data_PGX
# 
_chem_comp.id                                    PGX 
_chem_comp.name                                  "7-[6-(3-HYDROPEROXY-OCT-1-ENYL)-2,3-DIOXA-BICYCLO[2.2.1]HEPT-5-YL]-HEPT-5-ENOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H32 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "PROSTAGLANDIN G2" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-11-10 
_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                        368.464 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PGX 
_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        1DD0 
_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 
PGX C1   C1   C 0 1 N N N 70.057 15.557 43.029 3.190  -0.466 -6.389 C1   PGX 1  
PGX C2   C2   C 0 1 N N N 70.536 15.736 41.598 2.638  -0.034 -5.055 C2   PGX 2  
PGX C3   C3   C 0 1 N N N 71.329 17.037 41.339 1.196  0.443  -5.231 C3   PGX 3  
PGX C4   C4   C 0 1 N N N 70.670 17.916 40.256 0.635  0.881  -3.876 C4   PGX 4  
PGX C5   C5   C 0 1 N N N 69.646 18.899 40.812 -0.785 1.352  -4.049 C5   PGX 5  
PGX C6   C6   C 0 1 N N N 69.561 20.221 40.575 -1.737 0.847  -3.305 C6   PGX 6  
PGX C7   C7   C 0 1 N N N 70.450 21.087 39.687 -1.394 -0.086 -2.173 C7   PGX 7  
PGX C8   C8   C 0 1 N N R 69.668 21.996 38.679 -2.043 0.417  -0.882 C8   PGX 8  
PGX C9   C9   C 0 1 N N S 69.888 23.551 38.774 -3.599 0.442  -1.025 C9   PGX 9  
PGX C10  C10  C 0 1 N N N 69.219 24.073 37.506 -4.036 0.278  0.472  C10  PGX 10 
PGX C11  C11  C 0 1 N N R 70.266 23.261 36.753 -3.212 -1.035 0.711  C11  PGX 11 
PGX C12  C12  C 0 1 N N R 69.977 21.784 37.171 -1.788 -0.569 0.280  C12  PGX 12 
PGX C13  C13  C 0 1 N N N 68.973 21.144 36.228 -1.093 0.127  1.421  C13  PGX 13 
PGX C14  C14  C 0 1 N N N 68.636 19.866 36.321 0.066  -0.308 1.847  C14  PGX 14 
PGX C15  C15  C 0 1 N N S 67.639 19.162 35.456 0.760  0.389  2.988  C15  PGX 15 
PGX C16  C16  C 0 1 N N N 66.205 19.660 35.742 0.960  -0.595 4.141  C16  PGX 16 
PGX C17  C17  C 0 1 N N N 65.413 20.193 34.550 1.665  0.112  5.300  C17  PGX 17 
PGX C18  C18  C 0 1 N N N 64.011 20.649 34.960 1.866  -0.872 6.454  C18  PGX 18 
PGX C19  C19  C 0 1 N N N 63.226 21.173 33.750 2.571  -0.164 7.612  C19  PGX 19 
PGX C20  C20  C 0 1 N N N 61.827 21.624 34.161 2.771  -1.149 8.766  C20  PGX 20 
PGX O1   O1   O 0 1 N N N 70.181 14.440 43.563 2.500  -0.398 -7.379 O1   PGX 21 
PGX O2   O2   O 0 1 N N N 69.558 16.524 43.629 4.448  -0.926 -6.478 O2   PGX 22 
PGX O3   O3   O 0 1 N N N 71.275 23.918 38.554 -3.927 -0.886 -1.528 O3   PGX 23 
PGX O4   O4   O 0 1 N N N 71.496 23.744 37.340 -3.671 -1.849 -0.408 O4   PGX 24 
PGX O5   O5   O 0 1 N N N 67.701 17.744 35.735 -0.038 1.487  3.432  O5   PGX 25 
PGX O6   O6   O 0 1 N N N 67.087 17.017 34.920 0.886  2.503  3.951  O6   PGX 26 
PGX H21  1H2  H 0 1 N N N 71.131 14.849 41.276 3.245  0.778  -4.657 H21  PGX 27 
PGX H22  2H2  H 0 1 N N N 69.677 15.659 40.890 2.660  -0.876 -4.363 H22  PGX 28 
PGX H31  1H3  H 0 1 N N N 71.484 17.609 42.283 0.589  -0.370 -5.629 H31  PGX 29 
PGX H32  2H3  H 0 1 N N N 72.392 16.817 41.087 1.174  1.285  -5.923 H32  PGX 30 
PGX H41  1H4  H 0 1 N N N 71.443 18.449 39.655 1.242  1.694  -3.478 H41  PGX 31 
PGX H42  2H4  H 0 1 N N N 70.217 17.284 39.456 0.657  0.039  -3.184 H42  PGX 32 
PGX H51  1H5  H 0 1 N N N 68.833 18.605 41.498 -1.018 2.106  -4.786 H51  PGX 33 
PGX H61  1H6  H 0 1 N N N 68.706 20.621 41.146 -2.769 1.099  -3.503 H61  PGX 34 
PGX H71  1H7  H 0 1 N N N 71.140 21.701 40.309 -0.312 -0.121 -2.046 H71  PGX 35 
PGX H72  2H7  H 0 1 N N N 71.192 20.455 39.145 -1.766 -1.085 -2.400 H72  PGX 36 
PGX H81  1H8  H 0 1 N N N 68.652 21.666 39.002 -1.667 1.409  -0.630 H81  PGX 37 
PGX H91  1H9  H 0 1 N N N 69.530 23.923 39.762 -4.029 1.283  -1.569 H91  PGX 38 
PGX H101 1H10 H 0 0 N N N 68.127 23.942 37.320 -5.110 0.117  0.573  H101 PGX 39 
PGX H102 2H10 H 0 0 N N N 69.076 25.163 37.322 -3.689 1.102  1.096  H102 PGX 40 
PGX H111 1H11 H 0 0 N N N 70.286 23.336 35.640 -3.292 -1.487 1.700  H111 PGX 41 
PGX H121 1H12 H 0 0 N N N 70.770 21.006 37.074 -1.196 -1.418 -0.063 H121 PGX 42 
PGX H131 1H13 H 0 0 N N N 68.442 21.651 35.404 -1.551 0.986  1.888  H131 PGX 43 
PGX H141 1H14 H 0 0 N N N 69.197 19.377 37.135 0.524  -1.167 1.380  H141 PGX 44 
PGX H151 1H15 H 0 0 N N N 67.883 19.371 34.388 1.730  0.757  2.652  H151 PGX 45 
PGX H161 1H16 H 0 0 N N N 65.623 18.854 36.247 1.570  -1.433 3.802  H161 PGX 46 
PGX H162 2H16 H 0 0 N N N 66.230 20.429 36.548 -0.008 -0.964 4.477  H162 PGX 47 
PGX H171 1H17 H 0 0 N N N 65.967 21.005 34.024 1.056  0.950  5.639  H171 PGX 48 
PGX H172 2H17 H 0 0 N N N 65.372 19.446 33.722 2.635  0.481  4.965  H172 PGX 49 
PGX H181 1H18 H 0 0 N N N 63.455 19.841 35.491 2.475  -1.710 6.115  H181 PGX 50 
PGX H182 2H18 H 0 0 N N N 64.047 21.400 35.782 0.896  -1.240 6.789  H182 PGX 51 
PGX H191 1H19 H 0 0 N N N 63.779 21.982 33.219 1.961  0.673  7.951  H191 PGX 52 
PGX H192 2H19 H 0 0 N N N 63.191 20.422 32.925 3.540  0.204  7.277  H192 PGX 53 
PGX H201 1H20 H 0 0 N N N 61.256 22.004 33.281 3.273  -0.644 9.591  H201 PGX 54 
PGX H202 2H20 H 0 0 N N N 61.273 20.815 34.692 1.801  -1.517 9.101  H202 PGX 55 
PGX H203 3H20 H 0 0 N N N 61.861 22.374 34.985 3.380  -1.986 8.427  H203 PGX 56 
PGX HO2  HO2  H 0 1 N N N 69.258 16.412 44.523 4.802  -1.203 -7.335 HO2  PGX 57 
PGX HO61 1HO6 H 0 0 N N N 67.127 16.085 35.103 0.345  3.246  4.252  HO61 PGX 58 
# 
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 
PGX C1  C2   SING N N 1  
PGX C1  O1   DOUB N N 2  
PGX C1  O2   SING N N 3  
PGX C2  C3   SING N N 4  
PGX C2  H21  SING N N 5  
PGX C2  H22  SING N N 6  
PGX C3  C4   SING N N 7  
PGX C3  H31  SING N N 8  
PGX C3  H32  SING N N 9  
PGX C4  C5   SING N N 10 
PGX C4  H41  SING N N 11 
PGX C4  H42  SING N N 12 
PGX C5  C6   DOUB N Z 13 
PGX C5  H51  SING N N 14 
PGX C6  C7   SING N N 15 
PGX C6  H61  SING N N 16 
PGX C7  C8   SING N N 17 
PGX C7  H71  SING N N 18 
PGX C7  H72  SING N N 19 
PGX C8  C9   SING N N 20 
PGX C8  C12  SING N N 21 
PGX C8  H81  SING N N 22 
PGX C9  C10  SING N N 23 
PGX C9  O3   SING N N 24 
PGX C9  H91  SING N N 25 
PGX C10 C11  SING N N 26 
PGX C10 H101 SING N N 27 
PGX C10 H102 SING N N 28 
PGX C11 C12  SING N N 29 
PGX C11 O4   SING N N 30 
PGX C11 H111 SING N N 31 
PGX C12 C13  SING N N 32 
PGX C12 H121 SING N N 33 
PGX C13 C14  DOUB N E 34 
PGX C13 H131 SING N N 35 
PGX C14 C15  SING N N 36 
PGX C14 H141 SING N N 37 
PGX C15 C16  SING N N 38 
PGX C15 O5   SING N N 39 
PGX C15 H151 SING N N 40 
PGX C16 C17  SING N N 41 
PGX C16 H161 SING N N 42 
PGX C16 H162 SING N N 43 
PGX C17 C18  SING N N 44 
PGX C17 H171 SING N N 45 
PGX C17 H172 SING N N 46 
PGX C18 C19  SING N N 47 
PGX C18 H181 SING N N 48 
PGX C18 H182 SING N N 49 
PGX C19 C20  SING N N 50 
PGX C19 H191 SING N N 51 
PGX C19 H192 SING N N 52 
PGX C20 H201 SING N N 53 
PGX C20 H202 SING N N 54 
PGX C20 H203 SING N N 55 
PGX O2  HO2  SING N N 56 
PGX O3  O4   SING N N 57 
PGX O5  O6   SING N N 58 
PGX O6  HO61 SING N N 59 
# 
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 
PGX SMILES           ACDLabs              10.04 O=C(O)CCC/C=C\CC2C1OOC(C1)C2/C=C/C(OO)CCCCC                                                                                                                                                      
PGX InChI            InChI                1.02b InChI=1/C20H32O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h4,7,12-13,15-19,23H,2-3,5-6,8-11,14H2,1H3,(H,21,22)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1/f/h21H 
PGX InChIKey         InChI                1.02b SGUKUZOVHSFKPH-YXOZJSHRDN                                                                                                                                                                        
PGX SMILES_CANONICAL CACTVS               3.341 CCCCC[C@H](OO)/C=C/[C@H]1[C@H]2C[C@H](OO2)[C@@H]1C\C=C/CCCC(O)=O                                                                                                                                 
PGX SMILES           CACTVS               3.341 CCCCC[CH](OO)C=C[CH]1[CH]2C[CH](OO2)[CH]1CC=CCCCC(O)=O                                                                                                                                           
PGX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCC[C@@H](\C=C\[C@H]1[C@H]2C[C@@H]([C@@H]1C\C=C/CCCC(=O)O)OO2)OO                                                                                                                               
PGX SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCC(C=CC1C2CC(C1CC=CCCCC(=O)O)OO2)OO                                                                                                                                                          
# 
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 
PGX "SYSTEMATIC NAME" ACDLabs              10.04 "(5Z)-7-{(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]hept-5-yl}hept-5-enoic acid" 
PGX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(Z)-7-[(1S,4R,5R,6R)-5-[(E,3S)-3-hydroperoxyoct-1-enyl]-2,3-dioxabicyclo[2.2.1]heptan-6-yl]hept-5-enoic acid"    
# 
