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 2020-06-17 _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 Y N 10 HT C5 C6 DOUB Y N 11 HT C5 H5 SING N 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 Y 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 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" HT InChI InChI 1.03 "InChI=1S/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)" HT InChIKey InChI 1.03 INAAIJLSXJJHOZ-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 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HT "Create component" 1999-07-08 RCSB HT "Modify aromatic_flag" 2011-06-04 RCSB HT "Modify descriptor" 2011-06-04 RCSB HT "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id HT _pdbx_chem_comp_synonyms.name "HOECHST 33258" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##