data_PZQ
# 
_chem_comp.id                                    PZQ 
_chem_comp.name                                  PRAZIQUANTEL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H24 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        312.406 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PZQ 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
PZQ C1   C1   C 0 1 N N N 25.297 43.063 38.595 0.599  0.760  1.440  C1   PZQ 1  
PZQ C2   C2   C 0 1 N N N 22.900 40.569 40.480 1.242  -1.771 4.240  C2   PZQ 2  
PZQ C3   C3   C 0 1 N N N 23.618 41.904 40.162 1.547  -0.896 3.023  C3   PZQ 3  
PZQ C4   C4   C 0 1 N N N 24.469 41.803 38.861 0.298  -0.100 2.640  C4   PZQ 4  
PZQ C5   C5   C 0 1 N N N 23.658 41.255 37.658 -0.119 0.787  3.814  C5   PZQ 5  
PZQ C6   C6   C 0 1 N N N 22.956 39.916 38.011 -0.424 -0.087 5.031  C6   PZQ 6  
PZQ C7   C7   C 0 1 Y N N 26.883 43.611 31.176 2.461  -0.783 -4.027 C7   PZQ 7  
PZQ C8   C8   C 0 1 Y N N 26.505 44.866 31.578 1.256  -1.435 -3.863 C8   PZQ 8  
PZQ C9   C9   C 0 1 N N N 25.979 46.591 33.332 -1.060 -1.614 -2.998 C9   PZQ 9  
PZQ C10  C10  C 0 1 N N N 26.407 46.850 34.759 -2.219 -0.689 -2.629 C10  PZQ 10 
PZQ C11  C11  C 0 1 Y N N 26.530 44.202 33.877 0.406  0.408  -2.604 C11  PZQ 11 
PZQ C12  C12  C 0 1 Y N N 26.331 45.191 32.921 0.223  -0.841 -3.149 C12  PZQ 12 
PZQ C13  C13  C 0 1 N N N 22.083 40.045 39.279 0.824  -0.882 5.414  C13  PZQ 13 
PZQ C14  C14  C 0 1 N N N 25.113 46.153 36.697 -2.341 0.063  -0.329 C14  PZQ 14 
PZQ C15  C15  C 0 1 N N N 24.621 45.077 37.612 -1.799 0.778  0.882  C15  PZQ 15 
PZQ C16  C16  C 0 1 N N N 25.436 43.445 36.016 -0.120 1.849  -0.641 C16  PZQ 16 
PZQ C17  C17  C 0 1 N N R 26.361 44.460 35.374 -0.682 1.111  -1.839 C17  PZQ 17 
PZQ C18  C18  C 0 1 Y N N 26.942 42.937 33.463 1.619  1.066  -2.772 C18  PZQ 18 
PZQ C19  C19  C 0 1 Y N N 27.108 42.644 32.133 2.644  0.472  -3.478 C19  PZQ 19 
PZQ N1   N1   N 0 1 N N N 25.300 43.820 37.440 -0.392 1.113  0.599  N1   PZQ 20 
PZQ N2   N2   N 0 1 N N N 25.867 45.814 35.627 -1.759 0.186  -1.529 N2   PZQ 21 
PZQ O1   O1   O 0 1 N N N 25.992 43.413 39.556 1.733  1.135  1.232  O1   PZQ 22 
PZQ O2   O2   O 0 1 N N N 24.790 47.312 36.943 -3.321 -0.641 -0.214 O2   PZQ 23 
PZQ H21  1H2  H 0 1 N N N 23.621 39.800 40.843 0.432  -2.459 3.999  H21  PZQ 24 
PZQ H22  2H2  H 0 1 N N N 22.264 40.660 41.391 2.132  -2.338 4.513  H22  PZQ 25 
PZQ H31  1H3  H 0 1 N N N 22.896 42.752 40.111 1.845  -1.529 2.186  H31  PZQ 26 
PZQ H32  2H3  H 0 1 N N N 24.233 42.250 41.024 2.357  -0.208 3.263  H32  PZQ 27 
PZQ H4   H4   H 0 1 N N N 25.244 41.019 39.028 -0.511 -0.789 2.399  H4   PZQ 28 
PZQ H51  1H5  H 0 1 N N N 22.930 42.009 37.277 0.690  1.476  4.055  H51  PZQ 29 
PZQ H52  2H5  H 0 1 N N N 24.294 41.155 36.747 -1.009 1.354  3.541  H52  PZQ 30 
PZQ H61  1H6  H 0 1 N N N 22.365 39.527 37.148 -1.234 -0.775 4.790  H61  PZQ 31 
PZQ H62  2H6  H 0 1 N N N 23.692 39.084 38.107 -0.722 0.545  5.868  H62  PZQ 32 
PZQ H7   H7   H 0 1 N N N 27.003 43.383 30.103 3.258  -1.252 -4.584 H7   PZQ 33 
PZQ H8   H8   H 0 1 N N N 26.336 45.632 30.802 1.116  -2.415 -4.294 H8   PZQ 34 
PZQ H91  1H9  H 0 1 N N N 24.896 46.807 33.178 -0.937 -2.362 -2.215 H91  PZQ 35 
PZQ H92  2H9  H 0 1 N N N 26.401 47.347 32.629 -1.288 -2.115 -3.938 H92  PZQ 36 
PZQ H101 1H10 H 0 0 N N N 27.513 46.944 34.855 -3.073 -1.280 -2.298 H101 PZQ 37 
PZQ H102 2H10 H 0 0 N N N 26.128 47.873 35.102 -2.498 -0.084 -3.491 H102 PZQ 38 
PZQ H131 1H13 H 0 0 N N N 21.572 39.083 39.521 0.607  -1.505 6.282  H131 PZQ 39 
PZQ H132 2H13 H 0 0 N N N 21.183 40.676 39.091 1.634  -0.194 5.655  H132 PZQ 40 
PZQ H151 1H15 H 0 0 N N N 24.671 45.410 38.674 -2.369 1.690  1.061  H151 PZQ 41 
PZQ H152 2H15 H 0 0 N N N 23.518 44.946 37.510 -1.857 0.126  1.754  H152 PZQ 42 
PZQ H161 1H16 H 0 0 N N N 24.455 43.353 35.492 -0.579 2.836  -0.580 H161 PZQ 43 
PZQ H162 2H16 H 0 0 N N N 25.773 42.392 35.871 0.956  1.962  -0.762 H162 PZQ 44 
PZQ H17  H17  H 0 1 N N N 27.370 44.355 35.835 -1.100 1.863  -2.507 H17  PZQ 45 
PZQ H18  H18  H 0 1 N N N 27.141 42.147 34.207 1.760  2.048  -2.345 H18  PZQ 46 
PZQ H19  H19  H 0 1 N N N 27.422 41.630 31.832 3.587  0.985  -3.601 H19  PZQ 47 
# 
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 
PZQ C1  C4   SING N N 1  
PZQ C1  N1   SING N N 2  
PZQ C1  O1   DOUB N N 3  
PZQ C2  C3   SING N N 4  
PZQ C2  C13  SING N N 5  
PZQ C2  H21  SING N N 6  
PZQ C2  H22  SING N N 7  
PZQ C3  C4   SING N N 8  
PZQ C3  H31  SING N N 9  
PZQ C3  H32  SING N N 10 
PZQ C4  C5   SING N N 11 
PZQ C4  H4   SING N N 12 
PZQ C5  C6   SING N N 13 
PZQ C5  H51  SING N N 14 
PZQ C5  H52  SING N N 15 
PZQ C6  C13  SING N N 16 
PZQ C6  H61  SING N N 17 
PZQ C6  H62  SING N N 18 
PZQ C7  C8   DOUB Y N 19 
PZQ C7  C19  SING Y N 20 
PZQ C7  H7   SING N N 21 
PZQ C8  C12  SING Y N 22 
PZQ C8  H8   SING N N 23 
PZQ C9  C10  SING N N 24 
PZQ C9  C12  SING N N 25 
PZQ C9  H91  SING N N 26 
PZQ C9  H92  SING N N 27 
PZQ C10 N2   SING N N 28 
PZQ C10 H101 SING N N 29 
PZQ C10 H102 SING N N 30 
PZQ C11 C12  DOUB Y N 31 
PZQ C11 C17  SING N N 32 
PZQ C11 C18  SING Y N 33 
PZQ C13 H131 SING N N 34 
PZQ C13 H132 SING N N 35 
PZQ C14 C15  SING N N 36 
PZQ C14 N2   SING N N 37 
PZQ C14 O2   DOUB N N 38 
PZQ C15 N1   SING N N 39 
PZQ C15 H151 SING N N 40 
PZQ C15 H152 SING N N 41 
PZQ C16 C17  SING N N 42 
PZQ C16 N1   SING N N 43 
PZQ C16 H161 SING N N 44 
PZQ C16 H162 SING N N 45 
PZQ C17 N2   SING N N 46 
PZQ C17 H17  SING N N 47 
PZQ C18 C19  DOUB Y N 48 
PZQ C18 H18  SING N N 49 
PZQ C19 H19  SING N N 50 
# 
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 
PZQ SMILES           ACDLabs              10.04 O=C4N2CCc1c(cccc1)C2CN(C(=O)C3CCCCC3)C4                                                                                              
PZQ InChI            InChI                1.02b InChI=1/C19H24N2O2/c22-18-13-20(19(23)15-7-2-1-3-8-15)12-17-16-9-5-4-6-14(16)10-11-21(17)18/h4-6,9,15,17H,1-3,7-8,10-13H2/t17-/m0/s1 
PZQ InChIKey         InChI                1.02b FSVJFNAIGNNGKK-KRWDZBQOBT                                                                                                            
PZQ SMILES_CANONICAL CACTVS               3.341 O=C1CN(C[C@@H]2N1CCc3ccccc23)C(=O)C4CCCCC4                                                                                           
PZQ SMILES           CACTVS               3.341 O=C1CN(C[CH]2N1CCc3ccccc23)C(=O)C4CCCCC4                                                                                             
PZQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)CCN3[C@H]2CN(CC3=O)C(=O)C4CCCCC4                                                                                          
PZQ SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)CCN3C2CN(CC3=O)C(=O)C4CCCCC4                                                                                              
# 
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 
PZQ "SYSTEMATIC NAME" ACDLabs              10.04 (11bR)-2-(cyclohexylcarbonyl)-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]isoquinolin-4-one 
PZQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (11bR)-2-cyclohexylcarbonyl-3,6,7,11b-tetrahydro-1H-pyrazino[6,1-a]isoquinolin-4-one      
# 
