data_U9I
# 
_chem_comp.id                                    U9I 
_chem_comp.name                                  "methyl (3R)-4-[(3,4-dichlorophenyl)acetyl]-3-[(pyrrolidin-1-yl)methyl]piperazine-1-carboxylate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H25 Cl2 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-08-11 
_chem_comp.pdbx_modified_date                    2023-04-28 
_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                        414.326 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     U9I 
_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        8DZR 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
U9I C1  C1  C  0 1 N N N 124.387 132.984 156.612 6.837  -3.078 0.000  C1  U9I 1  
U9I C10 C2  C  0 1 Y N N 135.600 137.266 157.020 -5.102 -0.117 0.519  C10 U9I 2  
U9I C11 C3  C  0 1 Y N N 135.614 136.687 155.764 -4.473 -0.752 -0.539 C11 U9I 3  
U9I C12 C4  C  0 1 Y N N 134.431 136.328 155.145 -3.181 -1.222 -0.393 C12 U9I 4  
U9I C13 C5  C  0 1 N N R 129.704 133.050 155.490 2.154  0.351  0.356  C13 U9I 5  
U9I C14 C6  C  0 1 N N N 130.615 131.873 155.099 1.405  1.607  -0.094 C14 U9I 6  
U9I C15 C7  C  0 1 N N N 132.374 131.005 153.648 1.744  3.792  -1.112 C15 U9I 7  
U9I C16 C8  C  0 1 N N N 132.732 131.121 152.186 2.666  5.002  -0.815 C16 U9I 8  
U9I C17 C9  C  0 1 N N N 131.404 131.403 151.508 3.035  4.798  0.673  C17 U9I 9  
U9I C18 C10 C  0 1 N N N 130.421 131.586 152.650 2.807  3.299  0.942  C18 U9I 10 
U9I C19 C11 C  0 1 N N N 128.269 132.831 155.060 3.100  -0.111 -0.759 C19 U9I 11 
U9I C2  C12 C  0 1 N N N 126.261 134.139 155.810 4.940  -1.675 -0.358 C2  U9I 12 
U9I C3  C13 C  0 1 N N N 128.022 135.241 154.568 2.654  -2.523 -0.140 C3  U9I 13 
U9I C4  C14 C  0 1 N N N 129.384 134.984 153.979 1.700  -2.059 0.979  C4  U9I 14 
U9I C5  C15 C  0 1 N N N 131.408 134.786 155.504 -0.135 -0.491 0.573  C5  U9I 15 
U9I C6  C16 C  0 1 N N N 131.926 136.161 155.109 -1.109 -1.570 0.968  C6  U9I 16 
U9I C7  C17 C  0 1 Y N N 133.215 136.542 155.781 -2.518 -1.058 0.809  C7  U9I 17 
U9I C8  C18 C  0 1 Y N N 133.220 137.130 157.036 -3.146 -0.426 1.866  C8  U9I 18 
U9I C9  C19 C  0 1 Y N N 134.399 137.489 157.660 -4.438 0.045  1.721  C9  U9I 19 
U9I N1  N1  N  0 1 N N N 127.455 134.049 155.182 3.613  -1.445 -0.417 N1  U9I 20 
U9I N2  N2  N  0 1 N N N 130.233 134.333 154.980 1.191  -0.724 0.635  N2  U9I 21 
U9I N3  N3  N  0 1 N N N 131.267 131.952 153.789 2.366  2.691  -0.333 N3  U9I 22 
U9I O1  O1  O  0 1 N N N 125.690 132.944 155.998 5.396  -2.902 -0.044 O1  U9I 23 
U9I O2  O2  O  0 1 N N N 125.761 135.186 156.157 5.724  -0.776 -0.589 O2  U9I 24 
U9I O3  O3  O  0 1 N N N 132.048 134.117 156.316 -0.544 0.588  0.199  O3  U9I 25 
U9I CL1 CL1 CL 0 0 N N N 137.071 137.720 157.809 -6.722 0.479  0.335  CL1 U9I 26 
U9I CL2 CL2 CL 0 0 N N N 137.106 136.396 154.942 -5.307 -0.957 -2.048 CL2 U9I 27 
U9I H2  H1  H  0 1 N N N 124.002 131.960 156.724 7.261  -2.849 -0.977 H2  U9I 28 
U9I H3  H2  H  0 1 N N N 124.463 133.457 157.602 7.262  -2.407 0.747  H3  U9I 29 
U9I H1  H3  H  0 1 N N N 123.701 133.566 155.979 7.069  -4.110 0.265  H1  U9I 30 
U9I H12 H4  H  0 1 N N N 134.453 135.879 154.163 -2.690 -1.717 -1.217 H12 U9I 31 
U9I H13 H5  H  0 1 N N N 129.708 133.104 156.589 2.728  0.570  1.256  H13 U9I 32 
U9I H15 H6  H  0 1 N N N 130.003 130.959 155.112 0.859  1.395  -1.013 H15 U9I 33 
U9I H14 H7  H  0 1 N N N 131.405 131.796 155.860 0.702  1.909  0.683  H14 U9I 34 
U9I H16 H8  H  0 1 N N N 132.054 129.982 153.897 0.730  3.986  -0.762 H16 U9I 35 
U9I H17 H9  H  0 1 N N N 133.223 131.290 154.287 1.744  3.558  -2.176 H17 U9I 36 
U9I H19 H10 H  0 1 N N N 133.170 130.183 151.814 3.557  4.970  -1.441 H19 U9I 37 
U9I H18 H11 H  0 1 N N N 133.439 131.947 152.020 2.129  5.940  -0.957 H18 U9I 38 
U9I H20 H12 H  0 1 N N N 131.466 132.317 150.899 4.080  5.059  0.842  H20 U9I 39 
U9I H21 H13 H  0 1 N N N 131.106 130.557 150.871 2.386  5.399  1.309  H21 U9I 40 
U9I H22 H14 H  0 1 N N N 129.702 132.387 152.423 3.737  2.836  1.271  H22 U9I 41 
U9I H23 H15 H  0 1 N N N 129.877 130.652 152.851 2.036  3.171  1.701  H23 U9I 42 
U9I H24 H16 H  0 1 N N N 127.827 132.046 155.691 2.558  -0.158 -1.703 H24 U9I 43 
U9I H25 H17 H  0 1 N N N 128.261 132.505 154.010 3.931  0.590  -0.846 H25 U9I 44 
U9I H4  H18 H  0 1 N N N 128.109 136.026 155.333 3.189  -3.416 0.182  H4  U9I 45 
U9I H5  H19 H  0 1 N N N 127.349 135.582 153.768 2.081  -2.744 -1.041 H5  U9I 46 
U9I H6  H20 H  0 1 N N N 129.286 134.330 153.100 0.870  -2.760 1.065  H6  U9I 47 
U9I H7  H21 H  0 1 N N N 129.839 135.939 153.677 2.241  -2.011 1.924  H7  U9I 48 
U9I H8  H22 H  0 1 N N N 132.086 136.171 154.021 -0.965 -2.442 0.329  H8  U9I 49 
U9I H9  H23 H  0 1 N N N 131.163 136.908 155.374 -0.939 -1.850 2.008  H9  U9I 50 
U9I H10 H24 H  0 1 N N N 132.281 137.312 157.537 -2.627 -0.299 2.804  H10 U9I 51 
U9I H11 H25 H  0 1 N N N 134.380 137.941 158.641 -4.926 0.543  2.546  H11 U9I 52 
# 
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 
U9I C17 C16 SING N N 1  
U9I C17 C18 SING N N 2  
U9I C16 C15 SING N N 3  
U9I C18 N3  SING N N 4  
U9I C15 N3  SING N N 5  
U9I N3  C14 SING N N 6  
U9I C4  C3  SING N N 7  
U9I C4  N2  SING N N 8  
U9I C3  N1  SING N N 9  
U9I CL2 C11 SING N N 10 
U9I N2  C13 SING N N 11 
U9I N2  C5  SING N N 12 
U9I C19 N1  SING N N 13 
U9I C19 C13 SING N N 14 
U9I C14 C13 SING N N 15 
U9I C6  C5  SING N N 16 
U9I C6  C7  SING N N 17 
U9I C12 C11 DOUB Y N 18 
U9I C12 C7  SING Y N 19 
U9I N1  C2  SING N N 20 
U9I C5  O3  DOUB N N 21 
U9I C11 C10 SING Y N 22 
U9I C7  C8  DOUB Y N 23 
U9I C2  O1  SING N N 24 
U9I C2  O2  DOUB N N 25 
U9I O1  C1  SING N N 26 
U9I C10 C9  DOUB Y N 27 
U9I C10 CL1 SING N N 28 
U9I C8  C9  SING Y N 29 
U9I C1  H2  SING N N 30 
U9I C1  H3  SING N N 31 
U9I C1  H1  SING N N 32 
U9I C12 H12 SING N N 33 
U9I C13 H13 SING N N 34 
U9I C14 H15 SING N N 35 
U9I C14 H14 SING N N 36 
U9I C15 H16 SING N N 37 
U9I C15 H17 SING N N 38 
U9I C16 H19 SING N N 39 
U9I C16 H18 SING N N 40 
U9I C17 H20 SING N N 41 
U9I C17 H21 SING N N 42 
U9I C18 H22 SING N N 43 
U9I C18 H23 SING N N 44 
U9I C19 H24 SING N N 45 
U9I C19 H25 SING N N 46 
U9I C3  H4  SING N N 47 
U9I C3  H5  SING N N 48 
U9I C4  H6  SING N N 49 
U9I C4  H7  SING N N 50 
U9I C6  H8  SING N N 51 
U9I C6  H9  SING N N 52 
U9I C8  H10 SING N N 53 
U9I C9  H11 SING N N 54 
# 
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 
U9I SMILES           ACDLabs              12.01 "Clc1ccc(cc1Cl)CC(=O)N1CCN(CC1CN1CCCC1)C(=O)OC"                                                                                                       
U9I InChI            InChI                1.06  "InChI=1S/C19H25Cl2N3O3/c1-27-19(26)23-8-9-24(15(13-23)12-22-6-2-3-7-22)18(25)11-14-4-5-16(20)17(21)10-14/h4-5,10,15H,2-3,6-9,11-13H2,1H3/t15-/m1/s1" 
U9I InChIKey         InChI                1.06  HJUAKZYKCANOOZ-OAHLLOKOSA-N                                                                                                                           
U9I SMILES_CANONICAL CACTVS               3.385 "COC(=O)N1CCN([C@H](CN2CCCC2)C1)C(=O)Cc3ccc(Cl)c(Cl)c3"                                                                                               
U9I SMILES           CACTVS               3.385 "COC(=O)N1CCN([CH](CN2CCCC2)C1)C(=O)Cc3ccc(Cl)c(Cl)c3"                                                                                                
U9I SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COC(=O)N1CCN([C@@H](C1)CN2CCCC2)C(=O)Cc3ccc(c(c3)Cl)Cl"                                                                                              
U9I SMILES           "OpenEye OEToolkits" 2.0.7 "COC(=O)N1CCN(C(C1)CN2CCCC2)C(=O)Cc3ccc(c(c3)Cl)Cl"                                                                                                   
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
U9I "SYSTEMATIC NAME" ACDLabs              12.01 "methyl (3R)-4-[(3,4-dichlorophenyl)acetyl]-3-[(pyrrolidin-1-yl)methyl]piperazine-1-carboxylate"      
U9I "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "methyl (3~{R})-4-[2-(3,4-dichlorophenyl)ethanoyl]-3-(pyrrolidin-1-ylmethyl)piperazine-1-carboxylate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
U9I "Create component" 2022-08-11 RCSB 
U9I "Initial release"  2023-05-03 RCSB 
# 
