data_A1D5S
# 
_chem_comp.id                                    A1D5S 
_chem_comp.name                                  "1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H32 F2 N2 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         Vanoxerine 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-01-31 
_chem_comp.pdbx_modified_date                    2024-08-09 
_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                        450.563 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1D5S 
_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        8Y2F 
_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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1D5S C10 C1  C 0 1 N N N N N N 142.144 137.940 131.411 1.021  -2.496 -2.013 C10 A1D5S 1  
A1D5S C13 C2  C 0 1 N N N N N N 139.969 137.764 134.405 -1.975 -0.830 -0.454 C13 A1D5S 2  
A1D5S C15 C3  C 0 1 N N N N N N 140.066 135.555 133.527 -1.572 -2.927 0.685  C15 A1D5S 3  
A1D5S C17 C4  C 0 1 N N N N N N 138.219 136.158 135.189 -3.593 -1.672 1.138  C17 A1D5S 4  
A1D5S C20 C5  C 0 1 Y N N N N N 137.089 132.561 133.973 -6.960 0.131  0.862  C20 A1D5S 5  
A1D5S C21 C6  C 0 1 Y N N N N N 136.802 132.040 132.694 -6.943 1.508  0.734  C21 A1D5S 6  
A1D5S C22 C7  C 0 1 Y N N N N N 136.986 130.690 132.366 -8.001 2.158  0.128  C22 A1D5S 7  
A1D5S C24 C8  C 0 1 Y N N N N N 137.766 130.300 134.590 -9.093 0.056  -0.222 C24 A1D5S 8  
A1D5S C26 C9  C 0 1 Y N N N N N 146.291 136.020 131.526 2.932  1.306  -0.743 C26 A1D5S 9  
A1D5S C28 C10 C 0 1 Y N N N N N 146.545 135.163 133.831 2.539  3.645  -1.076 C28 A1D5S 10 
A1D5S C01 C11 C 0 1 Y N N N N N 148.620 140.235 129.409 6.956  -0.661 1.438  C01 A1D5S 11 
A1D5S C02 C12 C 0 1 Y N N N N N 148.922 139.305 130.393 7.141  -0.022 0.224  C02 A1D5S 12 
A1D5S C03 C13 C 0 1 Y N N N N N 147.982 138.309 130.708 6.063  0.201  -0.611 C03 A1D5S 13 
A1D5S C04 C14 C 0 1 Y N N N N N 146.734 138.193 130.080 4.799  -0.214 -0.234 C04 A1D5S 14 
A1D5S C05 C15 C 0 1 Y N N N N N 146.477 139.169 129.088 4.613  -0.853 0.978  C05 A1D5S 15 
A1D5S C06 C16 C 0 1 Y N N N N N 147.392 140.186 128.740 5.690  -1.076 1.814  C06 A1D5S 16 
A1D5S C07 C17 C 0 1 N N N N N N 145.681 137.046 130.464 3.624  0.029  -1.145 C07 A1D5S 17 
A1D5S O08 O1  O 0 1 N N N N N N 144.495 137.649 130.989 2.707  -1.062 -1.042 O08 A1D5S 18 
A1D5S C09 C18 C 0 1 N N N N N N 143.241 136.997 130.866 1.966  -1.314 -2.238 C09 A1D5S 19 
A1D5S N11 N1  N 0 1 N N N N N N 141.664 137.342 132.690 0.021  -2.138 -0.999 N11 A1D5S 20 
A1D5S C12 C19 C 0 1 N N N N N N 140.682 138.325 133.199 -1.000 -1.242 -1.559 C12 A1D5S 21 
A1D5S N14 N2  N 0 1 N N N N N N 139.099 136.608 133.976 -2.593 -2.031 0.124  N14 A1D5S 22 
A1D5S C16 C20 C 0 1 N N N N N N 140.949 136.074 132.371 -0.597 -3.340 -0.419 C16 A1D5S 23 
A1D5S C18 C21 C 0 1 N N N N N N 138.017 134.627 135.247 -4.765 -0.952 0.467  C18 A1D5S 24 
A1D5S C19 C22 C 0 1 N N N N N N 136.892 134.040 134.347 -5.806 -0.578 1.523  C19 A1D5S 25 
A1D5S C23 C23 C 0 1 Y N N N N N 137.475 129.811 133.320 -9.076 1.433  -0.350 C23 A1D5S 26 
A1D5S C25 C24 C 0 1 Y N N N N N 137.582 131.647 134.912 -8.038 -0.594 0.389  C25 A1D5S 27 
A1D5S C27 C25 C 0 1 Y N N N N N 146.006 136.061 132.900 3.172  2.473  -1.445 C27 A1D5S 28 
A1D5S C29 C26 C 0 1 Y N N N N N 147.402 134.178 133.402 1.664  3.650  -0.003 C29 A1D5S 29 
A1D5S C30 C27 C 0 1 Y N N N N N 147.734 134.077 132.063 1.415  2.479  0.692  C30 A1D5S 30 
A1D5S C31 C28 C 0 1 Y N N N N N 147.177 134.989 131.152 2.055  1.309  0.326  C31 A1D5S 31 
A1D5S F32 F1  F 0 1 N N N N N N 149.528 141.197 129.097 8.011  -0.884 2.253  F32 A1D5S 32 
A1D5S F33 F2  F 0 1 N N N N N N 147.919 133.306 134.299 1.045  4.795  0.358  F33 A1D5S 33 
A1D5S H1  H1  H 0 1 N N N N N N 142.561 138.942 131.593 0.518  -2.742 -2.948 H1  A1D5S 34 
A1D5S H2  H2  H 0 1 N N N N N N 141.315 138.013 130.692 1.594  -3.359 -1.671 H2  A1D5S 35 
A1D5S H3  H3  H 0 1 N N N N N N 140.709 137.414 135.140 -1.436 -0.288 0.323  H3  A1D5S 36 
A1D5S H4  H4  H 0 1 N N N N N N 139.343 138.546 134.859 -2.750 -0.189 -0.874 H4  A1D5S 37 
A1D5S H5  H5  H 0 1 N N N N N N 139.505 134.674 133.184 -1.028 -2.409 1.475  H5  A1D5S 38 
A1D5S H6  H6  H 0 1 N N N N N N 140.710 135.273 134.373 -2.053 -3.814 1.097  H6  A1D5S 39 
A1D5S H7  H7  H 0 1 N N N N N N 138.709 136.483 136.119 -3.955 -2.576 1.628  H7  A1D5S 40 
A1D5S H8  H8  H 0 1 N N N N N N 137.234 136.640 135.106 -3.139 -1.015 1.880  H8  A1D5S 41 
A1D5S H9  H9  H 0 1 N N N N N N 136.425 132.710 131.935 -6.103 2.074  1.107  H9  A1D5S 42 
A1D5S H10 H10 H 0 1 N N N N N N 136.748 130.336 131.374 -7.988 3.234  0.028  H10 A1D5S 43 
A1D5S H11 H11 H 0 1 N N N N N N 138.142 129.623 135.343 -9.935 -0.510 -0.592 H11 A1D5S 44 
A1D5S H12 H12 H 0 1 N N N N N N 146.289 135.244 134.877 2.727  4.556  -1.625 H12 A1D5S 45 
A1D5S H13 H13 H 0 1 N N N N N N 149.869 139.346 130.911 8.128  0.303  -0.071 H13 A1D5S 46 
A1D5S H14 H14 H 0 1 N N N N N N 148.235 137.593 131.476 6.207  0.699  -1.558 H14 A1D5S 47 
A1D5S H15 H15 H 0 1 N N N N N N 145.530 139.134 128.569 3.625  -1.176 1.271  H15 A1D5S 48 
A1D5S H16 H16 H 0 1 N N N N N N 147.150 140.909 127.975 5.544  -1.575 2.761  H16 A1D5S 49 
A1D5S H17 H17 H 0 1 N N N N N N 145.446 136.484 129.548 3.973  0.114  -2.174 H17 A1D5S 50 
A1D5S H18 H18 H 0 1 N N N N N N 143.043 136.769 129.808 2.655  -1.549 -3.049 H18 A1D5S 51 
A1D5S H19 H19 H 0 1 N N N N N N 143.250 136.063 131.447 1.386  -0.429 -2.499 H19 A1D5S 52 
A1D5S H21 H21 H 0 1 N N N N N N 141.206 139.250 133.483 -1.544 -1.760 -2.349 H21 A1D5S 53 
A1D5S H22 H22 H 0 1 N N N N N N 139.947 138.547 132.411 -0.519 -0.354 -1.970 H22 A1D5S 54 
A1D5S H24 H24 H 0 1 N N N N N N 140.308 136.247 131.494 0.178  -3.981 0.001  H24 A1D5S 55 
A1D5S H25 H25 H 0 1 N N N N N N 141.697 135.304 132.132 -1.136 -3.882 -1.196 H25 A1D5S 56 
A1D5S H26 H26 H 0 1 N N N N N N 137.785 134.360 136.289 -4.403 -0.048 -0.022 H26 A1D5S 57 
A1D5S H27 H27 H 0 1 N N N N N N 138.964 134.154 134.949 -5.219 -1.609 -0.274 H27 A1D5S 58 
A1D5S H28 H28 H 0 1 N N N N N N 136.852 134.628 133.418 -5.352 0.079  2.265  H28 A1D5S 59 
A1D5S H29 H29 H 0 1 N N N N N N 135.936 134.136 134.883 -6.168 -1.482 2.013  H29 A1D5S 60 
A1D5S H30 H30 H 0 1 N N N N N N 137.627 128.768 133.083 -9.903 1.941  -0.823 H30 A1D5S 61 
A1D5S H31 H31 H 0 1 N N N N N N 137.825 131.991 135.907 -8.053 -1.668 0.494  H31 A1D5S 62 
A1D5S H32 H32 H 0 1 N N N N N N 145.334 136.827 133.259 3.855  2.468  -2.282 H32 A1D5S 63 
A1D5S H33 H33 H 0 1 N N N N N N 148.412 133.308 131.723 0.733  2.482  1.529  H33 A1D5S 64 
A1D5S H34 H34 H 0 1 N N N N N N 147.441 134.896 130.109 1.868  0.398  0.874  H34 A1D5S 65 
# 
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 
A1D5S C06 C05 DOUB Y N 1  
A1D5S C06 C01 SING Y N 2  
A1D5S C05 C04 SING Y N 3  
A1D5S F32 C01 SING N N 4  
A1D5S C01 C02 DOUB Y N 5  
A1D5S C04 C07 SING N N 6  
A1D5S C04 C03 DOUB Y N 7  
A1D5S C02 C03 SING Y N 8  
A1D5S C07 O08 SING N N 9  
A1D5S C07 C26 SING N N 10 
A1D5S C09 O08 SING N N 11 
A1D5S C09 C10 SING N N 12 
A1D5S C31 C26 DOUB Y N 13 
A1D5S C31 C30 SING Y N 14 
A1D5S C10 N11 SING N N 15 
A1D5S C26 C27 SING Y N 16 
A1D5S C30 C29 DOUB Y N 17 
A1D5S C22 C21 DOUB Y N 18 
A1D5S C22 C23 SING Y N 19 
A1D5S C16 N11 SING N N 20 
A1D5S C16 C15 SING N N 21 
A1D5S N11 C12 SING N N 22 
A1D5S C21 C20 SING Y N 23 
A1D5S C27 C28 DOUB Y N 24 
A1D5S C12 C13 SING N N 25 
A1D5S C23 C24 DOUB Y N 26 
A1D5S C29 C28 SING Y N 27 
A1D5S C29 F33 SING N N 28 
A1D5S C15 N14 SING N N 29 
A1D5S C20 C19 SING N N 30 
A1D5S C20 C25 DOUB Y N 31 
A1D5S N14 C13 SING N N 32 
A1D5S N14 C17 SING N N 33 
A1D5S C19 C18 SING N N 34 
A1D5S C24 C25 SING Y N 35 
A1D5S C17 C18 SING N N 36 
A1D5S C10 H1  SING N N 37 
A1D5S C10 H2  SING N N 38 
A1D5S C13 H3  SING N N 39 
A1D5S C13 H4  SING N N 40 
A1D5S C15 H5  SING N N 41 
A1D5S C15 H6  SING N N 42 
A1D5S C17 H7  SING N N 43 
A1D5S C17 H8  SING N N 44 
A1D5S C21 H9  SING N N 45 
A1D5S C22 H10 SING N N 46 
A1D5S C24 H11 SING N N 47 
A1D5S C28 H12 SING N N 48 
A1D5S C02 H13 SING N N 49 
A1D5S C03 H14 SING N N 50 
A1D5S C05 H15 SING N N 51 
A1D5S C06 H16 SING N N 52 
A1D5S C07 H17 SING N N 53 
A1D5S C09 H18 SING N N 54 
A1D5S C09 H19 SING N N 55 
A1D5S C12 H21 SING N N 56 
A1D5S C12 H22 SING N N 57 
A1D5S C16 H24 SING N N 58 
A1D5S C16 H25 SING N N 59 
A1D5S C18 H26 SING N N 60 
A1D5S C18 H27 SING N N 61 
A1D5S C19 H28 SING N N 62 
A1D5S C19 H29 SING N N 63 
A1D5S C23 H30 SING N N 64 
A1D5S C25 H31 SING N N 65 
A1D5S C27 H32 SING N N 66 
A1D5S C30 H33 SING N N 67 
A1D5S C31 H34 SING N N 68 
# 
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 
A1D5S InChI            InChI                1.06  "InChI=1S/C28H32F2N2O/c29-26-12-8-24(9-13-26)28(25-10-14-27(30)15-11-25)33-22-21-32-19-17-31(18-20-32)16-4-7-23-5-2-1-3-6-23/h1-3,5-6,8-15,28H,4,7,16-22H2" 
A1D5S InChIKey         InChI                1.06  NAUWTFJOPJWYOT-UHFFFAOYSA-N                                                                                                                                 
A1D5S SMILES_CANONICAL CACTVS               3.385 "Fc1ccc(cc1)C(OCCN2CCN(CCCc3ccccc3)CC2)c4ccc(F)cc4"                                                                                                         
A1D5S SMILES           CACTVS               3.385 "Fc1ccc(cc1)C(OCCN2CCN(CCCc3ccccc3)CC2)c4ccc(F)cc4"                                                                                                         
A1D5S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CCCN2CCN(CC2)CCOC(c3ccc(cc3)F)c4ccc(cc4)F"                                                                                                       
A1D5S SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CCCN2CCN(CC2)CCOC(c3ccc(cc3)F)c4ccc(cc4)F"                                                                                                       
# 
_pdbx_chem_comp_identifier.comp_id           A1D5S 
_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        "1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1D5S 
_pdbx_chem_comp_synonyms.name         Vanoxerine 
_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 
A1D5S "Create component" 2024-01-31 PDBC 
A1D5S "Initial release"  2024-08-14 RCSB 
# 
