.217  0.125  3.054  N    R11 10 
R11 C    C    C 0 1 N N N -2.123 3.525  21.606 1.227  -0.830 2.593  C    R11 11 
R11 N3   N3   N 0 1 Y N N -3.427 4.397  23.581 0.778  -1.295 0.187  N3   R11 12 
R11 C8   C8   C 0 1 Y N N -2.187 3.984  23.076 1.439  -0.662 1.111  C8   R11 13 
R11 N9   N9   N 0 1 Y N N -1.032 3.998  23.896 2.349  0.174  0.544  N9   R11 14 
R11 C3A  C3A  C 0 1 Y N N -1.631 4.496  25.063 2.230  0.045  -0.824 C3A  R11 15 
R11 C7A  C7A  C 0 1 Y N N -3.050 4.731  24.859 1.219  -0.908 -1.037 C7A  R11 16 
R11 C10  C10  C 0 1 Y N N -1.043 4.780  26.340 2.877  0.619  -1.910 C10  R11 17 
R11 C11  C11  C 0 1 Y N N -1.856 5.296  27.373 2.515  0.257  -3.190 C11  R11 18 
R11 C12  C12  C 0 1 Y N N -3.248 5.526  27.169 1.513  -0.679 -3.399 C12  R11 19 
R11 C13  C13  C 0 1 Y N N -3.857 5.247  25.917 0.869  -1.259 -2.343 C13  R11 20 
R11 C14  C14  C 0 1 N N N 0.383  3.616  23.599 3.280  1.055  1.255  C14  R11 21 
R11 C9   C9   C 0 1 N N N -4.094 6.089  28.303 1.131  -1.062 -4.806 C9   R11 22 
R11 N4   N4   N 0 1 Y N N -3.588 5.790  29.678 0.067  -0.174 -5.281 N4   R11 23 
R11 C15  C15  C 0 1 Y N N -3.720 4.649  30.501 0.233  1.006  -5.935 C15  R11 24 
R11 N16  N16  N 0 1 Y N N -3.151 4.589  31.781 -0.924 1.532  -6.210 N16  R11 25 
R11 C17  C17  C 0 1 Y N N -2.577 5.861  31.792 -1.913 0.724  -5.750 C17  R11 26 
R11 C18  C18  C 0 1 Y N N -2.835 6.576  30.558 -1.291 -0.385 -5.153 C18  R11 27 
R11 C19  C19  C 0 1 Y N N -1.829 6.482  32.845 -3.308 0.800  -5.773 C19  R11 28 
R11 C20  C20  C 0 1 Y N N -1.337 7.795  32.645 -4.054 -0.197 -5.211 C20  R11 29 
R11 C21  C21  C 0 1 Y N N -1.578 8.496  31.438 -3.440 -1.290 -4.617 C21  R11 30 
R11 C22  C22  C 0 1 Y N N -2.325 7.905  30.387 -2.064 -1.386 -4.583 C22  R11 31 
R11 C23  C23  C 0 1 N N N -4.481 3.410  30.023 1.565  1.616  -6.291 C23  R11 32 
R11 HN1  HN1  H 0 1 N N N -5.227 11.042 19.548 -2.417 1.132  9.842  HN1  R11 33 
R11 HN21 1HN2 H 0 0 N N N -2.108 10.436 18.755 -0.931 -0.585 10.328 HN21 R11 34 
R11 HN22 2HN2 H 0 0 N N N -3.112 11.552 19.530 -0.008 -1.241 9.087  HN22 R11 35 
R11 HC3  HC3  H 0 1 N N N -4.979 7.718  20.865 -2.216 1.806  6.500  HC3  R11 36 
R11 HC4  HC4  H 0 1 N N N -4.062 5.482  21.365 -1.567 1.745  4.131  HC4  R11 37 
R11 HC6  HC6  H 0 1 N N N -0.358 6.483  19.306 1.186  -1.425 4.958  HC6  R11 38 
R11 HC7  HC7  H 0 1 N N N -1.248 8.747  18.781 0.547  -1.367 7.330  HC7  R11 39 
R11 HN   HN   H 0 1 N N N -0.623 4.689  20.909 -0.196 0.735  2.424  HN   R11 40 
R11 H1C  H1C  H 0 1 N N N -3.124 3.166  21.272 0.887  -1.846 2.799  H1C  R11 41 
R11 H2C  H2C  H 0 1 N N N -1.538 2.578  21.525 2.165  -0.649 3.118  H2C  R11 42 
R11 H10C CH10 H 0 0 N N N 0.029  4.602  26.526 3.657  1.348  -1.752 H10C R11 43 
R11 H11C CH11 H 0 0 N N N -1.398 5.522  28.350 3.014  0.705  -4.036 H11C R11 44 
R11 H13C CH13 H 0 0 N N N -4.935 5.427  25.769 0.091  -1.987 -2.517 H13C R11 45 
R11 H141 1H14 H 0 0 N N N 1.292  3.627  24.244 4.211  0.521  1.445  H141 R11 46 
R11 H142 2H14 H 0 0 N N N 0.320  2.572  23.212 3.483  1.936  0.646  H142 R11 47 
R11 H143 3H14 H 0 0 N N N 0.660  4.223  22.706 2.837  1.362  2.202  H143 R11 48 
R11 HC91 1HC9 H 0 0 N N N -4.229 7.188  28.173 2.000  -0.967 -5.457 HC91 R11 49 
R11 HC92 2HC9 H 0 0 N N N -5.151 5.749  28.199 0.778  -2.093 -4.819 HC92 R11 50 
R11 H19C CH19 H 0 0 N N N -1.634 5.957  33.795 -3.796 1.646  -6.233 H19C R11 51 
R11 H20C CH20 H 0 0 N N N -0.754 8.281  33.445 -5.132 -0.135 -5.231 H20C R11 52 
R11 H21C CH21 H 0 0 N N N -1.178 9.516  31.314 -4.043 -2.071 -4.177 H21C R11 53 
R11 H22C CH22 H 0 0 N N N -2.505 8.467  29.455 -1.592 -2.239 -4.118 H22C R11 54 
R11 H231 1H23 H 0 0 N N N -4.585 2.509  30.672 1.873  1.266  -7.276 H231 R11 55 
R11 H232 2H23 H 0 0 N N N -5.502 3.731  29.712 1.475  2.702  -6.302 H232 R11 56 
R11 H233 3H23 H 0 0 N N N -4.037 3.085  29.052 2.308  1.320  -5.551 H233 R11 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 
R11 N1  C1   DOUB N Z 1  
R11 N1  HN1  SING N N 2  
R11 N2  C1   SING N N 3  
R11 N2  HN21 SING N N 4  
R11 N2  HN22 SING N N 5  
R11 C1  C2   SING N N 6  
R11 C2  C3   DOUB Y N 7  
R11 C2  C7   SING Y N 8  
R11 C3  C4   SING Y N 9  
R11 C3  HC3  SING N N 10 
R11 C4  C5   DOUB Y N 11 
R11 C4  HC4  SING N N 12 
R11 C5  C6   SING Y N 13 
R11 C5  N    SING N N 14 
R11 C6  C7   DOUB Y N 15 
R11 C6  HC6  SING N N 16 
R11 C7  HC7  SING N N 17 
R11 N   C    SING N N 18 
R11 N   HN   SING N N 19 
R11 C   C8   SING N N 20 
R11 C   H1C  SING N N 21 
R11 C   H2C  SING N N 22 
R11 N3  C8   DOUB Y N 23 
R11 N3  C7A  SING Y N 24 
R11 C8  N9   SING Y N 25 
R11 N9  C3A  SING Y N 26 
R11 N9  C14  SING N N 27 
R11 C3A C7A  DOUB Y N 28 
R11 C3A C10  SING Y N 29 
R11 C7A C13  SING Y N 30 
R11 C10 C11  DOUB Y N 31 
R11 C10 H10C SING N N 32 
R11 C11 C12  SING Y N 33 
R11 C11 H11C SING N N 34 
R11 C12 C13  DOUB Y N 35 
R11 C12 C9   SING N N 36 
R11 C13 H13C SING N N 37 
R11 C14 H141 SING N N 38 
R11 C14 H142 SING N N 39 
R11 C14 H143 SING N N 40 
R11 C9  N4   SING N N 41 
R11 C9  HC91 SING N N 42 
R11 C9  HC92 SING N N 43 
R11 N4  C15  SING Y N 44 
R11 N4  C18  SING Y N 45 
R11 C15 N16  DOUB Y N 46 
R11 C15 C23  SING N N 47 
R11 N16 C17  SING Y N 48 
R11 C17 C18  DOUB Y N 49 
R11 C17 C19  SING Y N 50 
R11 C18 C22  SING Y N 51 
R11 C19 C20  DOUB Y N 52 
R11 C19 H19C SING N N 53 
R11 C20 C21  SING Y N 54 
R11 C20 H20C SING N N 55 
R11 C21 C22  DOUB Y N 56 
R11 C21 H21C SING N N 57 
R11 C22 H22C SING N N 58 
R11 C23 H231 SING N N 59 
R11 C23 H232 SING N N 60 
R11 C23 H233 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 
R11 SMILES           ACDLabs              10.04 [N@H]=C(N)c1ccc(cc1)NCc3nc2cc(ccc2n3C)Cn4c5ccccc5nc4C                                                                                                                          
R11 InChI            InChI                1.02b InChI=1/C25H25N7/c1-16-29-20-5-3-4-6-23(20)32(16)15-17-7-12-22-21(13-17)30-24(31(22)2)14-28-19-10-8-18(9-11-19)25(26)27/h3-13,28H,14-15H2,1-2H3,(H3,26,27)/f/h26H,27H2/b26-25- 
R11 InChIKey         InChI                1.02b IRKPNOLLMNHSOU-MFQZBSDVDG                                                                                                                                                      
R11 SMILES_CANONICAL CACTVS               3.341 Cn1c(CNc2ccc(cc2)C(N)=N)nc3cc(Cn4c(C)nc5ccccc45)ccc13                                                                                                                          
R11 SMILES           CACTVS               3.341 Cn1c(CNc2ccc(cc2)C(N)=N)nc3cc(Cn4c(C)nc5ccccc45)ccc13                                                                                                                          
R11 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc(cc1)NCc2nc3cc(ccc3n2C)Cn4c(nc5c4cccc5)C)\N                                                                                                                      
R11 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(cc1)NCc2nc3cc(ccc3n2C)Cn4c(nc5c4cccc5)C)N                                                                                                                         
# 
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 
R11 "SYSTEMATIC NAME" ACDLabs              10.04 4-[({1-methyl-5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-1H-benzimidazol-2-yl}methyl)amino]benzenecarboximidamide 
R11 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[[1-methyl-5-[(2-methylbenzimidazol-1-yl)methyl]benzimidazol-2-yl]methylamino]benzenecarboximidamide           
# 
