data_468
# 
_chem_comp.id                                    468 
_chem_comp.name                                  (3S)-N-(3-CHLORO-2-METHYLPHENYL)-1-CYCLOHEXYL-5-OXOPYRROLIDINE-3-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H23 Cl N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-16 
_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                        334.840 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     468 
_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 
468 C1   C1   C  0 1 N N N 44.568 53.524 58.702 -1.712 1.547 -2.415 C1   468 1  
468 C2   C2   C  0 1 N N N 43.617 52.364 59.008 -0.909 2.235 -3.518 C2   468 2  
468 C3   C3   C  0 1 N N N 42.055 52.566 58.752 0.598  2.130 -3.259 C3   468 3  
468 C4   C4   C  0 1 N N N 41.532 53.847 59.411 0.961  2.680 -1.875 C4   468 4  
468 C5   C5   C  0 1 N N N 42.321 55.049 58.710 0.155  1.992 -0.774 C5   468 5  
468 C6   C6   C  0 1 N N N 43.939 54.973 58.789 -1.346 2.083 -1.034 C6   468 6  
468 C7   C7   C  0 1 N N N 40.295 50.919 58.575 2.244  2.298 -5.178 C7   468 7  
468 C8   C8   C  0 1 N N N 39.298 50.478 59.456 2.673  3.389 -6.133 C8   468 8  
468 C9   C9   C  0 1 N N S 39.738 50.389 60.807 2.210  4.675 -5.462 C9   468 9  
468 C10  C10  C  0 1 N N N 41.278 50.804 60.803 1.069  4.257 -4.557 C10  468 10 
468 N11  N11  N  0 1 N N N 41.535 51.148 59.206 1.331  2.860 -4.291 N11  468 11 
468 C12  C12  C  0 1 N N N 39.040 51.443 61.589 3.345  5.223 -4.612 C12  468 12 
468 N13  N13  N  0 1 N N N 38.018 50.825 62.483 4.107  6.140 -5.325 N13  468 13 
468 O14  O14  O  0 1 N N N 39.269 52.592 61.393 3.496  4.852 -3.452 O14  468 14 
468 O15  O15  O  0 1 N N N 40.008 51.056 57.383 2.625  1.138 -5.236 O15  468 15 
468 C15  C15  C  0 1 Y N N 37.236 51.427 62.964 5.240  6.856 -4.871 C15  468 16 
468 C20  C20  C  0 1 Y N N 37.289 52.731 63.563 5.673  6.646 -3.571 C20  468 17 
468 C19  C19  C  0 1 Y N N 36.057 53.380 64.182 6.788  7.341 -3.101 C19  468 18 
468 C18  C18  C  0 1 Y N N 34.773 52.695 64.192 7.455  8.236 -3.937 C18  468 19 
468 C17  C17  C  0 1 Y N N 34.639 51.392 63.621 7.007  8.437 -5.243 C17  468 20 
468 C16  C16  C  0 1 Y N N 35.927 50.690 62.957 5.893  7.742 -5.713 C16  468 21 
468 C23  C23  C  0 1 N N N 35.783 49.314 62.347 5.402  7.949 -7.113 C23  468 22 
468 CL1  CL1  CL 0 0 N N N 33.036 50.643 63.686 7.861  9.554 -6.245 CL1  468 23 
468 HN13 HN13 H  0 0 N N N 38.046 49.839 62.648 3.828  6.328 -6.285 HN13 468 24 
468 H9   H9   H  0 1 N N N 39.556 49.386 61.221 1.931  5.458 -6.173 H9   468 25 
468 H101 1H10 H  0 0 N N N 41.926 49.990 61.160 1.026  4.811 -3.614 H101 468 26 
468 H102 2H10 H  0 0 N N N 41.511 51.641 61.478 0.104  4.322 -5.070 H102 468 27 
468 H81  1H8  H  0 1 N N N 38.462 51.191 59.413 3.754  3.347 -6.292 H81  468 28 
468 H82  2H8  H  0 1 N N N 39.006 49.466 59.139 2.151  3.232 -7.083 H82  468 29 
468 H3   H3   H  0 1 N N N 41.698 52.786 57.735 0.916  1.084 -3.338 H3   468 30 
468 H41  1H4  H  0 1 N N N 41.724 53.834 60.494 0.775  3.761 -1.841 H41  468 31 
468 H42  2H4  H  0 1 N N N 40.444 53.951 59.286 2.032  2.543 -1.687 H42  468 32 
468 H4   H4   H  0 1 N N N 41.804 55.880 58.208 0.390  2.448 0.194  H4   468 33 
468 H5   H5   H  0 1 N N N 41.808 55.860 58.215 0.451  0.938 -0.711 H5   468 34 
468 H7   H7   H  0 1 N N N 44.555 55.879 58.889 -1.889 1.522 -0.265 H7   468 35 
468 H6   H6   H  0 1 N N N 44.550 55.857 58.895 -1.666 3.129 -0.953 H6   468 36 
468 H8   H8   H  0 1 N N N 45.623 53.363 58.435 -1.526 0.466 -2.449 H8   468 37 
468 H1   H1   H  0 1 N N N 45.604 53.363 58.443 -2.784 1.692 -2.595 H1   468 38 
468 H2   H2   H  0 1 N N N 43.996 51.427 59.390 -1.155 1.784 -4.487 H2   468 39 
468 H10  H10  H  0 1 N N N 44.004 51.407 59.387 -1.207 3.290 -3.581 H10  468 40 
468 H18  H18  H  0 1 N N N 33.913 53.176 64.635 8.322  8.769 -3.556 H18  468 41 
468 H19  H19  H  0 1 N N N 36.138 54.364 64.620 7.137  7.185 -2.085 H19  468 42 
468 H20  H20  H  0 1 N N N 38.227 53.266 63.575 5.162  5.951 -2.909 H20  468 43 
468 H231 1H23 H  0 0 N N N 35.748 49.400 61.251 6.227  8.271 -7.756 H231 468 44 
468 H232 2H23 H  0 0 N N N 36.642 48.692 62.639 4.976  7.026 -7.520 H232 468 45 
468 H233 3H23 H  0 0 N N N 34.854 48.849 62.708 4.613  8.709 -7.143 H233 468 46 
# 
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 
468 C1  C6   SING N N 1  
468 C1  H8   SING N N 2  
468 C1  H1   SING N N 3  
468 C1  C2   SING N N 4  
468 C2  C3   SING N N 5  
468 C2  H2   SING N N 6  
468 C2  H10  SING N N 7  
468 C3  N11  SING N N 8  
468 C3  H3   SING N N 9  
468 C3  C4   SING N N 10 
468 C4  H41  SING N N 11 
468 C4  H42  SING N N 12 
468 C4  C5   SING N N 13 
468 C5  H4   SING N N 14 
468 C5  H5   SING N N 15 
468 C5  C6   SING N N 16 
468 C6  H7   SING N N 17 
468 C6  H6   SING N N 18 
468 C7  N11  SING N N 19 
468 C7  O15  DOUB N N 20 
468 C7  C8   SING N N 21 
468 C8  C9   SING N N 22 
468 C8  H81  SING N N 23 
468 C8  H82  SING N N 24 
468 C9  C12  SING N N 25 
468 C9  H9   SING N N 26 
468 C9  C10  SING N N 27 
468 C10 H101 SING N N 28 
468 C10 H102 SING N N 29 
468 C10 N11  SING N N 30 
468 C12 N13  SING N N 31 
468 C12 O14  DOUB N N 32 
468 N13 HN13 SING N N 33 
468 N13 C15  SING N N 34 
468 C15 C16  DOUB Y N 35 
468 C15 C20  SING Y N 36 
468 C20 C19  DOUB Y N 37 
468 C20 H20  SING N N 38 
468 C19 C18  SING Y N 39 
468 C19 H19  SING N N 40 
468 C18 C17  DOUB Y N 41 
468 C18 H18  SING N N 42 
468 C17 C16  SING Y N 43 
468 C17 CL1  SING N N 44 
468 C16 C23  SING N N 45 
468 C23 H231 SING N N 46 
468 C23 H232 SING N N 47 
468 C23 H233 SING N N 48 
# 
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 
468 SMILES           ACDLabs              10.04 Clc1cccc(c1C)NC(=O)C3CC(=O)N(C2CCCCC2)C3                                                                                                                 
468 InChI            InChI                1.02b InChI=1/C18H23ClN2O2/c1-12-15(19)8-5-9-16(12)20-18(23)13-10-17(22)21(11-13)14-6-3-2-4-7-14/h5,8-9,13-14H,2-4,6-7,10-11H2,1H3,(H,20,23)/t13-/m0/s1/f/h20H 
468 InChIKey         InChI                1.02b NJNMAZNXKKBTPS-RXIVIDBTDN                                                                                                                                
468 SMILES_CANONICAL CACTVS               3.341 Cc1c(Cl)cccc1NC(=O)[C@@H]2CN(C3CCCCC3)C(=O)C2                                                                                                            
468 SMILES           CACTVS               3.341 Cc1c(Cl)cccc1NC(=O)[CH]2CN(C3CCCCC3)C(=O)C2                                                                                                              
468 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(cccc1Cl)NC(=O)[C@H]2CC(=O)N(C2)C3CCCCC3                                                                                                             
468 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(cccc1Cl)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 
468 "SYSTEMATIC NAME" ACDLabs              10.04 (3S)-N-(3-chloro-2-methylphenyl)-1-cyclohexyl-5-oxopyrrolidine-3-carboxamide   
468 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3S)-N-(3-chloro-2-methyl-phenyl)-1-cyclohexyl-5-oxo-pyrrolidine-3-carboxamide 
# 
