data_DBN
# 
_chem_comp.id                                    DBN 
_chem_comp.name                                  6-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)-2-{5-[4-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)PHENYL]THIEN-2-YL}-1H-BENZIMIDAZOLE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H20 N6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         DB819 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-10-06 
_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                        412.510 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DBN 
_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        2B3E 
_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 
DBN C27  C27  C 0 1 N N N 9.754  18.085 15.016 9.693   -1.555 0.375  C27  DBN 1  
DBN C28  C28  C 0 1 N N N 8.298  17.606 15.191 9.018   -2.474 -0.663 C28  DBN 2  
DBN C29  C29  C 0 1 N N N 13.696 27.623 -0.581 -9.937  -1.065 -0.774 C29  DBN 3  
DBN C30  C30  C 0 1 N N N 14.547 26.346 -0.445 -9.825  -1.395 0.728  C30  DBN 4  
DBN C1   C1   C 0 1 Y N N 9.604  24.728 5.570  -2.281  0.837  0.058  C1   DBN 5  
DBN S2   S2   S 0 1 Y N N 10.025 23.454 6.613  -0.834  -0.207 -0.004 S2   DBN 6  
DBN C3   C3   C 0 1 Y N N 8.565  23.549 7.480  0.408   1.074  0.058  C3   DBN 7  
DBN C4   C4   C 0 1 Y N N 7.759  24.557 6.984  -0.362  2.224  0.123  C4   DBN 8  
DBN C5   C5   C 0 1 Y N N 8.358  25.210 5.875  -1.725  2.103  0.117  C5   DBN 9  
DBN C6   C6   C 0 1 Y N N 8.291  22.697 8.639  1.871   0.943  0.044  C6   DBN 10 
DBN N7   N7   N 0 1 Y N N 7.090  22.591 9.150  2.722   1.944  0.088  N7   DBN 11 
DBN C8   C8   C 0 1 Y N N 7.248  21.748 10.214 3.984   1.473  0.063  C8   DBN 12 
DBN C9   C9   C 0 1 Y N N 8.567  21.339 10.356 3.905   0.069  -0.012 C9   DBN 13 
DBN N10  N10  N 0 1 Y N N 9.236  21.991 9.329  2.557   -0.243 -0.022 N10  DBN 14 
DBN C11  C11  C 0 1 Y N N 6.293  21.268 11.112 5.239   2.095  0.091  C11  DBN 15 
DBN C12  C12  C 0 1 Y N N 6.654  20.403 12.129 6.375   1.344  0.045  C12  DBN 16 
DBN C13  C13  C 0 1 Y N N 7.980  19.976 12.293 6.302   -0.052 -0.030 C13  DBN 17 
DBN C14  C14  C 0 1 Y N N 8.942  20.478 11.381 5.063   -0.688 -0.058 C14  DBN 18 
DBN C15  C15  C 0 1 Y N N 10.464 25.176 4.459  -3.705  0.449  0.045  C15  DBN 19 
DBN C16  C16  C 0 1 Y N N 11.502 24.333 4.025  -4.627  1.200  -0.690 C16  DBN 20 
DBN C17  C17  C 0 1 Y N N 12.322 24.728 2.958  -5.949  0.836  -0.705 C17  DBN 21 
DBN C18  C18  C 0 1 Y N N 12.111 25.956 2.318  -6.376  -0.279 0.020  C18  DBN 22 
DBN C19  C19  C 0 1 Y N N 11.052 26.776 2.743  -5.455  -1.030 0.753  C19  DBN 23 
DBN C20  C20  C 0 1 Y N N 10.232 26.389 3.812  -4.132  -0.670 0.766  C20  DBN 24 
DBN C21  C21  C 0 1 N N N 8.388  19.093 13.411 7.544   -0.854 -0.079 C21  DBN 25 
DBN N22  N22  N 0 1 N N N 9.622  19.018 13.873 8.654   -0.554 0.668  N22  DBN 26 
DBN N23  N23  N 0 1 N N N 7.595  18.345 14.121 7.678   -1.895 -0.834 N23  DBN 27 
DBN C24  C24  C 0 1 N N N 12.942 26.374 1.197  -7.803  -0.667 0.006  C24  DBN 28 
DBN N25  N25  N 0 1 N N N 12.732 27.474 0.512  -8.580  -0.609 -1.122 N25  DBN 29 
DBN N26  N26  N 0 1 N N N 13.928 25.671 0.697  -8.425  -1.091 1.057  N26  DBN 30 
DBN H271 1H27 H 0 0 N N N 10.226 18.515 15.929 9.956   -2.117 1.272  H271 DBN 31 
DBN H272 2H27 H 0 0 N N N 10.508 17.275 14.884 10.575  -1.076 -0.052 H272 DBN 32 
DBN H281 1H28 H 0 0 N N N 8.160  16.499 15.167 8.948   -3.493 -0.283 H281 DBN 33 
DBN H282 2H28 H 0 0 N N N 7.876  17.744 16.214 9.566   -2.454 -1.605 H282 DBN 34 
DBN H291 1H29 H 0 0 N N N 14.274 28.576 -0.571 -10.202 -1.954 -1.345 H291 DBN 35 
DBN H292 2H29 H 0 0 N N N 13.244 27.781 -1.587 -10.664 -0.270 -0.939 H292 DBN 36 
DBN H301 1H30 H 0 0 N N N 14.617 25.729 -1.371 -10.499 -0.766 1.309  H301 DBN 37 
DBN H302 2H30 H 0 0 N N N 15.643 26.522 -0.346 -10.038 -2.450 0.904  H302 DBN 38 
DBN H4   H4   H 0 1 N N N 6.774  24.805 7.413  0.104   3.197  0.173  H4   DBN 39 
DBN H5   H5   H 0 1 N N N 7.892  26.026 5.296  -2.356  2.979  0.167  H5   DBN 40 
DBN H10  H10  H 0 1 N N N 10.233 21.957 9.120  2.170   -1.131 -0.068 H10  DBN 41 
DBN H11  H11  H 0 1 N N N 5.238  21.576 11.016 5.307   3.172  0.149  H11  DBN 42 
DBN H12  H12  H 0 1 N N N 5.871  20.047 12.820 7.340   1.830  0.067  H12  DBN 43 
DBN H14  H14  H 0 1 N N N 10.003 20.192 11.470 5.006   -1.765 -0.115 H14  DBN 44 
DBN H16  H16  H 0 1 N N N 11.672 23.362 4.521  -4.298  2.064  -1.247 H16  DBN 45 
DBN H17  H17  H 0 1 N N N 13.138 24.068 2.619  -6.662  1.416  -1.273 H17  DBN 46 
DBN H19  H19  H 0 1 N N N 10.862 27.734 2.231  -5.785  -1.894 1.311  H19  DBN 47 
DBN H20  H20  H 0 1 N N N 9.404  27.038 4.143  -3.419  -1.251 1.334  H20  DBN 48 
DBN H22  H22  H 0 1 N N N 10.276 18.777 13.128 8.739   0.187  1.288  H22  DBN 49 
DBN H25  H25  H 0 1 N N N 11.772 27.522 0.170  -8.287  -0.318 -1.999 H25  DBN 50 
# 
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 
DBN C27 C28  SING N N 1  
DBN C27 N22  SING N N 2  
DBN C27 H271 SING N N 3  
DBN C27 H272 SING N N 4  
DBN C28 N23  SING N N 5  
DBN C28 H281 SING N N 6  
DBN C28 H282 SING N N 7  
DBN C29 C30  SING N N 8  
DBN C29 N25  SING N N 9  
DBN C29 H291 SING N N 10 
DBN C29 H292 SING N N 11 
DBN C30 N26  SING N N 12 
DBN C30 H301 SING N N 13 
DBN C30 H302 SING N N 14 
DBN C1  S2   SING Y N 15 
DBN C1  C5   DOUB Y N 16 
DBN C1  C15  SING N N 17 
DBN S2  C3   SING Y N 18 
DBN C3  C4   DOUB Y N 19 
DBN C3  C6   SING N N 20 
DBN C4  C5   SING Y N 21 
DBN C4  H4   SING N N 22 
DBN C5  H5   SING N N 23 
DBN C6  N7   DOUB Y N 24 
DBN C6  N10  SING Y N 25 
DBN N7  C8   SING Y N 26 
DBN C8  C9   DOUB Y N 27 
DBN C8  C11  SING Y N 28 
DBN C9  N10  SING Y N 29 
DBN C9  C14  SING Y N 30 
DBN N10 H10  SING N N 31 
DBN C11 C12  DOUB Y N 32 
DBN C11 H11  SING N N 33 
DBN C12 C13  SING Y N 34 
DBN C12 H12  SING N N 35 
DBN C13 C14  DOUB Y N 36 
DBN C13 C21  SING N N 37 
DBN C14 H14  SING N N 38 
DBN C15 C16  SING Y N 39 
DBN C15 C20  DOUB Y N 40 
DBN C16 C17  DOUB Y N 41 
DBN C16 H16  SING N N 42 
DBN C17 C18  SING Y N 43 
DBN C17 H17  SING N N 44 
DBN C18 C19  DOUB Y N 45 
DBN C18 C24  SING N N 46 
DBN C19 C20  SING Y N 47 
DBN C19 H19  SING N N 48 
DBN C20 H20  SING N N 49 
DBN C21 N22  SING N N 50 
DBN C21 N23  DOUB N N 51 
DBN N22 H22  SING N N 52 
DBN C24 N25  SING N N 53 
DBN C24 N26  DOUB N N 54 
DBN N25 H25  SING N N 55 
# 
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 
DBN SMILES           ACDLabs              10.04 n3c2c(cc(C1=NCCN1)cc2)nc3c4sc(cc4)c6ccc(C5=NCCN5)cc6                                                                                                                          
DBN InChI            InChI                1.02b InChI=1/C23H20N6S/c1-3-15(21-24-9-10-25-21)4-2-14(1)19-7-8-20(30-19)23-28-17-6-5-16(13-18(17)29-23)22-26-11-12-27-22/h1-8,13H,9-12H2,(H,24,25)(H,26,27)(H,28,29)/f/h24,26,29H 
DBN InChIKey         InChI                1.02b KPAUDMFCLSTUBG-MZNWULFMCJ                                                                                                                                                     
DBN SMILES_CANONICAL CACTVS               3.341 C1CN=C(N1)c2ccc(cc2)c3sc(cc3)c4[nH]c5cc(ccc5n4)C6=NCCN6                                                                                                                       
DBN SMILES           CACTVS               3.341 C1CN=C(N1)c2ccc(cc2)c3sc(cc3)c4[nH]c5cc(ccc5n4)C6=NCCN6                                                                                                                       
DBN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1c2ccc(s2)c3[nH]c4cc(ccc4n3)C5=NCCN5)C6=NCCN6                                                                                                                         
DBN SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1c2ccc(s2)c3[nH]c4cc(ccc4n3)C5=NCCN5)C6=NCCN6                                                                                                                         
# 
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 
DBN "SYSTEMATIC NAME" ACDLabs              10.04 6-(4,5-dihydro-1H-imidazol-2-yl)-2-{5-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]thiophen-2-yl}-1H-benzimidazole 
DBN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-(4,5-dihydro-1H-imidazol-2-yl)-2-[5-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]thiophen-2-yl]-1H-benzimidazole 
# 
