data_NR6
# 
_chem_comp.id                                    NR6 
_chem_comp.name                                  "2-chloranyl-N-[[1-[1-(4-chloranylphenoxy)cyclopropyl]carbonylpiperidin-4-yl]methyl]ethanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H22 Cl2 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-08-17 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        385.285 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NR6 
_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        8ARX 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              Y 
# 
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 
NR6 O1  O1  O  0 1 N N N N N N -19.711 -26.229 -2.845 -6.499 -0.463 -0.777 O1  NR6 1  
NR6 C1  C1  C  0 1 N N N N N N -20.612 -25.333 -2.798 -6.027 0.488  -0.190 C1  NR6 2  
NR6 C2  C2  C  0 1 N N N N N N -21.902 -25.542 -3.555 -6.937 1.501  0.457  C2  NR6 3  
NR6 N1  N1  N  0 1 N N N N N N -20.462 -24.178 -2.143 -4.690 0.636  -0.112 N1  NR6 4  
NR6 C3  C3  C  0 1 N N N N N N -19.282 -23.861 -1.321 -3.806 -0.352 -0.736 C3  NR6 5  
NR6 C4  C4  C  0 1 N N N N N N -18.024 -23.350 -2.030 -2.348 0.049  -0.502 C4  NR6 6  
NR6 C5  C5  C  0 1 N N N N N N -18.136 -21.874 -2.423 -2.036 -0.015 0.995  C5  NR6 7  
NR6 C6  C6  C  0 1 N N N N N N -16.802 -21.290 -2.861 -0.586 0.420  1.229  C6  NR6 8  
NR6 N2  N2  N  0 1 N N N N N N -15.756 -21.527 -1.855 0.296  -0.406 0.393  N2  NR6 9  
NR6 C7  C7  C  0 1 N N N N N N -15.115 -20.468 -1.309 1.330  -1.076 0.939  C7  NR6 10 
NR6 O2  O2  O  0 1 N N N N N N -15.237 -19.325 -1.772 1.593  -0.932 2.114  O2  NR6 11 
NR6 C8  C8  C  0 1 N N N N N N -14.280 -20.665 -0.077 2.159  -2.005 0.090  C8  NR6 12 
NR6 O3  O3  O  0 1 N N N N N N -14.847 -21.442 0.952  2.830  -1.395 -1.015 O3  NR6 13 
NR6 C9  C9  C  0 1 Y N N N N N -16.126 -21.175 1.400  3.792  -0.480 -0.725 C9  NR6 14 
NR6 C10 C10 C  0 1 Y N N N N N -16.552 -22.182 2.248  4.399  0.236  -1.746 C10 NR6 15 
NR6 C11 C11 C  0 1 Y N N N N N -17.806 -22.127 2.806  5.377  1.166  -1.449 C11 NR6 16 
NR6 C12 C12 C  0 1 Y N N N N N -18.622 -21.066 2.474  5.750  1.383  -0.134 C12 NR6 17 
NR6 CL2 CL2 CL 0 0 N N N N N N -20.193 -21.004 3.172  6.978  2.552  0.237  CL2 NR6 18 
NR6 C13 C13 C  0 1 Y N N N N N -18.223 -20.047 1.638  5.145  0.670  0.886  C13 NR6 19 
NR6 C14 C14 C  0 1 Y N N N N N -16.957 -20.104 1.086  4.163  -0.258 0.593  C14 NR6 20 
NR6 C15 C15 C  0 1 N N N N N N -13.420 -19.514 0.370  1.652  -3.437 -0.094 C15 NR6 21 
NR6 C16 C16 C  0 1 N N N N N N -12.760 -20.754 -0.157 2.867  -3.164 0.794  C16 NR6 22 
NR6 C17 C17 C  0 1 N N N N N N -15.534 -22.964 -1.628 0.029  -0.488 -1.049 C17 NR6 23 
NR6 C18 C18 C  0 1 N N N N N N -16.813 -23.618 -1.134 -1.428 -0.913 -1.258 C18 NR6 24 
NR6 H1  H1  H  0 1 N N N N N N -22.016 -24.753 -4.313 -6.734 1.539  1.527  H1  NR6 25 
NR6 H2  H2  H  0 1 N N N N N N -21.884 -26.525 -4.049 -6.758 2.482  0.018  H2  NR6 26 
NR6 CL1 CL1 CL 0 0 N Y N N N N -22.723 -25.501 -2.870 -8.655 1.025  0.186  CL1 NR6 27 
NR6 H4  H4  H  0 1 N N N N N N -21.188 -23.494 -2.215 -4.313 1.396  0.357  H4  NR6 28 
NR6 H5  H5  H  0 1 N N N N N N -19.585 -23.089 -0.598 -3.989 -1.332 -0.296 H5  NR6 29 
NR6 H6  H6  H  0 1 N N N N N N -19.003 -24.779 -0.782 -4.004 -0.391 -1.807 H6  NR6 30 
NR6 H7  H7  H  0 1 N N N N N N -17.897 -23.935 -2.953 -2.188 1.064  -0.863 H7  NR6 31 
NR6 H8  H8  H  0 1 N N N N N N -18.504 -21.304 -1.557 -2.708 0.652  1.535  H8  NR6 32 
NR6 H9  H9  H  0 1 N N N N N N -18.852 -21.782 -3.253 -2.173 -1.036 1.352  H9  NR6 33 
NR6 H10 H10 H  0 1 N N N N N N -16.500 -21.759 -3.809 -0.470 1.469  0.957  H10 NR6 34 
NR6 H11 H11 H  0 1 N N N N N N -16.917 -20.206 -3.009 -0.328 0.282  2.279  H11 NR6 35 
NR6 H12 H12 H  0 1 N N N N N N -15.898 -23.012 2.471  4.109  0.067  -2.772 H12 NR6 36 
NR6 H13 H13 H  0 1 N N N N N N -18.144 -22.894 3.487  5.850  1.724  -2.243 H13 NR6 37 
NR6 H14 H14 H  0 1 N N N N N N -18.884 -19.222 1.419  5.437  0.840  1.911  H14 NR6 38 
NR6 H15 H15 H  0 1 N N N N N N -16.617 -19.326 0.419  3.689  -0.812 1.389  H15 NR6 39 
NR6 H16 H16 H  0 1 N N N N N N -13.348 -19.268 1.440  0.718  -3.707 0.399  H16 NR6 40 
NR6 H17 H17 H  0 1 N N N N N N -13.395 -18.587 -0.222 1.829  -3.914 -1.058 H17 NR6 41 
NR6 H18 H18 H  0 1 N N N N N N -12.210 -21.418 0.526  3.845  -3.462 0.415  H18 NR6 42 
NR6 H19 H19 H  0 1 N N N N N N -12.258 -20.737 -1.136 2.733  -3.255 1.872  H19 NR6 43 
NR6 H20 H20 H  0 1 N N N N N N -15.224 -23.438 -2.571 0.195  0.487  -1.508 H20 NR6 44 
NR6 H21 H21 H  0 1 N N N N N N -14.744 -23.095 -0.874 0.693  -1.224 -1.503 H21 NR6 45 
NR6 H22 H22 H  0 1 N N N N N N -17.034 -23.234 -0.127 -1.569 -1.925 -0.880 H22 NR6 46 
NR6 H23 H23 H  0 1 N N N N N N -16.651 -24.705 -1.084 -1.666 -0.884 -2.321 H23 NR6 47 
# 
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 
NR6 C2  C1  SING N N 1  
NR6 C6  C5  SING N N 2  
NR6 C6  N2  SING N N 3  
NR6 O1  C1  DOUB N N 4  
NR6 C1  N1  SING N N 5  
NR6 C5  C4  SING N N 6  
NR6 N1  C3  SING N N 7  
NR6 C4  C3  SING N N 8  
NR6 C4  C18 SING N N 9  
NR6 N2  C17 SING N N 10 
NR6 N2  C7  SING N N 11 
NR6 O2  C7  DOUB N N 12 
NR6 C17 C18 SING N N 13 
NR6 C7  C8  SING N N 14 
NR6 C16 C8  SING N N 15 
NR6 C16 C15 SING N N 16 
NR6 C8  C15 SING N N 17 
NR6 C8  O3  SING N N 18 
NR6 O3  C9  SING N N 19 
NR6 C14 C9  DOUB Y N 20 
NR6 C14 C13 SING Y N 21 
NR6 C9  C10 SING Y N 22 
NR6 C13 C12 DOUB Y N 23 
NR6 C10 C11 DOUB Y N 24 
NR6 C12 C11 SING Y N 25 
NR6 C12 CL2 SING N N 26 
NR6 C2  H1  SING N N 27 
NR6 C2  H2  SING N N 28 
NR6 C2  CL1 SING N N 29 
NR6 N1  H4  SING N N 30 
NR6 C3  H5  SING N N 31 
NR6 C3  H6  SING N N 32 
NR6 C4  H7  SING N N 33 
NR6 C5  H8  SING N N 34 
NR6 C5  H9  SING N N 35 
NR6 C6  H10 SING N N 36 
NR6 C6  H11 SING N N 37 
NR6 C10 H12 SING N N 38 
NR6 C11 H13 SING N N 39 
NR6 C13 H14 SING N N 40 
NR6 C14 H15 SING N N 41 
NR6 C15 H16 SING N N 42 
NR6 C15 H17 SING N N 43 
NR6 C16 H18 SING N N 44 
NR6 C16 H19 SING N N 45 
NR6 C17 H20 SING N N 46 
NR6 C17 H21 SING N N 47 
NR6 C18 H22 SING N N 48 
NR6 C18 H23 SING N N 49 
# 
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 
NR6 InChI            InChI                1.06  "InChI=1S/C18H22Cl2N2O3/c19-11-16(23)21-12-13-5-9-22(10-6-13)17(24)18(7-8-18)25-15-3-1-14(20)2-4-15/h1-4,13H,5-12H2,(H,21,23)" 
NR6 InChIKey         InChI                1.06  QXDWNDTZFISQJX-UHFFFAOYSA-N                                                                                                    
NR6 SMILES_CANONICAL CACTVS               3.385 "ClCC(=O)NCC1CCN(CC1)C(=O)C2(CC2)Oc3ccc(Cl)cc3"                                                                                
NR6 SMILES           CACTVS               3.385 "ClCC(=O)NCC1CCN(CC1)C(=O)C2(CC2)Oc3ccc(Cl)cc3"                                                                                
NR6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1OC2(CC2)C(=O)N3CCC(CC3)CNC(=O)CCl)Cl"                                                                                
NR6 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1OC2(CC2)C(=O)N3CCC(CC3)CNC(=O)CCl)Cl"                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           NR6 
_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-chloranyl-~{N}-[[1-[1-(4-chloranylphenoxy)cyclopropyl]carbonylpiperidin-4-yl]methyl]ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
NR6 "Create component"  2022-08-17 PDBE 
NR6 "Initial release"   2023-09-20 RCSB 
NR6 "Modify descriptor" 2023-09-23 RCSB 
NR6 "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            NR6 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C2 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
