data_BMI
# 
_chem_comp.id                                    BMI 
_chem_comp.name                                  3-[5-(1H-IMIDAZOL-1-YL)-7-METHYL-1H-BENZIMIDAZOL-2-YL]-4-[(PYRIDIN-2-YLMETHYL)AMINO]PYRIDIN-2(1H)-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H19 N7 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-01-25 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        397.433 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BMI 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
BMI C    C    C 0 1 Y N N 3.146 -4.525  18.441 1.691  -3.342 6.719  C    BMI 1  
BMI O    O    O 0 1 N N N 2.756 -5.636  17.883 1.452  -4.198 5.869  O    BMI 2  
BMI N    N    N 0 1 N N N 4.931 -3.267  21.682 2.487  0.344  7.046  N    BMI 3  
BMI N1   N1   N 0 1 Y N N 2.898 -3.331  17.932 1.727  -3.611 8.075  N1   BMI 4  
BMI C1   C1   C 0 1 Y N N 4.224 -3.363  20.427 2.225  -0.981 7.284  C1   BMI 5  
BMI C2   C2   C 0 1 Y N N 3.951 -2.166  19.742 2.234  -1.396 8.681  C2   BMI 6  
BMI C3   C3   C 0 1 Y N N 3.289 -2.238  18.576 1.991  -2.664 9.025  C3   BMI 7  
BMI C4   C4   C 0 1 N N N 6.146 -2.319  21.852 3.155  1.140  8.034  C4   BMI 8  
BMI C5   C5   C 0 1 Y N N 8.458 -4.030  24.291 5.517  3.563  6.419  C5   BMI 9  
BMI C6   C6   C 0 1 Y N N 7.542 -3.167  23.748 5.017  2.381  6.955  C6   BMI 10 
BMI C7   C7   C 0 1 Y N N 9.036 -4.965  23.423 4.720  4.702  6.398  C7   BMI 11 
BMI C8   C8   C 0 1 Y N N 7.211 -3.234  22.412 3.728  2.398  7.449  C8   BMI 12 
BMI N2   N2   N 0 1 Y N N 7.762 -4.150  21.576 2.920  3.477  7.449  N2   BMI 13 
BMI C9   C9   C 0 1 Y N N 8.657 -5.006  22.063 3.440  4.607  6.920  C9   BMI 14 
BMI C10  C10  C 0 1 Y N N 3.819 -4.549  19.750 1.965  -1.909 6.329  C10  BMI 15 
BMI C11  C11  C 0 1 Y N N 5.925 -12.107 22.539 1.851  0.144  -1.770 C11  BMI 16 
BMI C12  C12  C 0 1 Y N N 5.565 -9.854  21.528 1.753  -0.431 0.621  C12  BMI 17 
BMI C13  C13  C 0 1 Y N N 5.023 -9.259  20.449 0.942  -0.532 1.758  C13  BMI 18 
BMI N3   N3   N 0 1 Y N N 5.905 -11.214 21.502 1.198  -0.006 -0.574 N3   BMI 19 
BMI C14  C14  C 0 1 Y N N 6.311 -11.860 20.405 -0.111 0.344  -0.787 C14  BMI 20 
BMI N4   N4   N 0 1 Y N N 6.600 -13.151 20.650 -0.329 0.706  -2.031 N4   BMI 21 
BMI C15  C15  C 0 1 Y N N 6.352 -13.341 21.989 0.890  0.583  -2.650 C15  BMI 22 
BMI C16  C16  C 0 1 Y N N 4.738 -7.889  20.515 1.525  -0.966 2.961  C16  BMI 23 
BMI N5   N5   N 0 1 Y N N 4.679 -5.943  21.420 3.122  -1.658 4.279  N5   BMI 24 
BMI C17  C17  C 0 1 Y N N 4.162 -5.822  20.321 1.945  -1.563 4.967  C17  BMI 25 
BMI N6   N6   N 0 1 Y N N 4.205 -6.953  19.674 0.960  -1.148 4.202  N6   BMI 26 
BMI C18  C18  C 0 1 Y N N 5.003 -7.257  21.587 2.881  -1.279 2.983  C18  BMI 27 
BMI C19  C19  C 0 1 Y N N 5.531 -7.888  22.618 3.708  -1.186 1.863  C19  BMI 28 
BMI C20  C20  C 0 1 Y N N 5.799 -9.170  22.620 3.111  -0.753 0.674  C20  BMI 29 
BMI C21  C21  C 0 1 N N N 5.795 -7.059  23.834 5.160  -1.523 1.892  C21  BMI 30 
BMI HN   HN   H 0 1 N N N 4.254 -2.962  22.351 2.193  0.703  6.173  HN   BMI 31 
BMI HN1  HN1  H 0 1 N N N 2.415 -3.251  17.060 1.548  -4.563 8.381  HN1  BMI 32 
BMI H2   H2   H 0 1 N N N 4.265 -1.214  20.143 2.442  -0.657 9.449  H2   BMI 33 
BMI H3   H3   H 0 1 N N N 3.046 -1.296  18.107 1.990  -3.003 10.053 H3   BMI 34 
BMI H41  1H4  H 0 1 N N N 6.453 -1.875  20.894 3.945  0.528  8.483  H41  BMI 35 
BMI H42  2H4  H 0 1 N N N 5.933 -1.456  22.500 2.433  1.368  8.825  H42  BMI 36 
BMI H5   H5   H 0 1 N N N 8.721 -3.991  25.338 6.527  3.596  6.020  H5   BMI 37 
BMI H6   H6   H 0 1 N N N 7.073 -2.424  24.376 5.629  1.485  6.978  H6   BMI 38 
BMI H7   H7   H 0 1 N N N 9.775 -5.658  23.796 5.089  5.634  5.986  H7   BMI 39 
BMI H9   H9   H 0 1 N N N 9.100 -5.743  21.409 2.779  5.467  6.927  H9   BMI 40 
BMI H11  H11  H 0 1 N N N 5.667 -11.911 23.569 2.905  -0.066 -1.889 H11  BMI 41 
BMI H13  H13  H 0 1 N N N 4.813 -9.825  19.553 -0.115 -0.283 1.720  H13  BMI 42 
BMI H14  H14  H 0 1 N N N 6.397 -11.398 19.432 -0.855 0.317  -0.001 H14  BMI 43 
BMI H15  H15  H 0 1 N N N 6.463 -14.270 22.528 1.013  0.818  -3.697 H15  BMI 44 
BMI HN5  HN5  H 0 1 N N N 4.837 -5.209  22.081 4.015  -1.953 4.651  HN5  BMI 45 
BMI H20  H20  H 0 1 N N N 6.202 -9.650  23.499 3.722  -0.666 -0.223 H20  BMI 46 
BMI H211 1H21 H 0 0 N N N 5.860 -7.712  24.717 5.527  -1.545 2.926  H211 BMI 47 
BMI H212 2H21 H 0 0 N N N 6.744 -6.517  23.709 5.352  -2.502 1.434  H212 BMI 48 
BMI H213 3H21 H 0 0 N N N 4.975 -6.338  23.971 5.751  -0.788 1.329  H213 BMI 49 
# 
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 
BMI C   O    DOUB N N 1  
BMI C   N1   SING Y N 2  
BMI C   C10  SING Y N 3  
BMI N   C1   SING N N 4  
BMI N   C4   SING N N 5  
BMI N   HN   SING N N 6  
BMI N1  C3   SING Y N 7  
BMI N1  HN1  SING N N 8  
BMI C1  C2   SING Y N 9  
BMI C1  C10  DOUB Y N 10 
BMI C2  C3   DOUB Y N 11 
BMI C2  H2   SING N N 12 
BMI C3  H3   SING N N 13 
BMI C4  C8   SING N N 14 
BMI C4  H41  SING N N 15 
BMI C4  H42  SING N N 16 
BMI C5  C7   DOUB Y N 17 
BMI C5  C6   SING Y N 18 
BMI C5  H5   SING N N 19 
BMI C6  C8   DOUB Y N 20 
BMI C6  H6   SING N N 21 
BMI C7  C9   SING Y N 22 
BMI C7  H7   SING N N 23 
BMI C8  N2   SING Y N 24 
BMI N2  C9   DOUB Y N 25 
BMI C9  H9   SING N N 26 
BMI C10 C17  SING N N 27 
BMI C11 N3   SING Y N 28 
BMI C11 C15  DOUB Y N 29 
BMI C11 H11  SING N N 30 
BMI C12 C13  SING Y N 31 
BMI C12 N3   SING N N 32 
BMI C12 C20  DOUB Y N 33 
BMI C13 C16  DOUB Y N 34 
BMI C13 H13  SING N N 35 
BMI N3  C14  SING Y N 36 
BMI C14 N4   DOUB Y N 37 
BMI C14 H14  SING N N 38 
BMI N4  C15  SING Y N 39 
BMI C15 H15  SING N N 40 
BMI C16 N6   SING Y N 41 
BMI C16 C18  SING Y N 42 
BMI N5  C17  SING Y N 43 
BMI N5  C18  SING Y N 44 
BMI N5  HN5  SING N N 45 
BMI C17 N6   DOUB Y N 46 
BMI C18 C19  DOUB Y N 47 
BMI C19 C20  SING Y N 48 
BMI C19 C21  SING N N 49 
BMI C20 H20  SING N N 50 
BMI C21 H211 SING N N 51 
BMI C21 H212 SING N N 52 
BMI C21 H213 SING N N 53 
# 
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 
BMI SMILES           ACDLabs              10.04 O=C2NC=CC(NCc1ncccc1)=C2c5nc3c(c(cc(c3)n4ccnc4)C)n5                                                                                                                       
BMI InChI            InChI                1.02b InChI=1/C22H19N7O/c1-14-10-16(29-9-8-23-13-29)11-18-20(14)28-21(27-18)19-17(5-7-25-22(19)30)26-12-15-4-2-3-6-24-15/h2-11,13H,12H2,1H3,(H,27,28)(H2,25,26,30)/f/h25-26,28H 
BMI InChIKey         InChI                1.02b GLTRPHMPCVLOJS-OCEIMPISCB                                                                                                                                                 
BMI SMILES_CANONICAL CACTVS               3.341 Cc1cc(cc2nc([nH]c12)C3=C(NCc4ccccn4)C=CNC3=O)n5ccnc5                                                                                                                      
BMI SMILES           CACTVS               3.341 Cc1cc(cc2nc([nH]c12)C3=C(NCc4ccccn4)C=CNC3=O)n5ccnc5                                                                                                                      
BMI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(cc2c1[nH]c(n2)C3=C(C=CNC3=O)NCc4ccccn4)n5ccnc5                                                                                                                      
BMI SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(cc2c1[nH]c(n2)C3=C(C=CNC3=O)NCc4ccccn4)n5ccnc5                                                                                                                      
# 
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 
BMI "SYSTEMATIC NAME" ACDLabs              10.04 3-[5-(1H-imidazol-1-yl)-7-methyl-1H-benzimidazol-2-yl]-4-[(pyridin-2-ylmethyl)amino]pyridin-2(1H)-one 
BMI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-(5-imidazol-1-yl-7-methyl-1H-benzimidazol-2-yl)-4-(pyridin-2-ylmethylamino)-1H-pyridin-2-one        
# 
