data_JC9
# 
_chem_comp.id                                    JC9 
_chem_comp.name                                  "(2~{S})-2-(2-chlorophenyl)-2-(methylamino)cyclohexan-1-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H16 Cl N O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         Esketamine 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-05-18 
_chem_comp.pdbx_modified_date                    2022-10-17 
_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                        237.725 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JC9 
_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        7EU7 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
JC9 CL1 CL1 CL 0 0 N N N 126.275 124.926 76.970 -0.357 -2.227 -0.060 CL1 JC9 1  
JC9 O1  O1  O  0 1 N N N 125.504 127.719 77.267 0.556  -0.389 -1.851 O1  JC9 2  
JC9 N1  N1  N  0 1 N N N 123.475 126.066 76.616 0.873  2.052  0.359  N1  JC9 3  
JC9 C1  C1  C  0 1 N N S 123.702 126.273 78.058 0.578  0.614  0.297  C1  JC9 4  
JC9 C2  C2  C  0 1 N N N 122.391 126.885 78.619 1.146  -0.082 1.538  C2  JC9 5  
JC9 C3  C3  C  0 1 N N N 122.539 127.419 80.047 2.673  0.015  1.520  C3  JC9 6  
JC9 C4  C4  C  0 1 N N N 123.627 128.486 80.115 3.227  -0.740 0.310  C4  JC9 7  
JC9 C5  C5  C  0 1 N N N 124.772 127.372 78.195 1.226  0.014  -0.931 C5  JC9 8  
JC9 C6  C6  C  0 1 N N N 124.953 127.971 79.579 2.736  -0.068 -0.977 C6  JC9 9  
JC9 C7  C7  C  0 1 Y N N 124.166 124.959 78.696 -0.914 0.407  0.234  C7  JC9 10 
JC9 C8  C8  C  0 1 Y N N 125.313 124.299 78.258 -1.429 -0.867 0.072  C8  JC9 11 
JC9 C9  C9  C  0 1 Y N N 123.409 124.427 79.742 -1.767 1.488  0.343  C9  JC9 12 
JC9 C10 C10 C  0 1 N N N 122.465 125.044 76.396 0.482  2.724  -0.888 C10 JC9 13 
JC9 C11 C11 C  0 1 Y N N 125.703 123.104 78.865 -2.798 -1.057 0.014  C11 JC9 14 
JC9 C12 C12 C  0 1 Y N N 123.800 123.233 80.348 -3.135 1.298  0.286  C12 JC9 15 
JC9 C13 C13 C  0 1 Y N N 124.947 122.572 79.910 -3.651 0.026  0.119  C13 JC9 16 
JC9 H1  H1  H  0 1 N N N 124.331 125.779 76.187 1.848  2.212  0.565  H1  JC9 17 
JC9 H3  H3  H  0 1 N N N 122.084 127.715 77.965 0.761  0.403  2.435  H3  JC9 18 
JC9 H4  H4  H  0 1 N N N 121.612 126.108 78.615 0.849  -1.131 1.534  H4  JC9 19 
JC9 H5  H5  H  0 1 N N N 121.583 127.857 80.369 2.968  1.062  1.460  H5  JC9 20 
JC9 H6  H6  H  0 1 N N N 122.806 126.588 80.717 3.074  -0.422 2.434  H6  JC9 21 
JC9 H7  H7  H  0 1 N N N 123.761 128.793 81.163 4.316  -0.721 0.338  H7  JC9 22 
JC9 H8  H8  H  0 1 N N N 123.313 129.354 79.516 2.880  -1.773 0.336  H8  JC9 23 
JC9 H9  H9  H  0 1 N N N 125.343 127.199 80.259 3.156  0.935  -1.049 H9  JC9 24 
JC9 H10 H10 H  0 1 N N N 125.668 128.805 79.522 3.045  -0.660 -1.839 H10 JC9 25 
JC9 H11 H11 H  0 1 N N N 122.521 124.940 80.082 -1.366 2.482  0.474  H11 JC9 26 
JC9 H12 H12 H  0 1 N N N 122.312 124.906 75.316 -0.602 2.691  -0.993 H12 JC9 27 
JC9 H13 H13 H  0 1 N N N 122.799 124.096 76.843 0.814  3.762  -0.860 H13 JC9 28 
JC9 H14 H14 H  0 1 N N N 121.520 125.356 76.863 0.945  2.217  -1.735 H14 JC9 29 
JC9 H15 H15 H  0 1 N N N 126.591 122.591 78.525 -3.201 -2.051 -0.112 H15 JC9 30 
JC9 H16 H16 H  0 1 N N N 123.214 122.821 81.156 -3.802 2.143  0.372  H16 JC9 31 
JC9 H17 H17 H  0 1 N N N 125.250 121.648 80.380 -4.719 -0.122 0.074  H17 JC9 32 
# 
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 
JC9 C10 N1  SING N N 1  
JC9 N1  C1  SING N N 2  
JC9 CL1 C8  SING N N 3  
JC9 O1  C5  DOUB N N 4  
JC9 C1  C5  SING N N 5  
JC9 C1  C2  SING N N 6  
JC9 C1  C7  SING N N 7  
JC9 C5  C6  SING N N 8  
JC9 C8  C7  DOUB Y N 9  
JC9 C8  C11 SING Y N 10 
JC9 C2  C3  SING N N 11 
JC9 C7  C9  SING Y N 12 
JC9 C11 C13 DOUB Y N 13 
JC9 C6  C4  SING N N 14 
JC9 C9  C12 DOUB Y N 15 
JC9 C13 C12 SING Y N 16 
JC9 C3  C4  SING N N 17 
JC9 N1  H1  SING N N 18 
JC9 C2  H3  SING N N 19 
JC9 C2  H4  SING N N 20 
JC9 C3  H5  SING N N 21 
JC9 C3  H6  SING N N 22 
JC9 C4  H7  SING N N 23 
JC9 C4  H8  SING N N 24 
JC9 C6  H9  SING N N 25 
JC9 C6  H10 SING N N 26 
JC9 C9  H11 SING N N 27 
JC9 C10 H12 SING N N 28 
JC9 C10 H13 SING N N 29 
JC9 C10 H14 SING N N 30 
JC9 C11 H15 SING N N 31 
JC9 C12 H16 SING N N 32 
JC9 C13 H17 SING N N 33 
# 
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 
JC9 InChI            InChI                1.03  "InChI=1S/C13H16ClNO/c1-15-13(9-5-4-8-12(13)16)10-6-2-3-7-11(10)14/h2-3,6-7,15H,4-5,8-9H2,1H3/t13-/m0/s1" 
JC9 InChIKey         InChI                1.03  YQEZLKZALYSWHR-ZDUSSCGKSA-N                                                                               
JC9 SMILES_CANONICAL CACTVS               3.385 "CN[C@@]1(CCCCC1=O)c2ccccc2Cl"                                                                            
JC9 SMILES           CACTVS               3.385 "CN[C]1(CCCCC1=O)c2ccccc2Cl"                                                                              
JC9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN[C@@]1(CCCCC1=O)c2ccccc2Cl"                                                                            
JC9 SMILES           "OpenEye OEToolkits" 2.0.7 "CNC1(CCCCC1=O)c2ccccc2Cl"                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           JC9 
_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-(2-chlorophenyl)-2-(methylamino)cyclohexan-1-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
JC9 "Create component" 2021-05-18 PDBJ 
JC9 "Initial release"  2021-07-28 RCSB 
JC9 "Modify synonyms"  2022-10-17 PDBJ 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      JC9 
_pdbx_chem_comp_synonyms.name         Esketamine 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
