data_DB9
# 
_chem_comp.id                                    DB9 
_chem_comp.name                                  "2-{4'-[AMINO(IMINO)METHYL]BIPHENYL-3-YL}-1H-BENZIMIDAZOLE-6-CARBOXIMIDAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H18 N6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-23 
_chem_comp.pdbx_modified_date                    2011-06-04 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        354.408 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DB9 
_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        ? 
_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 
DB9 C1   C1   C 0 1 Y N N 9.687  25.874 5.400  2.371 1.967  10.454 C1   DB9 1  
DB9 C2   C2   C 0 1 Y N N 10.659 24.908 5.181  3.097 1.660  11.605 C2   DB9 2  
DB9 C3   C3   C 0 1 Y N N 10.537 23.661 5.775  3.604 0.373  11.786 C3   DB9 3  
DB9 C4   C4   C 0 1 Y N N 9.442  23.377 6.590  3.386 -0.606 10.817 C4   DB9 4  
DB9 C5   C5   C 0 1 Y N N 8.465  24.341 6.814  2.660 -0.298 9.667  C5   DB9 5  
DB9 C6   C6   C 0 1 Y N N 8.589  25.586 6.219  2.153 0.988  9.485  C6   DB9 6  
DB9 C7   C7   C 0 1 Y N N 7.338  24.014 7.665  2.433 -1.315 8.663  C7   DB9 7  
DB9 C8   C8   C 0 1 Y N N 6.092  24.584 7.454  2.347 -2.656 9.036  C8   DB9 8  
DB9 C9   C9   C 0 1 Y N N 5.018  24.259 8.279  2.128 -3.637 8.069  C9   DB9 9  
DB9 C10  C10  C 0 1 Y N N 5.195  23.355 9.322  1.995 -3.277 6.728  C10  DB9 10 
DB9 C11  C11  C 0 1 Y N N 6.440  22.773 9.548  2.082 -1.935 6.355  C11  DB9 11 
DB9 C12  C12  C 0 1 Y N N 7.502  23.111 8.709  2.301 -0.955 7.322  C12  DB9 12 
DB9 C13  C13  C 0 1 N N N 11.804 25.176 4.340  3.326 2.681  12.615 C13  DB9 13 
DB9 N14  N14  N 0 1 N N N 11.915 26.349 3.683  4.035 2.476  13.794 N14  DB9 14 
DB9 N15  N15  N 0 1 N N N 12.759 24.230 4.207  2.829 3.881  12.403 N15  DB9 15 
DB9 C16  C16  C 0 1 Y N N 6.636  21.827 10.634 1.945 -1.563 4.967  C16  DB9 16 
DB9 N17  N17  N 0 1 Y N N 7.845  21.343 11.049 1.429 -0.355 4.589  N17  DB9 17 
DB9 C18  C18  C 0 1 Y N N 7.617  20.485 12.085 1.431 -0.309 3.219  C18  DB9 18 
DB9 C19  C19  C 0 1 Y N N 6.239  20.468 12.277 1.966 -1.535 2.832  C19  DB9 19 
DB9 N20  N20  N 0 1 Y N N 5.684  21.305 11.366 2.279 -2.300 3.932  N20  DB9 20 
DB9 C21  C21  C 0 1 Y N N 5.690  19.677 13.275 2.110 -1.818 1.464  C21  DB9 21 
DB9 C22  C22  C 0 1 Y N N 6.525  18.903 14.077 1.707 -0.851 0.535  C22  DB9 22 
DB9 C23  C23  C 0 1 Y N N 7.902  18.922 13.881 1.173 0.370  0.953  C23  DB9 23 
DB9 C24  C24  C 0 1 Y N N 8.451  19.717 12.881 1.022 0.669  2.311  C24  DB9 24 
DB9 C25  C25  C 0 1 N N N 8.767  18.117 14.719 0.765 1.352  -0.041 C25  DB9 25 
DB9 N26  N26  N 0 1 N N N 10.101 18.294 14.643 0.866 1.168  -1.415 N26  DB9 26 
DB9 N27  N27  N 0 1 N N N 8.242  17.218 15.578 0.266 2.492  0.389  N27  DB9 27 
DB9 H1   H1   H 0 1 N N N 9.778  26.847 4.939  1.971 2.967  10.302 H1   DB9 28 
DB9 H3   H3   H 0 1 N N N 11.292 22.908 5.606  4.171 0.123  12.679 H3   DB9 29 
DB9 H4   H4   H 0 1 N N N 9.352  22.404 7.050  3.788 -1.604 10.973 H4   DB9 30 
DB9 H6   H6   H 0 1 N N N 7.834  26.339 6.388  1.584 1.243  8.594  H6   DB9 31 
DB9 H8   H8   H 0 1 N N N 5.953  25.285 6.644  2.449 -2.953 10.078 H8   DB9 32 
DB9 H9   H9   H 0 1 N N N 4.050  24.707 8.110  2.060 -4.681 8.360  H9   DB9 33 
DB9 H10  H10  H 0 1 N N N 4.361  23.103 9.961  1.824 -4.053 5.986  H10  DB9 34 
DB9 H12  H12  H 0 1 N N N 8.470  22.662 8.874  2.368 0.092  7.030  H12  DB9 35 
DB9 H141 1H14 H 0 0 N N N 12.756 26.362 3.142  4.170 3.223  14.467 H141 DB9 36 
DB9 H142 2H14 H 0 0 N N N 11.252 27.096 3.730  4.434 1.577  14.034 H142 DB9 37 
DB9 HN15 HN15 H 0 0 N N N 12.527 23.427 4.756  2.333 3.895  11.504 HN15 DB9 38 
DB9 HN17 HN17 H 0 0 N N N 8.737  21.576 10.662 1.102 0.377  5.206  HN17 DB9 39 
DB9 H21  H21  H 0 1 N N N 4.621  19.661 13.429 2.523 -2.764 1.128  H21  DB9 40 
DB9 H22  H22  H 0 1 N N N 6.101  18.285 14.855 1.815 -1.065 -0.527 H22  DB9 41 
DB9 H24  H24  H 0 1 N N N 9.520  19.736 12.726 0.608 1.614  2.648  H24  DB9 42 
DB9 H261 1H26 H 0 0 N N N 10.545 17.665 15.281 0.563 1.882  -2.069 H261 DB9 43 
DB9 H262 2H26 H 0 0 N N N 10.569 18.946 14.047 1.253 0.323  -1.819 H262 DB9 44 
DB9 HN27 HN27 H 0 0 N N N 7.246  17.239 15.494 0.248 2.495  1.414  HN27 DB9 45 
# 
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 
DB9 C1  C2   DOUB Y N 1  
DB9 C1  C6   SING Y N 2  
DB9 C1  H1   SING N N 3  
DB9 C2  C13  SING N N 4  
DB9 C2  C3   SING Y N 5  
DB9 C3  C4   DOUB Y N 6  
DB9 C3  H3   SING N N 7  
DB9 C4  C5   SING Y N 8  
DB9 C4  H4   SING N N 9  
DB9 C5  C6   DOUB Y N 10 
DB9 C5  C7   SING Y N 11 
DB9 C6  H6   SING N N 12 
DB9 C7  C8   DOUB Y N 13 
DB9 C7  C12  SING Y N 14 
DB9 C8  C9   SING Y N 15 
DB9 C8  H8   SING N N 16 
DB9 C9  C10  DOUB Y N 17 
DB9 C9  H9   SING N N 18 
DB9 C10 C11  SING Y N 19 
DB9 C10 H10  SING N N 20 
DB9 C11 C12  DOUB Y N 21 
DB9 C11 C16  SING Y N 22 
DB9 C12 H12  SING N N 23 
DB9 C13 N14  SING N N 24 
DB9 C13 N15  DOUB N E 25 
DB9 N14 H141 SING N N 26 
DB9 N14 H142 SING N N 27 
DB9 N15 HN15 SING N N 28 
DB9 C16 N17  SING Y N 29 
DB9 C16 N20  DOUB Y N 30 
DB9 N17 C18  SING Y N 31 
DB9 N17 HN17 SING N N 32 
DB9 C18 C19  DOUB Y N 33 
DB9 C18 C24  SING Y N 34 
DB9 C19 N20  SING Y N 35 
DB9 C19 C21  SING Y N 36 
DB9 C21 C22  DOUB Y N 37 
DB9 C21 H21  SING N N 38 
DB9 C22 C23  SING Y N 39 
DB9 C22 H22  SING N N 40 
DB9 C23 C24  DOUB Y N 41 
DB9 C23 C25  SING N N 42 
DB9 C24 H24  SING N N 43 
DB9 C25 N26  SING N N 44 
DB9 C25 N27  DOUB N E 45 
DB9 N26 H261 SING N N 46 
DB9 N26 H262 SING N N 47 
DB9 N27 HN27 SING N N 48 
# 
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 
DB9 SMILES           ACDLabs              10.04 "[N@H]=C(N)c1ccc(cc1)c4cccc(c3nc2ccc(cc2n3)C(=[N@H])N)c4"                                                                                     
DB9 SMILES_CANONICAL CACTVS               3.341 "NC(=N)c1ccc(cc1)c2cccc(c2)c3[nH]c4cc(ccc4n3)C(N)=N"                                                                                          
DB9 SMILES           CACTVS               3.341 "NC(=N)c1ccc(cc1)c2cccc(c2)c3[nH]c4cc(ccc4n3)C(N)=N"                                                                                          
DB9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(\c1ccc(cc1)c2cccc(c2)c3[nH]c4cc(ccc4n3)/C(=N\[H])/N)/N"                                                                              
DB9 SMILES           "OpenEye OEToolkits" 1.5.0 "[H]N=C(c1ccc(cc1)c2cccc(c2)c3[nH]c4cc(ccc4n3)C(=N[H])N)N"                                                                                    
DB9 InChI            InChI                1.03  "InChI=1S/C21H18N6/c22-19(23)13-6-4-12(5-7-13)14-2-1-3-16(10-14)21-26-17-9-8-15(20(24)25)11-18(17)27-21/h1-11H,(H3,22,23)(H3,24,25)(H,26,27)" 
DB9 InChIKey         InChI                1.03  LRMPNDUSMWYCMH-UHFFFAOYSA-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 
DB9 "SYSTEMATIC NAME" ACDLabs              10.04 "2-(4'-carbamimidoylbiphenyl-3-yl)-1H-benzimidazole-6-carboximidamide"   
DB9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-(4-carbamimidoylphenyl)phenyl]-3H-benzimidazole-5-carboximidamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
DB9 "Create component"     2006-10-23 RCSB 
DB9 "Modify aromatic_flag" 2011-06-04 RCSB 
DB9 "Modify descriptor"    2011-06-04 RCSB 
# 
