data_58F # _chem_comp.id 58F _chem_comp.name "p-iodo Hoechst" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H23 I N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2'-(4-iodophenyl)-6-(4-methylpiperazin-1-yl)-1H,3'H-2,5'-bibenzimidazole" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-20 _chem_comp.pdbx_modified_date 2021-03-13 _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 534.395 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 58F _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 5DAM _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 58F C C1 C 0 1 Y N N 7.361 20.516 76.229 -7.033 0.154 0.070 C 58F 1 58F C1 C2 C 0 1 Y N N 7.796 22.257 74.093 -4.311 -0.347 -0.012 C1 58F 2 58F C2 C3 C 0 1 Y N N 8.682 20.739 75.807 -6.139 1.210 0.041 C2 58F 3 58F C3 C4 C 0 1 Y N N 8.944 21.592 74.738 -4.781 0.967 -0.000 C3 58F 4 58F C4 C5 C 0 1 Y N N 6.255 21.098 75.602 -6.572 -1.151 0.064 C4 58F 5 58F C5 C6 C 0 1 Y N N 6.503 22.075 74.523 -5.218 -1.407 0.024 C5 58F 6 58F C6 C7 C 0 1 Y N N 8.047 23.073 72.917 -2.857 -0.614 -0.056 C6 58F 7 58F C7 C8 C 0 1 Y N N 9.037 23.885 71.068 -0.666 -0.315 -0.126 C7 58F 8 58F C8 C9 C 0 1 Y N N 7.761 24.521 71.298 -0.966 -1.690 -0.104 C8 58F 9 58F C9 C10 C 0 1 Y N N 7.317 25.530 70.435 0.075 -2.627 -0.128 C9 58F 10 58F C10 C11 C 0 1 Y N N 8.114 25.847 69.345 1.370 -2.207 -0.174 C10 58F 11 58F C11 C12 C 0 1 Y N N 9.350 25.197 69.124 1.675 -0.840 -0.196 C11 58F 12 58F C12 C13 C 0 1 Y N N 9.824 24.185 69.960 0.652 0.105 -0.173 C12 58F 13 58F N1 N1 N 0 1 Y N N 9.216 22.980 72.123 -1.881 0.344 -0.093 N1 58F 14 58F N2 N2 N 0 1 Y N N 7.170 23.997 72.463 -2.309 -1.805 -0.059 N2 58F 15 58F C13 C14 C 0 1 Y N N 10.112 25.571 67.933 3.085 -0.400 -0.245 C13 58F 16 58F C14 C15 C 0 1 Y N N 11.589 25.411 66.227 5.298 -0.437 -0.316 C14 58F 17 58F C15 C16 C 0 1 Y N N 10.824 26.632 66.146 4.839 0.893 -0.317 C15 58F 18 58F C16 C17 C 0 1 Y N N 11.088 27.521 65.100 5.763 1.942 -0.358 C16 58F 19 58F C17 C18 C 0 1 Y N N 12.060 27.170 64.183 7.101 1.672 -0.396 C17 58F 20 58F C18 C19 C 0 1 Y N N 12.858 25.988 64.288 7.559 0.356 -0.394 C18 58F 21 58F N3 N3 N 0 1 Y N N 11.165 24.791 67.404 4.171 -1.235 -0.272 N3 58F 22 58F N4 N4 N 0 1 Y N N 9.894 26.703 67.196 3.484 0.849 -0.275 N4 58F 23 58F C19 C20 C 0 1 Y N N 12.640 25.097 65.346 6.660 -0.698 -0.356 C19 58F 24 58F N5 N5 N 0 1 N N N 13.844 25.753 63.282 8.932 0.097 -0.434 N5 58F 25 58F N6 N6 N 0 1 N N N 15.306 24.698 61.024 11.605 0.189 0.543 N6 58F 26 58F C20 C21 C 0 1 N N N 13.366 25.899 61.907 9.344 -0.737 0.704 C20 58F 27 58F C21 C22 C 0 1 N N N 14.562 26.001 60.931 10.834 -1.062 0.582 C21 58F 28 58F C22 C23 C 0 1 N N N 15.890 24.538 62.383 11.193 1.023 -0.595 C22 58F 29 58F C23 C24 C 0 1 N N N 14.994 24.923 63.562 9.703 1.348 -0.472 C23 58F 30 58F C24 C25 C 0 1 N N N 14.466 23.569 60.529 11.478 0.924 1.808 C24 58F 31 58F I I1 I 0 1 N N N 6.970 19.207 77.822 -9.093 0.533 0.132 I 58F 32 58F H1 H1 H 0 1 N N N 9.499 20.246 76.314 -6.504 2.226 0.050 H1 58F 33 58F H2 H2 H 0 1 N N N 9.953 21.761 74.393 -4.084 1.792 -0.023 H2 58F 34 58F H3 H3 H 0 1 N N N 5.249 20.840 75.898 -7.275 -1.971 0.091 H3 58F 35 58F H4 H4 H 0 1 N N N 5.689 22.632 74.083 -4.859 -2.426 0.014 H4 58F 36 58F H5 H5 H 0 1 N N N 6.384 26.045 70.612 -0.149 -3.683 -0.110 H5 58F 37 58F H6 H6 H 0 1 N N N 7.784 26.606 68.651 2.169 -2.934 -0.192 H6 58F 38 58F H7 H7 H 0 1 N N N 10.749 23.664 69.759 0.885 1.160 -0.191 H7 58F 39 58F H8 H8 H 0 1 N N N 10.007 22.390 72.282 -2.016 1.305 -0.096 H8 58F 40 58F H10 H10 H 0 1 N N N 10.549 28.453 65.011 5.418 2.966 -0.360 H10 58F 41 58F H11 H11 H 0 1 N N N 12.226 27.825 63.340 7.810 2.486 -0.426 H11 58F 42 58F H12 H12 H 0 1 N N N 11.537 23.951 67.799 4.152 -2.204 -0.262 H12 58F 43 58F H14 H14 H 0 1 N N N 13.248 24.214 65.479 7.017 -1.717 -0.355 H14 58F 44 58F H16 H16 H 0 1 N N N 12.756 26.811 61.830 9.165 -0.197 1.634 H16 58F 45 58F H17 H17 H 0 1 N N N 12.754 25.025 61.641 8.768 -1.662 0.704 H17 58F 46 58F H18 H18 H 0 1 N N N 15.219 26.834 61.221 11.009 -1.625 -0.335 H18 58F 47 58F H19 H19 H 0 1 N N N 14.201 26.159 59.904 11.148 -1.656 1.440 H19 58F 48 58F H20 H20 H 0 1 N N N 16.167 23.480 62.505 11.769 1.948 -0.594 H20 58F 49 58F H21 H21 H 0 1 N N N 16.795 25.162 62.433 11.372 0.483 -1.525 H21 58F 50 58F H22 H22 H 0 1 N N N 14.625 23.990 64.014 9.389 1.943 -1.330 H22 58F 51 58F H23 H23 H 0 1 N N N 15.620 25.461 64.290 9.528 1.912 0.444 H23 58F 52 58F H24 H24 H 0 1 N N N 15.032 22.629 60.607 10.439 1.224 1.952 H24 58F 53 58F H25 H25 H 0 1 N N N 13.552 23.498 61.137 11.789 0.284 2.634 H25 58F 54 58F H26 H26 H 0 1 N N N 14.195 23.747 59.478 12.111 1.811 1.778 H26 58F 55 # # 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 58F C24 N6 SING N N 1 58F C21 N6 SING N N 2 58F C21 C20 SING N N 3 58F N6 C22 SING N N 4 58F C20 N5 SING N N 5 58F C22 C23 SING N N 6 58F N5 C23 SING N N 7 58F N5 C18 SING N N 8 58F C17 C18 DOUB Y N 9 58F C17 C16 SING Y N 10 58F C18 C19 SING Y N 11 58F C16 C15 DOUB Y N 12 58F C19 C14 DOUB Y N 13 58F C15 C14 SING Y N 14 58F C15 N4 SING Y N 15 58F C14 N3 SING Y N 16 58F N4 C13 DOUB Y N 17 58F N3 C13 SING Y N 18 58F C13 C11 SING N N 19 58F C11 C10 DOUB Y N 20 58F C11 C12 SING Y N 21 58F C10 C9 SING Y N 22 58F C12 C7 DOUB Y N 23 58F C9 C8 DOUB Y N 24 58F C7 C8 SING Y N 25 58F C7 N1 SING Y N 26 58F C8 N2 SING Y N 27 58F N1 C6 SING Y N 28 58F N2 C6 DOUB Y N 29 58F C6 C1 SING N N 30 58F C1 C5 DOUB Y N 31 58F C1 C3 SING Y N 32 58F C5 C4 SING Y N 33 58F C3 C2 DOUB Y N 34 58F C4 C DOUB Y N 35 58F C2 C SING Y N 36 58F C I SING N N 37 58F C2 H1 SING N N 38 58F C3 H2 SING N N 39 58F C4 H3 SING N N 40 58F C5 H4 SING N N 41 58F C9 H5 SING N N 42 58F C10 H6 SING N N 43 58F C12 H7 SING N N 44 58F N1 H8 SING N N 45 58F C16 H10 SING N N 46 58F C17 H11 SING N N 47 58F N3 H12 SING N N 48 58F C19 H14 SING N N 49 58F C20 H16 SING N N 50 58F C20 H17 SING N N 51 58F C21 H18 SING N N 52 58F C21 H19 SING N N 53 58F C22 H20 SING N N 54 58F C22 H21 SING N N 55 58F C23 H22 SING N N 56 58F C23 H23 SING N N 57 58F C24 H24 SING N N 58 58F C24 H25 SING N N 59 58F C24 H26 SING N N 60 # # 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 58F SMILES ACDLabs 12.01 "c1(I)ccc(cc1)c2nc3c(n2)ccc(c3)c4nc5c(n4)ccc(c5)N6CCN(CC6)C" 58F InChI InChI 1.03 "InChI=1S/C25H23IN6/c1-31-10-12-32(13-11-31)19-7-9-21-23(15-19)30-25(28-21)17-4-8-20-22(14-17)29-24(27-20)16-2-5-18(26)6-3-16/h2-9,14-15H,10-13H2,1H3,(H,27,29)(H,28,30)" 58F InChIKey InChI 1.03 WSBVZEKIZWIJQO-UHFFFAOYSA-N 58F SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)c2ccc3nc([nH]c3c2)c4ccc5nc([nH]c5c4)c6ccc(I)cc6" 58F SMILES CACTVS 3.385 "CN1CCN(CC1)c2ccc3nc([nH]c3c2)c4ccc5nc([nH]c5c4)c6ccc(I)cc6" 58F SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN1CCN(CC1)c2ccc3c(c2)[nH]c(n3)c4ccc5c(c4)[nH]c(n5)c6ccc(cc6)I" 58F SMILES "OpenEye OEToolkits" 1.9.2 "CN1CCN(CC1)c2ccc3c(c2)[nH]c(n3)c4ccc5c(c4)[nH]c(n5)c6ccc(cc6)I" # # 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 58F "SYSTEMATIC NAME" ACDLabs 12.01 "2'-(4-iodophenyl)-6-(4-methylpiperazin-1-yl)-1H,3'H-2,5'-bibenzimidazole" 58F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-(4-iodophenyl)-6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 58F "Create component" 2015-08-20 RCSB 58F "Initial release" 2016-03-16 RCSB 58F "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 58F _pdbx_chem_comp_synonyms.name "2'-(4-iodophenyl)-6-(4-methylpiperazin-1-yl)-1H,3'H-2,5'-bibenzimidazole" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##