data_RO2 # _chem_comp.id RO2 _chem_comp.name "3-[5-[5-(4-METHYL-PIPERAZIN-1-YL)-1H-IMIDAZO[4,5-B]PYRIDIN-2-YL]-BENZIMIDAZOL-2-YL]-PHENOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C24 H23 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "META-OH(N) HOECHST" _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 425.486 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RO2 _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 302D _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 RO2 C1 C1 C 0 1 Y N N 9.279 16.912 16.371 -2.140 0.150 -8.774 C1 RO2 1 RO2 C3 C3 C 0 1 Y N N 10.180 17.869 15.870 -0.816 0.547 -8.650 C3 RO2 2 RO2 O3 O3 O 0 1 N N N 11.384 17.979 16.489 -0.147 1.026 -9.732 O3 RO2 3 RO2 C4 C4 C 0 1 Y N N 9.911 18.723 14.792 -0.178 0.460 -7.424 C4 RO2 4 RO2 C2 C2 C 0 1 Y N N 8.657 18.654 14.237 -0.866 -0.037 -6.318 C2 RO2 5 RO2 C6 C6 C 0 1 Y N N 7.730 17.690 14.678 -2.198 -0.433 -6.452 C6 RO2 6 RO2 C5 C5 C 0 1 Y N N 8.039 16.818 15.746 -2.826 -0.337 -7.677 C5 RO2 7 RO2 C7 C7 C 0 1 Y N N 8.331 19.600 13.266 -0.190 -0.138 -5.007 C7 RO2 8 RO2 N1 N1 N 0 1 Y N N 9.275 20.047 12.368 -0.764 0.154 -3.800 N1 RO2 9 RO2 C8 C8 C 0 1 Y N N 8.650 20.895 11.440 0.194 -0.068 -2.830 C8 RO2 10 RO2 C9 C9 C 0 1 Y N N 7.329 20.963 11.853 1.348 -0.500 -3.512 C9 RO2 11 RO2 N2 N2 N 0 1 Y N N 7.175 20.192 12.953 1.050 -0.522 -4.827 N2 RO2 12 RO2 C10 C10 C 0 1 Y N N 6.387 21.732 11.156 2.506 -0.809 -2.786 C10 RO2 13 RO2 C11 C11 C 0 1 Y N N 6.879 22.418 10.037 2.514 -0.690 -1.429 C11 RO2 14 RO2 C12 C12 C 0 1 Y N N 8.207 22.359 9.638 1.369 -0.260 -0.746 C12 RO2 15 RO2 C13 C13 C 0 1 Y N N 9.119 21.586 10.308 0.206 0.044 -1.451 C13 RO2 16 RO2 C14 C14 C 0 1 Y N N 8.546 23.142 8.548 1.393 -0.136 0.725 C14 RO2 17 RO2 N3 N3 N 0 1 Y N N 9.760 23.132 7.899 0.411 -0.475 1.528 N3 RO2 18 RO2 C15 C15 C 0 1 Y N N 9.720 24.010 6.779 0.760 -0.231 2.807 C15 RO2 19 RO2 C16 C16 C 0 1 Y N N 8.454 24.550 6.831 2.062 0.299 2.786 C16 RO2 20 RO2 N4 N4 N 0 1 Y N N 7.825 24.016 7.873 2.440 0.350 1.458 N4 RO2 21 RO2 C17 C17 C 0 1 Y N N 7.976 25.510 5.917 2.681 0.646 3.982 C17 RO2 22 RO2 C18 C18 C 0 1 Y N N 8.888 25.892 4.921 1.985 0.455 5.161 C18 RO2 23 RO2 C19 C19 C 0 1 Y N N 10.168 25.335 4.872 0.697 -0.076 5.117 C19 RO2 24 RO2 N7 N7 N 0 1 Y N N 10.598 24.404 5.743 0.130 -0.403 3.970 N7 RO2 25 RO2 N5 N5 N 0 1 N N N 11.031 25.768 3.880 -0.002 -0.269 6.304 N5 RO2 26 RO2 C21 C21 C 0 1 N N N 10.810 27.016 3.151 -1.307 -0.832 5.938 C21 RO2 27 RO2 C22 C22 C 0 1 N N N 12.009 27.491 2.359 -2.181 -0.958 7.186 C22 RO2 28 RO2 N6 N6 N 0 1 N N N 12.252 26.565 1.277 -2.434 0.373 7.748 N6 RO2 29 RO2 C23 C23 C 0 1 N N N 12.126 25.139 1.596 -1.129 0.936 8.114 C23 RO2 30 RO2 C24 C24 C 0 1 N N N 11.783 24.768 3.097 -0.255 1.063 6.866 C24 RO2 31 RO2 C25 C25 C 0 1 N N N 11.461 26.930 0.110 -3.173 0.169 9.002 C25 RO2 32 RO2 H1 H1 H 0 1 N N N 9.535 16.259 17.222 -2.637 0.224 -9.730 H1 RO2 33 RO2 HO3 HO3 H 0 1 N N N 11.992 18.625 16.150 -0.285 1.983 -9.745 HO3 RO2 34 RO2 H4 H4 H 0 1 N N N 10.661 19.426 14.393 0.852 0.769 -7.327 H4 RO2 35 RO2 H6 H6 H 0 1 N N N 6.748 17.616 14.180 -2.736 -0.816 -5.597 H6 RO2 36 RO2 H5 H5 H 0 1 N N N 7.312 16.063 16.091 -3.856 -0.645 -7.779 H5 RO2 37 RO2 HN1 HN1 H 0 1 N N N 10.263 19.794 12.386 -1.673 0.459 -3.653 HN1 RO2 38 RO2 H10 H10 H 0 1 N N N 5.330 21.793 11.466 3.394 -1.141 -3.304 H10 RO2 39 RO2 H11 H11 H 0 1 N N N 6.186 23.035 9.440 3.410 -0.928 -0.876 H11 RO2 40 RO2 H13 H13 H 0 1 N N N 10.163 21.524 9.958 -0.678 0.370 -0.924 H13 RO2 41 RO2 HN4 HN4 H 0 1 N N N 6.868 24.256 8.133 3.288 0.669 1.111 HN4 RO2 42 RO2 H17 H17 H 0 1 N N N 6.959 25.932 5.977 3.680 1.056 3.989 H17 RO2 43 RO2 H18 H18 H 0 1 N N N 8.594 26.640 4.166 2.435 0.714 6.107 H18 RO2 44 RO2 H211 1H21 H 0 0 N N N 9.915 26.929 2.491 -1.165 -1.817 5.493 H211 RO2 45 RO2 H212 2H21 H 0 0 N N N 10.457 27.815 3.843 -1.796 -0.176 5.217 H212 RO2 46 RO2 H221 1H22 H 0 0 N N N 11.894 28.541 2.002 -1.670 -1.573 7.926 H221 RO2 47 RO2 H222 2H22 H 0 0 N N N 12.909 27.642 2.999 -3.129 -1.426 6.919 H222 RO2 48 RO2 H231 1H23 H 0 0 N N N 11.377 24.669 0.915 -1.271 1.921 8.559 H231 RO2 49 RO2 H232 2H23 H 0 0 N N N 13.052 24.603 1.282 -0.640 0.281 8.835 H232 RO2 50 RO2 H241 1H24 H 0 0 N N N 12.721 24.501 3.637 0.692 1.530 7.133 H241 RO2 51 RO2 H242 2H24 H 0 0 N N N 11.244 23.792 3.124 -0.767 1.678 6.126 H242 RO2 52 RO2 H253 3H25 H 0 0 N N N 11.648 26.215 -0.725 -2.571 -0.431 9.684 H253 RO2 53 RO2 H252 2H25 H 0 0 N N N 10.375 27.010 0.352 -4.109 -0.347 8.792 H252 RO2 54 RO2 H251 1H25 H 0 0 N N N 11.639 27.986 -0.199 -3.385 1.135 9.459 H251 RO2 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 RO2 C1 C3 DOUB Y N 1 RO2 C1 C5 SING Y N 2 RO2 C1 H1 SING N N 3 RO2 C3 O3 SING N N 4 RO2 C3 C4 SING Y N 5 RO2 O3 HO3 SING N N 6 RO2 C4 C2 DOUB Y N 7 RO2 C4 H4 SING N N 8 RO2 C2 C6 SING Y N 9 RO2 C2 C7 SING Y N 10 RO2 C6 C5 DOUB Y N 11 RO2 C6 H6 SING N N 12 RO2 C5 H5 SING N N 13 RO2 C7 N1 SING Y N 14 RO2 C7 N2 DOUB Y N 15 RO2 N1 C8 SING Y N 16 RO2 N1 HN1 SING N N 17 RO2 C8 C9 DOUB Y N 18 RO2 C8 C13 SING Y N 19 RO2 C9 N2 SING Y N 20 RO2 C9 C10 SING Y N 21 RO2 C10 C11 DOUB Y N 22 RO2 C10 H10 SING N N 23 RO2 C11 C12 SING Y N 24 RO2 C11 H11 SING N N 25 RO2 C12 C13 DOUB Y N 26 RO2 C12 C14 SING Y N 27 RO2 C13 H13 SING N N 28 RO2 C14 N3 DOUB Y N 29 RO2 C14 N4 SING Y N 30 RO2 N3 C15 SING Y N 31 RO2 C15 C16 SING Y N 32 RO2 C15 N7 DOUB Y N 33 RO2 C16 N4 SING Y N 34 RO2 C16 C17 DOUB Y N 35 RO2 N4 HN4 SING N N 36 RO2 C17 C18 SING Y N 37 RO2 C17 H17 SING N N 38 RO2 C18 C19 DOUB Y N 39 RO2 C18 H18 SING N N 40 RO2 C19 N7 SING Y N 41 RO2 C19 N5 SING N N 42 RO2 N5 C21 SING N N 43 RO2 N5 C24 SING N N 44 RO2 C21 C22 SING N N 45 RO2 C21 H211 SING N N 46 RO2 C21 H212 SING N N 47 RO2 C22 N6 SING N N 48 RO2 C22 H221 SING N N 49 RO2 C22 H222 SING N N 50 RO2 N6 C23 SING N N 51 RO2 N6 C25 SING N N 52 RO2 C23 C24 SING N N 53 RO2 C23 H231 SING N N 54 RO2 C23 H232 SING N N 55 RO2 C24 H241 SING N N 56 RO2 C24 H242 SING N N 57 RO2 C25 H253 SING N N 58 RO2 C25 H252 SING N N 59 RO2 C25 H251 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 RO2 SMILES ACDLabs 10.04 "n2c(N1CCN(C)CC1)ccc3nc(nc23)c6ccc5nc(c4cccc(O)c4)nc5c6" RO2 SMILES_CANONICAL CACTVS 3.341 "CN1CCN(CC1)c2ccc3[nH]c(nc3n2)c4ccc5nc([nH]c5c4)c6cccc(O)c6" RO2 SMILES CACTVS 3.341 "CN1CCN(CC1)c2ccc3[nH]c(nc3n2)c4ccc5nc([nH]c5c4)c6cccc(O)c6" RO2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN1CCN(CC1)c2ccc3c(n2)nc([nH]3)c4ccc5c(c4)[nH]c(n5)c6cccc(c6)O" RO2 SMILES "OpenEye OEToolkits" 1.5.0 "CN1CCN(CC1)c2ccc3c(n2)nc([nH]3)c4ccc5c(c4)[nH]c(n5)c6cccc(c6)O" RO2 InChI InChI 1.03 "InChI=1S/C24H23N7O/c1-30-9-11-31(12-10-30)21-8-7-19-24(28-21)29-23(26-19)16-5-6-18-20(14-16)27-22(25-18)15-3-2-4-17(32)13-15/h2-8,13-14,32H,9-12H2,1H3,(H,25,27)(H,26,28,29)" RO2 InChIKey InChI 1.03 VDFACTPXXYZXTP-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 RO2 "SYSTEMATIC NAME" ACDLabs 10.04 "3-{6-[5-(4-methylpiperazin-1-yl)-1H-imidazo[4,5-b]pyridin-2-yl]-1H-benzimidazol-2-yl}phenol" RO2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[6-[5-(4-methylpiperazin-1-yl)-1H-imidazo[4,5-b]pyridin-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 RO2 "Create component" 1999-07-08 RCSB RO2 "Modify aromatic_flag" 2011-06-04 RCSB RO2 "Modify descriptor" 2011-06-04 RCSB RO2 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id RO2 _pdbx_chem_comp_synonyms.name "META-OH(N) HOECHST" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##