data_D2A
# 
_chem_comp.id                                    D2A 
_chem_comp.name                                  "2-(4'-AMIDINOBIPHENYL-4-YL)-1H-BENZIMIDAZOLE-5-AMIDINE" 
_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                         DB921 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-09-16 
_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                        354.408 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     D2A 
_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        2B0K 
_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 
D2A C1   C1   C 0 1 Y N N 6.946  17.451 15.354 -5.932 -0.600 -1.002 C1   D2A 1  
D2A C2   C2   C 0 1 Y N N 7.003  18.262 14.231 -4.556 -0.654 -0.983 C2   D2A 2  
D2A C3   C3   C 0 1 Y N N 8.200  18.898 13.835 -3.845 0.015  0.014  C3   D2A 3  
D2A C4   C4   C 0 1 Y N N 9.339  18.654 14.636 -4.528 0.744  0.988  C4   D2A 4  
D2A C5   C5   C 0 1 Y N N 9.282  17.842 15.759 -5.904 0.804  0.965  C5   D2A 5  
D2A C6   C6   C 0 1 Y N N 8.082  17.210 16.159 -6.615 0.134  -0.032 C6   D2A 6  
D2A C7   C7   C 0 1 Y N N 8.266  19.720 12.691 -2.365 -0.048 0.038  C7   D2A 7  
D2A C8   C8   C 0 1 Y N N 7.154  20.439 12.202 -1.713 -1.245 -0.261 C8   D2A 8  
D2A C9   C9   C 0 1 Y N N 7.240  21.241 11.070 -0.338 -1.305 -0.239 C9   D2A 9  
D2A C10  C10  C 0 1 Y N N 8.445  21.373 10.356 0.405  -0.167 0.083  C10  D2A 10 
D2A C11  C11  C 0 1 Y N N 9.559  20.655 10.838 -0.248 1.031  0.383  C11  D2A 11 
D2A C12  C12  C 0 1 Y N N 9.473  19.855 11.967 -1.623 1.090  0.355  C12  D2A 12 
D2A C13  C13  C 0 1 Y N N 8.564  22.198 9.177  1.881  -0.231 0.108  C13  D2A 13 
D2A N14  N14  N 0 1 Y N N 7.490  22.953 8.658  2.586  -1.233 0.576  N14  D2A 14 
D2A C15  C15  C 0 1 Y N N 8.084  23.549 7.564  3.901  -0.969 0.444  C15  D2A 15 
D2A C16  C16  C 0 1 Y N N 9.441  23.155 7.453  4.012  0.305  -0.146 C16  D2A 16 
D2A N17  N17  N 0 1 Y N N 9.787  22.288 8.469  2.719  0.750  -0.349 N17  D2A 17 
D2A C18  C18  C 0 1 Y N N 10.240 23.649 6.401  5.262  0.844  -0.398 C18  D2A 18 
D2A C19  C19  C 0 1 Y N N 7.523  24.431 6.629  5.060  -1.683 0.773  C19  D2A 19 
D2A C20  C20  C 0 1 Y N N 8.324  24.910 5.595  6.287  -1.147 0.522  C20  D2A 20 
D2A C21  C21  C 0 1 Y N N 9.694  24.545 5.439  6.404  0.119  -0.064 C21  D2A 21 
D2A C22  C22  C 0 1 N N N 10.477 25.047 4.382  7.743  0.688  -0.331 C22  D2A 22 
D2A N23  N23  N 0 1 N N N 10.489 26.334 4.014  8.874  -0.028 -0.002 N23  D2A 23 
D2A N24  N24  N 0 1 N N N 11.294 24.281 3.643  7.853  1.866  -0.878 N24  D2A 24 
D2A C25  C25  C 0 1 N N N 8.020  16.386 17.300 -8.093 0.198  -0.056 C25  D2A 25 
D2A N26  N26  N 0 1 N N N 6.928  16.277 18.072 -8.795 -0.463 -1.041 N26  D2A 26 
D2A N27  N27  N 0 1 N N N 9.045  15.636 17.727 -8.731 0.880  0.853  N27  D2A 27 
D2A H1   H1   H 0 1 N N N 5.978  16.988 15.611 -6.482 -1.119 -1.774 H1   D2A 28 
D2A H2   H2   H 0 1 N N N 6.080  18.403 13.642 -4.027 -1.218 -1.737 H2   D2A 29 
D2A H4   H4   H 0 1 N N N 10.307 19.113 14.375 -3.978 1.263  1.759  H4   D2A 30 
D2A H5   H5   H 0 1 N N N 10.206 17.696 16.343 -6.432 1.369  1.719  H5   D2A 31 
D2A H8   H8   H 0 1 N N N 6.183  20.371 12.722 -2.288 -2.125 -0.511 H8   D2A 32 
D2A H9   H9   H 0 1 N N N 6.338  21.780 10.733 0.166  -2.232 -0.470 H9   D2A 33 
D2A H11  H11  H 0 1 N N N 10.528 20.721 10.315 0.326  1.911  0.632  H11  D2A 34 
D2A H12  H12  H 0 1 N N N 10.378 19.317 12.294 -2.128 2.016  0.586  H12  D2A 35 
D2A H17  H17  H 0 1 N N N 10.186 21.398 8.169  2.456  1.597  -0.740 H17  D2A 36 
D2A H18  H18  H 0 1 N N N 11.294 23.333 6.330  5.351  1.820  -0.851 H18  D2A 37 
D2A H19  H19  H 0 1 N N N 6.467  24.743 6.705  4.981  -2.661 1.226  H19  D2A 38 
D2A H20  H20  H 0 1 N N N 7.857  25.602 4.874  7.177  -1.703 0.778  H20  D2A 39 
D2A H231 1H23 H 0 0 N N N 11.056 26.697 3.248  8.791  -0.905 0.405  H231 D2A 40 
D2A H232 2H23 H 0 0 N N N 10.715 26.882 4.843  9.752  0.345  -0.177 H232 D2A 41 
D2A H24  H24  H 0 1 N N N 11.100 23.452 4.204  8.731  2.239  -1.052 H24  D2A 42 
D2A H261 1H26 H 0 0 N N N 6.883  15.680 18.898 -8.320 -0.970 -1.718 H261 D2A 43 
D2A H262 2H26 H 0 0 N N N 6.152  16.012 17.464 -9.764 -0.424 -1.055 H262 D2A 44 
D2A H27  H27  H 0 1 N N N 8.940  14.674 17.402 -9.700 0.922  0.836  H27  D2A 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 
D2A C1  C2   DOUB Y N 1  
D2A C1  C6   SING Y N 2  
D2A C1  H1   SING N N 3  
D2A C2  C3   SING Y N 4  
D2A C2  H2   SING N N 5  
D2A C3  C4   DOUB Y N 6  
D2A C3  C7   SING N N 7  
D2A C4  C5   SING Y N 8  
D2A C4  H4   SING N N 9  
D2A C5  C6   DOUB Y N 10 
D2A C5  H5   SING N N 11 
D2A C6  C25  SING N N 12 
D2A C7  C8   DOUB Y N 13 
D2A C7  C12  SING Y N 14 
D2A C8  C9   SING Y N 15 
D2A C8  H8   SING N N 16 
D2A C9  C10  DOUB Y N 17 
D2A C9  H9   SING N N 18 
D2A C10 C11  SING Y N 19 
D2A C10 C13  SING N N 20 
D2A C11 C12  DOUB Y N 21 
D2A C11 H11  SING N N 22 
D2A C12 H12  SING N N 23 
D2A C13 N14  DOUB Y N 24 
D2A C13 N17  SING Y N 25 
D2A N14 C15  SING Y N 26 
D2A C15 C16  DOUB Y N 27 
D2A C15 C19  SING Y N 28 
D2A C16 N17  SING Y N 29 
D2A C16 C18  SING Y N 30 
D2A N17 H17  SING N N 31 
D2A C18 C21  DOUB Y N 32 
D2A C18 H18  SING N N 33 
D2A C19 C20  DOUB Y N 34 
D2A C19 H19  SING N N 35 
D2A C20 C21  SING Y N 36 
D2A C20 H20  SING N N 37 
D2A C21 C22  SING N N 38 
D2A C22 N23  SING N N 39 
D2A C22 N24  DOUB N E 40 
D2A N23 H231 SING N N 41 
D2A N23 H232 SING N N 42 
D2A N24 H24  SING N N 43 
D2A C25 N26  SING N N 44 
D2A C25 N27  DOUB N N 45 
D2A N26 H261 SING N N 46 
D2A N26 H262 SING N N 47 
D2A N27 H27  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 
D2A SMILES           ACDLabs              10.04 [N@H]=C(N)c1ccc(cc1)c4ccc(c3nc2ccc(cc2n3)C(=[N@H])N)cc4                                                                                                                        
D2A InChI            InChI                1.02b InChI=1/C21H18N6/c22-19(23)14-5-1-12(2-6-14)13-3-7-15(8-4-13)21-26-17-10-9-16(20(24)25)11-18(17)27-21/h1-11H,(H3,22,23)(H3,24,25)(H,26,27)/f/h22,24,27H,23,25H2/b22-19?,24-20+ 
D2A InChIKey         InChI                1.02b MIMVUHYHAXPADM-PECQQZCNDD                                                                                                                                                      
D2A SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc(cc1)c2ccc(cc2)c3[nH]c4cc(ccc4n3)C(N)=N                                                                                                                             
D2A SMILES           CACTVS               3.341 NC(=N)c1ccc(cc1)c2ccc(cc2)c3[nH]c4cc(ccc4n3)C(N)=N                                                                                                                             
D2A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\c1ccc2c(c1)[nH]c(n2)c3ccc(cc3)c4ccc(cc4)C(=N)N)/N                                                                                                                     
D2A SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc2c(c1)[nH]c(n2)c3ccc(cc3)c4ccc(cc4)C(=N)N)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 
D2A "SYSTEMATIC NAME" ACDLabs              10.04 "2-(4'-carbamimidoylbiphenyl-4-yl)-1H-benzimidazole-6-carboximidamide" 
D2A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[4-(4-carbamimidoylphenyl)phenyl]-3H-benzimidazole-5-carboximidamide 
# 
