data_BJM
# 
_chem_comp.id                                    BJM 
_chem_comp.name                                  (1S,3S,5S)-2-{(2S)-2-amino-2-[(1R,3S,5R,7S)-3-hydroxytricyclo[3.3.1.1~3,7~]dec-1-yl]acetyl}-2-azabicyclo[3.1.0]hexane-3-carbonitrile 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H25 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-12-13 
_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                        315.410 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BJM 
_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        3BJM 
_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 
BJM C1   C1   C 0 1 N N N 46.780 50.851 35.045 0.899  -0.316 0.381  C1   BJM 1  
BJM C2   C2   C 0 1 N N S 46.417 51.403 36.461 -0.311 -0.467 1.305  C2   BJM 2  
BJM C3   C3   C 0 1 N N N 47.285 49.386 35.253 2.014  0.430  1.118  C3   BJM 3  
BJM C8   C8   C 0 1 N N N 47.454 48.652 33.913 3.224  0.581  0.194  C8   BJM 4  
BJM C9   C9   C 0 1 N N R 45.788 50.190 32.767 2.611  -1.550 -0.957 C9   BJM 5  
BJM C10  C10  C 0 1 N N S 48.277 50.883 32.887 1.705  0.625  -1.789 C10  BJM 6  
BJM C13  C13  C 0 1 N N N 46.143 48.736 33.099 3.725  -0.804 -0.220 C13  BJM 7  
BJM C14  C14  C 0 1 N N N 48.642 49.361 33.142 2.819  1.371  -1.052 C14  BJM 8  
BJM C16  C16  C 0 1 N N N 46.977 50.904 32.003 2.206  -0.760 -2.203 C16  BJM 9  
BJM C19  C19  C 0 1 N N S 47.223 49.007 40.090 -4.401 0.548  -1.027 C19  BJM 10 
BJM C20  C20  C 0 1 N N N 47.564 48.194 38.886 -4.825 -0.681 -0.221 C20  BJM 11 
BJM C21  C21  C 0 1 N N N 48.181 50.020 40.690 -3.641 1.676  -0.294 C21  BJM 12 
BJM C22  C22  C 0 1 N N N 50.139 50.241 39.110 -1.381 1.794  0.734  C22  BJM 13 
BJM N23  N23  N 0 1 N N N 50.300 49.757 37.842 -0.773 2.255  1.576  N23  BJM 14 
BJM C4   C4   C 0 1 N N N 45.510 50.832 34.152 1.400  -1.701 -0.033 C4   BJM 15 
BJM C5   C5   C 0 1 N N N 47.888 51.615 34.247 0.495  0.474  -0.865 C5   BJM 16 
BJM C6   C6   C 0 1 N N N 47.652 51.445 37.398 -1.459 -1.065 0.534  C6   BJM 17 
BJM N7   N7   N 0 1 N N N 45.883 52.757 36.426 0.037  -1.347 2.428  N7   BJM 18 
BJM N11  N11  N 0 1 N N N 47.703 50.527 38.375 -2.280 -0.269 -0.179 N11  BJM 19 
BJM O12  O12  O 0 1 N N N 48.539 52.284 37.257 -1.645 -2.264 0.556  O12  BJM 20 
BJM O15  O15  O 0 1 N N N 47.547 47.289 34.222 4.265  1.278  0.883  O15  BJM 21 
BJM C17  C17  C 0 1 N N S 46.735 49.442 38.775 -3.475 -0.679 -0.942 C17  BJM 22 
BJM C18  C18  C 0 1 N N S 48.686 50.700 39.480 -2.168 1.197  -0.357 C18  BJM 23 
BJM H2   H2   H 0 1 N N N 45.653 50.706 36.837 -0.601 0.512  1.687  H2   BJM 24 
BJM H3   H3   H 0 1 N N N 48.258 49.416 35.766 1.657  1.417  1.413  H3   BJM 25 
BJM H3A  H3A  H 0 1 N N N 46.538 48.844 35.852 2.302  -0.133 2.006  H3A  BJM 26 
BJM H9   H9   H 0 1 N N N 44.924 50.280 32.093 2.968  -2.537 -1.252 H9   BJM 27 
BJM H10  H10  H 0 1 N N N 49.140 51.383 32.423 1.416  1.187  -2.677 H10  BJM 28 
BJM H13  H13  H 0 1 N N N 46.270 48.177 32.160 4.587  -0.697 -0.878 H13  BJM 29 
BJM H13A H13A H 0 0 N N N 45.329 48.307 33.703 4.013  -1.367 0.668  H13A BJM 30 
BJM H14  H14  H 0 1 N N N 49.559 49.301 33.747 2.462  2.357  -0.757 H14  BJM 31 
BJM H14A H14A H 0 0 N N N 48.804 48.857 32.178 3.681  1.478  -1.710 H14A BJM 32 
BJM H16  H16  H 0 1 N N N 47.172 50.374 31.059 3.068  -0.653 -2.861 H16  BJM 33 
BJM H16A H16A H 0 0 N N N 46.698 51.948 31.797 1.412  -1.292 -2.728 H16A BJM 34 
BJM H19  H19  H 0 1 N N N 46.828 48.694 41.068 -4.952 0.814  -1.930 H19  BJM 35 
BJM H20  H20  H 0 1 N N N 48.531 47.917 38.441 -4.816 -0.597 0.865  H20  BJM 36 
BJM H20A H20A H 0 0 N N N 47.471 47.142 38.579 -5.616 -1.306 -0.637 H20A BJM 37 
BJM H21  H21  H 0 1 N N N 47.675 50.714 41.377 -3.760 2.625  -0.816 H21  BJM 38 
BJM H21A H21A H 0 0 N N N 48.970 49.573 41.312 -3.976 1.758  0.740  H21A BJM 39 
BJM H4   H4   H 0 1 N N N 44.730 50.247 34.661 1.689  -2.264 0.855  H4   BJM 40 
BJM H4A  H4A  H 0 1 N N N 45.189 51.872 33.990 0.607  -2.232 -0.558 H4A  BJM 41 
BJM H5   H5   H 0 1 N N N 47.513 52.621 34.006 -0.299 -0.058 -1.390 H5   BJM 42 
BJM H5A  H5A  H 0 1 N N N 48.789 51.653 34.877 0.138  1.461  -0.570 H5A  BJM 43 
BJM HN7  HN7  H 0 1 N N N 45.761 53.092 37.360 0.309  -2.262 2.100  HN7  BJM 44 
BJM HN7A HN7A H 0 0 N N N 46.520 53.354 35.939 0.762  -0.937 2.998  HN7A BJM 45 
BJM HO15 HO15 H 0 0 N N N 47.568 46.782 33.419 5.065  1.409  0.356  HO15 BJM 46 
BJM H17  H17  H 0 1 N N N 45.764 49.701 38.327 -3.327 -1.337 -1.798 H17  BJM 47 
BJM H18  H18  H 0 1 N N N 48.780 51.778 39.677 -1.727 1.437  -1.324 H18  BJM 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 
BJM C1  C2   SING N N 1  
BJM C1  C3   SING N N 2  
BJM C1  C4   SING N N 3  
BJM C1  C5   SING N N 4  
BJM C2  C6   SING N N 5  
BJM C2  N7   SING N N 6  
BJM C2  H2   SING N N 7  
BJM C3  C8   SING N N 8  
BJM C3  H3   SING N N 9  
BJM C3  H3A  SING N N 10 
BJM C8  C13  SING N N 11 
BJM C8  C14  SING N N 12 
BJM C8  O15  SING N N 13 
BJM C9  C13  SING N N 14 
BJM C9  C16  SING N N 15 
BJM C9  C4   SING N N 16 
BJM C9  H9   SING N N 17 
BJM C10 C14  SING N N 18 
BJM C10 C16  SING N N 19 
BJM C10 C5   SING N N 20 
BJM C10 H10  SING N N 21 
BJM C13 H13  SING N N 22 
BJM C13 H13A SING N N 23 
BJM C14 H14  SING N N 24 
BJM C14 H14A SING N N 25 
BJM C16 H16  SING N N 26 
BJM C16 H16A SING N N 27 
BJM C19 C20  SING N N 28 
BJM C19 C21  SING N N 29 
BJM C19 C17  SING N N 30 
BJM C19 H19  SING N N 31 
BJM C20 C17  SING N N 32 
BJM C20 H20  SING N N 33 
BJM C20 H20A SING N N 34 
BJM C21 C18  SING N N 35 
BJM C21 H21  SING N N 36 
BJM C21 H21A SING N N 37 
BJM C22 N23  TRIP N N 38 
BJM C22 C18  SING N N 39 
BJM C4  H4   SING N N 40 
BJM C4  H4A  SING N N 41 
BJM C5  H5   SING N N 42 
BJM C5  H5A  SING N N 43 
BJM C6  N11  SING N N 44 
BJM C6  O12  DOUB N N 45 
BJM N7  HN7  SING N N 46 
BJM N7  HN7A SING N N 47 
BJM N11 C17  SING N N 48 
BJM N11 C18  SING N N 49 
BJM O15 HO15 SING N N 50 
BJM C17 H17  SING N N 51 
BJM C18 H18  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 
BJM SMILES           ACDLabs              10.04 O=C(N1C(C#N)CC2CC12)C(N)C35CC4CC(C3)CC(O)(C4)C5                                                                                                             
BJM InChI            InChI                1.02b InChI=1/C18H25N3O2/c19-8-13-2-12-3-14(12)21(13)16(22)15(20)17-4-10-1-11(5-17)7-18(23,6-10)9-17/h10-15,23H,1-7,9,20H2/t10-,11+,12-,13+,14+,15-,17+,18-/m1/s1 
BJM InChIKey         InChI                1.02b QGJUIPDUBHWZPV-YQBUGCKMBD                                                                                                                                   
BJM SMILES_CANONICAL CACTVS               3.341 N[C@H](C(=O)N1[C@@H](C[C@@H]2C[C@H]12)C#N)C34C[C@H]5C[C@H](CC(O)(C5)C3)C4                                                                                   
BJM SMILES           CACTVS               3.341 N[CH](C(=O)N1[CH](C[CH]2C[CH]12)C#N)C34C[CH]5C[CH](CC(O)(C5)C3)C4                                                                                           
BJM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@@H]2C[C@@H]2N([C@@H]1C#N)C(=O)[C@H](C34C[C@H]5C[C@@H](C3)CC(C5)(C4)O)N                                                                                 
BJM SMILES           "OpenEye OEToolkits" 1.5.0 C1C2CC2N(C1C#N)C(=O)C(C34CC5CC(C3)CC(C5)(C4)O)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 
BJM "SYSTEMATIC NAME" ACDLabs              10.04 (1S,3S,5S)-2-{(2S)-2-amino-2-[(1R,3S,5R,7S)-3-hydroxytricyclo[3.3.1.1~3,7~]dec-1-yl]acetyl}-2-azabicyclo[3.1.0]hexane-3-carbonitrile 
BJM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1S,3S,5S)-4-[(2S)-2-amino-2-[(5R,7S)-3-hydroxy-1-adamantyl]ethanoyl]-4-azabicyclo[3.1.0]hexane-3-carbonitrile                       
# 
