data_665
# 
_chem_comp.id                                    665 
_chem_comp.name                                  (3S)-N-(3-BROMOPHENYL)-1-CYCLOHEXYL-5-OXOPYRROLIDINE-3-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H21 Br N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-14 
_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                        365.265 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     665 
_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        2H7L 
_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 
665 C1   C1   C  0 1 N N N 4.505  30.989 58.389 -7.029 -0.472 0.271  C1   665 1  
665 C2   C2   C  0 1 N N N 5.329  32.209 58.707 -5.873 0.490  -0.009 C2   665 2  
665 C3   C3   C  0 1 N N N 6.900  32.106 58.591 -4.577 -0.088 0.563  C3   665 3  
665 C4   C4   C  0 1 N N N 7.492  30.895 59.287 -4.287 -1.438 -0.096 C4   665 4  
665 C5   C5   C  0 1 N N N 6.809  29.642 58.610 -5.443 -2.401 0.185  C5   665 5  
665 C6   C6   C  0 1 N N N 5.213  29.622 58.646 -6.738 -1.823 -0.387 C6   665 6  
665 C7   C7   C  0 1 N N N 8.564  33.669 58.355 -3.079 1.212  -0.935 C7   665 7  
665 C8   C8   C  0 1 N N N 9.583  34.138 59.203 -1.904 2.161  -0.839 C8   665 8  
665 C9   C9   C  0 1 N N S 9.115  34.354 60.539 -1.384 1.973  0.605  C9   665 9  
665 C10  C10  C  0 1 N N N 7.581  33.981 60.561 -2.648 1.465  1.333  C10  665 10 
665 N11  N11  N  0 1 N N N 7.335  33.540 58.996 -3.471 0.834  0.294  N11  665 11 
665 C12  C12  C  0 1 N N N 9.727  33.453 61.539 -0.284 0.944  0.652  C12  665 12 
665 N13  N13  N  0 1 N N N 10.985 34.074 62.052 0.883  1.175  0.017  N13  665 13 
665 O14  O14  O  0 1 N N N 9.259  32.399 61.813 -0.448 -0.092 1.261  O14  665 14 
665 O15  O15  O  0 1 N N N 8.820  33.430 57.169 -3.593 0.845  -1.971 O15  665 15 
665 BR1  BR1  BR 0 0 N N N 12.793 29.653 64.141 6.002  -0.012 -0.061 BR1  665 16 
665 C17  C17  C  0 1 Y N N 11.949 31.806 62.739 3.206  0.515  -0.020 C17  665 17 
665 C18  C18  C  0 1 Y N N 13.025 31.389 63.500 4.168  -0.475 -0.078 C18  665 18 
665 C19  C19  C  0 1 Y N N 14.164 32.217 63.749 3.791  -1.805 -0.143 C19  665 19 
665 C20  C20  C  0 1 Y N N 14.187 33.557 63.183 2.452  -2.147 -0.156 C20  665 20 
665 C21  C21  C  0 1 Y N N 13.055 33.995 62.387 1.485  -1.161 -0.103 C21  665 21 
665 C22  C22  C  0 1 Y N N 11.906 33.081 62.155 1.860  0.174  -0.037 C22  665 22 
665 H8   H8   H  0 1 N N N 4.245  31.033 57.321 -7.952 -0.061 -0.137 H8   665 23 
665 H1   H1   H  0 1 N N N 3.637  31.018 59.065 -7.135 -0.608 1.347  H1   665 24 
665 H2   H2   H  0 1 N N N 5.013  32.993 58.004 -5.766 0.626  -1.086 H2   665 25 
665 H10  H10  H  0 1 N N N 5.143  32.396 59.775 -6.080 1.452  0.459  H10  665 26 
665 H3   H3   H  0 1 N N N 7.307  31.867 57.597 -4.684 -0.224 1.639  H3   665 27 
665 H41  1H4  H  0 1 N N N 7.309  30.920 60.371 -4.180 -1.302 -1.172 H41  665 28 
665 H42  2H4  H  0 1 N N N 8.584  30.864 59.155 -3.364 -1.850 0.312  H42  665 29 
665 H4   H4   H  0 1 N N N 7.137  28.767 59.189 -5.549 -2.537 1.261  H4   665 30 
665 H5   H5   H  0 1 N N N 7.116  29.629 57.554 -5.236 -3.363 -0.284 H5   665 31 
665 H7   H7   H  0 1 N N N 4.912  29.280 59.647 -6.632 -1.687 -1.464 H7   665 32 
665 H6   H6   H  0 1 N N N 4.902  28.963 57.821 -7.562 -2.509 -0.188 H6   665 33 
665 H81  1H8  H  0 1 N N N 9.939  35.101 58.807 -2.231 3.189  -0.996 H81  665 34 
665 H82  2H8  H  0 1 N N N 10.389 33.390 59.230 -1.134 1.890  -1.561 H82  665 35 
665 H9   H9   H  0 1 N N N 9.357  35.397 60.793 -1.046 2.921  1.025  H9   665 36 
665 H101 1H10 H  0 0 N N N 6.927  34.796 60.904 -2.376 0.734  2.094  H101 665 37 
665 H102 2H10 H  0 0 N N N 7.360  33.165 61.264 -3.184 2.299  1.784  H102 665 38 
665 HN13 HN13 H  0 0 N N N 11.123 35.039 62.277 1.045  2.034  -0.403 HN13 665 39 
665 H17  H17  H  0 1 N N N 11.119 31.132 62.590 3.500  1.553  0.032  H17  665 40 
665 H19  H19  H  0 1 N N N 14.989 31.855 64.344 4.545  -2.577 -0.184 H19  665 41 
665 H20  H20  H  0 1 N N N 15.029 34.212 63.352 2.160  -3.185 -0.208 H20  665 42 
665 H21  H21  H  0 1 N N N 13.048 34.988 61.962 0.439  -1.429 -0.113 H21  665 43 
# 
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 
665 C1  C2   SING N N 1  
665 C1  C6   SING N N 2  
665 C1  H8   SING N N 3  
665 C1  H1   SING N N 4  
665 C2  C3   SING N N 5  
665 C2  H2   SING N N 6  
665 C2  H10  SING N N 7  
665 C3  C4   SING N N 8  
665 C3  N11  SING N N 9  
665 C3  H3   SING N N 10 
665 C4  C5   SING N N 11 
665 C4  H41  SING N N 12 
665 C4  H42  SING N N 13 
665 C5  C6   SING N N 14 
665 C5  H4   SING N N 15 
665 C5  H5   SING N N 16 
665 C6  H7   SING N N 17 
665 C6  H6   SING N N 18 
665 C7  C8   SING N N 19 
665 C7  N11  SING N N 20 
665 C7  O15  DOUB N N 21 
665 C8  C9   SING N N 22 
665 C8  H81  SING N N 23 
665 C8  H82  SING N N 24 
665 C9  C10  SING N N 25 
665 C9  C12  SING N N 26 
665 C9  H9   SING N N 27 
665 C10 N11  SING N N 28 
665 C10 H101 SING N N 29 
665 C10 H102 SING N N 30 
665 C12 N13  SING N N 31 
665 C12 O14  DOUB N N 32 
665 N13 C22  SING N N 33 
665 N13 HN13 SING N N 34 
665 BR1 C18  SING N N 35 
665 C17 C18  DOUB Y N 36 
665 C17 C22  SING Y N 37 
665 C17 H17  SING N N 38 
665 C18 C19  SING Y N 39 
665 C19 C20  DOUB Y N 40 
665 C19 H19  SING N N 41 
665 C20 C21  SING Y N 42 
665 C20 H20  SING N N 43 
665 C21 C22  DOUB Y N 44 
665 C21 H21  SING N N 45 
# 
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 
665 SMILES           ACDLabs              10.04 Brc1cccc(c1)NC(=O)C3CC(=O)N(C2CCCCC2)C3                                                                                                         
665 InChI            InChI                1.02b InChI=1/C17H21BrN2O2/c18-13-5-4-6-14(10-13)19-17(22)12-9-16(21)20(11-12)15-7-2-1-3-8-15/h4-6,10,12,15H,1-3,7-9,11H2,(H,19,22)/t12-/m0/s1/f/h19H 
665 InChIKey         InChI                1.02b MVPIURCUINFSAB-YPVXKFLCDZ                                                                                                                       
665 SMILES_CANONICAL CACTVS               3.341 Brc1cccc(NC(=O)[C@@H]2CN(C3CCCCC3)C(=O)C2)c1                                                                                                    
665 SMILES           CACTVS               3.341 Brc1cccc(NC(=O)[CH]2CN(C3CCCCC3)C(=O)C2)c1                                                                                                      
665 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)Br)NC(=O)[C@H]2CC(=O)N(C2)C3CCCCC3                                                                                                   
665 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)Br)NC(=O)C2CC(=O)N(C2)C3CCCCC3                                                                                                       
# 
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 
665 "SYSTEMATIC NAME" ACDLabs              10.04 (3S)-N-(3-bromophenyl)-1-cyclohexyl-5-oxopyrrolidine-3-carboxamide  
665 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3S)-N-(3-bromophenyl)-1-cyclohexyl-5-oxo-pyrrolidine-3-carboxamide 
# 
