data_GQD
# 
_chem_comp.id                                    GQD 
_chem_comp.name                                  "(E)-3-[4-[(1R,3R)-6-hydroxy-2-isobutyl-3-methyl-3,4-dihydro-1H-isoquinolin-1-yl]phenyl]prop-2-enoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H27 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-12-14 
_chem_comp.pdbx_modified_date                    2016-02-05 
_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                        365.465 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GQD 
_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        5FQP 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
GQD C1   C1   C 0 1 N N N 13.274 23.651 61.919 3.898  -1.575 1.261  C1   GQD 1  
GQD C2   C2   C 0 1 N N R 12.790 23.851 63.350 3.259  -1.653 -0.126 C2   GQD 2  
GQD C4   C4   C 0 1 N N N 13.352 25.114 63.983 3.803  -0.529 -1.007 C4   GQD 3  
GQD C5   C5   C 0 1 Y N N 14.811 24.994 64.328 3.291  0.802  -0.518 C5   GQD 4  
GQD C6   C6   C 0 1 Y N N 15.549 26.151 64.458 3.934  1.954  -0.943 C6   GQD 5  
GQD C7   C7   C 0 1 Y N N 16.886 26.071 64.781 3.494  3.197  -0.520 C7   GQD 6  
GQD C8   C8   C 0 1 Y N N 17.510 24.860 64.972 2.403  3.287  0.333  C8   GQD 7  
GQD C9   C9   C 0 1 Y N N 16.768 23.704 64.837 1.766  2.138  0.755  C9   GQD 8  
GQD C10  C10  C 0 1 Y N N 15.420 23.768 64.519 2.209  0.893  0.332  C10  GQD 9  
GQD C11  C11  C 0 1 N N R 14.651 22.487 64.400 1.485  -0.331 0.830  C11  GQD 10 
GQD N13  N13  N 0 1 N N N 13.175 22.683 64.209 1.801  -1.491 -0.010 N13  GQD 11 
GQD C14  C14  C 0 1 N N N 12.495 21.407 63.836 1.176  -2.710 0.521  C14  GQD 12 
GQD C15  C15  C 0 1 N N N 11.115 21.298 64.458 1.130  -3.778 -0.574 C15  GQD 13 
GQD C16  C16  C 0 1 N N N 10.537 19.942 64.112 0.601  -5.088 0.013  C16  GQD 14 
GQD C17  C17  C 0 1 N N N 11.153 21.448 65.960 0.204  -3.313 -1.700 C17  GQD 15 
GQD C18  C18  C 0 1 Y N N 14.860 21.655 65.633 -0.001 -0.079 0.792  C18  GQD 16 
GQD C19  C19  C 0 1 Y N N 14.622 22.190 66.886 -0.670 0.267  1.953  C19  GQD 17 
GQD C20  C20  C 0 1 Y N N 14.812 21.418 68.015 -2.029 0.498  1.926  C20  GQD 18 
GQD C21  C21  C 0 1 Y N N 15.237 20.109 67.896 -2.731 0.383  0.722  C21  GQD 19 
GQD C22  C22  C 0 1 Y N N 15.474 19.575 66.646 -2.047 0.034  -0.447 C22  GQD 20 
GQD C23  C23  C 0 1 Y N N 15.285 20.350 65.518 -0.687 -0.190 -0.405 C23  GQD 21 
GQD C24  C24  C 0 1 N N N 15.450 19.265 69.067 -4.182 0.628  0.686  C24  GQD 22 
GQD C25  C25  C 0 1 N N N 15.901 19.804 70.203 -4.855 0.516  -0.478 C25  GQD 23 
GQD C26  C26  C 0 1 N N N 16.068 18.785 71.315 -6.297 0.760  -0.515 C26  GQD 24 
GQD O27  O27  O 0 1 N N N 15.856 17.578 71.012 -6.971 0.648  -1.678 O27  GQD 25 
GQD O28  O28  O 0 1 N N N 16.404 19.271 72.430 -6.888 1.064  0.504  O28  GQD 26 
GQD O29  O29  O 0 1 N N N 17.611 27.229 64.920 4.128  4.324  -0.937 O29  GQD 27 
GQD H11C H11C H 0 0 N N N 12.839 22.727 61.510 3.661  -0.613 1.716  H11C GQD 28 
GQD H12C H12C H 0 0 N N N 12.961 24.507 61.303 3.508  -2.378 1.887  H12C GQD 29 
GQD H13C H13C H 0 0 N N N 14.371 23.575 61.910 4.979  -1.678 1.170  H13C GQD 30 
GQD H2   H2   H 0 1 N N N 11.693 23.930 63.336 3.487  -2.618 -0.581 H2   GQD 31 
GQD H41C H41C H 0 0 N N N 13.225 25.947 63.276 4.892  -0.534 -0.968 H41C GQD 32 
GQD H42C H42C H 0 0 N N N 12.789 25.326 64.904 3.478  -0.685 -2.036 H42C GQD 33 
GQD H6   H6   H 0 1 N N N 15.082 27.113 64.308 4.782  1.881  -1.607 H6   GQD 34 
GQD H8   H8   H 0 1 N N N 18.560 24.815 65.223 2.054  4.253  0.666  H8   GQD 35 
GQD H29  H29  H 0 1 N N N 18.510 27.016 65.142 3.770  4.696  -1.755 H29  GQD 36 
GQD H9   H9   H 0 1 N N N 17.240 22.743 64.980 0.917  2.209  1.418  H9   GQD 37 
GQD H11  H11  H 0 1 N N N 15.040 21.928 63.536 1.788  -0.536 1.856  H11  GQD 38 
GQD H141 H141 H 0 0 N N N 12.396 21.364 62.741 1.759  -3.080 1.364  H141 GQD 39 
GQD H142 H142 H 0 0 N N N 13.109 20.563 64.182 0.162  -2.485 0.851  H142 GQD 40 
GQD H15  H15  H 0 1 N N N 10.469 22.081 64.035 2.133  -3.936 -0.970 H15  GQD 41 
GQD H161 H161 H 0 0 N N N 9.535  19.846 64.556 0.626  -5.865 -0.751 H161 GQD 42 
GQD H162 H162 H 0 0 N N N 10.465 19.842 63.019 1.225  -5.387 0.855  H162 GQD 43 
GQD H163 H163 H 0 0 N N N 11.191 19.152 64.510 -0.424 -4.946 0.353  H163 GQD 44 
GQD H171 H171 H 0 0 N N N 10.133 21.362 66.364 0.581  -2.380 -2.119 H171 GQD 45 
GQD H172 H172 H 0 0 N N N 11.786 20.658 66.391 0.172  -4.074 -2.480 H172 GQD 46 
GQD H173 H173 H 0 0 N N N 11.568 22.433 66.220 -0.799 -3.156 -1.304 H173 GQD 47 
GQD H19  H19  H 0 1 N N N 14.287 23.212 66.981 -0.126 0.355  2.882  H19  GQD 48 
GQD H23  H23  H 0 1 N N N 15.472 19.930 64.541 -0.157 -0.456 -1.307 H23  GQD 49 
GQD H20  H20  H 0 1 N N N 14.628 21.838 68.993 -2.550 0.768  2.833  H20  GQD 50 
GQD H22  H22  H 0 1 N N N 15.807 18.552 66.549 -2.582 -0.057 -1.380 H22  GQD 51 
GQD H24  H24  H 0 1 N N N 15.243 18.206 69.015 -4.707 0.898  1.590  H24  GQD 52 
GQD H25  H25  H 0 1 N N N 16.123 20.855 70.318 -4.330 0.247  -1.382 H25  GQD 53 
GQD H27  H27  H 0 1 N N N 15.988 17.031 71.777 -7.918 0.828  -1.603 H27  GQD 54 
# 
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 
GQD C1  C2   SING N N 1  
GQD C2  C4   SING N N 2  
GQD C2  N13  SING N N 3  
GQD C4  C5   SING N N 4  
GQD C5  C6   SING Y N 5  
GQD C5  C10  DOUB Y N 6  
GQD C6  C7   DOUB Y N 7  
GQD C7  C8   SING Y N 8  
GQD C7  O29  SING N N 9  
GQD C8  C9   DOUB Y N 10 
GQD C9  C10  SING Y N 11 
GQD C10 C11  SING N N 12 
GQD C11 N13  SING N N 13 
GQD C11 C18  SING N N 14 
GQD N13 C14  SING N N 15 
GQD C14 C15  SING N N 16 
GQD C15 C16  SING N N 17 
GQD C15 C17  SING N N 18 
GQD C18 C19  SING Y N 19 
GQD C18 C23  DOUB Y N 20 
GQD C19 C20  DOUB Y N 21 
GQD C20 C21  SING Y N 22 
GQD C21 C22  DOUB Y N 23 
GQD C21 C24  SING N N 24 
GQD C22 C23  SING Y N 25 
GQD C24 C25  DOUB N E 26 
GQD C25 C26  SING N N 27 
GQD C26 O27  SING N N 28 
GQD C26 O28  DOUB N N 29 
GQD C1  H11C SING N N 30 
GQD C1  H12C SING N N 31 
GQD C1  H13C SING N N 32 
GQD C2  H2   SING N N 33 
GQD C4  H41C SING N N 34 
GQD C4  H42C SING N N 35 
GQD C6  H6   SING N N 36 
GQD C8  H8   SING N N 37 
GQD O29 H29  SING N N 38 
GQD C9  H9   SING N N 39 
GQD C11 H11  SING N N 40 
GQD C14 H141 SING N N 41 
GQD C14 H142 SING N N 42 
GQD C15 H15  SING N N 43 
GQD C16 H161 SING N N 44 
GQD C16 H162 SING N N 45 
GQD C16 H163 SING N N 46 
GQD C17 H171 SING N N 47 
GQD C17 H172 SING N N 48 
GQD C17 H173 SING N N 49 
GQD C19 H19  SING N N 50 
GQD C23 H23  SING N N 51 
GQD C20 H20  SING N N 52 
GQD C22 H22  SING N N 53 
GQD C24 H24  SING N N 54 
GQD C25 H25  SING N N 55 
GQD O27 H27  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 
GQD InChI            InChI                1.03  "InChI=1S/C23H27NO3/c1-15(2)14-24-16(3)12-19-13-20(25)9-10-21(19)23(24)18-7-4-17(5-8-18)6-11-22(26)27/h4-11,13,15-16,23,25H,12,14H2,1-3H3,(H,26,27)/b11-6+/t16-,23-/m1/s1" 
GQD InChIKey         InChI                1.03  WHZIOQODOSOYPX-DGIIRHPGSA-N                                                                                                                                                
GQD SMILES_CANONICAL CACTVS               3.385 "CC(C)CN1[C@H](C)Cc2cc(O)ccc2[C@H]1c3ccc(\C=C\C(O)=O)cc3"                                                                                                                  
GQD SMILES           CACTVS               3.385 "CC(C)CN1[CH](C)Cc2cc(O)ccc2[CH]1c3ccc(C=CC(O)=O)cc3"                                                                                                                      
GQD SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1Cc2cc(ccc2[C@H](N1CC(C)C)c3ccc(cc3)/C=C/C(=O)O)O"                                                                                                                 
GQD SMILES           "OpenEye OEToolkits" 1.7.6 "CC1Cc2cc(ccc2C(N1CC(C)C)c3ccc(cc3)C=CC(=O)O)O"                                                                                                                            
# 
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 
GQD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-3-[4-[(1R,3R)-3-methyl-2-(2-methylpropyl)-6-oxidanyl-3,4-dihydro-1H-isoquinolin-1-yl]phenyl]prop-2-enoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GQD "Create component"   2015-12-14 EBI  
GQD "Other modification" 2016-02-02 EBI  
GQD "Initial release"    2016-02-10 RCSB 
# 
