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 2020-06-17 _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 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" PG2 InChI InChI 1.03 "InChI=1S/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" PG2 InChIKey InChI 1.03 BHMBVRSPMRCCGG-OUTUXVNYSA-N # # 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site PG2 "Create component" 2004-01-06 RCSB PG2 "Modify descriptor" 2011-06-04 RCSB PG2 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id PG2 _pdbx_chem_comp_synonyms.name "(5E,13E)-9,15-DIHYDROXY-11-OXOPROSTA-5,13-DIEN-1-OIC ACID" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##