data_TB4
# 
_chem_comp.id                                    TB4 
_chem_comp.name                                  Vixotrigine 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H19 F N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(2~{S},5~{R})-5-[4-[(2-fluorophenyl)methoxy]phenyl]pyrrolidine-2-carboxamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-04-21 
_chem_comp.pdbx_modified_date                    2023-11-01 
_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                        314.354 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TB4 
_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        8I5Y 
_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.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 
TB4 C15 C1  C 0 1 Y N N N N N 133.314 133.679 137.375 -0.230 0.954  0.219  C15 TB4 1  
TB4 C16 C2  C 0 1 Y N N N N N 132.220 134.190 136.700 0.811  0.057  0.030  C16 TB4 2  
TB4 C17 C3  C 0 1 N N N N N N 129.996 133.857 137.265 3.120  -0.493 -0.110 C17 TB4 3  
TB4 C20 C4  C 0 1 Y N N N N N 127.985 132.479 137.891 4.566  1.515  0.260  C20 TB4 4  
TB4 C19 C5  C 0 1 Y N N N N N 130.084 131.924 138.910 5.622  -0.593 -0.165 C19 TB4 5  
TB4 C18 C6  C 0 1 Y N N N N N 129.342 132.713 138.043 4.473  0.162  -0.002 C18 TB4 6  
TB4 C21 C7  C 0 1 Y N N N N N 129.474 130.898 139.612 6.865  0.010  -0.065 C21 TB4 7  
TB4 C22 C8  C 0 1 Y N N N N N 127.376 131.456 138.597 5.808  2.116  0.360  C22 TB4 8  
TB4 C14 C9  C 0 1 Y N N N N N 132.252 135.486 136.214 0.535  -1.278 -0.227 C14 TB4 9  
TB4 C13 C10 C 0 1 Y N N N N N 134.441 134.458 137.560 -1.539 0.516  0.152  C13 TB4 10 
TB4 C12 C11 C 0 1 Y N N N N N 133.381 136.269 136.400 -0.775 -1.711 -0.293 C12 TB4 11 
TB4 C11 C12 C 0 1 N N N N N N 138.110 138.334 135.009 -6.142 0.977  -0.328 C11 TB4 12 
TB4 C10 C13 C 0 1 Y N N N N N 134.478 135.751 137.070 -1.811 -0.814 -0.109 C10 TB4 13 
TB4 C06 C14 C 0 1 N N R N N N 135.740 136.617 137.298 -3.239 -1.290 -0.181 C06 TB4 14 
TB4 C07 C15 C 0 1 N N N N N N 136.790 135.892 137.478 -3.799 -1.489 1.239  C07 TB4 15 
TB4 C08 C16 C 0 1 N N S N N N 137.259 137.997 136.318 -5.397 -0.322 -0.156 C08 TB4 16 
TB4 C09 C17 C 0 1 N N N N N N 137.935 136.835 137.129 -5.017 -0.541 1.330  C09 TB4 17 
TB4 C23 C18 C 0 1 Y N N N N N 128.118 130.664 139.456 6.956  1.364  0.198  C23 TB4 18 
TB4 F01 F1  F 0 1 N N N N N N 131.419 132.141 139.076 5.532  -1.916 -0.421 F01 TB4 19 
TB4 N04 N1  N 0 1 N N N N N N 136.119 137.552 136.008 -4.079 -0.264 -0.838 N04 TB4 20 
TB4 N05 N2  N 0 1 N N N N N N 139.539 138.558 135.114 -7.455 1.044  -0.033 N05 TB4 21 
TB4 O02 O1  O 0 1 N N N N N N 137.572 138.403 133.958 -5.560 1.961  -0.733 O02 TB4 22 
TB4 O03 O2  O 0 1 N N N N N N 131.082 133.397 136.517 2.099  0.486  0.095  O03 TB4 23 
TB4 H1  H1  H 0 1 N N N N N N 133.288 132.670 137.758 -0.018 1.993  0.424  H1  TB4 24 
TB4 H2  H2  H 0 1 N N N N N N 130.346 134.621 137.975 3.007  -0.933 -1.101 H2  TB4 25 
TB4 H3  H3  H 0 1 N N N N N N 129.253 134.301 136.586 3.032  -1.274 0.646  H3  TB4 26 
TB4 H4  H4  H 0 1 N N N N N N 127.402 133.095 137.222 3.670  2.104  0.383  H4  TB4 27 
TB4 H5  H5  H 0 1 N N N N N N 130.055 130.281 140.281 7.762  -0.578 -0.191 H5  TB4 28 
TB4 H6  H6  H 0 1 N N N N N N 126.318 131.275 138.477 5.880  3.174  0.565  H6  TB4 29 
TB4 H7  H7  H 0 1 N N N N N N 131.397 135.887 135.690 1.344  -1.978 -0.375 H7  TB4 30 
TB4 H8  H8  H 0 1 N N N N N N 135.294 134.057 138.088 -2.350 1.213  0.304  H8  TB4 31 
TB4 H9  H9  H 0 1 N N N N N N 133.406 137.281 136.023 -0.990 -2.751 -0.493 H9  TB4 32 
TB4 H10 H10 H 0 1 N N N N N N 135.549 137.291 138.146 -3.291 -2.227 -0.735 H10 TB4 33 
TB4 H11 H11 H 0 1 N N N N N N 136.783 135.017 136.811 -4.113 -2.523 1.381  H11 TB4 34 
TB4 H12 H12 H 0 1 N N N N N N 136.862 135.556 138.523 -3.050 -1.217 1.983  H12 TB4 35 
TB4 H13 H13 H 0 1 N N N N N N 137.223 138.896 136.951 -5.990 -1.157 -0.529 H13 TB4 36 
TB4 H14 H14 H 0 1 N N N N N N 138.688 136.320 136.515 -5.835 -1.016 1.871  H14 TB4 37 
TB4 H15 H15 H 0 1 N N N N N N 138.410 137.224 138.042 -4.738 0.402  1.800  H15 TB4 38 
TB4 H16 H16 H 0 1 N N N N N N 127.640 129.865 140.004 7.925  1.834  0.276  H16 TB4 39 
TB4 H17 H17 H 0 1 N N N N N N 135.460 138.295 135.894 -4.174 -0.453 -1.825 H17 TB4 40 
TB4 H19 H19 H 0 1 N N N N N N 140.073 138.772 134.296 -7.921 0.257  0.290  H19 TB4 41 
TB4 H20 H20 H 0 1 N N N N N N 139.990 138.499 136.004 -7.935 1.880  -0.144 H20 TB4 42 
# 
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 
TB4 O02 C11 DOUB N N 1  
TB4 C11 N05 SING N N 2  
TB4 C11 C08 SING N N 3  
TB4 N04 C08 SING N N 4  
TB4 N04 C06 SING N N 5  
TB4 C14 C12 DOUB Y N 6  
TB4 C14 C16 SING Y N 7  
TB4 C08 C09 SING N N 8  
TB4 C12 C10 SING Y N 9  
TB4 O03 C16 SING N N 10 
TB4 O03 C17 SING N N 11 
TB4 C16 C15 DOUB Y N 12 
TB4 C10 C06 SING N N 13 
TB4 C10 C13 DOUB Y N 14 
TB4 C09 C07 SING N N 15 
TB4 C17 C18 SING N N 16 
TB4 C06 C07 SING N N 17 
TB4 C15 C13 SING Y N 18 
TB4 C20 C18 DOUB Y N 19 
TB4 C20 C22 SING Y N 20 
TB4 C18 C19 SING Y N 21 
TB4 C22 C23 DOUB Y N 22 
TB4 C19 F01 SING N N 23 
TB4 C19 C21 DOUB Y N 24 
TB4 C23 C21 SING Y N 25 
TB4 C15 H1  SING N N 26 
TB4 C17 H2  SING N N 27 
TB4 C17 H3  SING N N 28 
TB4 C20 H4  SING N N 29 
TB4 C21 H5  SING N N 30 
TB4 C22 H6  SING N N 31 
TB4 C14 H7  SING N N 32 
TB4 C13 H8  SING N N 33 
TB4 C12 H9  SING N N 34 
TB4 C06 H10 SING N N 35 
TB4 C07 H11 SING N N 36 
TB4 C07 H12 SING N N 37 
TB4 C08 H13 SING N N 38 
TB4 C09 H14 SING N N 39 
TB4 C09 H15 SING N N 40 
TB4 C23 H16 SING N N 41 
TB4 N04 H17 SING N N 42 
TB4 N05 H19 SING N N 43 
TB4 N05 H20 SING N N 44 
# 
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 
TB4 InChI            InChI                1.06  "InChI=1S/C18H19FN2O2/c19-15-4-2-1-3-13(15)11-23-14-7-5-12(6-8-14)16-9-10-17(21-16)18(20)22/h1-8,16-17,21H,9-11H2,(H2,20,22)/t16-,17+/m1/s1" 
TB4 InChIKey         InChI                1.06  JESCETIFNOFKEU-SJORKVTESA-N                                                                                                                  
TB4 SMILES_CANONICAL CACTVS               3.385 "NC(=O)[C@@H]1CC[C@@H](N1)c2ccc(OCc3ccccc3F)cc2"                                                                                             
TB4 SMILES           CACTVS               3.385 "NC(=O)[CH]1CC[CH](N1)c2ccc(OCc3ccccc3F)cc2"                                                                                                 
TB4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)COc2ccc(cc2)[C@H]3CC[C@H](N3)C(=O)N)F"                                                                                           
TB4 SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)COc2ccc(cc2)C3CCC(N3)C(=O)N)F"                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           TB4 
_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},5~{R})-5-[4-[(2-fluorophenyl)methoxy]phenyl]pyrrolidine-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
TB4 "Create component" 2023-04-21 PDBJ 
TB4 "Initial release"  2023-06-14 RCSB 
TB4 "Modify name"      2023-11-01 PDBJ 
TB4 "Modify synonyms"  2023-11-01 PDBJ 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      TB4 
_pdbx_chem_comp_synonyms.name         "(2~{S},5~{R})-5-[4-[(2-fluorophenyl)methoxy]phenyl]pyrrolidine-2-carboxamide" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
