data_HT
# 
_chem_comp.id                                    HT 
_chem_comp.name                                  "2'-(4-HYDROXYPHENYL)-5-(4-METHYL-1-PIPERAZINYL)-2,5'-BI-BENZIMIDAZOLE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C25 H24 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "HOECHST 33258" 
_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                        424.498 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HT 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1D46 
_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 
HT O1   O1   O 0 1 N N N 11.025 16.483 18.503 10.783  0.939  0.260  O1   HT 1  
HT C1   C1   C 0 1 Y N N 10.486 16.967 17.382 9.457   0.651  0.199  C1   HT 2  
HT C4   C4   C 0 1 Y N N 9.421  18.045 15.037 6.753   0.064  0.073  C4   HT 3  
HT C2   C2   C 0 1 Y N N 9.294  16.460 16.848 8.523   1.678  0.238  C2   HT 4  
HT C3   C3   C 0 1 Y N N 8.746  17.002 15.669 7.177   1.390  0.176  C3   HT 5  
HT C6   C6   C 0 1 Y N N 11.147 18.010 16.730 9.040   -0.669 0.091  C6   HT 6  
HT C5   C5   C 0 1 Y N N 10.625 18.549 15.551 7.695   -0.965 0.028  C5   HT 7  
HT C7   C7   C 0 1 Y N N 8.861  18.642 13.779 5.310   -0.250 0.005  C7   HT 8  
HT N1   N1   N 0 1 Y N N 9.627  19.279 12.887 4.301   0.675  0.041  N1   HT 9  
HT C8   C8   C 0 1 Y N N 8.794  19.919 12.001 3.110   -0.022 -0.048 C8   HT 10 
HT C9   C9   C 0 1 Y N N 7.500  19.662 12.385 3.457   -1.383 -0.136 C9   HT 11 
HT N2   N2   N 0 1 Y N N 7.574  18.842 13.512 4.804   -1.454 -0.103 N2   HT 12 
HT C10  C10  C 0 1 Y N N 6.425  20.177 11.688 2.449   -2.351 -0.238 C10  HT 13 
HT C11  C11  C 0 1 Y N N 6.703  20.962 10.587 1.140   -1.974 -0.252 C11  HT 14 
HT C12  C12  C 0 1 Y N N 8.040  21.228 10.203 0.788   -0.621 -0.165 C12  HT 15 
HT C13  C13  C 0 1 Y N N 9.096  20.700 10.913 1.778   0.355  -0.062 C13  HT 16 
HT C14  C14  C 0 1 Y N N 8.273  22.044 9.043  -0.636  -0.227 -0.182 C14  HT 17 
HT N3   N3   N 0 1 Y N N 9.330  22.325 8.606  -1.693  -1.094 -0.278 N3   HT 18 
HT C15  C15  C 0 1 Y N N 9.227  23.118 7.499  -2.847  -0.335 -0.259 C15  HT 19 
HT C16  C16  C 0 1 Y N N 7.868  23.266 7.336  -2.434  1.005  -0.148 C16  HT 20 
HT N4   N4   N 0 1 Y N N 7.265  22.548 8.352  -1.079  1.004  -0.101 N4   HT 21 
HT C17  C17  C 0 1 Y N N 7.181  23.973 6.372  -3.395  2.021  -0.105 C17  HT 22 
HT C18  C18  C 0 1 Y N N 8.028  24.598 5.479  -4.722  1.709  -0.170 C18  HT 23 
HT C19  C19  C 0 1 Y N N 9.445  24.500 5.577  -5.134  0.382  -0.279 C19  HT 24 
HT C20  C20  C 0 1 Y N N 9.871  23.719 6.645  -4.199  -0.639 -0.324 C20  HT 25 
HT N5   N5   N 0 1 N N N 10.242 25.234 4.515  -6.498  0.080  -0.344 N5   HT 26 
HT C21  C21  C 0 1 N N N 9.682  25.148 3.473  -7.311  1.302  -0.280 C21  HT 27 
HT C22  C22  C 0 1 N N N 10.314 25.929 2.345  -8.789  0.936  -0.433 C22  HT 28 
HT N6   N6   N 0 1 N N N 11.690 25.449 2.182  -9.172  -0.003 0.630  N6   HT 29 
HT C23  C23  C 0 1 N N N 12.403 25.753 3.420  -8.358  -1.225 0.567  C23  HT 30 
HT C24  C24  C 0 1 N N N 11.683 24.933 4.469  -6.880  -0.859 0.720  C24  HT 31 
HT C25  C25  C 0 1 N N N 12.415 26.117 1.114  -10.604 -0.321 0.562  C25  HT 32 
HT HO1  HO1  H 0 1 N N N 11.960 16.368 18.381 11.139  0.963  1.159  HO1  HT 33 
HT H2   H2   H 0 1 N N N 8.790  15.645 17.346 8.852   2.704  0.318  H2   HT 34 
HT H3   H3   H 0 1 N N N 7.822  16.617 15.263 6.451   2.189  0.207  H3   HT 35 
HT H5   H5   H 0 1 N N N 11.144 19.347 15.040 7.371   -1.992 -0.052 H5   HT 36 
HT H6   H6   H 0 1 N N N 12.066 18.402 17.139 9.769   -1.465 0.056  H6   HT 37 
HT HN1  HN1  H 0 1 N N N 10.627 19.288 12.868 4.402   1.637  0.114  HN1  HT 38 
HT H10  H10  H 0 1 N N N 5.409  19.974 11.992 2.710   -3.396 -0.306 H10  HT 39 
HT H11  H11  H 0 1 N N N 5.890  21.379 10.011 0.368   -2.724 -0.331 H11  HT 40 
HT H13  H13  H 0 1 N N N 10.119 20.893 10.626 1.507   1.398  0.006  H13  HT 41 
HT HN3  HN3  H 0 1 N N N 10.198 22.020 8.998  -1.640  -2.060 -0.347 HN3  HT 42 
HT H17  H17  H 0 1 N N N 6.104  24.031 6.321  -3.086  3.053  -0.019 H17  HT 43 
HT H18  H18  H 0 1 N N N 7.601  25.182 4.677  -5.459  2.497  -0.136 H18  HT 44 
HT H20  H20  H 0 1 N N N 10.943 23.626 6.738  -4.521  -1.666 -0.409 H20  HT 45 
HT H211 H211 H 0 0 N N N 9.676  24.087 3.183  -7.156  1.793  0.681  H211 HT 46 
HT H212 H212 H 0 0 N N N 8.679  25.573 3.622  -7.018  1.976  -1.085 H212 HT 47 
HT H221 H221 H 0 0 N N N 9.748  25.772 1.415  -9.397  1.838  -0.358 H221 HT 48 
HT H222 H222 H 0 0 N N N 10.308 27.005 2.574  -8.950  0.470  -1.406 H222 HT 49 
HT H231 H231 H 0 0 N N N 13.464 25.471 3.350  -8.651  -1.900 1.371  H231 HT 50 
HT H232 H232 H 0 0 N N N 12.402 26.828 3.653  -8.513  -1.716 -0.394 H232 HT 51 
HT H241 H241 H 0 0 N N N 12.120 25.160 5.453  -6.272  -1.761 0.644  H241 HT 52 
HT H242 H242 H 0 0 N N N 11.800 23.870 4.210  -6.720  -0.393 1.692  H242 HT 53 
HT H253 H253 H 0 0 N N N 11.740 26.286 0.262  -10.831 -0.774 -0.403 H253 HT 54 
HT H252 H252 H 0 0 N N N 12.795 27.083 1.478  -10.860 -1.018 1.360  H252 HT 55 
HT H251 H251 H 0 0 N N N 13.259 25.488 0.794  -11.185 0.595  0.679  H251 HT 56 
# 
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 
HT O1  C1   SING N N 1  
HT O1  HO1  SING N N 2  
HT C1  C2   DOUB Y N 3  
HT C1  C6   SING Y N 4  
HT C2  C3   SING Y N 5  
HT C2  H2   SING N N 6  
HT C3  C4   DOUB Y N 7  
HT C3  H3   SING N N 8  
HT C4  C5   SING Y N 9  
HT C4  C7   SING N N 10 
HT C5  C6   DOUB N N 11 
HT C5  H5   SING Y N 12 
HT C6  H6   SING N N 13 
HT C7  N1   SING Y N 14 
HT C7  N2   DOUB Y N 15 
HT N1  C8   SING Y N 16 
HT N1  HN1  SING N N 17 
HT C8  C9   DOUB Y N 18 
HT C8  C13  SING Y N 19 
HT C9  N2   SING Y N 20 
HT C9  C10  SING Y N 21 
HT C10 C11  DOUB Y N 22 
HT C10 H10  SING N N 23 
HT C11 C12  SING Y N 24 
HT C11 H11  SING N N 25 
HT C12 C13  DOUB Y N 26 
HT C12 C14  SING N N 27 
HT C13 H13  SING N N 28 
HT C14 N3   SING Y N 29 
HT C14 N4   DOUB Y N 30 
HT N3  C15  SING Y N 31 
HT N3  HN3  SING N N 32 
HT C15 C16  DOUB Y N 33 
HT C15 C20  SING Y N 34 
HT C16 N4   SING Y N 35 
HT C16 C17  SING Y N 36 
HT C17 C18  DOUB Y N 37 
HT C17 H17  SING N N 38 
HT C18 C19  SING Y N 39 
HT C18 H18  SING N N 40 
HT C19 C20  DOUB Y N 41 
HT C19 N5   SING N N 42 
HT C20 H20  SING N N 43 
HT N5  C21  SING N N 44 
HT N5  C24  SING N N 45 
HT C21 C22  SING N N 46 
HT C21 H211 SING N N 47 
HT C21 H212 SING N N 48 
HT C22 N6   SING N N 49 
HT C22 H221 SING N N 50 
HT C22 H222 SING N N 51 
HT N6  C23  SING N N 52 
HT N6  C25  SING N N 53 
HT C23 C24  SING N N 54 
HT C23 H231 SING N N 55 
HT C23 H232 SING N N 56 
HT C24 H241 SING N N 57 
HT C24 H242 SING N N 58 
HT C25 H253 SING N N 59 
HT C25 H252 SING N N 60 
HT C25 H251 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 
HT SMILES           ACDLabs              10.04 Oc1ccc(cc1)c3nc2ccc(cc2n3)c5nc4ccc(cc4n5)N6CCN(C)CC6                                                                                                                                
HT InChI            InChI                1.02b InChI=1/C25H24N6O/c1-30-10-12-31(13-11-30)18-5-9-21-23(15-18)29-25(27-21)17-4-8-20-22(14-17)28-24(26-20)16-2-6-19(32)7-3-16/h2-9,14-15,32H,10-13H2,1H3,(H,26,28)(H,27,29)/f/h28-29H 
HT InChIKey         InChI                1.02b INAAIJLSXJJHOZ-LKHHGCNMCD                                                                                                                                                           
HT SMILES_CANONICAL CACTVS               3.341 CN1CCN(CC1)c2ccc3nc([nH]c3c2)c4ccc5nc([nH]c5c4)c6ccc(O)cc6                                                                                                                          
HT SMILES           CACTVS               3.341 CN1CCN(CC1)c2ccc3nc([nH]c3c2)c4ccc5nc([nH]c5c4)c6ccc(O)cc6                                                                                                                          
HT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)c2ccc3c(c2)[nH]c(n3)c4ccc5c(c4)[nH]c(n5)c6ccc(cc6)O                                                                                                                      
HT SMILES           "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)c2ccc3c(c2)[nH]c(n3)c4ccc5c(c4)[nH]c(n5)c6ccc(cc6)O                                                                                                                      
# 
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 
HT "SYSTEMATIC NAME" ACDLabs              10.04 "4-[6-(4-methylpiperazin-1-yl)-1H,3'H-2,5'-bibenzimidazol-2'-yl]phenol"            
HT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazol-2-yl]phenol 
# 
