data_PWZ # _chem_comp.id PWZ _chem_comp.name "(5E)-7-{(1R,4S,5S,6R)-5-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2-oxabicyclo[2.2.1]hept-6-yl}hept-5-enoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H34 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-09 _chem_comp.pdbx_modified_date 2013-03-15 _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 350.492 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PWZ _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 4IMO _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 PWZ O1 O1 O 0 1 N N N 16.339 35.207 17.284 5.891 3.493 -0.599 O1 PWZ 1 PWZ C1 C1 C 0 1 N N N 15.570 36.136 17.622 6.847 2.760 -0.502 C1 PWZ 2 PWZ O2 O2 O 0 1 N N N 14.357 35.996 17.939 8.053 3.171 -0.922 O2 PWZ 3 PWZ C2 C2 C 0 1 N N N 16.103 37.559 17.473 6.685 1.388 0.098 C2 PWZ 4 PWZ C3 C3 C 0 1 N N N 17.320 37.865 18.371 5.224 1.174 0.498 C3 PWZ 5 PWZ C4 C4 C 0 1 N N N 18.510 37.026 17.872 5.060 -0.220 1.107 C4 PWZ 6 PWZ C5 C5 C 0 1 N N N 19.811 37.732 18.293 3.620 -0.429 1.501 C5 PWZ 7 PWZ C6 C6 C 0 1 N N N 21.179 37.335 17.683 2.960 -1.464 1.043 C6 PWZ 8 PWZ C7 C7 C 0 1 N N N 22.420 38.083 18.120 1.521 -1.674 1.437 C7 PWZ 9 PWZ C8 C8 C 0 1 N N R 23.643 37.142 18.048 0.660 -1.799 0.178 C8 PWZ 10 PWZ C9 C9 C 0 1 N N R 24.936 37.908 18.371 1.022 -3.099 -0.602 C9 PWZ 11 PWZ C10 C10 C 0 1 N N N 24.998 37.867 19.877 0.131 -4.150 0.147 C10 PWZ 12 PWZ O5 O5 O 0 1 N N N 26.104 37.101 18.029 0.320 -2.978 -1.869 O5 PWZ 13 PWZ C21 C21 C 0 1 N N N 26.234 36.133 19.134 -1.091 -3.107 -1.608 C21 PWZ 14 PWZ C11 C11 C 0 1 N N S 24.971 36.393 19.953 -1.210 -3.358 -0.071 C11 PWZ 15 PWZ C12 C12 C 0 1 N N S 23.662 36.080 19.171 -0.829 -1.979 0.557 C12 PWZ 16 PWZ C13 C13 C 0 1 N N N 23.664 34.638 18.614 -1.664 -0.877 -0.041 C13 PWZ 17 PWZ C14 C14 C 0 1 N N N 22.515 33.686 18.967 -2.445 -0.158 0.726 C14 PWZ 18 PWZ C15 C15 C 0 1 N N S 22.543 32.246 18.479 -3.281 0.945 0.129 C15 PWZ 19 PWZ O3 O3 O 0 1 N N N 22.127 31.442 19.572 -3.138 0.934 -1.293 O3 PWZ 20 PWZ C16 C16 C 0 1 N N N 21.595 32.047 17.317 -4.750 0.728 0.495 C16 PWZ 21 PWZ C17 C17 C 0 1 N N N 22.314 31.087 16.365 -5.581 1.911 -0.005 C17 PWZ 22 PWZ C18 C18 C 0 1 N N N 21.247 30.144 15.797 -7.050 1.694 0.362 C18 PWZ 23 PWZ C19 C19 C 0 1 N N N 21.770 29.614 14.463 -7.881 2.877 -0.138 C19 PWZ 24 PWZ C20 C20 C 0 1 N N N 22.794 28.512 14.785 -9.351 2.660 0.228 C20 PWZ 25 PWZ H1 H1 H 0 1 N N N 14.118 35.078 17.882 8.108 4.061 -1.296 H1 PWZ 26 PWZ H2 H2 H 0 1 N N N 16.399 37.711 16.424 6.975 0.634 -0.635 H2 PWZ 27 PWZ H3 H3 H 0 1 N N N 15.296 38.260 17.731 7.320 1.299 0.980 H3 PWZ 28 PWZ H4 H4 H 0 1 N N N 17.568 38.935 18.310 4.934 1.928 1.231 H4 PWZ 29 PWZ H5 H5 H 0 1 N N N 17.089 37.600 19.413 4.589 1.263 -0.384 H5 PWZ 30 PWZ H6 H6 H 0 1 N N N 18.471 36.941 16.776 5.349 -0.973 0.374 H6 PWZ 31 PWZ H7 H7 H 0 1 N N N 18.470 36.022 18.319 5.694 -0.308 1.989 H7 PWZ 32 PWZ H8 H8 H 0 1 N N N 19.770 38.521 19.029 3.133 0.274 2.160 H8 PWZ 33 PWZ H9 H9 H 0 1 N N N 21.246 36.537 16.958 3.447 -2.167 0.384 H9 PWZ 34 PWZ H10 H10 H 0 1 N N N 22.581 38.945 17.456 1.435 -2.586 2.028 H10 PWZ 35 PWZ H11 H11 H 0 1 N N N 22.290 38.436 19.154 1.178 -0.825 2.029 H11 PWZ 36 PWZ H12 H12 H 0 1 N N N 23.708 36.664 17.060 0.790 -0.924 -0.459 H12 PWZ 37 PWZ H13 H13 H 0 1 N N N 24.950 38.927 17.957 2.085 -3.333 -0.662 H13 PWZ 38 PWZ H14 H14 H 0 1 N N N 25.923 38.303 20.283 0.124 -5.119 -0.353 H14 PWZ 39 PWZ H15 H15 H 0 1 N N N 24.129 38.340 20.357 0.392 -4.237 1.202 H15 PWZ 40 PWZ H16 H16 H 0 1 N N N 26.257 35.100 18.757 -1.610 -2.189 -1.881 H16 PWZ 41 PWZ H17 H17 H 0 1 N N N 27.139 36.327 19.728 -1.501 -3.952 -2.161 H17 PWZ 42 PWZ H18 H18 H 0 1 N N N 24.994 35.974 20.970 -2.128 -3.830 0.279 H18 PWZ 43 PWZ H19 H19 H 0 1 N N N 22.794 36.222 19.832 -0.948 -2.007 1.640 H19 PWZ 44 PWZ H20 H20 H 0 1 N N N 24.471 34.303 17.979 -1.619 -0.679 -1.102 H20 PWZ 45 PWZ H21 H21 H 0 1 N N N 21.686 34.038 19.562 -2.491 -0.355 1.787 H21 PWZ 46 PWZ H22 H22 H 0 1 N N N 23.565 31.985 18.168 -2.947 1.906 0.520 H22 PWZ 47 PWZ H23 H23 H 0 1 N N N 22.722 31.567 20.302 -3.416 0.107 -1.710 H23 PWZ 48 PWZ H24 H24 H 0 1 N N N 21.393 33.006 16.817 -5.109 -0.190 0.029 H24 PWZ 49 PWZ H25 H25 H 0 1 N N N 20.648 31.608 17.664 -4.847 0.647 1.578 H25 PWZ 50 PWZ H26 H26 H 0 1 N N N 23.076 30.512 16.912 -5.222 2.829 0.461 H26 PWZ 51 PWZ H27 H27 H 0 1 N N N 22.794 31.650 15.551 -5.484 1.992 -1.087 H27 PWZ 52 PWZ H28 H28 H 0 1 N N N 20.306 30.691 15.641 -7.409 0.776 -0.104 H28 PWZ 53 PWZ H29 H29 H 0 1 N N N 21.075 29.309 16.492 -7.147 1.613 1.444 H29 PWZ 54 PWZ H30 H30 H 0 1 N N N 22.253 30.425 13.898 -7.523 3.795 0.328 H30 PWZ 55 PWZ H31 H31 H 0 1 N N N 20.941 29.198 13.871 -7.785 2.958 -1.221 H31 PWZ 56 PWZ H32 H32 H 0 1 N N N 23.198 28.101 13.848 -9.709 1.742 -0.237 H32 PWZ 57 PWZ H33 H33 H 0 1 N N N 23.614 28.937 15.382 -9.447 2.579 1.311 H33 PWZ 58 PWZ H34 H34 H 0 1 N N N 22.302 27.710 15.355 -9.943 3.503 -0.128 H34 PWZ 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 PWZ C19 C20 SING N N 1 PWZ C19 C18 SING N N 2 PWZ C18 C17 SING N N 3 PWZ C17 C16 SING N N 4 PWZ O1 C1 DOUB N N 5 PWZ C16 C15 SING N N 6 PWZ C2 C1 SING N N 7 PWZ C2 C3 SING N N 8 PWZ C1 O2 SING N N 9 PWZ C6 C7 SING N N 10 PWZ C6 C5 DOUB N E 11 PWZ C4 C5 SING N N 12 PWZ C4 C3 SING N N 13 PWZ O5 C9 SING N N 14 PWZ O5 C21 SING N N 15 PWZ C8 C7 SING N N 16 PWZ C8 C9 SING N N 17 PWZ C8 C12 SING N N 18 PWZ C9 C10 SING N N 19 PWZ C15 C14 SING N N 20 PWZ C15 O3 SING N N 21 PWZ C13 C14 DOUB N E 22 PWZ C13 C12 SING N N 23 PWZ C21 C11 SING N N 24 PWZ C12 C11 SING N N 25 PWZ C10 C11 SING N N 26 PWZ O2 H1 SING N N 27 PWZ C2 H2 SING N N 28 PWZ C2 H3 SING N N 29 PWZ C3 H4 SING N N 30 PWZ C3 H5 SING N N 31 PWZ C4 H6 SING N N 32 PWZ C4 H7 SING N N 33 PWZ C5 H8 SING N N 34 PWZ C6 H9 SING N N 35 PWZ C7 H10 SING N N 36 PWZ C7 H11 SING N N 37 PWZ C8 H12 SING N N 38 PWZ C9 H13 SING N N 39 PWZ C10 H14 SING N N 40 PWZ C10 H15 SING N N 41 PWZ C21 H16 SING N N 42 PWZ C21 H17 SING N N 43 PWZ C11 H18 SING N N 44 PWZ C12 H19 SING N N 45 PWZ C13 H20 SING N N 46 PWZ C14 H21 SING N N 47 PWZ C15 H22 SING N N 48 PWZ O3 H23 SING N N 49 PWZ C16 H24 SING N N 50 PWZ C16 H25 SING N N 51 PWZ C17 H26 SING N N 52 PWZ C17 H27 SING N N 53 PWZ C18 H28 SING N N 54 PWZ C18 H29 SING N N 55 PWZ C19 H30 SING N N 56 PWZ C19 H31 SING N N 57 PWZ C20 H32 SING N N 58 PWZ C20 H33 SING N N 59 PWZ C20 H34 SING N N 60 # 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 PWZ SMILES ACDLabs 12.01 "O=C(O)CCC/C=C/CC2C1OCC(C1)C2/C=C/C(O)CCCCC" PWZ InChI InChI 1.03 "InChI=1S/C21H34O4/c1-2-3-6-9-17(22)12-13-18-16-14-20(25-15-16)19(18)10-7-4-5-8-11-21(23)24/h4,7,12-13,16-20,22H,2-3,5-6,8-11,14-15H2,1H3,(H,23,24)/b7-4+,13-12+/t16-,17+,18+,19-,20-/m1/s1" PWZ InChIKey InChI 1.03 DJKDIKIDYDXHDD-JVCJGEKZSA-N PWZ SMILES_CANONICAL CACTVS 3.370 "CCCCC[C@H](O)/C=C/[C@H]1[C@H]2CO[C@H](C2)[C@@H]1C\C=C\CCCC(O)=O" PWZ SMILES CACTVS 3.370 "CCCCC[CH](O)C=C[CH]1[CH]2CO[CH](C2)[CH]1CC=CCCCC(O)=O" PWZ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCCC[C@@H](/C=C/[C@H]1[C@@H]2C[C@H]([C@@H]1C/C=C/CCCC(=O)O)OC2)O" PWZ SMILES "OpenEye OEToolkits" 1.7.6 "CCCCCC(C=CC1C2CC(C1CC=CCCCC(=O)O)OC2)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 PWZ "SYSTEMATIC NAME" ACDLabs 12.01 "(5E)-7-{(1R,4S,5S,6R)-5-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2-oxabicyclo[2.2.1]hept-6-yl}hept-5-enoic acid" PWZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-7-[(1S,2S,3R,4R)-2-[(E,3S)-3-oxidanyloct-1-enyl]-5-oxabicyclo[2.2.1]heptan-3-yl]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 PWZ "Create component" 2013-01-09 RCSB PWZ "Initial release" 2013-03-20 RCSB #