data_1XR
# 
_chem_comp.id                                    1XR 
_chem_comp.name                                  Bupropion 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H18 Cl N O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         Amfebutamone 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-11-17 
_chem_comp.pdbx_modified_date                    2024-05-10 
_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                        239.741 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1XR 
_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        8HFL 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
1XR C1  C1  C  0 1 N N N N N N 101.138 102.999 101.872 -1.663 1.128  1.809  C1  1XR 1  
1XR C2  C2  C  0 1 N N S N N N 100.552 101.620 101.604 -1.630 0.279  0.537  C2  1XR 2  
1XR C3  C3  C  0 1 N N N N N N 100.760 100.711 102.813 -0.358 -0.528 0.504  C3  1XR 3  
1XR C4  C4  C  0 1 Y N N N N N 101.671 99.544  102.696 0.920  0.126  0.179  C4  1XR 4  
1XR C5  C5  C  0 1 Y N N N N N 101.450 98.420  103.482 2.102  -0.620 0.147  C5  1XR 5  
1XR C6  C6  C  0 1 Y N N N N N 102.302 97.339  103.375 3.297  0.001  -0.159 C6  1XR 6  
1XR C10 C7  C  0 1 N N N N N N 98.660  102.424 100.060 -3.775 -0.207 -0.476 C10 1XR 7  
1XR C11 C8  C  0 1 N N N N N N 98.501  103.927 100.283 -3.157 -0.295 -1.873 C11 1XR 8  
1XR C13 C9  C  0 1 N N N N N N 99.638  102.180 98.913  -4.201 1.235  -0.197 C13 1XR 9  
1XR C12 C10 C  0 1 N N N N N N 97.303  101.825 99.700  -4.998 -1.124 -0.401 C12 1XR 10 
1XR C7  C11 C  0 1 Y N N N N N 103.384 97.356  102.522 3.325  1.358  -0.434 C7  1XR 11 
1XR C8  C12 C  0 1 Y N N N N N 103.610 98.479  101.756 2.158  2.102  -0.405 C8  1XR 12 
1XR C9  C13 C  0 1 Y N N N N N 102.767 99.570  101.842 0.956  1.495  -0.106 C9  1XR 13 
1XR N1  N1  N  0 1 N N N N N N 99.111  101.745 101.307 -2.786 -0.628 0.525  N1  1XR 14 
1XR O1  O1  O  0 1 N N N N N N 100.197 100.963 103.866 -0.387 -1.716 0.746  O1  1XR 15 
1XR CL1 CL1 CL 0 0 N N N N N N 102.011 95.922  104.346 4.767  -0.921 -0.198 CL1 1XR 16 
1XR H1  H1  H  0 1 N N N N N N 102.211 102.905 102.093 -2.558 1.750  1.808  H1  1XR 17 
1XR H3  H2  H  0 1 N N N N N N 101.001 103.634 100.985 -1.674 0.476  2.682  H3  1XR 18 
1XR H2  H3  H  0 1 N N N N N N 100.625 103.454 102.732 -0.778 1.765  1.843  H2  1XR 19 
1XR H4  H4  H  0 1 N N N N N N 101.066 101.179 100.738 -1.670 0.930  -0.336 H4  1XR 20 
1XR H5  H5  H  0 1 N N N N N N 100.619 98.392  104.171 2.082  -1.678 0.362  H5  1XR 21 
1XR H10 H6  H  0 1 N N N N N N 97.797  104.103 101.109 -2.759 -1.298 -2.032 H10 1XR 22 
1XR H11 H7  H  0 1 N N N N N N 99.478  104.366 100.534 -3.920 -0.083 -2.622 H11 1XR 23 
1XR H12 H8  H  0 1 N N N N N N 98.114  104.395 99.366  -2.350 0.433  -1.960 H12 1XR 24 
1XR H16 H9  H  0 1 N N N N N N 100.618 102.610 99.168  -4.989 1.523  -0.892 H16 1XR 25 
1XR H17 H10 H  0 1 N N N N N N 99.745  101.098 98.746  -4.572 1.313  0.825  H17 1XR 26 
1XR H18 H11 H  0 1 N N N N N N 99.256  102.656 97.998  -3.345 1.898  -0.324 H18 1XR 27 
1XR H15 H12 H  0 1 N N N N N N 96.595  101.998 100.524 -4.695 -2.151 -0.601 H15 1XR 28 
1XR H13 H13 H  0 1 N N N N N N 96.923  102.301 98.784  -5.439 -1.061 0.594  H13 1XR 29 
1XR H14 H14 H  0 1 N N N N N N 97.413  100.743 99.532  -5.732 -0.811 -1.144 H14 1XR 30 
1XR H6  H15 H  0 1 N N N N N N 104.044 96.504  102.455 4.262  1.839  -0.673 H6  1XR 31 
1XR H7  H16 H  0 1 N N N N N N 104.454 98.506  101.082 2.187  3.159  -0.625 H7  1XR 32 
1XR H8  H17 H  0 1 N N N N N N 102.961 100.447 101.243 0.047  2.076  -0.084 H8  1XR 33 
1XR H9  H18 H  0 1 N N N N N N 98.702  102.244 102.071 -3.204 -0.694 1.441  H9  1XR 34 
# 
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 
1XR C13 C10 SING N N 1  
1XR C12 C10 SING N N 2  
1XR C10 C11 SING N N 3  
1XR C10 N1  SING N N 4  
1XR N1  C2  SING N N 5  
1XR C2  C1  SING N N 6  
1XR C2  C3  SING N N 7  
1XR C8  C9  DOUB Y N 8  
1XR C8  C7  SING Y N 9  
1XR C9  C4  SING Y N 10 
1XR C7  C6  DOUB Y N 11 
1XR C4  C3  SING N N 12 
1XR C4  C5  DOUB Y N 13 
1XR C3  O1  DOUB N N 14 
1XR C6  C5  SING Y N 15 
1XR C6  CL1 SING N N 16 
1XR C1  H1  SING N N 17 
1XR C1  H3  SING N N 18 
1XR C1  H2  SING N N 19 
1XR C2  H4  SING N N 20 
1XR C5  H5  SING N N 21 
1XR C11 H10 SING N N 22 
1XR C11 H11 SING N N 23 
1XR C11 H12 SING N N 24 
1XR C13 H16 SING N N 25 
1XR C13 H17 SING N N 26 
1XR C13 H18 SING N N 27 
1XR C12 H15 SING N N 28 
1XR C12 H13 SING N N 29 
1XR C12 H14 SING N N 30 
1XR C7  H6  SING N N 31 
1XR C8  H7  SING N N 32 
1XR C9  H8  SING N N 33 
1XR N1  H9  SING N N 34 
# 
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 
1XR InChI            InChI                1.06  "InChI=1S/C13H18ClNO/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10/h5-9,15H,1-4H3/t9-/m0/s1" 
1XR InChIKey         InChI                1.06  SNPPWIUOZRMYNY-VIFPVBQESA-N                                                               
1XR SMILES_CANONICAL CACTVS               3.385 "C[C@H](NC(C)(C)C)C(=O)c1cccc(Cl)c1"                                                      
1XR SMILES           CACTVS               3.385 "C[CH](NC(C)(C)C)C(=O)c1cccc(Cl)c1"                                                       
1XR SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H](C(=O)c1cccc(c1)Cl)NC(C)(C)C"                                                     
1XR SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C(=O)c1cccc(c1)Cl)NC(C)(C)C"                                                          
# 
_pdbx_chem_comp_identifier.comp_id           1XR 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(2~{S})-2-(~{tert}-butylamino)-1-(3-chlorophenyl)propan-1-one" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      1XR 
_pdbx_chem_comp_synonyms.name         Amfebutamone 
_pdbx_chem_comp_synonyms.provenance   PUBCHEM 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
1XR "Create component" 2022-11-17 PDBC 
1XR "Initial release"  2024-05-15 RCSB 
# 
