data_A1H11
# 
_chem_comp.id                                    A1H11 
_chem_comp.name                                  "Veralipride, (R)-" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H25 N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               A1H1P 
_chem_comp.pdbx_synonyms                         "2,3-dimethoxy-N-[[(2R)-1-prop-2-enylpyrrolidin-2-yl]methyl]-5-sulfamoyl-benzamide; Veralipride" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-01-10 
_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                         "Veralipride, (R)-" 
_chem_comp.formula_weight                        383.463 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H11 
_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        8RLP 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1H11 O   O1  O 0 1 N N N N N N -4.167 0.947  11.042 4.312  -2.053 0.256  O   A1H11 1  
A1H11 C1  C1  C 0 1 Y N N N N N -4.672 0.866  13.456 3.288  0.084  0.069  C1  A1H11 2  
A1H11 O4  O2  O 0 1 N N N N N N -4.541 1.375  17.149 3.485  2.938  0.568  O4  A1H11 3  
A1H11 S   S1  S 0 1 N N N N N N -5.455 0.897  16.113 2.291  2.617  -0.131 S   A1H11 4  
A1H11 O3  O3  O 0 1 N N N N N N -6.849 1.281  16.214 1.015  3.125  0.235  O3  A1H11 5  
A1H11 N   N1  N 0 1 N N N N N N -5.339 -0.677 16.029 2.537  3.064  -1.707 N   A1H11 6  
A1H11 C   C2  C 0 1 Y N N N N N -4.897 1.622  14.592 2.154  0.861  -0.102 C   A1H11 7  
A1H11 C16 C3  C 0 1 Y N N N N N -4.775 3.009  14.547 0.920  0.267  -0.251 C16 A1H11 8  
A1H11 C6  C4  C 0 1 Y N N N N N -4.483 3.644  13.360 0.807  -1.126 -0.229 C6  A1H11 9  
A1H11 C4  C5  C 0 1 Y N N N N N -4.278 2.926  12.216 1.954  -1.911 -0.056 C4  A1H11 10 
A1H11 O1  O4  O 0 1 N N N N N N -3.754 3.584  11.099 1.857  -3.265 -0.039 O1  A1H11 11 
A1H11 C5  C6  C 0 1 N N N N N N -4.661 4.407  10.382 1.651  -3.885 1.232  C5  A1H11 12 
A1H11 C2  C7  C 0 1 Y N N N N N -4.382 1.539  12.241 3.194  -1.297 0.087  C2  A1H11 13 
A1H11 C3  C8  C 0 1 N N N N N N -4.331 -0.467 10.963 5.551  -1.356 0.397  C3  A1H11 14 
A1H11 C7  C9  C 0 1 N N N N N N -4.440 5.104  13.305 -0.513 -1.766 -0.387 C7  A1H11 15 
A1H11 O2  O5  O 0 1 N N N N N N -5.422 5.750  12.890 -0.607 -2.978 -0.367 O2  A1H11 16 
A1H11 N1  N2  N 0 1 N N N N N N -3.241 5.589  13.592 -1.614 -1.007 -0.553 N1  A1H11 17 
A1H11 C8  C10 C 0 1 N N N N N N -2.957 6.974  13.262 -2.925 -1.642 -0.710 C8  A1H11 18 
A1H11 C9  C11 C 0 1 N N R N N N -1.500 7.276  13.279 -3.997 -0.564 -0.881 C9  A1H11 19 
A1H11 N2  N3  N 0 1 N N N N N N -1.344 8.719  13.035 -3.945 0.379  0.252  N2  A1H11 20 
A1H11 C13 C12 C 0 1 N N N N N N -1.643 9.538  14.217 -3.610 1.734  -0.206 C13 A1H11 21 
A1H11 C14 C13 C 0 1 N N N N N N -1.308 10.960 13.929 -3.326 2.611  0.986  C14 A1H11 22 
A1H11 C15 C14 C 0 1 N N N N N N -2.234 12.059 13.531 -2.190 3.259  1.066  C15 A1H11 23 
A1H11 C12 C15 C 0 1 N N N N N N 0.056  8.835  12.603 -5.253 0.360  0.940  C12 A1H11 24 
A1H11 C11 C16 C 0 1 N N N N N N 0.207  7.698  11.573 -5.863 -1.021 0.595  C11 A1H11 25 
A1H11 C10 C17 C 0 1 N N N N N N -0.802 6.638  12.072 -5.398 -1.211 -0.877 C10 A1H11 26 
A1H11 H2  H1  H 0 1 N N N N N N -4.716 -0.212 13.493 4.252  0.558  0.184  H2  A1H11 27 
A1H11 H   H2  H 0 1 N N N N N N -5.654 -1.081 16.888 2.639  4.001  -1.935 H   A1H11 28 
A1H11 H1  H3  H 0 1 N N N N N N -5.904 -1.013 15.275 2.580  2.388  -2.401 H1  A1H11 29 
A1H11 H24 H4  H 0 1 N N N N N N -4.910 3.590  15.448 0.039  0.878  -0.384 H24 A1H11 30 
A1H11 H6  H5  H 0 1 N N N N N N -4.142 4.870  9.530  2.482  -3.642 1.894  H6  A1H11 31 
A1H11 H7  H6  H 0 1 N N N N N N -5.498 3.796  10.013 0.721  -3.519 1.668  H7  A1H11 32 
A1H11 H8  H7  H 0 1 N N N N N N -5.047 5.193  11.047 1.592  -4.966 1.104  H8  A1H11 33 
A1H11 H3  H8  H 0 1 N N N N N N -4.125 -0.804 9.936  5.734  -0.756 -0.495 H3  A1H11 34 
A1H11 H4  H9  H 0 1 N N N N N N -3.632 -0.956 11.657 5.504  -0.704 1.269  H4  A1H11 35 
A1H11 H5  H10 H 0 1 N N N N N N -5.363 -0.732 11.235 6.360  -2.075 0.524  H5  A1H11 36 
A1H11 H9  H11 H 0 1 N N N N N N -2.547 5.014  14.026 -1.539 -0.040 -0.569 H9  A1H11 37 
A1H11 H10 H12 H 0 1 N N N N N N -3.460 7.622  13.995 -2.914 -2.286 -1.589 H10 A1H11 38 
A1H11 H11 H13 H 0 1 N N N N N N -3.349 7.185  12.256 -3.148 -2.239 0.175  H11 A1H11 39 
A1H11 H12 H14 H 0 1 N N N N N N -1.028 6.963  14.222 -3.838 -0.028 -1.816 H12 A1H11 40 
A1H11 H20 H16 H 0 1 N N N N N N -2.712 9.455  14.461 -2.729 1.694  -0.846 H20 A1H11 41 
A1H11 H19 H17 H 0 1 N N N N N N -1.044 9.185  15.069 -4.449 2.145  -0.768 H19 A1H11 42 
A1H11 H21 H18 H 0 1 N N N N N N -0.266 11.229 14.020 -4.058 2.705  1.774  H21 A1H11 43 
A1H11 H22 H21 H 0 1 N N N N N N -1.848 13.052 13.352 -1.986 3.888  1.920  H22 A1H11 44 
A1H11 H23 H22 H 0 1 N N N N N N -3.290 11.862 13.421 -1.458 3.165  0.277  H23 A1H11 45 
A1H11 H17 H23 H 0 1 N N N N N N 0.743  8.692  13.450 -5.117 0.457  2.017  H17 A1H11 46 
A1H11 H18 H24 H 0 1 N N N N N N 0.245  9.814  12.139 -5.891 1.162  0.566  H18 A1H11 47 
A1H11 H15 H25 H 0 1 N N N N N N 1.232  7.299  11.573 -5.453 -1.801 1.237  H15 A1H11 48 
A1H11 H16 H26 H 0 1 N N N N N N -0.052 8.044  10.561 -6.950 -0.996 0.661  H16 A1H11 49 
A1H11 H13 H27 H 0 1 N N N N N N -1.533 6.402  11.285 -6.067 -0.691 -1.563 H13 A1H11 50 
A1H11 H14 H28 H 0 1 N N N N N N -0.278 5.719  12.372 -5.335 -2.270 -1.128 H14 A1H11 51 
# 
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 
A1H11 C5  O1  SING N N 1  
A1H11 C3  O   SING N N 2  
A1H11 O   C2  SING N N 3  
A1H11 O1  C4  SING N N 4  
A1H11 C11 C10 SING N N 5  
A1H11 C11 C12 SING N N 6  
A1H11 C10 C9  SING N N 7  
A1H11 C4  C2  DOUB Y N 8  
A1H11 C4  C6  SING Y N 9  
A1H11 C2  C1  SING Y N 10 
A1H11 C12 N2  SING N N 11 
A1H11 O2  C7  DOUB N N 12 
A1H11 N2  C9  SING N N 13 
A1H11 N2  C13 SING N N 14 
A1H11 C8  C9  SING N N 15 
A1H11 C8  N1  SING N N 16 
A1H11 C7  C6  SING N N 17 
A1H11 C7  N1  SING N N 18 
A1H11 C6  C16 DOUB Y N 19 
A1H11 C1  C   DOUB Y N 20 
A1H11 C15 C14 DOUB N N 21 
A1H11 C14 C13 SING N N 22 
A1H11 C16 C   SING Y N 23 
A1H11 C   S   SING N N 24 
A1H11 N   S   SING N N 25 
A1H11 S   O3  DOUB N N 26 
A1H11 S   O4  DOUB N N 27 
A1H11 C1  H2  SING N N 28 
A1H11 N   H   SING N N 29 
A1H11 N   H1  SING N N 30 
A1H11 C16 H24 SING N N 31 
A1H11 C5  H6  SING N N 32 
A1H11 C5  H7  SING N N 33 
A1H11 C5  H8  SING N N 34 
A1H11 C3  H3  SING N N 35 
A1H11 C3  H4  SING N N 36 
A1H11 C3  H5  SING N N 37 
A1H11 N1  H9  SING N N 38 
A1H11 C8  H10 SING N N 39 
A1H11 C8  H11 SING N N 40 
A1H11 C9  H12 SING N N 41 
A1H11 C13 H20 SING N N 42 
A1H11 C13 H19 SING N N 43 
A1H11 C14 H21 SING N N 44 
A1H11 C15 H22 SING N N 45 
A1H11 C15 H23 SING N N 46 
A1H11 C12 H17 SING N N 47 
A1H11 C12 H18 SING N N 48 
A1H11 C11 H15 SING N N 49 
A1H11 C11 H16 SING N N 50 
A1H11 C10 H13 SING N N 51 
A1H11 C10 H14 SING N N 52 
# 
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 
A1H11 InChI            InChI                1.06  "InChI=1S/C17H25N3O5S/c1-4-7-20-8-5-6-12(20)11-19-17(21)14-9-13(26(18,22)23)10-15(24-2)16(14)25-3/h4,9-10,12H,1,5-8,11H2,2-3H3,(H,19,21)(H2,18,22,23)/t12-/m1/s1" 
A1H11 InChIKey         InChI                1.06  RYJXBGGBZJGVQF-GFCCVEGCSA-N                                                                                                                                       
A1H11 SMILES_CANONICAL CACTVS               3.385 "COc1cc(cc(C(=O)NC[C@H]2CCCN2CC=C)c1OC)[S](N)(=O)=O"                                                                                                              
A1H11 SMILES           CACTVS               3.385 "COc1cc(cc(C(=O)NC[CH]2CCCN2CC=C)c1OC)[S](N)(=O)=O"                                                                                                               
A1H11 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1cc(cc(c1OC)C(=O)NC[C@H]2CCCN2CC=C)S(=O)(=O)N"                                                                                                                
A1H11 SMILES           "OpenEye OEToolkits" 2.0.7 "COc1cc(cc(c1OC)C(=O)NCC2CCCN2CC=C)S(=O)(=O)N"                                                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           A1H11 
_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        "2,3-dimethoxy-~{N}-[[(2~{R})-1-prop-2-enylpyrrolidin-2-yl]methyl]-5-sulfamoyl-benzamide" 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 A1H11 "2,3-dimethoxy-N-[[(2R)-1-prop-2-enylpyrrolidin-2-yl]methyl]-5-sulfamoyl-benzamide" PDB    ? 
2 A1H11 Veralipride                                                                         AUTHOR ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H11 "Create component" 2024-01-10 PDBE 
A1H11 "Initial release"  2025-01-15 RCSB 
# 
