data_WHW # _chem_comp.id WHW _chem_comp.name "9S,13R-12-OXOPHYTODIENOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H28 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-27 _chem_comp.pdbx_modified_date 2015-02-27 _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 292.413 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WHW _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 4CQ7 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 WHW C1 C1 C 0 1 N N N -1.262 -49.676 2.115 -7.788 0.484 0.044 C1 WHW 1 WHW O1 O1 O 0 1 N N N -1.206 -50.590 1.252 -7.771 0.163 1.209 O1 WHW 2 WHW C2 C2 C 0 1 N N N -1.890 -48.331 1.813 -6.503 0.543 -0.741 C2 WHW 3 WHW O2 O2 O 0 1 N N N -0.784 -49.938 3.250 -8.953 0.783 -0.553 O2 WHW 4 WHW C3 C3 C 0 1 N N N -0.844 -47.245 1.938 -5.333 0.159 0.167 C3 WHW 5 WHW O3 O3 O 0 1 N N N -5.662 -43.482 9.615 5.056 -2.409 -0.751 O3 WHW 6 WHW C4 C4 C 0 1 N N N -1.527 -45.955 2.341 -4.029 0.219 -0.630 C4 WHW 7 WHW C5 C5 C 0 1 N N N -1.764 -46.015 3.835 -2.858 -0.165 0.278 C5 WHW 8 WHW C6 C6 C 0 1 N N N -1.735 -44.664 4.508 -1.554 -0.106 -0.519 C6 WHW 9 WHW C7 C7 C 0 1 N N N -2.138 -44.887 5.949 -0.383 -0.489 0.389 C7 WHW 10 WHW C8 C8 C 0 1 N N N -2.108 -43.592 6.725 0.921 -0.430 -0.408 C8 WHW 11 WHW C9 C9 C 0 1 N N S -2.376 -43.815 8.187 2.091 -0.813 0.500 C9 WHW 12 WHW C10 C10 C 0 1 N N N -2.402 -42.498 9.003 1.999 -2.269 0.883 C10 WHW 13 WHW C11 C11 C 0 1 N N N -3.601 -42.298 9.592 3.064 -2.931 0.454 C11 WHW 14 WHW C12 C12 C 0 1 N N N -4.499 -43.400 9.280 4.003 -2.068 -0.255 C12 WHW 15 WHW C13 C13 C 0 1 N N R -3.761 -44.444 8.497 3.423 -0.668 -0.257 C13 WHW 16 WHW C14 C14 C 0 1 N N N -3.720 -45.789 9.237 4.353 0.301 0.476 C14 WHW 17 WHW C15 C15 C 0 1 N N N -5.109 -46.409 9.196 5.597 0.521 -0.346 C15 WHW 18 WHW C16 C16 C 0 1 N N N -5.652 -47.108 10.224 5.987 1.739 -0.631 C16 WHW 19 WHW C17 C17 C 0 1 N N N -4.914 -47.416 11.511 5.293 2.919 -0.001 C17 WHW 20 WHW C18 C18 C 0 1 N N N -5.924 -47.631 12.622 6.328 3.816 0.679 C18 WHW 21 WHW H2 H2 H 0 1 N N N -2.292 -48.336 0.789 -6.557 -0.153 -1.578 H2 WHW 22 WHW H2A H2A H 0 1 N N N -2.705 -48.139 2.526 -6.354 1.554 -1.119 H2A WHW 23 WHW H3 H3 H 0 1 N N N -0.107 -47.528 2.704 -5.280 0.855 1.004 H3 WHW 24 WHW H3A H3A H 0 1 N N N -0.336 -47.108 0.972 -5.483 -0.852 0.544 H3A WHW 25 WHW H4 H4 H 0 1 N N N -2.486 -45.856 1.812 -4.082 -0.477 -1.467 H4 WHW 26 WHW H4A H4A H 0 1 N N N -0.884 -45.097 2.097 -3.879 1.230 -1.008 H4A WHW 27 WHW H5 H5 H 0 1 N N N -2.749 -46.470 4.012 -2.805 0.531 1.115 H5 WHW 28 WHW H5A H5A H 0 1 N N N -0.983 -46.645 4.286 -3.008 -1.176 0.655 H5A WHW 29 WHW H6 H6 H 0 1 N N N -2.444 -43.981 4.017 -1.607 -0.802 -1.356 H6 WHW 30 WHW H6A H6A H 0 1 N N N -0.722 -44.238 4.459 -1.404 0.906 -0.896 H6A WHW 31 WHW H7 H7 H 0 1 N N N -1.440 -45.600 6.412 -0.330 0.207 1.226 H7 WHW 32 WHW H7A H7A H 0 1 N N N -3.157 -45.300 5.978 -0.533 -1.501 0.767 H7A WHW 33 WHW H8 H8 H 0 1 N N N -1.116 -43.130 6.611 0.868 -1.126 -1.245 H8 WHW 34 WHW H8A H8A H 0 1 N N N -2.876 -42.916 6.321 1.071 0.582 -0.785 H8A WHW 35 WHW H9 H9 H 0 1 N N N -1.594 -44.469 8.602 2.096 -0.188 1.393 H9 WHW 36 WHW H10 H10 H 0 1 N N N -1.564 -41.823 9.090 1.180 -2.711 1.431 H10 WHW 37 WHW H11 H11 H 0 1 N N N -3.856 -41.446 10.204 3.219 -3.988 0.611 H11 WHW 38 WHW H13 H13 H 0 1 N N N -4.283 -44.597 7.541 3.246 -0.329 -1.278 H13 WHW 39 WHW H14 H14 H 0 1 N N N -3.417 -45.628 10.282 3.843 1.252 0.625 H14 WHW 40 WHW H14A H14A H 0 0 N N N -3.000 -46.460 8.746 4.627 -0.121 1.443 H14A WHW 41 WHW H15 H15 H 0 1 N N N -5.696 -46.286 8.298 6.168 -0.325 -0.700 H15 WHW 42 WHW H16 H16 H 0 1 N N N -6.666 -47.465 10.119 6.805 1.897 -1.318 H16 WHW 43 WHW H17 H17 H 0 1 N N N -4.310 -48.326 11.381 4.769 3.486 -0.771 H17 WHW 44 WHW H17A H17A H 0 0 N N N -4.256 -46.573 11.769 4.576 2.565 0.740 H17A WHW 45 WHW H18 H18 H 0 1 N N N -6.582 -48.473 12.361 6.852 3.249 1.449 H18 WHW 46 WHW H18A H18A H 0 0 N N N -6.528 -46.720 12.750 7.045 4.170 -0.062 H18A WHW 47 WHW H18B H18B H 0 0 N N N -5.396 -47.855 13.560 5.826 4.670 1.134 H18B WHW 48 WHW HO2 HO2 H 0 1 N N N -0.448 -50.826 3.255 -9.751 0.728 -0.009 HO2 WHW 49 # 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 WHW O1 C1 DOUB N N 1 WHW C2 C1 SING N N 2 WHW C1 O2 SING N N 3 WHW H2 C2 SING N N 4 WHW C2 C3 SING N N 5 WHW C2 H2A SING N N 6 WHW O2 HO2 SING N N 7 WHW H3 C3 SING N N 8 WHW C3 C4 SING N N 9 WHW C3 H3A SING N N 10 WHW C12 O3 DOUB N N 11 WHW H4A C4 SING N N 12 WHW H4 C4 SING N N 13 WHW C4 C5 SING N N 14 WHW C5 H5 SING N N 15 WHW C5 H5A SING N N 16 WHW C5 C6 SING N N 17 WHW H6A C6 SING N N 18 WHW H6 C6 SING N N 19 WHW C6 C7 SING N N 20 WHW C7 H7A SING N N 21 WHW C7 H7 SING N N 22 WHW C7 C8 SING N N 23 WHW H8 C8 SING N N 24 WHW H8A C8 SING N N 25 WHW C8 C9 SING N N 26 WHW C9 H9 SING N N 27 WHW C9 C13 SING N N 28 WHW C9 C10 SING N N 29 WHW C10 H10 SING N N 30 WHW C10 C11 DOUB N N 31 WHW C12 C11 SING N N 32 WHW C11 H11 SING N N 33 WHW C13 C12 SING N N 34 WHW H13 C13 SING N N 35 WHW C13 C14 SING N N 36 WHW H14A C14 SING N N 37 WHW C15 C14 SING N N 38 WHW C14 H14 SING N N 39 WHW H15 C15 SING N N 40 WHW C15 C16 DOUB N Z 41 WHW H16 C16 SING N N 42 WHW C16 C17 SING N N 43 WHW H17 C17 SING N N 44 WHW C17 H17A SING N N 45 WHW C17 C18 SING N N 46 WHW H18B C18 SING N N 47 WHW C18 H18A SING N N 48 WHW C18 H18 SING N N 49 # 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 WHW SMILES ACDLabs 12.01 "O=C(O)CCCCCCCC1C=CC(=O)C1C\C=C/CC" WHW InChI InChI 1.03 "InChI=1S/C18H28O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,13-16H,2,4-6,8-12H2,1H3,(H,20,21)/b7-3-/t15-,16+/m0/s1" WHW InChIKey InChI 1.03 PMTMAFAPLCGXGK-TTXFDSJOSA-N WHW SMILES_CANONICAL CACTVS 3.385 "CC\C=C/C[C@@H]1[C@@H](CCCCCCCC(O)=O)C=CC1=O" WHW SMILES CACTVS 3.385 "CCC=CC[CH]1[CH](CCCCCCCC(O)=O)C=CC1=O" WHW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC/C=C\C[C@@H]1[C@H](C=CC1=O)CCCCCCCC(=O)O" WHW SMILES "OpenEye OEToolkits" 1.7.6 "CCC=CCC1C(C=CC1=O)CCCCCCCC(=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 WHW "SYSTEMATIC NAME" ACDLabs 12.01 "8-{(1S,5R)-4-oxo-5-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl}octanoic acid" WHW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "8-[(1S,5R)-4-oxidanylidene-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoic 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 WHW "Create component" 2014-02-27 EBI WHW "Initial release" 2015-03-04 RCSB #