data_BZ9
# 
_chem_comp.id                                    BZ9 
_chem_comp.name                                  N-[3-methyl-4-({3-[2-(methylamino)pyrimidin-4-yl]pyridin-2-yl}oxy)naphthalen-1-yl]-1H-benzimidazol-2-amine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H23 N7 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-05-30 
_chem_comp.pdbx_modified_date                    2009-01-02 
_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                        473.529 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BZ9 
_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        3DA6 
_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 
BZ9 N1   N1   N 0 1 Y N N -19.257 17.145 -33.167 -5.735 -0.814 0.688  N1   BZ9 1  
BZ9 C4   C4   C 0 1 Y N N -17.501 18.317 -33.835 -5.424 1.271  -0.039 C4   BZ9 2  
BZ9 C5   C5   C 0 1 Y N N -16.828 19.315 -34.584 -5.800 2.565  -0.406 C5   BZ9 3  
BZ9 C6   C6   C 0 1 Y N N -17.567 20.201 -35.385 -7.123 2.940  -0.331 C6   BZ9 4  
BZ9 C7   C7   C 0 1 Y N N -18.982 20.029 -35.414 -8.085 2.042  0.107  C7   BZ9 5  
BZ9 C8   C8   C 0 1 Y N N -19.640 19.014 -34.728 -7.731 0.757  0.465  C8   BZ9 6  
BZ9 C10  C10  C 0 1 Y N N -19.759 12.661 -33.049 0.282  -1.776 0.192  C10  BZ9 7  
BZ9 C13  C13  C 0 1 Y N N -18.451 13.275 -35.390 -0.376 -4.451 0.507  C13  BZ9 8  
BZ9 C15  C15  C 0 1 Y N N -19.906 11.858 -34.171 1.286  -2.757 0.170  C15  BZ9 9  
BZ9 C17  C17  C 0 1 Y N N -20.445 12.334 -31.880 0.593  -0.410 0.035  C17  BZ9 10 
BZ9 C20  C20  C 0 1 Y N N -18.854 14.598 -31.915 -2.076 -1.179 0.400  C20  BZ9 11 
BZ9 C21  C21  C 0 1 Y N N -22.834 9.602  -31.769 3.680  0.452  -1.637 C21  BZ9 12 
BZ9 C22  C22  C 0 1 Y N N -24.220 9.361  -31.768 4.147  0.523  -2.951 C22  BZ9 13 
BZ9 C24  C24  C 0 1 Y N N -24.527 11.749 -31.619 1.983  -0.186 -3.675 C24  BZ9 14 
BZ9 C26  C26  C 0 1 Y N N -22.414 10.919 -31.743 2.356  0.055  -1.411 C26  BZ9 15 
BZ9 C28  C28  C 0 1 Y N N -22.018 8.502  -31.928 4.572  0.784  -0.502 C28  BZ9 16 
BZ9 C35  C35  C 0 1 N N N -23.899 4.856  -30.744 5.290  1.254  4.195  C35  BZ9 17 
BZ9 N34  N34  N 0 1 N N N -22.579 4.976  -31.397 4.426  0.930  3.057  N34  BZ9 18 
BZ9 C32  C32  C 0 1 Y N N -21.978 6.132  -31.739 4.921  1.012  1.767  C32  BZ9 19 
BZ9 N27  N27  N 0 1 Y N N -22.558 7.315  -31.590 4.126  0.716  0.751  N27  BZ9 20 
BZ9 N31  N31  N 0 1 Y N N -20.791 6.108  -32.336 6.179  1.385  1.581  N31  BZ9 21 
BZ9 C30  C30  C 0 1 Y N N -20.191 7.222  -32.638 6.692  1.469  0.363  C30  BZ9 22 
BZ9 C29  C29  C 0 1 Y N N -20.713 8.502  -32.494 5.897  1.169  -0.728 C29  BZ9 23 
BZ9 C23  C23  C 0 1 Y N N -25.060 10.479 -31.671 3.276  0.197  -3.978 C23  BZ9 24 
BZ9 N25  N25  N 0 1 Y N N -23.197 11.940 -31.679 1.564  -0.246 -2.425 N25  BZ9 25 
BZ9 O33  O33  O 0 1 N N N -21.125 11.147 -31.835 1.883  -0.021 -0.143 O33  BZ9 26 
BZ9 C18  C18  C 0 1 Y N N -20.349 13.124 -30.735 -0.405 0.522  0.062  C18  BZ9 27 
BZ9 C36  C36  C 0 1 N N N -21.106 12.755 -29.450 -0.064 1.980  -0.107 C36  BZ9 28 
BZ9 C19  C19  C 0 1 Y N N -19.577 14.283 -30.776 -1.733 0.146  0.243  C19  BZ9 29 
BZ9 C14  C14  C 0 1 Y N N -19.219 12.141 -35.369 0.951  -4.068 0.326  C14  BZ9 30 
BZ9 C12  C12  C 0 1 Y N N -18.262 14.074 -34.271 -1.375 -3.526 0.539  C12  BZ9 31 
BZ9 C11  C11  C 0 1 Y N N -18.937 13.790 -33.077 -1.066 -2.166 0.382  C11  BZ9 32 
BZ9 N16  N16  N 0 1 N N N -18.102 15.692 -31.776 -3.413 -1.544 0.580  N16  BZ9 33 
BZ9 C9   C9   C 0 1 Y N N -18.135 16.691 -32.618 -4.411 -0.605 0.422  C9   BZ9 34 
BZ9 N2   N2   N 0 1 Y N N -17.042 17.374 -33.003 -4.231 0.620  -0.005 N2   BZ9 35 
BZ9 C3   C3   C 0 1 Y N N -18.899 18.172 -33.921 -6.403 0.364  0.398  C3   BZ9 36 
BZ9 H5   H5   H 0 1 N N N -15.752 19.394 -34.539 -5.056 3.270  -0.747 H5   BZ9 37 
BZ9 H6   H6   H 0 1 N N N -17.083 20.980 -35.955 -7.414 3.941  -0.614 H6   BZ9 38 
BZ9 H7   H7   H 0 1 N N N -19.572 20.721 -35.997 -9.119 2.348  0.162  H7   BZ9 39 
BZ9 H8   H8   H 0 1 N N N -20.708 18.886 -34.824 -8.484 0.062  0.804  H8   BZ9 40 
BZ9 H13  H13  H 0 1 N N N -17.973 13.559 -36.316 -0.616 -5.497 0.627  H13  BZ9 41 
BZ9 H15  H15  H 0 1 N N N -20.560 10.999 -34.126 2.319  -2.474 0.030  H15  BZ9 42 
BZ9 H22  H22  H 0 1 N N N -24.619 8.360  -31.839 5.162  0.826  -3.162 H22  BZ9 43 
BZ9 H24  H24  H 0 1 N N N -25.185 12.601 -31.529 1.304  -0.441 -4.475 H24  BZ9 44 
BZ9 H35  H35  H 0 1 N N N -23.767 4.826  -29.652 4.730  1.133  5.122  H35  BZ9 45 
BZ9 H35A H35A H 0 0 N N N -24.522 5.721  -31.014 6.150  0.584  4.200  H35A BZ9 46 
BZ9 H30  H30  H 0 1 N N N -19.191 7.145  -33.039 7.718  1.774  0.223  H30  BZ9 47 
BZ9 H29  H29  H 0 1 N N N -20.185 9.399  -32.781 6.290  1.230  -1.732 H29  BZ9 48 
BZ9 H23  H23  H 0 1 N N N -26.131 10.344 -31.637 3.604  0.242  -5.005 H23  BZ9 49 
BZ9 H36  H36  H 0 1 N N N -20.394 12.667 -28.617 -0.095 2.240  -1.165 H36  BZ9 50 
BZ9 H36A H36A H 0 0 N N N -21.843 13.539 -29.221 -0.787 2.588  0.437  H36A BZ9 51 
BZ9 H36B H36B H 0 0 N N N -21.624 11.795 -29.593 0.936  2.167  0.284  H36B BZ9 52 
BZ9 H19  H19  H 0 1 N N N -19.542 14.938 -29.918 -2.504 0.901  0.256  H19  BZ9 53 
BZ9 H14  H14  H 0 1 N N N -19.295 11.494 -36.230 1.725  -4.821 0.308  H14  BZ9 54 
BZ9 H12  H12  H 0 1 N N N -17.591 14.919 -34.321 -2.399 -3.837 0.680  H12  BZ9 55 
BZ9 HN16 HN16 H 0 0 N N N -17.485 15.750 -30.991 -3.639 -2.457 0.816  HN16 BZ9 56 
BZ9 HN1  HN1  H 0 1 N N N -20.181 16.785 -33.037 -6.133 -1.636 1.016  HN1  BZ9 57 
BZ9 H221 H221 H 0 0 N N N -24.391 3.931  -31.079 5.633  2.285  4.109  H221 BZ9 58 
BZ9 H231 H231 H 0 0 N N N -21.944 4.545  -30.757 3.507  0.659  3.207  H231 BZ9 59 
# 
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 
BZ9 N1  C9   SING Y N 1  
BZ9 N1  HN1  SING N N 2  
BZ9 C4  N2   SING Y N 3  
BZ9 C5  C4   DOUB Y N 4  
BZ9 C5  H5   SING N N 5  
BZ9 C6  C5   SING Y N 6  
BZ9 C6  H6   SING N N 7  
BZ9 C7  C6   DOUB Y N 8  
BZ9 C7  C8   SING Y N 9  
BZ9 C7  H7   SING N N 10 
BZ9 C8  C3   DOUB Y N 11 
BZ9 C8  H8   SING N N 12 
BZ9 C10 C17  SING Y N 13 
BZ9 C13 C14  DOUB Y N 14 
BZ9 C13 C12  SING Y N 15 
BZ9 C13 H13  SING N N 16 
BZ9 C15 C10  DOUB Y N 17 
BZ9 C15 H15  SING N N 18 
BZ9 C17 O33  SING N N 19 
BZ9 C17 C18  DOUB Y N 20 
BZ9 C20 N16  SING N N 21 
BZ9 C20 C19  DOUB Y N 22 
BZ9 C21 C22  DOUB Y N 23 
BZ9 C21 C26  SING Y N 24 
BZ9 C22 C23  SING Y N 25 
BZ9 C22 H22  SING N N 26 
BZ9 C24 H24  SING N N 27 
BZ9 C26 N25  DOUB Y N 28 
BZ9 C28 C21  SING N N 29 
BZ9 C28 N27  SING Y N 30 
BZ9 C35 H35  SING N N 31 
BZ9 C35 H35A SING N N 32 
BZ9 N34 C35  SING N N 33 
BZ9 C32 N34  SING N N 34 
BZ9 C32 N27  DOUB N N 35 
BZ9 N31 C32  SING N N 36 
BZ9 C30 N31  DOUB Y N 37 
BZ9 C30 C29  SING Y N 38 
BZ9 C30 H30  SING Y N 39 
BZ9 C29 C28  DOUB Y N 40 
BZ9 C29 H29  SING N N 41 
BZ9 C23 C24  DOUB Y N 42 
BZ9 C23 H23  SING N N 43 
BZ9 N25 C24  SING Y N 44 
BZ9 O33 C26  SING N N 45 
BZ9 C18 C36  SING Y N 46 
BZ9 C36 H36  SING N N 47 
BZ9 C36 H36A SING N N 48 
BZ9 C36 H36B SING N N 49 
BZ9 C19 C18  SING N N 50 
BZ9 C19 H19  SING N N 51 
BZ9 C14 C15  SING Y N 52 
BZ9 C14 H14  SING N N 53 
BZ9 C12 C11  DOUB Y N 54 
BZ9 C12 H12  SING N N 55 
BZ9 C11 C10  SING Y N 56 
BZ9 C11 C20  SING N N 57 
BZ9 N16 HN16 SING Y N 58 
BZ9 C9  N16  SING Y N 59 
BZ9 N2  C9   DOUB N N 60 
BZ9 C3  N1   SING N N 61 
BZ9 C3  C4   SING Y N 62 
BZ9 C35 H221 SING Y N 63 
BZ9 N34 H231 SING Y N 64 
# 
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 
BZ9 SMILES           ACDLabs              10.04 n1ccc(nc1NC)c6cccnc6Oc3c2c(cccc2)c(cc3C)Nc5nc4ccccc4n5                                                                                                                                      
BZ9 InChI            InChI                1.02b InChI=1/C28H23N7O/c1-17-16-24(35-28-33-22-11-5-6-12-23(22)34-28)18-8-3-4-9-19(18)25(17)36-26-20(10-7-14-30-26)21-13-15-31-27(29-2)32-21/h3-16H,1-2H3,(H,29,31,32)(H2,33,34,35)/f/h29,33,35H 
BZ9 InChIKey         InChI                1.02b JXKDTYDBDDKIPY-SALDAHQFCM                                                                                                                                                                   
BZ9 SMILES_CANONICAL CACTVS               3.341 CNc1nccc(n1)c2cccnc2Oc3c(C)cc(Nc4[nH]c5ccccc5n4)c6ccccc36                                                                                                                                   
BZ9 SMILES           CACTVS               3.341 CNc1nccc(n1)c2cccnc2Oc3c(C)cc(Nc4[nH]c5ccccc5n4)c6ccccc36                                                                                                                                   
BZ9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(c2ccccc2c1Oc3c(cccn3)c4ccnc(n4)NC)Nc5[nH]c6ccccc6n5                                                                                                                                   
BZ9 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(c2ccccc2c1Oc3c(cccn3)c4ccnc(n4)NC)Nc5[nH]c6ccccc6n5                                                                                                                                   
# 
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 
BZ9 "SYSTEMATIC NAME" ACDLabs              10.04 N-[3-methyl-4-({3-[2-(methylamino)pyrimidin-4-yl]pyridin-2-yl}oxy)naphthalen-1-yl]-1H-benzimidazol-2-amine 
BZ9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[3-methyl-4-[3-(2-methylaminopyrimidin-4-yl)pyridin-2-yl]oxy-naphthalen-1-yl]-1H-benzimidazol-2-amine    
# 
