data_7LE # _chem_comp.id 7LE _chem_comp.name "(5Z,8Z,11Z,14R,15R,17Z)-14,15-dihydroxyicosa-5,8,11,17-tetraenoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H32 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-11-10 _chem_comp.pdbx_modified_date 2017-10-06 _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 336.466 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 7LE _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 5TNG _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 7LE C12 C1 C 0 1 N N N 32.809 42.049 -22.947 -0.897 3.537 0.106 C12 7LE 1 7LE C13 C2 C 0 1 N N N 32.901 42.532 -24.231 -2.173 3.334 0.320 C13 7LE 2 7LE C14 C3 C 0 1 N N N 33.951 42.074 -25.189 -2.710 1.928 0.394 C14 7LE 3 7LE C15 C4 C 0 1 N N N 33.683 42.701 -26.521 -3.474 1.750 1.681 C15 7LE 4 7LE O4 O1 O 0 1 N N N 35.487 40.521 -31.684 -6.823 -3.103 0.556 O4 7LE 5 7LE C20 C5 C 0 1 N N N 35.106 39.659 -30.843 -6.920 -2.576 -0.527 C20 7LE 6 7LE O3 O2 O 0 1 N N N 34.382 38.696 -31.209 -7.488 -3.239 -1.548 O3 7LE 7 7LE C19 C6 C 0 1 N N N 35.515 39.786 -29.410 -6.402 -1.176 -0.733 C19 7LE 8 7LE C18 C7 C 0 1 N N N 35.992 41.129 -28.957 -5.807 -0.655 0.576 C18 7LE 9 7LE C17 C8 C 0 1 N N N 35.621 41.549 -27.579 -5.282 0.767 0.368 C17 7LE 10 7LE C16 C9 C 0 1 N N N 34.336 42.301 -27.655 -4.696 1.281 1.658 C16 7LE 11 7LE C11 C10 C 0 1 N N N 33.593 42.557 -21.771 0.006 2.377 -0.227 C11 7LE 12 7LE C10 C11 C 0 1 N N N 33.294 44.007 -21.532 0.774 2.685 -1.487 C10 7LE 13 7LE C9 C12 C 0 1 N N N 32.103 44.471 -21.026 2.080 2.588 -1.497 C9 7LE 14 7LE C8 C13 C 0 1 N N N 30.977 43.568 -20.608 2.802 2.003 -0.311 C8 7LE 15 7LE C7 C14 C 0 1 N N R 30.209 44.063 -19.415 3.720 0.872 -0.780 C7 7LE 16 7LE O2 O3 O 0 1 N N N 29.114 43.216 -19.230 4.745 1.408 -1.619 O2 7LE 17 7LE C6 C15 C 0 1 N N R 31.045 44.056 -18.167 4.358 0.196 0.436 C6 7LE 18 7LE C5 C16 C 0 1 N N N 31.888 42.808 -18.053 5.370 -0.850 -0.035 C5 7LE 19 7LE C4 C17 C 0 1 N N N 32.233 42.592 -16.603 5.908 -1.600 1.156 C4 7LE 20 7LE C3 C18 C 0 1 N N N 32.254 41.359 -15.986 5.856 -2.909 1.183 C3 7LE 21 7LE C2 C19 C 0 1 N N N 31.852 40.115 -16.715 5.412 -3.672 -0.038 C2 7LE 22 7LE C1 C20 C 0 1 N N N 31.007 39.218 -15.865 6.454 -4.739 -0.380 C1 7LE 23 7LE O1 O4 O 0 1 N Y N 31.834 45.225 -18.016 5.024 1.178 1.232 O1 7LE 24 7LE H1 H1 H 0 1 N Y N 32.117 41.239 -22.770 -0.492 4.537 0.166 H1 7LE 25 7LE H3 H3 H 0 1 N N N 32.186 43.272 -24.560 -2.841 4.174 0.442 H3 7LE 26 7LE H5 H5 H 0 1 N N N 33.917 40.978 -25.281 -3.375 1.747 -0.450 H5 7LE 27 7LE H7 H7 H 0 1 N N N 32.952 43.493 -26.589 -3.013 2.008 2.623 H7 7LE 28 7LE H9 H9 H 0 1 N N N 34.213 38.763 -32.142 -7.805 -4.134 -1.367 H9 7LE 29 7LE H10 H10 H 0 1 N N N 34.646 39.516 -28.792 -5.631 -1.184 -1.504 H10 7LE 30 7LE H11 H11 H 0 1 N N N 36.329 39.067 -29.232 -7.221 -0.528 -1.044 H11 7LE 31 7LE H12 H12 H 0 1 N N N 37.090 41.129 -29.019 -6.578 -0.647 1.347 H12 7LE 32 7LE H13 H13 H 0 1 N N N 35.585 41.878 -29.653 -4.988 -1.303 0.888 H13 7LE 33 7LE H14 H14 H 0 1 N N N 35.497 40.663 -26.940 -4.511 0.760 -0.403 H14 7LE 34 7LE H16 H16 H 0 1 N N N 33.913 42.534 -28.621 -5.286 1.263 2.563 H16 7LE 35 7LE H18 H18 H 0 1 N N N 33.321 41.978 -20.876 0.704 2.212 0.593 H18 7LE 36 7LE H20 H20 H 0 1 N N N 34.060 44.730 -21.772 0.247 2.985 -2.381 H20 7LE 37 7LE H21 H21 H 0 1 N N N 31.970 45.538 -20.924 2.640 2.928 -2.356 H21 7LE 38 7LE H22 H22 H 0 1 N N N 30.279 43.471 -21.453 3.397 2.778 0.171 H22 7LE 39 7LE H24 H24 H 0 1 N N N 29.870 45.091 -19.611 3.138 0.140 -1.339 H24 7LE 40 7LE H25 H25 H 0 1 N N N 28.610 43.508 -18.479 5.303 2.068 -1.186 H25 7LE 41 7LE H26 H26 H 0 1 N N N 30.339 44.027 -17.324 3.583 -0.289 1.030 H26 7LE 42 7LE H27 H27 H 0 1 N N N 31.323 41.944 -18.432 4.881 -1.549 -0.714 H27 7LE 43 7LE H28 H28 H 0 1 N N N 32.811 42.929 -18.639 6.191 -0.354 -0.553 H28 7LE 44 7LE H29 H29 H 0 1 N N N 32.480 43.459 -16.008 6.336 -1.059 1.987 H29 7LE 45 7LE H30 H30 H 0 1 N N N 32.567 41.289 -14.955 6.132 -3.442 2.082 H30 7LE 46 7LE H31 H31 H 0 1 N N N 31.281 40.397 -17.612 4.453 -4.150 0.161 H31 7LE 47 7LE H32 H32 H 0 1 N N N 32.759 39.570 -17.015 5.308 -2.984 -0.878 H32 7LE 48 7LE H33 H33 H 0 1 N N N 30.735 38.319 -16.438 7.413 -4.261 -0.578 H33 7LE 49 7LE H34 H34 H 0 1 N N N 31.572 38.924 -14.968 6.558 -5.427 0.460 H34 7LE 50 7LE H35 H35 H 0 1 N N N 30.093 39.752 -15.565 6.133 -5.291 -1.263 H35 7LE 51 7LE H36 H36 H 0 1 N N N 32.339 45.165 -17.214 5.728 1.651 0.766 H36 7LE 52 7LE H2 H2 H 0 1 N N N 34.943 42.381 -24.827 -1.881 1.220 0.363 H2 7LE 53 7LE H4 H4 H 0 1 N N N 36.407 42.195 -27.162 -6.101 1.415 0.056 H4 7LE 54 7LE H6 H6 H 0 1 N N N 34.668 42.437 -21.972 -0.596 1.481 -0.378 H6 7LE 55 7LE H8 H8 H 0 1 N N N 31.397 42.581 -20.364 2.075 1.609 0.399 H8 7LE 56 # 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 7LE O4 C20 DOUB N N 1 7LE O3 C20 SING N N 2 7LE C20 C19 SING N N 3 7LE C19 C18 SING N N 4 7LE C18 C17 SING N N 5 7LE C16 C17 SING N N 6 7LE C16 C15 DOUB N Z 7 7LE C15 C14 SING N N 8 7LE C14 C13 SING N N 9 7LE C13 C12 DOUB N Z 10 7LE C12 C11 SING N N 11 7LE C11 C10 SING N N 12 7LE C10 C9 DOUB N Z 13 7LE C9 C8 SING N N 14 7LE C8 C7 SING N N 15 7LE C7 O2 SING N N 16 7LE C7 C6 SING N N 17 7LE C6 C5 SING N N 18 7LE C5 C4 SING N N 19 7LE C2 C3 SING N N 20 7LE C2 C1 SING N N 21 7LE C4 C3 DOUB N Z 22 7LE C6 O1 SING N N 23 7LE C12 H1 SING N N 24 7LE C13 H3 SING N N 25 7LE C14 H5 SING N N 26 7LE C15 H7 SING N N 27 7LE O3 H9 SING N N 28 7LE C19 H10 SING N N 29 7LE C19 H11 SING N N 30 7LE C18 H12 SING N N 31 7LE C18 H13 SING N N 32 7LE C17 H14 SING N N 33 7LE C16 H16 SING N N 34 7LE C11 H18 SING N N 35 7LE C10 H20 SING N N 36 7LE C9 H21 SING N N 37 7LE C8 H22 SING N N 38 7LE C7 H24 SING N N 39 7LE O2 H25 SING N N 40 7LE C6 H26 SING N N 41 7LE C5 H27 SING N N 42 7LE C5 H28 SING N N 43 7LE C4 H29 SING N N 44 7LE C3 H30 SING N N 45 7LE C2 H31 SING N N 46 7LE C2 H32 SING N N 47 7LE C1 H33 SING N N 48 7LE C1 H34 SING N N 49 7LE C1 H35 SING N N 50 7LE O1 H36 SING N N 51 7LE C14 H2 SING N N 52 7LE C17 H4 SING N N 53 7LE C11 H6 SING N N 54 7LE C8 H8 SING N N 55 # 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 7LE SMILES ACDLabs 12.01 "[C@H](C\C=C/CC(O)C(CC=[C@H]CC)O)=[C@H]C[C@H]=CCCCC(=O)O" 7LE InChI InChI 1.03 "InChI=1S/C20H32O4/c1-2-3-12-15-18(21)19(22)16-13-10-8-6-4-5-7-9-11-14-17-20(23)24/h3-4,6-7,9-10,12-13,18-19,21-22H,2,5,8,11,14-17H2,1H3,(H,23,24)/b6-4?,9-7-,12-3-,13-10-/t18-,19-/m1/s1" 7LE InChIKey InChI 1.03 BLWCDFIELVFRJY-OWQBLLPTSA-N 7LE SMILES_CANONICAL CACTVS 3.385 "CC\C=C/C[C@@H](O)[C@H](O)C/C=C\C\C=C/C\C=C/CCCC(O)=O" 7LE SMILES CACTVS 3.385 "CCC=CC[CH](O)[CH](O)CC=CCC=CCC=CCCCC(O)=O" 7LE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC/C=C\C[C@H]([C@@H](C/C=C\CC=CC/C=C\CCCC(=O)O)O)O" 7LE SMILES "OpenEye OEToolkits" 2.0.6 "CCC=CCC(C(CC=CCC=CCC=CCCCC(=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 7LE "SYSTEMATIC NAME" ACDLabs 12.01 "(5Z,8Z,11Z,14R,15R,17Z)-14,15-dihydroxyicosa-5,8,11,17-tetraenoic acid" 7LE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(5~{Z},11~{Z},14~{R},15~{R},17~{Z})-14,15-bis(oxidanyl)icosa-5,8,11,17-tetraenoic 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 7LE "Create component" 2016-11-10 RCSB 7LE "Initial release" 2017-10-11 RCSB #