data_SX4
# 
_chem_comp.id                                    SX4 
_chem_comp.name                                  4-bromo-2-{[(2R)-2-(2-chlorobenzyl)pyrrolidin-1-yl]carbonyl}aniline 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 Br Cl N2 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-13 
_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                        393.705 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SX4 
_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        3CJ4 
_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 
SX4 CL1  CL1  CL 0 0 N N N 9.904  36.210 78.057 4.075  1.960  0.417  CL1  SX4 1  
SX4 C18  C18  C  0 1 Y N N 10.861 34.759 78.292 4.708  0.345  0.470  C18  SX4 2  
SX4 C17  C17  C  0 1 Y N N 12.112 34.873 78.920 6.075  0.135  0.425  C17  SX4 3  
SX4 C16  C16  C  0 1 Y N N 12.937 33.764 79.143 6.578  -1.151 0.467  C16  SX4 4  
SX4 C15  C15  C  0 1 Y N N 12.531 32.500 78.727 5.716  -2.229 0.553  C15  SX4 5  
SX4 C14  C14  C  0 1 Y N N 11.288 32.357 78.103 4.351  -2.020 0.598  C14  SX4 6  
SX4 C13  C13  C  0 1 Y N N 10.443 33.470 77.885 3.846  -0.734 0.563  C13  SX4 7  
SX4 C12  C12  C  0 1 N N N 9.118  33.304 77.199 2.358  -0.506 0.618  C12  SX4 8  
SX4 C11  C11  C  0 1 N N R 9.154  33.713 75.710 1.817  -0.322 -0.802 C11  SX4 9  
SX4 C10  C10  C  0 1 N N N 10.143 32.883 74.874 2.001  -1.625 -1.607 C10  SX4 10 
SX4 C9   C9   C  0 1 N N N 9.365  31.653 74.383 0.701  -1.700 -2.450 C9   SX4 11 
SX4 C8   C8   C  0 1 N N N 7.933  31.892 74.849 -0.342 -1.112 -1.466 C8   SX4 12 
SX4 N2   N2   N  0 1 N N N 7.889  33.322 75.104 0.376  -0.034 -0.754 N2   SX4 13 
SX4 C7   C7   C  0 1 N N N 6.743  34.090 74.935 -0.197 1.031  -0.159 C7   SX4 14 
SX4 O1   O1   O  0 1 N N N 5.717  33.624 74.405 0.498  1.903  0.325  O1   SX4 15 
SX4 C6   C6   C  0 1 Y N N 6.758  35.513 75.392 -1.666 1.138  -0.095 C6   SX4 16 
SX4 C1   C1   C  0 1 Y N N 5.949  35.949 76.473 -2.292 2.378  -0.296 C1   SX4 17 
SX4 N1   N1   N  0 1 N N N 5.084  35.103 77.177 -1.531 3.511  -0.556 N1   SX4 18 
SX4 C5   C5   C  0 1 Y N N 7.585  36.438 74.716 -2.443 0.006  0.159  C5   SX4 19 
SX4 C4   C4   C  0 1 Y N N 7.612  37.791 75.102 -3.816 0.113  0.217  C4   SX4 20 
SX4 BR1  BR1  BR 0 0 N N N 8.711  39.079 74.210 -4.866 -1.422 0.562  BR1  SX4 21 
SX4 C3   C3   C  0 1 Y N N 6.807  38.220 76.165 -4.431 1.340  0.025  C3   SX4 22 
SX4 C2   C2   C  0 1 Y N N 5.986  37.309 76.844 -3.677 2.467  -0.233 C2   SX4 23 
SX4 H17  H17  H  0 1 N N N 12.449 35.848 79.241 6.749  0.977  0.357  H17  SX4 24 
SX4 H16  H16  H  0 1 N N N 13.889 33.890 79.638 7.645  -1.315 0.432  H16  SX4 25 
SX4 H15  H15  H  0 1 N N N 13.167 31.641 78.884 6.110  -3.234 0.586  H15  SX4 26 
SX4 H14  H14  H  0 1 N N N 10.967 31.377 77.781 3.678  -2.862 0.665  H14  SX4 27 
SX4 H12  H12  H  0 1 N N N 8.828  32.245 77.260 1.875  -1.366 1.082  H12  SX4 28 
SX4 H12A H12A H  0 0 N N N 8.398  33.963 77.706 2.148  0.388  1.205  H12A SX4 29 
SX4 H11  H11  H  0 1 N N N 9.403  34.785 75.706 2.342  0.496  -1.295 H11  SX4 30 
SX4 H10  H10  H  0 1 N N N 10.516 33.470 74.021 2.876  -1.559 -2.253 H10  SX4 31 
SX4 H10A H10A H  0 0 N N N 11.020 32.589 75.470 2.080  -2.483 -0.939 H10A SX4 32 
SX4 H9   H9   H  0 1 N N N 9.416  31.563 73.288 0.781  -1.086 -3.347 H9   SX4 33 
SX4 H9A  H9A  H  0 1 N N N 9.779  30.714 74.780 0.459  -2.732 -2.704 H9A  SX4 34 
SX4 H8   H8   H  0 1 N N N 7.205  31.598 74.079 -1.191 -0.703 -2.014 H8   SX4 35 
SX4 H8A  H8A  H  0 1 N N N 7.670  31.295 75.734 -0.674 -1.876 -0.764 H8A  SX4 36 
SX4 HN1  HN1  H  0 1 N N N 5.473  34.901 78.076 -0.576 3.430  -0.705 HN1  SX4 37 
SX4 HN1A HN1A H  0 0 N N N 4.198  35.552 77.290 -1.955 4.383  -0.588 HN1A SX4 38 
SX4 H5   H5   H  0 1 N N N 8.202  36.103 73.895 -1.968 -0.953 0.310  H5   SX4 39 
SX4 H3   H3   H  0 1 N N N 6.819  39.258 76.463 -5.508 1.415  0.073  H3   SX4 40 
SX4 H2   H2   H  0 1 N N N 5.373  37.654 77.663 -4.164 3.419  -0.387 H2   SX4 41 
# 
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 
SX4 CL1 C18  SING N N 1  
SX4 C13 C18  DOUB Y N 2  
SX4 C18 C17  SING Y N 3  
SX4 C17 C16  DOUB N N 4  
SX4 C17 H17  SING N N 5  
SX4 C15 C16  SING Y N 6  
SX4 C16 H16  SING N N 7  
SX4 C14 C15  DOUB Y N 8  
SX4 C15 H15  SING N N 9  
SX4 C13 C14  SING Y N 10 
SX4 C14 H14  SING Y N 11 
SX4 C12 C13  SING N N 12 
SX4 C11 C12  SING N N 13 
SX4 C12 H12  SING N N 14 
SX4 C12 H12A SING N N 15 
SX4 C10 C11  SING N N 16 
SX4 N2  C11  SING N N 17 
SX4 C11 H11  SING N N 18 
SX4 C9  C10  SING N N 19 
SX4 C10 H10  SING N N 20 
SX4 C10 H10A SING N N 21 
SX4 C9  C8   SING N N 22 
SX4 C9  H9   SING N N 23 
SX4 C9  H9A  SING N N 24 
SX4 C8  N2   SING N N 25 
SX4 C8  H8   SING N N 26 
SX4 C8  H8A  SING N N 27 
SX4 C7  N2   SING N N 28 
SX4 O1  C7   DOUB N N 29 
SX4 C7  C6   SING N N 30 
SX4 C5  C6   DOUB Y N 31 
SX4 C6  C1   SING Y N 32 
SX4 C1  C2   DOUB N N 33 
SX4 C1  N1   SING N N 34 
SX4 N1  HN1  SING N N 35 
SX4 N1  HN1A SING Y N 36 
SX4 C5  C4   SING Y N 37 
SX4 C5  H5   SING N N 38 
SX4 BR1 C4   SING Y N 39 
SX4 C4  C3   DOUB N N 40 
SX4 C3  C2   SING Y N 41 
SX4 C3  H3   SING N N 42 
SX4 C2  H2   SING N N 43 
# 
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 
SX4 SMILES           ACDLabs              10.04 O=C(c1cc(Br)ccc1N)N2CCCC2Cc3ccccc3Cl                                                                                                   
SX4 InChI            InChI                1.02b InChI=1/C18H18BrClN2O/c19-13-7-8-17(21)15(11-13)18(23)22-9-3-5-14(22)10-12-4-1-2-6-16(12)20/h1-2,4,6-8,11,14H,3,5,9-10,21H2/t14-/m1/s1 
SX4 InChIKey         InChI                1.02b JEGGWFHNKPRKTO-CQSZACIVBH                                                                                                              
SX4 SMILES_CANONICAL CACTVS               3.341 Nc1ccc(Br)cc1C(=O)N2CCC[C@@H]2Cc3ccccc3Cl                                                                                              
SX4 SMILES           CACTVS               3.341 Nc1ccc(Br)cc1C(=O)N2CCC[CH]2Cc3ccccc3Cl                                                                                                
SX4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C[C@H]2CCCN2C(=O)c3cc(ccc3N)Br)Cl                                                                                           
SX4 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)CC2CCCN2C(=O)c3cc(ccc3N)Br)Cl                                                                                               
# 
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 
SX4 "SYSTEMATIC NAME" ACDLabs              10.04 4-bromo-2-{[(2R)-2-(2-chlorobenzyl)pyrrolidin-1-yl]carbonyl}aniline                
SX4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2-amino-5-bromo-phenyl)-[(2R)-2-[(2-chlorophenyl)methyl]pyrrolidin-1-yl]methanone 
# 
