data_XPG # _chem_comp.id XPG _chem_comp.name "7-[(1R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H34 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Prostaglandin E1" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-17 _chem_comp.pdbx_modified_date 2021-03-01 _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 354.481 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XPG _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 3WHX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 XPG C20 C20 C 0 1 N N N 5.856 -13.258 31.514 9.433 -3.164 0.597 C20 XPG 1 XPG C19 C19 C 0 1 N N N 7.109 -12.756 32.211 8.124 -3.103 -0.193 C19 XPG 2 XPG C18 C18 C 0 1 N N N 8.390 -13.158 31.483 7.179 -2.096 0.465 C18 XPG 3 XPG C17 C17 C 0 1 N N N 9.661 -12.641 32.157 5.870 -2.034 -0.325 C17 XPG 4 XPG C16 C16 C 0 1 N N N 9.862 -11.138 31.982 4.924 -1.027 0.333 C16 XPG 5 XPG C15 C15 C 0 1 N N S 11.310 -10.687 32.161 3.615 -0.966 -0.457 C15 XPG 6 XPG O15 O15 O 0 1 N N N 12.100 -11.305 31.137 3.871 -0.446 -1.764 O15 XPG 7 XPG C14 C14 C 0 1 N N N 11.927 -11.102 33.457 2.639 -0.068 0.258 C14 XPG 8 XPG C13 C13 C 0 1 N N N 12.718 -10.280 34.149 2.095 0.943 -0.374 C13 XPG 9 XPG C12 C12 C 0 1 N N R 13.399 -10.633 35.431 1.118 1.841 0.341 C12 XPG 10 XPG C11 C11 C 0 1 N N R 14.906 -10.442 35.236 1.566 3.322 0.241 C11 XPG 11 XPG O11 O11 O 0 1 N N N 15.461 -11.509 34.480 2.485 3.647 1.286 O11 XPG 12 XPG C10 C10 C 0 1 N N N 15.474 -10.422 36.654 0.230 4.084 0.425 C10 XPG 13 XPG C9 C9 C 0 1 N N N 14.355 -9.754 37.413 -0.793 3.237 -0.310 C9 XPG 14 XPG O9 O9 O 0 1 N N N 14.472 -9.320 38.546 -1.844 3.620 -0.767 O9 XPG 15 XPG C8 C8 C 0 1 N N R 13.071 -9.684 36.604 -0.252 1.824 -0.366 C8 XPG 16 XPG C7 C7 C 0 1 N N N 11.823 -9.982 37.440 -1.204 0.871 0.360 C7 XPG 17 XPG C6 C6 C 0 1 N N N 11.509 -11.453 37.749 -2.516 0.766 -0.420 C6 XPG 18 XPG C5 C5 C 0 1 N N N 12.470 -12.129 38.738 -3.467 -0.186 0.307 C5 XPG 19 XPG C4 C4 C 0 1 N N N 12.420 -11.672 40.205 -4.779 -0.291 -0.474 C4 XPG 20 XPG C3 C3 C 0 1 N N N 13.271 -12.515 41.165 -5.730 -1.243 0.253 C3 XPG 21 XPG C2 C2 C 0 1 N N N 14.107 -11.812 42.242 -7.042 -1.348 -0.527 C2 XPG 22 XPG C1 C1 C 0 1 N N N 13.549 -10.499 42.735 -7.979 -2.286 0.188 C1 XPG 23 XPG O1A O1A O 0 1 N N N 12.447 -10.526 43.326 -9.198 -2.532 -0.317 O1A XPG 24 XPG O1B O1B O 0 1 N N N 14.246 -9.483 42.528 -7.633 -2.817 1.217 O1B XPG 25 XPG H1 H1 H 0 1 N N N 4.968 -12.940 32.080 9.899 -2.179 0.605 H1 XPG 26 XPG H2 H2 H 0 1 N N N 5.810 -12.841 30.497 9.225 -3.476 1.621 H2 XPG 27 XPG H3 H3 H 0 1 N N N 5.882 -14.356 31.459 10.107 -3.882 0.129 H3 XPG 28 XPG H4 H4 H 0 1 N N N 7.137 -13.173 33.228 8.332 -2.791 -1.216 H4 XPG 29 XPG H5 H5 H 0 1 N N N 7.065 -11.658 32.266 7.658 -4.088 -0.200 H5 XPG 30 XPG H6 H6 H 0 1 N N N 8.350 -12.756 30.460 6.971 -2.407 1.488 H6 XPG 31 XPG H7 H7 H 0 1 N N N 8.438 -14.256 31.444 7.645 -1.111 0.473 H7 XPG 32 XPG H8 H8 H 0 1 N N N 9.602 -12.864 33.233 6.077 -1.723 -1.349 H8 XPG 33 XPG H9 H9 H 0 1 N N N 10.526 -13.163 31.721 5.403 -3.019 -0.333 H9 XPG 34 XPG H10 H10 H 0 1 N N N 9.534 -10.859 30.970 4.716 -1.339 1.356 H10 XPG 35 XPG H11 H11 H 0 1 N N N 9.241 -10.616 32.725 5.390 -0.042 0.340 H11 XPG 36 XPG H12 H12 H 0 1 N N N 11.357 -9.592 32.069 3.194 -1.967 -0.541 H12 XPG 37 XPG H13 H13 H 0 1 N N N 13.007 -11.037 31.231 4.248 0.444 -1.766 H13 XPG 38 XPG H14 H14 H 0 1 N N N 11.728 -12.091 33.843 2.387 -0.257 1.291 H14 XPG 39 XPG H15 H15 H 0 1 N N N 12.878 -9.288 33.754 2.346 1.133 -1.407 H15 XPG 40 XPG H16 H16 H 0 1 N N N 13.181 -11.673 35.715 1.015 1.540 1.384 H16 XPG 41 XPG H17 H17 H 0 1 N N N 15.094 -9.473 34.750 2.000 3.530 -0.737 H17 XPG 42 XPG H18 H18 H 0 1 N N N 16.394 -11.369 34.372 2.794 4.563 1.267 H18 XPG 43 XPG H19 H19 H 0 1 N N N 15.662 -11.440 37.027 -0.024 4.156 1.482 H19 XPG 44 XPG H20 H20 H 0 1 N N N 16.403 -9.835 36.707 0.294 5.076 -0.021 H20 XPG 45 XPG H21 H21 H 0 1 N N N 12.975 -8.666 36.199 -0.132 1.511 -1.403 H21 XPG 46 XPG H22 H22 H 0 1 N N N 11.939 -9.461 38.402 -0.745 -0.115 0.433 H22 XPG 47 XPG H23 H23 H 0 1 N N N 10.959 -9.567 36.901 -1.406 1.252 1.361 H23 XPG 48 XPG H24 H24 H 0 1 N N N 10.494 -11.504 38.171 -2.974 1.753 -0.493 H24 XPG 49 XPG H25 H25 H 0 1 N N N 11.542 -12.015 36.804 -2.314 0.385 -1.421 H25 XPG 50 XPG H26 H26 H 0 1 N N N 12.254 -13.207 38.722 -3.008 -1.173 0.379 H26 XPG 51 XPG H27 H27 H 0 1 N N N 13.493 -11.955 38.374 -3.669 0.195 1.308 H27 XPG 52 XPG H28 H28 H 0 1 N N N 12.776 -10.632 40.253 -5.238 0.696 -0.546 H28 XPG 53 XPG H29 H29 H 0 1 N N N 11.374 -11.717 40.543 -4.577 -0.672 -1.475 H29 XPG 54 XPG H30 H30 H 0 1 N N N 12.585 -13.198 41.687 -5.271 -2.230 0.326 H30 XPG 55 XPG H31 H31 H 0 1 N N N 13.969 -13.098 40.547 -5.932 -0.862 1.254 H31 XPG 56 XPG H32 H32 H 0 1 N N N 14.192 -12.491 43.104 -7.501 -0.361 -0.600 H32 XPG 57 XPG H33 H33 H 0 1 N N N 15.107 -11.622 41.826 -6.840 -1.729 -1.528 H33 XPG 58 XPG H34 H34 H 0 1 N N N 12.212 -9.647 43.600 -9.764 -3.141 0.177 H34 XPG 59 # # 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 XPG O15 C15 SING N N 1 XPG C18 C17 SING N N 2 XPG C18 C19 SING N N 3 XPG C20 C19 SING N N 4 XPG C16 C17 SING N N 5 XPG C16 C15 SING N N 6 XPG C15 C14 SING N N 7 XPG C14 C13 DOUB N E 8 XPG C13 C12 SING N N 9 XPG O11 C11 SING N N 10 XPG C11 C12 SING N N 11 XPG C11 C10 SING N N 12 XPG C12 C8 SING N N 13 XPG C8 C9 SING N N 14 XPG C8 C7 SING N N 15 XPG C10 C9 SING N N 16 XPG C9 O9 DOUB N N 17 XPG C7 C6 SING N N 18 XPG C6 C5 SING N N 19 XPG C5 C4 SING N N 20 XPG C4 C3 SING N N 21 XPG C3 C2 SING N N 22 XPG C2 C1 SING N N 23 XPG O1B C1 DOUB N N 24 XPG C1 O1A SING N N 25 XPG C20 H1 SING N N 26 XPG C20 H2 SING N N 27 XPG C20 H3 SING N N 28 XPG C19 H4 SING N N 29 XPG C19 H5 SING N N 30 XPG C18 H6 SING N N 31 XPG C18 H7 SING N N 32 XPG C17 H8 SING N N 33 XPG C17 H9 SING N N 34 XPG C16 H10 SING N N 35 XPG C16 H11 SING N N 36 XPG C15 H12 SING N N 37 XPG O15 H13 SING N N 38 XPG C14 H14 SING N N 39 XPG C13 H15 SING N N 40 XPG C12 H16 SING N N 41 XPG C11 H17 SING N N 42 XPG O11 H18 SING N N 43 XPG C10 H19 SING N N 44 XPG C10 H20 SING N N 45 XPG C8 H21 SING N N 46 XPG C7 H22 SING N N 47 XPG C7 H23 SING N N 48 XPG C6 H24 SING N N 49 XPG C6 H25 SING N N 50 XPG C5 H26 SING N N 51 XPG C5 H27 SING N N 52 XPG C4 H28 SING N N 53 XPG C4 H29 SING N N 54 XPG C3 H30 SING N N 55 XPG C3 H31 SING N N 56 XPG C2 H32 SING N N 57 XPG C2 H33 SING N N 58 XPG O1A H34 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 XPG SMILES ACDLabs 12.01 "O=C(O)CCCCCCC1C(=O)CC(O)C1/C=C/C(O)CCCCC" XPG InChI InChI 1.03 "InChI=1S/C20H34O5/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/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1" XPG InChIKey InChI 1.03 GMVPRGQOIOIIMI-DWKJAMRDSA-N XPG SMILES_CANONICAL CACTVS 3.385 "CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O" XPG SMILES CACTVS 3.385 "CCCCC[CH](O)C=C[CH]1[CH](O)CC(=O)[CH]1CCCCCCC(O)=O" XPG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)O)O)O" XPG SMILES "OpenEye OEToolkits" 1.7.6 "CCCCCC(C=CC1C(CC(=O)C1CCCCCCC(=O)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 XPG "SYSTEMATIC NAME" ACDLabs 12.01 "(11alpha,12alpha,13E,15S)-11,15-dihydroxy-9-oxoprost-13-en-1-oic acid" XPG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "7-[(1R,2R,3R)-3-oxidanyl-5-oxidanylidene-2-[(E,3S)-3-oxidanyloct-1-enyl]cyclopentyl]heptanoic 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 XPG "Create component" 2013-09-17 PDBJ XPG "Initial release" 2014-09-10 RCSB XPG "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id XPG _pdbx_chem_comp_synonyms.name "Prostaglandin E1" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##