data_T7F
# 
_chem_comp.id                                    T7F 
_chem_comp.name                                  Vinpocetine 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H26 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "Ethyl apovincaminate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-04-20 
_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                        350.454 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     T7F 
_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        8I5X 
_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 
T7F C5  C1  C 0 1 Y N N N N N 144.733 130.220 136.487 1.437  4.314  -0.490 C5  T7F 1  
T7F C4  C2  C 0 1 Y N N N N N 143.586 130.934 136.806 0.127  3.965  -0.273 C4  T7F 2  
T7F C2  C3  C 0 1 Y N N N N N 143.042 134.515 136.257 -1.007 0.621  0.455  C2  T7F 3  
T7F N1  N1  N 0 1 Y N N N N N 144.234 134.190 135.822 0.350  0.448  0.306  N1  T7F 4  
T7F C05 C4  C 0 1 N N S N N N 143.562 136.976 136.151 -1.411 -1.765 0.101  C05 T7F 5  
T7F C06 C5  C 0 1 N N S N N N 142.489 135.871 136.175 -1.967 -0.507 0.748  C06 T7F 6  
T7F C07 C6  C 0 1 N N N N N N 143.822 137.605 137.500 -1.609 -1.744 -1.416 C07 T7F 7  
T7F C09 C7  C 0 1 N N N N N N 141.908 136.551 138.520 -3.410 -0.058 -1.173 C09 T7F 8  
T7F C1  C8  C 0 1 Y N N N N N 142.472 133.419 136.722 -1.363 1.901  0.271  C1  T7F 9  
T7F C10 C9  C 0 1 N N N N N N 142.571 137.886 138.257 -3.074 -1.441 -1.738 C10 T7F 10 
T7F C11 C10 C 0 1 N N N N N N 143.080 138.075 135.196 -2.120 -2.988 0.685  C11 T7F 11 
T7F C12 C11 C 0 1 N N N N N N 140.430 134.808 137.042 -3.674 1.209  0.859  C12 T7F 12 
T7F C14 C12 C 0 1 N N N N N N 144.923 136.425 135.636 0.069  -1.892 0.375  C14 T7F 13 
T7F C15 C13 C 0 1 N N N N N N 141.182 133.514 137.237 -2.791 2.357  0.373  C15 T7F 14 
T7F C16 C14 C 0 1 N N N N N N 145.070 135.189 135.261 0.895  -0.841 0.457  C16 T7F 15 
T7F C19 C15 C 0 1 N N N N N N 144.266 138.883 134.669 -1.564 -4.258 0.038  C19 T7F 16 
T7F C20 C16 C 0 1 N N N N N N 145.909 134.896 134.020 2.337  -1.029 0.698  C20 T7F 17 
T7F C21 C17 C 0 1 Y N N N N N 144.613 132.934 135.942 0.911  1.653  0.023  C21 T7F 18 
T7F C23 C18 C 0 1 Y N N N N N 145.752 132.210 135.631 2.229  2.040  -0.213 C23 T7F 19 
T7F C24 C19 C 0 1 Y N N N N N 145.809 130.858 135.901 2.460  3.381  -0.461 C24 T7F 20 
T7F C25 C20 C 0 1 N N N N N N 147.798 133.976 133.024 4.551  -1.595 0.005  C25 T7F 21 
T7F C26 C21 C 0 1 N N N N N N 148.625 132.771 133.466 5.299  -2.052 -1.249 C26 T7F 22 
T7F C3  C22 C 0 1 Y N N N N N 143.506 132.295 136.541 -0.139 2.618  -0.013 C3  T7F 23 
T7F N03 N2  N 0 1 N N N N N N 141.379 136.027 137.277 -3.286 -0.088 0.287  N03 T7F 24 
T7F O01 O1  O 0 1 N N N N N N 147.272 134.621 134.147 3.142  -1.431 -0.305 O01 T7F 25 
T7F O02 O2  O 0 1 N N N N N N 145.401 134.883 132.950 2.800  -0.823 1.803  O02 T7F 26 
T7F H1  H1  H 0 1 N N N N N N 144.784 129.162 136.698 1.677  5.347  -0.693 H1  T7F 27 
T7F H2  H2  H 0 1 N N N N N N 142.749 130.427 137.264 -0.664 4.700  -0.302 H2  T7F 28 
T7F H3  H3  H 0 1 N N N N N N 141.962 135.941 135.212 -2.014 -0.657 1.826  H3  T7F 29 
T7F H4  H4  H 0 1 N N N N N N 144.445 136.919 138.093 -0.975 -0.973 -1.855 H4  T7F 30 
T7F H5  H5  H 0 1 N N N N N N 144.361 138.552 137.348 -1.339 -2.715 -1.832 H5  T7F 31 
T7F H6  H6  H 0 1 N N N N N N 141.088 136.683 139.242 -2.719 0.679  -1.582 H6  T7F 32 
T7F H7  H7  H 0 1 N N N N N N 142.648 135.848 138.930 -4.431 0.209  -1.447 H7  T7F 33 
T7F H8  H8  H 0 1 N N N N N N 142.808 138.385 139.208 -3.222 -1.444 -2.818 H8  T7F 34 
T7F H9  H9  H 0 1 N N N N N N 141.905 138.529 137.662 -3.715 -2.193 -1.276 H9  T7F 35 
T7F H10 H10 H 0 1 N N N N N N 142.394 138.747 135.733 -1.952 -3.026 1.762  H10 T7F 36 
T7F H11 H11 H 0 1 N N N N N N 142.552 137.613 134.349 -3.189 -2.918 0.486  H11 T7F 37 
T7F H12 H12 H 0 1 N N N N N N 140.036 134.848 136.016 -3.608 1.149  1.945  H12 T7F 38 
T7F H13 H13 H 0 1 N N N N N N 139.596 134.854 137.757 -4.708 1.419  0.583  H13 T7F 39 
T7F H14 H14 H 0 1 N N N N N N 145.772 137.090 135.589 0.482  -2.881 0.511  H14 T7F 40 
T7F H16 H16 H 0 1 N N N N N N 140.585 132.716 136.771 -2.856 3.187  1.077  H16 T7F 41 
T7F H17 H17 H 0 1 N N N N N N 141.249 133.336 138.320 -3.135 2.689  -0.607 H17 T7F 42 
T7F H19 H19 H 0 1 N N N N N N 143.903 139.666 133.987 -1.731 -4.220 -1.038 H19 T7F 43 
T7F H20 H20 H 0 1 N N N N N N 144.796 139.349 135.513 -0.495 -4.329 0.237  H20 T7F 44 
T7F H21 H21 H 0 1 N N N N N N 144.953 138.215 134.129 -2.069 -5.130 0.454  H21 T7F 45 
T7F H22 H22 H 0 1 N N N N N N 146.597 132.705 135.176 3.037  1.324  -0.195 H22 T7F 46 
T7F H23 H23 H 0 1 N N N N N N 146.698 130.297 135.653 3.473  3.712  -0.639 H23 T7F 47 
T7F H24 H24 H 0 1 N N N N N N 148.439 134.675 132.467 4.665  -2.344 0.789  H24 T7F 48 
T7F H25 H25 H 0 1 N N N N N N 146.975 133.638 132.377 4.961  -0.645 0.347  H25 T7F 49 
T7F H26 H26 H 0 1 N N N N N N 149.038 132.265 132.581 4.889  -3.002 -1.591 H26 T7F 50 
T7F H27 H27 H 0 1 N N N N N N 149.448 133.109 134.113 5.185  -1.303 -2.033 H27 T7F 51 
T7F H28 H28 H 0 1 N N N N N N 147.985 132.071 134.023 6.357  -2.175 -1.016 H28 T7F 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 
T7F O02 C20 DOUB N N 1  
T7F C25 C26 SING N N 2  
T7F C25 O01 SING N N 3  
T7F C20 O01 SING N N 4  
T7F C20 C16 SING N N 5  
T7F C19 C11 SING N N 6  
T7F C11 C05 SING N N 7  
T7F C16 C14 DOUB N N 8  
T7F C16 N1  SING N N 9  
T7F C23 C24 SING Y N 10 
T7F C23 C21 DOUB Y N 11 
T7F C14 C05 SING N N 12 
T7F N1  C21 SING Y N 13 
T7F N1  C2  SING Y N 14 
T7F C24 C5  DOUB Y N 15 
T7F C21 C3  SING Y N 16 
T7F C05 C06 SING N N 17 
T7F C05 C07 SING N N 18 
T7F C06 C2  SING N N 19 
T7F C06 N03 SING N N 20 
T7F C2  C1  DOUB Y N 21 
T7F C5  C4  SING Y N 22 
T7F C3  C1  SING Y N 23 
T7F C3  C4  DOUB Y N 24 
T7F C1  C15 SING N N 25 
T7F C12 C15 SING N N 26 
T7F C12 N03 SING N N 27 
T7F N03 C09 SING N N 28 
T7F C07 C10 SING N N 29 
T7F C10 C09 SING N N 30 
T7F C5  H1  SING N N 31 
T7F C4  H2  SING N N 32 
T7F C06 H3  SING N N 33 
T7F C07 H4  SING N N 34 
T7F C07 H5  SING N N 35 
T7F C09 H6  SING N N 36 
T7F C09 H7  SING N N 37 
T7F C10 H8  SING N N 38 
T7F C10 H9  SING N N 39 
T7F C11 H10 SING N N 40 
T7F C11 H11 SING N N 41 
T7F C12 H12 SING N N 42 
T7F C12 H13 SING N N 43 
T7F C14 H14 SING N N 44 
T7F C15 H16 SING N N 45 
T7F C15 H17 SING N N 46 
T7F C19 H19 SING N N 47 
T7F C19 H20 SING N N 48 
T7F C19 H21 SING N N 49 
T7F C23 H22 SING N N 50 
T7F C24 H23 SING N N 51 
T7F C25 H24 SING N N 52 
T7F C25 H25 SING N N 53 
T7F C26 H26 SING N N 54 
T7F C26 H27 SING N N 55 
T7F C26 H28 SING N N 56 
# 
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 
T7F InChI            InChI                1.06  "InChI=1S/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1" 
T7F InChIKey         InChI                1.06  DDNCQMVWWZOMLN-IRLDBZIGSA-N                                                                                                                                   
T7F SMILES_CANONICAL CACTVS               3.385 "CCOC(=O)C1=C[C@]2(CC)CCCN3CCc4c5ccccc5n1c4[C@H]23"                                                                                                           
T7F SMILES           CACTVS               3.385 "CCOC(=O)C1=C[C]2(CC)CCCN3CCc4c5ccccc5n1c4[CH]23"                                                                                                             
T7F SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC[C@@]12CCCN3[C@@H]1c4c(c5ccccc5n4C(=C2)C(=O)OCC)CC3"                                                                                                       
T7F SMILES           "OpenEye OEToolkits" 2.0.7 "CCC12CCCN3C1c4c(c5ccccc5n4C(=C2)C(=O)OCC)CC3"                                                                                                                
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
T7F "Create component" 2023-04-20 PDBJ 
T7F "Initial release"  2023-06-14 RCSB 
T7F "Modify name"      2023-11-01 PDBJ 
T7F "Modify synonyms"  2023-11-01 PDBJ 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      T7F 
_pdbx_chem_comp_synonyms.name         "Ethyl apovincaminate" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
