data_O4I
# 
_chem_comp.id                                    O4I 
_chem_comp.name                                  "2-chloranyl-~{N}-[[1-[2-(4-chloranylphenoxy)-2-methyl-propanoyl]piperidin-4-yl]methyl]ethanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H24 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                     2022-08-26 
_chem_comp.pdbx_modified_date                    2023-09-15 
_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                        387.301 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     O4I 
_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        8AV7 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
O4I O1  O1  O  0 1 N N N 14.802 20.593 1.000  -3.172 -0.787 1.204  O1  O4I 1  
O4I O2  O2  O  0 1 N N N 15.494 18.292 -1.484 -2.857 -1.740 -2.026 O2  O4I 2  
O4I O3  O3  O  0 1 N N N 20.831 24.963 -1.799 4.846  0.603  1.069  O3  O4I 3  
O4I C1  C1  C  0 1 N N N 12.847 20.052 -0.237 -3.905 -3.062 0.847  C1  O4I 4  
O4I C2  C2  C  0 1 N N N 14.272 19.600 0.079  -3.626 -1.702 0.205  C2  O4I 5  
O4I C3  C3  C  0 1 N N N 14.252 18.297 0.880  -4.910 -1.166 -0.432 C3  O4I 6  
O4I C4  C4  C  0 1 Y N N 16.082 20.644 1.509  -2.877 0.475  0.796  C4  O4I 7  
O4I C5  C5  C  0 1 Y N N 16.326 21.644 2.438  -2.550 1.448  1.730  C5  O4I 8  
O4I C6  C6  C  0 1 Y N N 17.581 21.780 2.993  -2.249 2.731  1.313  C6  O4I 9  
O4I C7  C7  C  0 1 Y N N 18.585 20.917 2.579  -2.273 3.045  -0.034 C7  O4I 10 
O4I CL1 CL1 CL 0 0 N N N 20.172 21.062 3.240  -1.895 4.657  -0.555 CL1 O4I 11 
O4I C8  C8  C  0 1 Y N N 18.359 19.916 1.669  -2.599 2.076  -0.966 C8  O4I 12 
O4I C9  C9  C  0 1 Y N N 17.106 19.788 1.111  -2.895 0.791  -0.554 C9  O4I 13 
O4I C10 C10 C  0 1 N N N 15.137 19.443 -1.184 -2.565 -1.855 -0.855 C10 O4I 14 
O4I N1  N1  N  0 1 N N N 15.535 20.517 -1.942 -1.292 -2.119 -0.501 N1  O4I 15 
O4I C11 C11 C  0 1 N N N 16.316 20.338 -3.177 -0.949 -2.411 0.898  C11 O4I 16 
O4I C12 C12 C  0 1 N Y N 17.625 21.078 -3.099 0.179  -1.471 1.335  C12 O4I 17 
O4I C13 C13 C  0 1 N N N 17.412 22.548 -2.805 1.352  -1.601 0.361  C13 O4I 18 
O4I C14 C14 C  0 1 N N N 18.764 23.233 -2.679 2.494  -0.690 0.814  C14 O4I 19 
O4I N2  N2  N  0 1 N N N 18.647 24.679 -2.511 3.659  -0.902 -0.049 N2  O4I 20 
O4I C15 C15 C  0 1 N N N 19.678 25.444 -2.149 4.792  -0.202 0.164  C15 O4I 21 
O4I C16 C16 C  0 1 N N N 19.403 26.938 -2.243 5.990  -0.421 -0.723 C16 O4I 22 
O4I CL2 CL2 CL 0 0 N Y N 17.740 27.477 -1.948 7.336  0.653  -0.189 CL2 O4I 23 
O4I C17 C17 C  0 1 N N N 16.575 22.735 -1.547 0.899  -1.192 -1.043 C17 O4I 24 
O4I C18 C18 C  0 1 N N N 15.273 21.931 -1.607 -0.221 -2.128 -1.507 C18 O4I 25 
O4I H1  H1  H  0 1 N N N 12.276 20.147 0.698  -4.166 -3.783 0.073  H1  O4I 26 
O4I H2  H2  H  0 1 N N N 12.876 21.025 -0.749 -3.015 -3.404 1.376  H2  O4I 27 
O4I H3  H3  H  0 1 N N N 12.363 19.309 -0.888 -4.732 -2.969 1.551  H3  O4I 28 
O4I H4  H4  H  0 1 N N N 13.630 18.427 1.778  -5.708 -1.159 0.310  H4  O4I 29 
O4I H5  H5  H  0 1 N N N 13.834 17.491 0.259  -4.740 -0.152 -0.794 H5  O4I 30 
O4I H6  H6  H  0 1 N N N 15.278 18.035 1.179  -5.196 -1.806 -1.267 H6  O4I 31 
O4I H7  H7  H  0 1 N N N 15.532 22.317 2.727  -2.531 1.203  2.782  H7  O4I 32 
O4I H8  H8  H  0 1 N N N 17.778 22.541 3.733  -1.995 3.488  2.040  H8  O4I 33 
O4I H9  H9  H  0 1 N N N 19.153 19.237 1.394  -2.617 2.323  -2.018 H9  O4I 34 
O4I H10 H10 H  0 1 N N N 16.919 19.027 0.368  -3.146 0.034  -1.283 H10 O4I 35 
O4I H11 H11 H  0 1 N N N 15.736 20.722 -4.029 -1.823 -2.251 1.530  H11 O4I 36 
O4I H12 H12 H  0 1 N N N 16.517 19.266 -3.324 -0.618 -3.445 0.985  H12 O4I 37 
O4I H13 H13 H  0 1 N N N 18.238 20.638 -2.298 -0.183 -0.443 1.334  H13 O4I 38 
O4I H14 H14 H  0 1 N N N 18.151 20.978 -4.060 0.508  -1.741 2.339  H14 O4I 39 
O4I H15 H15 H  0 1 N N N 16.872 22.998 -3.651 1.697  -2.635 0.343  H15 O4I 40 
O4I H16 H16 H  0 1 N N N 19.289 22.818 -1.806 2.177  0.351  0.747  H16 O4I 41 
O4I H17 H17 H  0 1 N N N 19.348 23.030 -3.589 2.758  -0.923 1.845  H17 O4I 42 
O4I H18 H18 H  0 1 N N N 17.760 25.112 -2.674 3.616  -1.546 -0.773 H18 O4I 43 
O4I H19 H19 H  0 1 N N N 20.049 27.440 -1.508 6.307  -1.461 -0.656 H19 O4I 44 
O4I H20 H20 H  0 1 N N N 19.681 27.262 -3.257 5.726  -0.187 -1.755 H20 O4I 45 
O4I H21 H21 H  0 1 N N N 17.160 22.402 -0.677 0.530  -0.166 -1.021 H21 O4I 46 
O4I H22 H22 H  0 1 N N N 16.330 23.802 -1.437 1.740  -1.261 -1.732 H22 O4I 47 
O4I H23 H23 H  0 1 N N N 14.617 22.366 -2.375 0.172  -3.139 -1.613 H23 O4I 48 
O4I H24 H24 H  0 1 N N N 14.774 21.982 -0.628 -0.616 -1.785 -2.463 H24 O4I 49 
# 
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 
O4I C11 C12 SING N N 1  
O4I C11 N1  SING N N 2  
O4I C12 C13 SING N N 3  
O4I C13 C14 SING N N 4  
O4I C13 C17 SING N N 5  
O4I C14 N2  SING N N 6  
O4I N2  C15 SING N N 7  
O4I C16 C15 SING N N 8  
O4I C16 CL2 SING N N 9  
O4I C15 O3  DOUB N N 10 
O4I N1  C18 SING N N 11 
O4I N1  C10 SING N N 12 
O4I C18 C17 SING N N 13 
O4I O2  C10 DOUB N N 14 
O4I C10 C2  SING N N 15 
O4I C1  C2  SING N N 16 
O4I C2  C3  SING N N 17 
O4I C2  O1  SING N N 18 
O4I O1  C4  SING N N 19 
O4I C9  C4  DOUB Y N 20 
O4I C9  C8  SING Y N 21 
O4I C4  C5  SING Y N 22 
O4I C8  C7  DOUB Y N 23 
O4I C5  C6  DOUB Y N 24 
O4I C7  C6  SING Y N 25 
O4I C7  CL1 SING N N 26 
O4I C1  H1  SING N N 27 
O4I C1  H2  SING N N 28 
O4I C1  H3  SING N N 29 
O4I C3  H4  SING N N 30 
O4I C3  H5  SING N N 31 
O4I C3  H6  SING N N 32 
O4I C5  H7  SING N N 33 
O4I C6  H8  SING N N 34 
O4I C8  H9  SING N N 35 
O4I C9  H10 SING N N 36 
O4I C11 H11 SING N N 37 
O4I C11 H12 SING N N 38 
O4I C12 H13 SING N N 39 
O4I C12 H14 SING N N 40 
O4I C13 H15 SING N N 41 
O4I C14 H16 SING N N 42 
O4I C14 H17 SING N N 43 
O4I N2  H18 SING N N 44 
O4I C16 H19 SING N N 45 
O4I C16 H20 SING N N 46 
O4I C17 H21 SING N N 47 
O4I C17 H22 SING N N 48 
O4I C18 H23 SING N N 49 
O4I C18 H24 SING N N 50 
# 
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 
O4I InChI            InChI                1.06    "InChI=1S/C18H24Cl2N2O3/c1-18(2,25-15-5-3-14(20)4-6-15)17(24)22-9-7-13(8-10-22)12-21-16(23)11-19/h3-6,13H,7-12H2,1-2H3,(H,21,23)" 
O4I InChIKey         InChI                1.06    TYZFHNCWUHVJGN-UHFFFAOYSA-N                                                                                                       
O4I SMILES_CANONICAL CACTVS               3.385   "CC(C)(Oc1ccc(Cl)cc1)C(=O)N2CCC(CC2)CNC(=O)CCl"                                                                                   
O4I SMILES           CACTVS               3.385   "CC(C)(Oc1ccc(Cl)cc1)C(=O)N2CCC(CC2)CNC(=O)CCl"                                                                                   
O4I SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CC(C)(C(=O)N1CCC(CC1)CNC(=O)CCl)Oc2ccc(cc2)Cl"                                                                                   
O4I SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC(C)(C(=O)N1CCC(CC1)CNC(=O)CCl)Oc2ccc(cc2)Cl"                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           O4I 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   3.1.0.0 
_pdbx_chem_comp_identifier.identifier        "2-chloranyl-~{N}-[[1-[2-(4-chloranylphenoxy)-2-methyl-propanoyl]piperidin-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 
O4I "Create component"         2022-08-26 PDBE 
O4I "Modify leaving atom flag" 2022-08-30 PDBE 
O4I "Initial release"          2023-09-20 RCSB 
# 
