data_HT1
# 
_chem_comp.id                                    HT1 
_chem_comp.name                                  "2'-(4-ETHOXYPHENYL)-5-(4-METHYL-1-PIPERAZINYL)-2,5'-BI-BENZIMIDAZOLE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C27 H28 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "HOECHST 33342" 
_chem_comp.pdbx_formal_charge                    0 
_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                        452.551 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HT1 
_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        403D 
_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 
HT1 C1   C1   C 0 1 Y N N -2.883 25.623 35.618 0.195  0.133  8.734   C1   HT1 1  
HT1 O1   O1   O 0 1 N N N -2.415 26.215 34.508 0.441  0.148  10.069  O1   HT1 2  
HT1 C2   C2   C 0 1 Y N N -2.035 24.748 36.276 -0.891 0.830  8.222   C2   HT1 3  
HT1 C3   C3   C 0 1 Y N N -2.474 24.177 37.461 -1.144 0.818  6.867   C3   HT1 4  
HT1 C4   C4   C 0 1 Y N N -3.687 24.586 38.009 -0.304 0.105  6.009   C4   HT1 5  
HT1 C5   C5   C 0 1 Y N N -4.523 25.491 37.370 0.787  -0.593 6.527   C5   HT1 6  
HT1 C6   C6   C 0 1 Y N N -4.076 26.053 36.176 1.036  -0.572 7.882   C6   HT1 7  
HT1 C7   C7   C 0 1 Y N N -4.065 23.977 39.190 -0.571 0.090  4.556   C7   HT1 8  
HT1 N1   N1   N 0 1 Y N N -3.137 23.388 40.114 0.384  0.159  3.578   N1   HT1 9  
HT1 C8   C8   C 0 1 Y N N -3.918 22.800 41.158 -0.274 0.115  2.363   C8   HT1 10 
HT1 C9   C9   C 0 1 Y N N -5.245 23.047 40.931 -1.646 0.018  2.664   C9   HT1 11 
HT1 N2   N2   N 0 1 Y N N -5.385 23.839 39.749 -1.760 0.002  4.008   N2   HT1 12 
HT1 C10  C10  C 0 1 Y N N -6.232 22.740 41.812 -2.581 -0.045 1.623   C10  HT1 13 
HT1 C11  C11  C 0 1 Y N N -5.832 22.075 42.973 -2.162 -0.014 0.326   C11  HT1 14 
HT1 C12  C12  C 0 1 Y N N -4.488 21.862 43.214 -0.799 0.082  0.021   C12  HT1 15 
HT1 C13  C13  C 0 1 Y N N -3.487 22.187 42.305 0.144  0.147  1.044   C13  HT1 16 
HT1 C14  C14  C 0 1 Y N N -4.111 21.208 44.369 -0.360 0.115  -1.389  C14  HT1 17 
HT1 N3   N3   N 0 1 Y N N -2.776 21.210 44.943 -0.897 -0.639 -2.399  N3   HT1 18 
HT1 C15  C15  C 0 1 Y N N -2.841 20.327 46.050 -0.214 -0.316 -3.556  C15  HT1 19 
HT1 C16  C16  C 0 1 Y N N -4.153 19.952 46.242 0.740  0.650  -3.193  C16  HT1 20 
HT1 N4   N4   N 0 1 Y N N -4.982 20.400 45.175 0.597  0.874  -1.863  N4   HT1 21 
HT1 C17  C17  C 0 1 Y N N -4.518 19.180 47.306 1.594  1.177  -4.167  C17  HT1 22 
HT1 C18  C18  C 0 1 Y N N -3.535 18.847 48.227 1.498  0.752  -5.461  C18  HT1 23 
HT1 C19  C19  C 0 1 Y N N -2.224 19.329 48.129 0.553  -0.205 -5.824  C19  HT1 24 
HT1 C20  C20  C 0 1 Y N N -1.879 20.095 47.003 -0.301 -0.739 -4.874  C20  HT1 25 
HT1 N5   N5   N 0 1 N N N -1.278 18.854 49.095 0.468  -0.629 -7.154  N5   HT1 26 
HT1 C21  C21  C 0 1 N N N 0.097  19.005 48.775 1.492  0.112  -7.900  C21  HT1 27 
HT1 C22  C22  C 0 1 N N N 0.980  18.231 49.741 1.378  -0.210 -9.390  C22  HT1 28 
HT1 N6   N6   N 0 1 N N N 0.648  18.527 51.104 0.074  0.239  -9.894  N6   HT1 29 
HT1 C23  C23  C 0 1 N N N -1.636 19.068 50.460 -0.949 -0.502 -9.148  C23  HT1 30 
HT1 C24  C24  C 0 1 N N N -0.732 18.225 51.379 -0.834 -0.180 -7.658  C24  HT1 31 
HT1 C25  C25  C 0 1 N N N 1.560  17.845 51.985 -0.014 -0.206 -11.291 C25  HT1 32 
HT1 C26  C26  C 0 1 N N N -1.067 25.989 34.078 1.609  -0.647 10.283  C26  HT1 33 
HT1 C27  C27  C 0 1 N N N -0.744 26.744 32.783 1.942  -0.672 11.776  C27  HT1 34 
HT1 H2   H2   H 0 1 N N N -1.037 24.512 35.867 -1.540 1.381  8.887   H2   HT1 35 
HT1 H3   H3   H 0 1 N N N -1.865 23.405 37.962 -1.990 1.360  6.470   H3   HT1 36 
HT1 H5   H5   H 0 1 N N N -5.506 25.753 37.795 1.438  -1.145 5.866   H5   HT1 37 
HT1 H6   H6   H 0 1 N N N -4.666 26.837 35.673 1.880  -1.112 8.284   H6   HT1 38 
HT1 HN1  HN1  H 0 1 N N N -2.119 23.387 40.042 1.342  0.226  3.713   HN1  HT1 39 
HT1 H10  H10  H 0 1 N N N -7.280 23.010 41.600 -3.634 -0.118 1.847   H10  HT1 40 
HT1 H11  H11  H 0 1 N N N -6.579 21.717 43.701 -2.888 -0.063 -0.471  H11  HT1 41 
HT1 H13  H13  H 0 1 N N N -2.419 21.972 42.482 1.196  0.221  0.810   H13  HT1 42 
HT1 HN3  HN3  H 0 1 N N N -1.955 21.728 44.630 -1.621 -1.279 -2.318  HN3  HT1 43 
HT1 H17  H17  H 0 1 N N N -5.561 18.840 47.416 2.330  1.919  -3.896  H17  HT1 44 
HT1 H18  H18  H 0 1 N N N -3.803 18.178 49.062 2.160  1.161  -6.209  H18  HT1 45 
HT1 H20  H20  H 0 1 N N N -0.865 20.509 46.868 -1.032 -1.482 -5.158  H20  HT1 46 
HT1 H211 1H21 H 0 0 N N N 0.303  18.722 47.716 1.348  1.181  -7.748  H211 HT1 47 
HT1 H212 2H21 H 0 0 N N N 0.389  20.079 48.726 2.481  -0.174 -7.541  H212 HT1 48 
HT1 H221 1H22 H 0 0 N N N 0.943  17.134 49.540 2.173  0.300  -9.934  H221 HT1 49 
HT1 H222 2H22 H 0 0 N N N 2.061  18.406 49.536 1.472  -1.286 -9.536  H222 HT1 50 
HT1 H231 1H23 H 0 0 N N N -2.467 19.791 50.287 -1.937 -0.215 -9.506  H231 HT1 51 
HT1 H232 2H23 H 0 0 N N N -2.448 19.174 49.704 -0.804 -1.572 -9.300  H232 HT1 52 
HT1 H241 1H24 H 0 0 N N N -0.568 17.472 52.185 -1.629 -0.690 -7.114  H241 HT1 53 
HT1 H242 2H24 H 0 0 N N N -0.020 18.108 52.229 -0.928 0.896  -7.511  H242 HT1 54 
HT1 H251 1H25 H 0 0 N N N 1.301  18.075 53.045 -0.970 0.105  -11.711 H251 HT1 55 
HT1 H252 2H25 H 0 0 N N N 1.591  16.747 51.789 0.798  0.237  -11.866 H252 HT1 56 
HT1 H253 3H25 H 0 0 N N N 2.624  18.080 51.751 0.063  -1.292 -11.331 H253 HT1 57 
HT1 H261 1H26 H 0 0 N N N -0.337 26.237 34.884 2.446  -0.219 9.731   H261 HT1 58 
HT1 H262 2H26 H 0 0 N N N -0.851 24.899 33.976 1.425  -1.663 9.934   H262 HT1 59 
HT1 H271 1H27 H 0 0 N N N 0.305  26.568 32.448 2.833  -1.279 11.939  H271 HT1 60 
HT1 H272 2H27 H 0 0 N N N -1.473 26.495 31.976 2.126  0.343  12.125  H272 HT1 61 
HT1 H273 3H27 H 0 0 N N N -0.959 27.833 32.884 1.105  -1.101 12.328  H273 HT1 62 
# 
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 
HT1 C1  O1   SING N N 1  
HT1 C1  C2   DOUB Y N 2  
HT1 C1  C6   SING Y N 3  
HT1 O1  C26  SING N N 4  
HT1 C2  C3   SING Y N 5  
HT1 C2  H2   SING N N 6  
HT1 C3  C4   DOUB Y N 7  
HT1 C3  H3   SING N N 8  
HT1 C4  C5   SING Y N 9  
HT1 C4  C7   SING N N 10 
HT1 C5  C6   DOUB Y N 11 
HT1 C5  H5   SING N N 12 
HT1 C6  H6   SING N N 13 
HT1 C7  N1   SING Y N 14 
HT1 C7  N2   DOUB Y N 15 
HT1 N1  C8   SING Y N 16 
HT1 N1  HN1  SING N N 17 
HT1 C8  C9   DOUB Y N 18 
HT1 C8  C13  SING Y N 19 
HT1 C9  N2   SING Y N 20 
HT1 C9  C10  SING Y N 21 
HT1 C10 C11  DOUB Y N 22 
HT1 C10 H10  SING N N 23 
HT1 C11 C12  SING Y N 24 
HT1 C11 H11  SING N N 25 
HT1 C12 C13  DOUB Y N 26 
HT1 C12 C14  SING N N 27 
HT1 C13 H13  SING N N 28 
HT1 C14 N3   SING Y N 29 
HT1 C14 N4   DOUB Y N 30 
HT1 N3  C15  SING Y N 31 
HT1 N3  HN3  SING N N 32 
HT1 C15 C16  DOUB Y N 33 
HT1 C15 C20  SING Y N 34 
HT1 C16 N4   SING Y N 35 
HT1 C16 C17  SING Y N 36 
HT1 C17 C18  DOUB Y N 37 
HT1 C17 H17  SING N N 38 
HT1 C18 C19  SING Y N 39 
HT1 C18 H18  SING N N 40 
HT1 C19 C20  DOUB Y N 41 
HT1 C19 N5   SING N N 42 
HT1 C20 H20  SING N N 43 
HT1 N5  C21  SING N N 44 
HT1 N5  C24  SING N N 45 
HT1 C21 C22  SING N N 46 
HT1 C21 H211 SING N N 47 
HT1 C21 H212 SING N N 48 
HT1 C22 N6   SING N N 49 
HT1 C22 H221 SING N N 50 
HT1 C22 H222 SING N N 51 
HT1 N6  C23  SING N N 52 
HT1 N6  C25  SING N N 53 
HT1 C23 C24  SING N N 54 
HT1 C23 H231 SING N N 55 
HT1 C23 H232 SING N N 56 
HT1 C24 H241 SING N N 57 
HT1 C24 H242 SING N N 58 
HT1 C25 H251 SING N N 59 
HT1 C25 H252 SING N N 60 
HT1 C25 H253 SING N N 61 
HT1 C26 C27  SING N N 62 
HT1 C26 H261 SING N N 63 
HT1 C26 H262 SING N N 64 
HT1 C27 H271 SING N N 65 
HT1 C27 H272 SING N N 66 
HT1 C27 H273 SING N N 67 
# 
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 
HT1 SMILES           ACDLabs              10.04 O(c1ccc(cc1)c3nc2ccc(cc2n3)c5nc4ccc(cc4n5)N6CCN(C)CC6)CC                                                                                                                                    
HT1 InChI            InChI                1.02b InChI=1/C27H28N6O/c1-3-34-21-8-4-18(5-9-21)26-28-22-10-6-19(16-24(22)30-26)27-29-23-11-7-20(17-25(23)31-27)33-14-12-32(2)13-15-33/h4-11,16-17H,3,12-15H2,1-2H3,(H,28,30)(H,29,31)/f/h30-31H 
HT1 InChIKey         InChI                1.02b PRDFBSVERLRRMY-PUXXYCQMCW                                                                                                                                                                   
HT1 SMILES_CANONICAL CACTVS               3.341 CCOc1ccc(cc1)c2[nH]c3cc(ccc3n2)c4[nH]c5cc(ccc5n4)N6CCN(C)CC6                                                                                                                                
HT1 SMILES           CACTVS               3.341 CCOc1ccc(cc1)c2[nH]c3cc(ccc3n2)c4[nH]c5cc(ccc5n4)N6CCN(C)CC6                                                                                                                                
HT1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCOc1ccc(cc1)c2[nH]c3cc(ccc3n2)c4[nH]c5cc(ccc5n4)N6CCN(CC6)C                                                                                                                                
HT1 SMILES           "OpenEye OEToolkits" 1.5.0 CCOc1ccc(cc1)c2[nH]c3cc(ccc3n2)c4[nH]c5cc(ccc5n4)N6CCN(CC6)C                                                                                                                                
# 
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 
HT1 "SYSTEMATIC NAME" ACDLabs              10.04 "2'-(4-ethoxyphenyl)-6-(4-methylpiperazin-1-yl)-1H,3'H-2,5'-bibenzimidazole"            
HT1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-(4-ethoxyphenyl)-6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole 
# 
