data_PG2
# 
_chem_comp.id                                    PG2 
_chem_comp.name                                  "PROSTAGLANDIN D2" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H32 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(5E,13E)-9,15-DIHYDROXY-11-OXOPROSTA-5,13-DIEN-1-OIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-01-06 
_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                        352.465 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PG2 
_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        1RY0 
_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 
PG2 C1   C1   C 0 1 N N N -0.200 -16.102 7.104  -6.011 3.309  -0.502 C1   PG2 1  
PG2 C2   C2   C 0 1 N N N 0.518  -16.924 8.108  -4.689 2.712  -0.093 C2   PG2 2  
PG2 C3   C3   C 0 1 N N N -0.173 -17.159 9.441  -4.917 1.313  0.484  C3   PG2 3  
PG2 C4   C4   C 0 1 N N N -0.926 -18.482 9.523  -3.575 0.708  0.899  C4   PG2 4  
PG2 C5   C5   C 0 1 N N N -1.284 -18.745 10.959 -3.799 -0.670 1.467  C5   PG2 5  
PG2 C6   C6   C 0 1 N N N -2.024 -19.780 11.429 -3.140 -1.693 0.983  C6   PG2 6  
PG2 C7   C7   C 0 1 N N N -2.680 -20.894 10.829 -2.038 -1.474 -0.021 C7   PG2 7  
PG2 C8   C8   C 0 1 N N R -4.003 -20.616 10.126 -0.768 -2.182 0.454  C8   PG2 8  
PG2 C9   C9   C 0 1 N N S -4.545 -21.727 9.274  -0.959 -3.713 0.398  C9   PG2 9  
PG2 C10  C10  C 0 1 N N N -5.833 -22.169 9.766  0.420  -4.239 -0.073 C10  PG2 10 
PG2 C11  C11  C 0 1 N N N -6.440 -20.909 10.280 0.858  -3.187 -1.088 C11  PG2 11 
PG2 C12  C12  C 0 1 N N R -5.235 -20.231 11.059 0.402  -1.865 -0.495 C12  PG2 12 
PG2 C13  C13  C 0 1 N N N -5.384 -18.796 11.263 1.531  -1.228 0.273  C13  PG2 13 
PG2 C14  C14  C 0 1 N N N -5.445 -18.109 12.360 1.951  -0.030 -0.052 C14  PG2 14 
PG2 C15  C15  C 0 1 N N S -5.590 -16.650 12.418 3.080  0.607  0.716  C15  PG2 15 
PG2 C16  C16  C 0 1 N N N -6.198 -16.117 13.776 4.190  1.017  -0.254 C16  PG2 16 
PG2 C17  C17  C 0 1 N N N -5.224 -16.086 14.917 5.279  1.775  0.508  C17  PG2 17 
PG2 C18  C18  C 0 1 N N N -5.837 -15.179 16.075 6.389  2.184  -0.462 C18  PG2 18 
PG2 C19  C19  C 0 1 N N N -5.624 -15.668 17.399 7.478  2.942  0.299  C19  PG2 19 
PG2 C20  C20  C 0 1 N N N -4.517 -14.832 18.171 8.588  3.352  -0.671 C20  PG2 20 
PG2 O1   O1   O 0 1 N N N -0.228 -14.915 7.245  -6.055 4.539  -1.038 O1   PG2 21 
PG2 O2   O2   O 0 1 N N N -0.895 -16.752 6.287  -7.031 2.680  -0.348 O2   PG2 22 
PG2 O3   O3   O 0 1 N N N -3.688 -22.824 9.057  -1.979 -4.058 -0.541 O3   PG2 23 
PG2 O4   O4   O 0 1 N N N -7.576 -20.489 10.163 1.439  -3.366 -2.131 O4   PG2 24 
PG2 O5   O5   O 0 1 N N N -6.472 -16.214 11.362 3.597  -0.328 1.665  O5   PG2 25 
PG2 H21  1H2  H 0 1 N N N 1.529  -16.489 8.287  -4.223 3.345  0.662  H21  PG2 26 
PG2 H22  2H2  H 0 1 N N N 0.791  -17.906 7.655  -4.036 2.644  -0.963 H22  PG2 27 
PG2 H31  1H3  H 0 1 N N N -0.849 -16.307 9.687  -5.383 0.681  -0.272 H31  PG2 28 
PG2 H32  2H3  H 0 1 N N N 0.555  -17.070 10.281 -5.570 1.381  1.354  H32  PG2 29 
PG2 H41  1H4  H 0 1 N N N -0.359 -19.325 9.064  -3.108 1.341  1.654  H41  PG2 30 
PG2 H42  2H4  H 0 1 N N N -1.815 -18.509 8.850  -2.922 0.640  0.029  H42  PG2 31 
PG2 H5   H5   H 0 1 N N N -0.958 -18.087 11.782 -4.504 -0.813 2.273  H5   PG2 32 
PG2 H6   H6   H 0 1 N N N -2.110 -19.699 12.526 -3.387 -2.695 1.303  H6   PG2 33 
PG2 H71  1H7  H 0 1 N N N -2.823 -21.697 11.590 -1.843 -0.406 -0.118 H71  PG2 34 
PG2 H72  2H7  H 0 1 N N N -1.982 -21.402 10.123 -2.340 -1.878 -0.987 H72  PG2 35 
PG2 H8   H8   H 0 1 N N N -3.663 -19.748 9.514  -0.522 -1.871 1.469  H8   PG2 36 
PG2 H9   H9   H 0 1 N N N -4.652 -21.266 8.264  -1.201 -4.105 1.386  H9   PG2 37 
PG2 H101 1H10 H 0 0 N N N -5.789 -23.002 10.506 1.120  -4.286 0.761  H101 PG2 38 
PG2 H102 2H10 H 0 0 N N N -6.455 -22.716 9.020  0.319  -5.214 -0.549 H102 PG2 39 
PG2 H12  H12  H 0 1 N N N -5.136 -20.586 12.111 0.067  -1.197 -1.289 H12  PG2 40 
PG2 H13  H13  H 0 1 N N N -5.467 -18.090 10.420 1.993  -1.758 1.092  H13  PG2 41 
PG2 H14  H14  H 0 1 N N N -5.374 -18.765 13.244 1.488  0.500  -0.872 H14  PG2 42 
PG2 H15  H15  H 0 1 N N N -4.557 -16.241 12.317 2.710  1.489  1.239  H15  PG2 43 
PG2 H161 1H16 H 0 0 N N N -7.105 -16.703 14.054 3.775  1.660  -1.030 H161 PG2 44 
PG2 H162 2H16 H 0 0 N N N -6.658 -15.112 13.629 4.619  0.126  -0.712 H162 PG2 45 
PG2 H171 1H17 H 0 0 N N N -4.207 -15.753 14.604 5.694  1.132  1.284  H171 PG2 46 
PG2 H172 2H17 H 0 0 N N N -4.947 -17.106 15.272 4.849  2.666  0.966  H172 PG2 47 
PG2 H181 1H18 H 0 0 N N N -6.925 -15.010 15.897 5.974  2.828  -1.238 H181 PG2 48 
PG2 H182 2H18 H 0 0 N N N -5.461 -14.133 15.985 6.818  1.293  -0.920 H182 PG2 49 
PG2 H191 1H19 H 0 0 N N N -5.379 -16.756 17.394 7.893  2.299  1.076  H191 PG2 50 
PG2 H192 2H19 H 0 0 N N N -6.578 -15.705 17.975 7.048  3.833  0.757  H192 PG2 51 
PG2 H201 1H20 H 0 0 N N N -4.762 -13.744 18.176 9.364  3.892  -0.128 H201 PG2 52 
PG2 H202 2H20 H 0 0 N N N -4.351 -15.214 19.205 9.017  2.461  -1.128 H202 PG2 53 
PG2 H203 3H20 H 0 0 N N N -3.563 -14.795 17.595 8.173  3.995  -1.447 H203 PG2 54 
PG2 HO1  HO1  H 0 1 N N N -0.688 -14.388 6.602  -6.903 4.921  -1.300 HO1  PG2 55 
PG2 HO3  HO3  H 0 1 N N N -4.031 -23.527 8.518  -2.053 -5.022 -0.532 HO3  PG2 56 
PG2 HO5  HO5  H 0 1 N N N -6.566 -15.269 11.400 3.913  -1.091 1.162  HO5  PG2 57 
# 
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 
PG2 C1  C2   SING N N 1  
PG2 C1  O1   SING N N 2  
PG2 C1  O2   DOUB N N 3  
PG2 C2  C3   SING N N 4  
PG2 C2  H21  SING N N 5  
PG2 C2  H22  SING N N 6  
PG2 C3  C4   SING N N 7  
PG2 C3  H31  SING N N 8  
PG2 C3  H32  SING N N 9  
PG2 C4  C5   SING N N 10 
PG2 C4  H41  SING N N 11 
PG2 C4  H42  SING N N 12 
PG2 C5  C6   DOUB N Z 13 
PG2 C5  H5   SING N N 14 
PG2 C6  C7   SING N N 15 
PG2 C6  H6   SING N N 16 
PG2 C7  C8   SING N N 17 
PG2 C7  H71  SING N N 18 
PG2 C7  H72  SING N N 19 
PG2 C8  C9   SING N N 20 
PG2 C8  C12  SING N N 21 
PG2 C8  H8   SING N N 22 
PG2 C9  C10  SING N N 23 
PG2 C9  O3   SING N N 24 
PG2 C9  H9   SING N N 25 
PG2 C10 C11  SING N N 26 
PG2 C10 H101 SING N N 27 
PG2 C10 H102 SING N N 28 
PG2 C11 C12  SING N N 29 
PG2 C11 O4   DOUB N N 30 
PG2 C12 C13  SING N N 31 
PG2 C12 H12  SING N N 32 
PG2 C13 C14  DOUB N E 33 
PG2 C13 H13  SING N N 34 
PG2 C14 C15  SING N N 35 
PG2 C14 H14  SING N N 36 
PG2 C15 C16  SING N N 37 
PG2 C15 O5   SING N N 38 
PG2 C15 H15  SING N N 39 
PG2 C16 C17  SING N N 40 
PG2 C16 H161 SING N N 41 
PG2 C16 H162 SING N N 42 
PG2 C17 C18  SING N N 43 
PG2 C17 H171 SING N N 44 
PG2 C17 H172 SING N N 45 
PG2 C18 C19  SING N N 46 
PG2 C18 H181 SING N N 47 
PG2 C18 H182 SING N N 48 
PG2 C19 C20  SING N N 49 
PG2 C19 H191 SING N N 50 
PG2 C19 H192 SING N N 51 
PG2 C20 H201 SING N N 52 
PG2 C20 H202 SING N N 53 
PG2 C20 H203 SING N N 54 
PG2 O1  HO1  SING N N 55 
PG2 O3  HO3  SING N N 56 
PG2 O5  HO5  SING N N 57 
# 
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 
PG2 SMILES           ACDLabs              10.04 O=C1CC(O)C(C\C=C/CCCC(=O)O)C1/C=C/C(O)CCCCC                                                                                                                                               
PG2 InChI            InChI                1.02b InChI=1/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-/m0/s1/f/h24H 
PG2 InChIKey         InChI                1.02b BHMBVRSPMRCCGG-PGEAAQQGDG                                                                                                                                                                 
PG2 SMILES_CANONICAL CACTVS               3.341 CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C\C=C/CCCC(O)=O)[C@@H](O)CC1=O                                                                                                                            
PG2 SMILES           CACTVS               3.341 CCCCC[CH](O)C=C[CH]1[CH](CC=CCCCC(O)=O)[CH](O)CC1=O                                                                                                                                       
PG2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCC[C@@H](\C=C\[C@@H]1[C@H]([C@H](CC1=O)O)C\C=C/CCCC(=O)O)O                                                                                                                             
PG2 SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCC(C=CC1C(C(CC1=O)O)CC=CCCCC(=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 
PG2 "SYSTEMATIC NAME" ACDLabs              10.04 "(5Z,9alpha,13E,15S)-9,15-dihydroxy-11-oxoprosta-5,13-dien-1-oic acid"                           
PG2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-3-oxo-cyclopentyl]hept-5-enoic acid" 
# 
