data_XW7
# 
_chem_comp.id                                    XW7 
_chem_comp.name                                  valbenazine 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H38 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "[(2~{R},3~{R},11~{b}~{R})-9,10-dimethoxy-3-(2-methylpropyl)-2,3,4,6,7,11~{b}-hexahydro-1~{H}-benzo[a]quinolizin-2-yl] (2~{S})-2-azanyl-3-methyl-butanoate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-11-14 
_chem_comp.pdbx_modified_date                    2025-01-10 
_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                        418.570 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XW7 
_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        8XT6 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_chem_comp.pdbx_pcm                              ? 
# 
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 
XW7 O2  O1  O 0 1 N N N N N N 107.954 117.850 113.798 -4.685 -2.113 1.155  O2  XW7 1  
XW7 C2  C1  C 0 1 N N R N N N 109.468 120.243 117.923 -0.849 0.865  0.887  C2  XW7 2  
XW7 C3  C2  C 0 1 N N R N N N 111.786 121.187 118.705 1.575  0.325  0.599  C3  XW7 3  
XW7 O3  O2  O 0 1 N N N N N N 106.002 119.596 113.382 -6.047 -0.624 -0.724 O3  XW7 4  
XW7 C4  C3  C 0 1 N N N N N N 109.803 121.315 120.227 0.786  2.666  0.938  C4  XW7 5  
XW7 O4  O3  O 0 1 N N N N N N 114.428 120.661 116.746 2.425  -1.944 1.588  O4  XW7 6  
XW7 C5  C4  C 0 1 N N N N N N 110.884 120.731 117.533 0.152  -0.059 0.187  C5  XW7 7  
XW7 C6  C5  C 0 1 N N N N N N 112.044 122.409 120.941 3.228  2.200  0.673  C6  XW7 8  
XW7 C7  C6  C 0 1 N N N N N N 108.379 122.498 118.418 -0.818 2.505  -0.881 C7  XW7 9  
XW7 C8  C7  C 0 1 Y N N N N N 108.509 120.118 116.727 -2.241 0.496  0.438  C8  XW7 10 
XW7 N1  N1  N 0 1 N N N N N N 108.862 121.163 119.010 -0.564 2.259  0.544  N1  XW7 11 
XW7 C1  C8  C 0 1 N N R N N N 111.077 122.062 119.774 1.822  1.791  0.229  C1  XW7 12 
XW7 C9  C9  C 0 1 N N N N N N 107.228 122.224 117.430 -2.323 2.477  -1.122 C9  XW7 13 
XW7 C10 C10 C 0 1 Y N N N N N 107.467 121.040 116.494 -2.924 1.243  -0.498 C10 XW7 14 
XW7 C11 C11 C 0 1 N N N N N N 111.449 122.973 122.252 3.520  3.624  0.194  C11 XW7 15 
XW7 C12 C12 C 0 1 Y N N N N N 108.670 119.055 115.825 -2.834 -0.629 0.992  C12 XW7 16 
XW7 C15 C13 C 0 1 N N N N N N 110.646 124.261 122.041 4.873  4.079  0.743  C15 XW7 17 
XW7 C14 C14 C 0 1 N N N N N N 112.582 123.222 123.260 3.555  3.650  -1.336 C14 XW7 18 
XW7 C13 C15 C 0 1 Y N N N N N 106.637 120.866 115.386 -4.200 0.864  -0.888 C13 XW7 19 
XW7 O1  O4  O 0 1 N N N N N N 113.026 121.695 118.214 2.529  -0.519 -0.098 O1  XW7 20 
XW7 N2  N2  N 0 1 N N N N N N 113.962 120.166 120.186 4.467  -3.477 0.856  N2  XW7 21 
XW7 C16 C16 C 0 1 Y N N N N N 107.832 118.883 114.712 -4.108 -1.010 0.609  C16 XW7 22 
XW7 C17 C17 C 0 1 N N N N N N 114.110 120.948 117.895 2.891  -1.660 0.510  C17 XW7 23 
XW7 C18 C18 C 0 1 Y N N N N N 106.805 119.801 114.491 -4.795 -0.258 -0.339 C18 XW7 24 
XW7 C19 C19 C 0 1 N N S N N N 114.943 120.518 119.096 3.877  -2.587 -0.153 C19 XW7 25 
XW7 C20 C20 C 0 1 N N N N N N 116.090 119.475 118.864 3.157  -3.425 -1.212 C20 XW7 26 
XW7 C21 C21 C 0 1 N N N N N N 117.307 120.160 118.214 2.542  -2.498 -2.263 C21 XW7 27 
XW7 C22 C22 C 0 1 N N N N N N 115.739 118.222 118.029 4.158  -4.366 -1.885 C22 XW7 28 
XW7 C23 C23 C 0 1 N N N N N N 107.617 116.534 114.197 -3.918 -2.835 2.121  C23 XW7 29 
XW7 C24 C24 C 0 1 N N N N N N 105.172 120.654 112.939 -6.691 0.196  -1.702 C24 XW7 30 
XW7 H1  H1  H 0 1 N N N N N N 109.577 119.241 118.365 -0.770 0.734  1.966  H1  XW7 31 
XW7 H2  H2  H 0 1 N N N N N N 112.036 120.257 119.236 1.691  0.196  1.675  H2  XW7 32 
XW7 H3  H3  H 0 1 N N N N N N 109.297 121.890 121.017 0.945  3.709  0.663  H3  XW7 33 
XW7 H4  H4  H 0 1 N N N N N N 110.074 120.321 120.613 0.898  2.555  2.016  H4  XW7 34 
XW7 H5  H5  H 0 1 N N N N N N 111.395 119.906 117.015 -0.044 -1.092 0.475  H5  XW7 35 
XW7 H6  H6  H 0 1 N N N N N N 110.770 121.581 116.844 0.046  0.043  -0.893 H6  XW7 36 
XW7 H7  H7  H 0 1 N N N N N N 112.584 121.486 121.200 3.291  2.163  1.761  H7  XW7 37 
XW7 H8  H8  H 0 1 N N N N N N 112.757 123.156 120.561 3.959  1.515  0.243  H8  XW7 38 
XW7 H9  H9  H 0 1 N N N N N N 109.210 122.989 117.889 -0.419 3.480  -1.161 H9  XW7 39 
XW7 H10 H10 H 0 1 N N N N N N 108.022 123.152 119.227 -0.339 1.728  -1.478 H10 XW7 40 
XW7 H12 H12 H 0 1 N N N N N N 110.770 123.003 119.295 1.729  1.916  -0.850 H12 XW7 41 
XW7 H13 H13 H 0 1 N N N N N N 107.081 123.124 116.815 -2.777 3.362  -0.676 H13 XW7 42 
XW7 H14 H14 H 0 1 N N N N N N 106.316 122.024 118.011 -2.518 2.472  -2.194 H14 XW7 43 
XW7 H15 H15 H 0 1 N N N N N N 110.775 122.213 122.675 2.739  4.295  0.550  H15 XW7 44 
XW7 H16 H16 H 0 1 N N N N N N 109.466 118.345 115.993 -2.298 -1.212 1.727  H16 XW7 45 
XW7 H17 H17 H 0 1 N N N N N N 110.251 124.610 123.007 5.655  3.408  0.386  H17 XW7 46 
XW7 H18 H18 H 0 1 N N N N N N 111.300 125.034 121.611 5.081  5.093  0.401  H18 XW7 47 
XW7 H19 H19 H 0 1 N N N N N N 109.811 124.064 121.353 4.848  4.061  1.832  H19 XW7 48 
XW7 H20 H20 H 0 1 N N N N N N 112.161 123.623 124.194 3.763  4.664  -1.677 H20 XW7 49 
XW7 H21 H21 H 0 1 N N N N N N 113.101 122.275 123.469 4.336  2.979  -1.693 H21 XW7 50 
XW7 H22 H22 H 0 1 N N N N N N 113.295 123.946 122.839 2.591  3.325  -1.727 H22 XW7 51 
XW7 H23 H23 H 0 1 N N N N N N 105.840 121.574 115.213 -4.732 1.449  -1.624 H23 XW7 52 
XW7 H24 H24 H 0 1 N N N N N N 114.461 119.875 121.003 3.756  -4.031 1.310  H24 XW7 53 
XW7 H25 H25 H 0 1 N N N N N N 113.404 120.967 120.404 5.179  -4.064 0.448  H25 XW7 54 
XW7 H27 H27 H 0 1 N N N N N N 115.453 121.430 119.440 4.665  -2.001 -0.626 H27 XW7 55 
XW7 H28 H28 H 0 1 N N N N N N 116.407 119.124 119.857 2.369  -4.010 -0.739 H28 XW7 56 
XW7 H29 H29 H 0 1 N N N N N N 117.576 121.056 118.792 2.030  -3.095 -3.018 H29 XW7 57 
XW7 H30 H30 H 0 1 N N N N N N 118.157 119.462 118.203 1.829  -1.828 -1.784 H30 XW7 58 
XW7 H31 H31 H 0 1 N N N N N N 117.057 120.450 117.183 3.330  -1.913 -2.737 H31 XW7 59 
XW7 H32 H32 H 0 1 N N N N N N 114.871 117.715 118.475 4.596  -5.026 -1.136 H32 XW7 60 
XW7 H33 H33 H 0 1 N N N N N N 115.498 118.524 116.999 3.646  -4.962 -2.640 H33 XW7 61 
XW7 H34 H34 H 0 1 N N N N N N 116.599 117.536 118.019 4.946  -3.780 -2.358 H34 XW7 62 
XW7 H35 H35 H 0 1 N N N N N N 107.772 115.844 113.354 -4.494 -3.690 2.476  H35 XW7 63 
XW7 H36 H36 H 0 1 N N N N N N 108.256 116.232 115.040 -2.993 -3.185 1.663  H36 XW7 64 
XW7 H37 H37 H 0 1 N N N N N N 106.562 116.504 114.507 -3.684 -2.181 2.961  H37 XW7 65 
XW7 H38 H38 H 0 1 N N N N N N 104.604 120.329 112.055 -6.096 0.208  -2.615 H38 XW7 66 
XW7 H39 H39 H 0 1 N N N N N N 104.473 120.933 113.742 -7.681 -0.207 -1.919 H39 XW7 67 
XW7 H40 H40 H 0 1 N N N N N N 105.794 121.522 112.676 -6.788 1.211  -1.317 H40 XW7 68 
# 
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 
XW7 C24 O3  SING N N 1  
XW7 O3  C18 SING N N 2  
XW7 O2  C23 SING N N 3  
XW7 O2  C16 SING N N 4  
XW7 C18 C16 DOUB Y N 5  
XW7 C18 C13 SING Y N 6  
XW7 C16 C12 SING Y N 7  
XW7 C13 C10 DOUB Y N 8  
XW7 C12 C8  DOUB Y N 9  
XW7 C10 C8  SING Y N 10 
XW7 C10 C9  SING N N 11 
XW7 C8  C2  SING N N 12 
XW7 O4  C17 DOUB N N 13 
XW7 C9  C7  SING N N 14 
XW7 C5  C2  SING N N 15 
XW7 C5  C3  SING N N 16 
XW7 C17 O1  SING N N 17 
XW7 C17 C19 SING N N 18 
XW7 C2  N1  SING N N 19 
XW7 C22 C20 SING N N 20 
XW7 O1  C3  SING N N 21 
XW7 C21 C20 SING N N 22 
XW7 C7  N1  SING N N 23 
XW7 C3  C1  SING N N 24 
XW7 C20 C19 SING N N 25 
XW7 N1  C4  SING N N 26 
XW7 C19 N2  SING N N 27 
XW7 C1  C4  SING N N 28 
XW7 C1  C6  SING N N 29 
XW7 C6  C11 SING N N 30 
XW7 C15 C11 SING N N 31 
XW7 C11 C14 SING N N 32 
XW7 C2  H1  SING N N 33 
XW7 C3  H2  SING N N 34 
XW7 C4  H3  SING N N 35 
XW7 C4  H4  SING N N 36 
XW7 C5  H5  SING N N 37 
XW7 C5  H6  SING N N 38 
XW7 C6  H7  SING N N 39 
XW7 C6  H8  SING N N 40 
XW7 C7  H9  SING N N 41 
XW7 C7  H10 SING N N 42 
XW7 C1  H12 SING N N 43 
XW7 C9  H13 SING N N 44 
XW7 C9  H14 SING N N 45 
XW7 C11 H15 SING N N 46 
XW7 C12 H16 SING N N 47 
XW7 C15 H17 SING N N 48 
XW7 C15 H18 SING N N 49 
XW7 C15 H19 SING N N 50 
XW7 C14 H20 SING N N 51 
XW7 C14 H21 SING N N 52 
XW7 C14 H22 SING N N 53 
XW7 C13 H23 SING N N 54 
XW7 N2  H24 SING N N 55 
XW7 N2  H25 SING N N 56 
XW7 C19 H27 SING N N 57 
XW7 C20 H28 SING N N 58 
XW7 C21 H29 SING N N 59 
XW7 C21 H30 SING N N 60 
XW7 C21 H31 SING N N 61 
XW7 C22 H32 SING N N 62 
XW7 C22 H33 SING N N 63 
XW7 C22 H34 SING N N 64 
XW7 C23 H35 SING N N 65 
XW7 C23 H36 SING N N 66 
XW7 C23 H37 SING N N 67 
XW7 C24 H38 SING N N 68 
XW7 C24 H39 SING N N 69 
XW7 C24 H40 SING N N 70 
# 
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 
XW7 InChI            InChI                1.06  "InChI=1S/C24H38N2O4/c1-14(2)9-17-13-26-8-7-16-10-21(28-5)22(29-6)11-18(16)19(26)12-20(17)30-24(27)23(25)15(3)4/h10-11,14-15,17,19-20,23H,7-9,12-13,25H2,1-6H3/t17-,19-,20-,23+/m1/s1" 
XW7 InChIKey         InChI                1.06  GEJDGVNQKABXKG-CFKGEZKQSA-N                                                                                                                                                            
XW7 SMILES_CANONICAL CACTVS               3.385 "COc1cc2CCN3C[C@@H](CC(C)C)[C@@H](C[C@@H]3c2cc1OC)OC(=O)[C@@H](N)C(C)C"                                                                                                                
XW7 SMILES           CACTVS               3.385 "COc1cc2CCN3C[CH](CC(C)C)[CH](C[CH]3c2cc1OC)OC(=O)[CH](N)C(C)C"                                                                                                                        
XW7 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)C[C@@H]1CN2CCc3cc(c(cc3[C@H]2C[C@H]1OC(=O)[C@H](C(C)C)N)OC)OC"                                                                                                                   
XW7 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)CC1CN2CCc3cc(c(cc3C2CC1OC(=O)C(C(C)C)N)OC)OC"                                                                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           XW7 
_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~{R},3~{R},11~{b}~{R})-9,10-dimethoxy-3-(2-methylpropyl)-2,3,4,6,7,11~{b}-hexahydro-1~{H}-benzo[a]quinolizin-2-yl] (2~{S})-2-azanyl-3-methyl-butanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XW7 "Create component"   2023-11-14 PDBJ 
XW7 "Modify coordinates" 2024-01-15 PDBJ 
XW7 "Other modification" 2024-01-22 PDBJ 
XW7 "Modify coordinates" 2024-01-30 PDBJ 
XW7 "Initial release"    2025-01-15 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      XW7 
_pdbx_chem_comp_synonyms.name         "[(2~{R},3~{R},11~{b}~{R})-9,10-dimethoxy-3-(2-methylpropyl)-2,3,4,6,7,11~{b}-hexahydro-1~{H}-benzo[a]quinolizin-2-yl] (2~{S})-2-azanyl-3-methyl-butanoate" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
