data_2M3
# 
_chem_comp.id                                    2M3 
_chem_comp.name                                  "2-methyl-3-{(3S)-1-[(1-pyridin-2-ylcyclopropyl)carbonyl]pyrrolidin-3-yl}-1H-pyrrolo[2,3-b]pyridine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H22 N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-03-27 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        346.426 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2M3 
_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        3GMD 
_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 
2M3 C1   C1   C 0 1 Y N N -4.807 -9.830  49.762 -3.211 2.868  -0.522 C1   2M3 1  
2M3 C2   C2   C 0 1 Y N N -5.957 -9.387  50.673 -4.595 2.798  -0.566 C2   2M3 2  
2M3 C4   C4   C 0 1 Y N N -3.530 -9.347  50.022 -2.482 1.728  -0.239 C4   2M3 3  
2M3 C5   C5   C 0 1 Y N N -3.340 -8.465  51.116 -3.182 0.542  -0.008 C5   2M3 4  
2M3 C6   C6   C 0 1 Y N N -4.520 -8.045  52.004 -4.589 0.544  -0.069 C6   2M3 5  
2M3 C8   C8   C 0 1 Y N N -2.718 -7.044  52.786 -3.921 -1.545 0.420  C8   2M3 6  
2M3 C11  C11  C 0 1 N N S -0.745 -7.769  51.293 -1.384 -1.347 0.484  C11  2M3 7  
2M3 C12  C12  C 0 1 N N N -0.456 -6.956  50.018 -0.632 -0.552 1.584  C12  2M3 8  
2M3 C15  C15  C 0 1 N N N -0.260 -9.171  50.837 -0.522 -1.039 -0.766 C15  2M3 9  
2M3 C16  C16  C 0 1 N N N 2.080  -9.767  50.126 1.970  -1.233 -1.010 C16  2M3 10 
2M3 C17  C17  C 0 1 N N N 3.434  -9.397  49.425 3.336  -1.062 -0.397 C17  2M3 11 
2M3 C19  C19  C 0 1 Y N N 4.182  -8.345  50.320 3.704  0.348  -0.014 C19  2M3 12 
2M3 C21  C21  C 0 1 Y N N 5.620  -6.451  50.385 4.583  1.800  1.543  C21  2M3 13 
2M3 C23  C23  C 0 1 Y N N 4.734  -7.418  52.494 3.811  2.674  -0.540 C23  2M3 14 
2M3 C24  C24  C 0 1 Y N N 4.058  -8.379  51.732 3.468  1.380  -0.902 C24  2M3 15 
2M3 N3   N3   N 0 1 Y N N -5.738 -8.558  51.689 -5.235 1.669  -0.344 N3   2M3 16 
2M3 N7   N7   N 0 1 Y N N -4.015 -7.210  52.942 -5.005 -0.738 0.196  N7   2M3 17 
2M3 C9   C9   C 0 1 Y N N -2.212 -7.753  51.722 -2.790 -0.832 0.311  C9   2M3 18 
2M3 C10  C10  C 0 1 N N N -1.891 -6.168  53.691 -3.990 -3.016 0.740  C10  2M3 19 
2M3 C13  C13  C 0 1 N N N 0.944  -7.506  49.637 0.846  -0.698 1.167  C13  2M3 20 
2M3 N14  N14  N 0 1 N N N 1.029  -8.890  50.187 0.866  -1.011 -0.269 N14  2M3 21 
2M3 O18  O18  O 0 1 N N N 1.965  -10.870 50.634 1.864  -1.571 -2.170 O18  2M3 22 
2M3 N20  N20  N 0 1 Y N N 4.942  -7.403  49.718 4.244  0.583  1.166  N20  2M3 23 
2M3 C22  C22  C 0 1 Y N N 5.561  -6.399  51.772 4.381  2.882  0.706  C22  2M3 24 
2M3 C25  C25  C 0 1 N N N 4.220  -10.448 48.671 3.859  -2.195 0.489  C25  2M3 25 
2M3 C26  C26  C 0 1 N N N 3.575  -9.417  47.922 4.456  -1.973 -0.902 C26  2M3 26 
2M3 H1   H1   H 0 1 N N N -4.985 -10.503 48.936 -2.707 3.804  -0.711 H1   2M3 27 
2M3 H2   H2   H 0 1 N N N -6.956 -9.752  50.488 -5.161 3.691  -0.787 H2   2M3 28 
2M3 H4   H4   H 0 1 N N N -2.696 -9.639  49.401 -1.403 1.753  -0.199 H4   2M3 29 
2M3 H11  H11  H 0 1 N N N -0.252 -7.378  52.195 -1.385 -2.414 0.705  H11  2M3 30 
2M3 H12  H12  H 0 1 N N N -1.205 -7.128  49.230 -0.933 0.496  1.577  H12  2M3 31 
2M3 H12A H12A H 0 0 N N N -0.492 -5.866  50.158 -0.802 -0.996 2.565  H12A 2M3 32 
2M3 H15  H15  H 0 1 N N N -0.142 -9.855  51.690 -0.642 -1.825 -1.512 H15  2M3 33 
2M3 H15A H15A H 0 0 N N N -0.975 -9.674  50.169 -0.795 -0.071 -1.186 H15A 2M3 34 
2M3 H21  H21  H 0 1 N N N 6.210  -5.727  49.842 5.023  1.954  2.518  H21  2M3 35 
2M3 H23  H23  H 0 1 N N N 4.661  -7.412  53.572 3.638  3.501  -1.213 H23  2M3 36 
2M3 H24  H24  H 0 1 N N N 3.452  -9.133  52.212 3.022  1.182  -1.865 H24  2M3 37 
2M3 HN7  HN7  H 0 1 N N N -4.557 -6.775  53.661 -5.930 -1.030 0.220  HN7  2M3 38 
2M3 H10  H10  H 0 1 N N N -1.689 -6.700  54.633 -3.872 -3.594 -0.177 H10  2M3 39 
2M3 H10A H10A H 0 0 N N N -0.939 -5.925  53.196 -3.192 -3.274 1.437  H10A 2M3 40 
2M3 H10B H10B H 0 0 N N N -2.441 -5.240  53.905 -4.955 -3.245 1.192  H10B 2M3 41 
2M3 H13  H13  H 0 1 N N N 1.065  -7.521  48.544 1.378  0.235  1.351  H13  2M3 42 
2M3 H13A H13A H 0 0 N N N 1.741  -6.870  50.049 1.312  -1.508 1.729  H13A 2M3 43 
2M3 H22  H22  H 0 1 N N N 6.100  -5.639  52.318 4.660  3.876  1.021  H22  2M3 44 
2M3 H25  H25  H 0 1 N N N 5.286  -10.714 48.734 4.470  -1.920 1.349  H25  2M3 45 
2M3 H25A H25A H 0 0 N N N 4.222  -11.548 48.642 3.215  -3.063 0.629  H25A 2M3 46 
2M3 H26  H26  H 0 1 N N N 2.802  -9.491  47.143 4.205  -2.696 -1.679 H26  2M3 47 
2M3 H26A H26A H 0 0 N N N 3.898  -8.690  47.162 5.460  -1.553 -0.958 H26A 2M3 48 
# 
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 
2M3 C1  C2   DOUB Y N 1  
2M3 C1  C4   SING Y N 2  
2M3 C2  N3   SING Y N 3  
2M3 C4  C5   DOUB Y N 4  
2M3 C5  C6   SING Y N 5  
2M3 C5  C9   SING Y N 6  
2M3 C6  N3   DOUB Y N 7  
2M3 C6  N7   SING Y N 8  
2M3 C8  N7   SING Y N 9  
2M3 C8  C9   DOUB Y N 10 
2M3 C8  C10  SING N N 11 
2M3 C11 C12  SING N N 12 
2M3 C11 C15  SING N N 13 
2M3 C11 C9   SING N N 14 
2M3 C12 C13  SING N N 15 
2M3 C15 N14  SING N N 16 
2M3 C16 C17  SING N N 17 
2M3 C16 N14  SING N N 18 
2M3 C16 O18  DOUB N N 19 
2M3 C17 C19  SING N N 20 
2M3 C17 C25  SING N N 21 
2M3 C17 C26  SING N N 22 
2M3 C19 C24  DOUB Y N 23 
2M3 C19 N20  SING Y N 24 
2M3 C21 N20  DOUB Y N 25 
2M3 C21 C22  SING Y N 26 
2M3 C23 C24  SING Y N 27 
2M3 C23 C22  DOUB Y N 28 
2M3 C13 N14  SING N N 29 
2M3 C25 C26  SING N N 30 
2M3 C1  H1   SING N N 31 
2M3 C2  H2   SING N N 32 
2M3 C4  H4   SING N N 33 
2M3 C11 H11  SING N N 34 
2M3 C12 H12  SING N N 35 
2M3 C12 H12A SING N N 36 
2M3 C15 H15  SING N N 37 
2M3 C15 H15A SING N N 38 
2M3 C21 H21  SING N N 39 
2M3 C23 H23  SING N N 40 
2M3 C24 H24  SING N N 41 
2M3 N7  HN7  SING N N 42 
2M3 C10 H10  SING N N 43 
2M3 C10 H10A SING N N 44 
2M3 C10 H10B SING N N 45 
2M3 C13 H13  SING N N 46 
2M3 C13 H13A SING N N 47 
2M3 C22 H22  SING N N 48 
2M3 C25 H25  SING N N 49 
2M3 C25 H25A SING N N 50 
2M3 C26 H26  SING N N 51 
2M3 C26 H26A SING N N 52 
# 
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 
2M3 SMILES           ACDLabs              10.04 "O=C(N3CC(c2c1cccnc1nc2C)CC3)C5(c4ncccc4)CC5"                                                                                                                 
2M3 SMILES_CANONICAL CACTVS               3.341 "Cc1[nH]c2ncccc2c1[C@@H]3CCN(C3)C(=O)C4(CC4)c5ccccn5"                                                                                                         
2M3 SMILES           CACTVS               3.341 "Cc1[nH]c2ncccc2c1[CH]3CCN(C3)C(=O)C4(CC4)c5ccccn5"                                                                                                           
2M3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c2cccnc2[nH]1)[C@@H]3CCN(C3)C(=O)C4(CC4)c5ccccn5"                                                                                                       
2M3 SMILES           "OpenEye OEToolkits" 1.5.0 "Cc1c(c2cccnc2[nH]1)C3CCN(C3)C(=O)C4(CC4)c5ccccn5"                                                                                                            
2M3 InChI            InChI                1.03  "InChI=1S/C21H22N4O/c1-14-18(16-5-4-11-23-19(16)24-14)15-7-12-25(13-15)20(26)21(8-9-21)17-6-2-3-10-22-17/h2-6,10-11,15H,7-9,12-13H2,1H3,(H,23,24)/t15-/m1/s1" 
2M3 InChIKey         InChI                1.03  HUWRMRPEILCPLL-OAHLLOKOSA-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 
2M3 "SYSTEMATIC NAME" ACDLabs              10.04 "2-methyl-3-{(3S)-1-[(1-pyridin-2-ylcyclopropyl)carbonyl]pyrrolidin-3-yl}-1H-pyrrolo[2,3-b]pyridine"    
2M3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3S)-3-(2-methyl-1H-pyrrolo[5,4-b]pyridin-3-yl)pyrrolidin-1-yl]-(1-pyridin-2-ylcyclopropyl)methanone" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
2M3 "Create component"     2009-03-27 RCSB 
2M3 "Modify aromatic_flag" 2011-06-04 RCSB 
2M3 "Modify descriptor"    2011-06-04 RCSB 
# 
