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                    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                        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 N 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 N 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 InChI            InChI                1.02b InChI=1/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)/f/h26-27H 
RO2 InChIKey         InChI                1.02b VDFACTPXXYZXTP-PJQSKVNOCM                                                                                                                                                             
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                                                                                                                        
# 
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 
# 
