data_8W5 # _chem_comp.id 8W5 _chem_comp.name "(1~{S},2~{S},4~{R},6~{R},8~{S},9~{S},11~{S},12~{S},13~{R})-9,13-dimethyl-11-oxidanyl-8-(2-oxidanylethanoyl)-6-propyl-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-14,17-dien-16-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H34 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-15 _chem_comp.pdbx_modified_date 2017-09-29 _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 430.534 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8W5 _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 5NFP _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 8W5 C1 C1 C 0 1 N N N -1.426 -44.860 -4.011 -5.031 4.701 -1.099 C1 8W5 1 8W5 C2 C2 C 0 1 N N N -0.980 -43.590 -3.277 -4.884 3.390 -0.324 C2 8W5 2 8W5 C3 C3 C 0 1 N N N -1.961 -42.478 -3.639 -3.842 2.505 -1.011 C3 8W5 3 8W5 C7 C4 C 0 1 N N R -2.148 -38.930 -3.505 -2.533 0.168 1.449 C7 8W5 4 8W5 C9 C5 C 0 1 N N N -2.682 -38.471 -4.899 -1.113 0.431 2.021 C9 8W5 5 8W5 C10 C6 C 0 1 N N S -1.566 -38.982 -5.849 -0.221 0.375 0.776 C10 8W5 6 8W5 C12 C7 C 0 1 N N S -1.532 -38.569 -7.333 1.245 0.068 1.026 C12 8W5 7 8W5 C14 C8 C 0 1 N N N -2.862 -38.965 -8.022 1.872 1.184 1.865 C14 8W5 8 8W5 C15 C9 C 0 1 N N N -2.853 -38.713 -9.555 3.340 0.853 2.149 C15 8W5 9 8W5 C16 C10 C 0 1 N N N -1.575 -39.333 -10.159 4.036 0.612 0.823 C16 8W5 10 8W5 C20 C11 C 0 1 N N N 0.833 -40.508 -11.236 5.243 0.174 -1.724 C20 8W5 11 8W5 C21 C12 C 0 1 N N N 0.929 -39.680 -10.204 4.126 -0.475 -1.434 C21 8W5 12 8W5 C22 C13 C 0 1 N N R -0.227 -38.977 -9.549 3.415 -0.368 -0.129 C22 8W5 13 8W5 C27 C14 C 0 1 N N N 0.892 -39.396 -5.727 -0.210 -0.849 -1.405 C27 8W5 14 8W5 C31 C15 C 0 1 N N N 0.251 -38.480 -2.523 -3.105 -1.904 0.057 C31 8W5 15 8W5 C33 C16 C 0 1 N N N 1.631 -39.026 -2.250 -4.457 -1.952 -0.605 C33 8W5 16 8W5 C35 C17 C 0 1 N N N 0.050 -37.083 -5.040 -0.450 -2.136 0.730 C35 8W5 17 8W5 C4 C18 C 0 1 N N R -1.627 -41.148 -2.950 -3.695 1.194 -0.235 C4 8W5 18 8W5 O6 O1 O 0 1 N N N -2.702 -40.232 -3.254 -3.093 1.437 1.054 O6 8W5 19 8W5 C17 C19 C 0 1 N N N -1.692 -40.170 -11.193 5.156 1.269 0.555 C17 8W5 20 8W5 C18 C20 C 0 1 N N N -0.497 -40.812 -11.797 5.847 1.076 -0.729 C18 8W5 21 8W5 O19 O2 O 0 1 N N N -0.598 -41.589 -12.743 6.895 1.648 -0.963 O19 8W5 22 8W5 C23 C21 C 0 1 N N S -0.339 -39.326 -8.026 1.938 -0.026 -0.342 C23 8W5 23 8W5 C25 C22 C 0 1 N N S 1.019 -39.174 -7.256 1.304 -1.070 -1.256 C25 8W5 24 8W5 C28 C23 C 0 1 N N S -0.252 -38.620 -5.058 -0.822 -0.836 0.014 C28 8W5 25 8W5 C29 C24 C 0 1 N N S -0.598 -39.129 -3.623 -2.338 -0.608 0.113 C29 8W5 26 8W5 O30 O3 O 0 1 N N N -0.439 -40.565 -3.540 -2.770 0.314 -0.907 O30 8W5 27 8W5 O32 O4 O 0 1 N N N -0.139 -37.536 -1.866 -2.634 -2.905 0.543 O32 8W5 28 8W5 O34 O5 O 0 1 N N N 2.408 -38.096 -1.509 -4.977 -3.281 -0.531 O34 8W5 29 8W5 O36 O6 O 0 1 N N N 1.673 -37.910 -7.481 1.534 -2.370 -0.710 O36 8W5 30 8W5 C37 C25 C 0 1 N N N 0.025 -37.474 -9.841 3.443 -1.746 0.535 C37 8W5 31 8W5 H1 H1 H 0 1 N N N -0.738 -45.684 -3.771 -4.072 5.219 -1.122 H1 8W5 32 8W5 H2 H2 H 0 1 N N N -2.444 -45.129 -3.693 -5.352 4.486 -2.119 H2 8W5 33 8W5 H3 H3 H 0 1 N N N -1.417 -44.679 -5.096 -5.773 5.331 -0.610 H3 8W5 34 8W5 H4 H4 H 0 1 N N N -0.992 -43.761 -2.190 -4.563 3.605 0.695 H4 8W5 35 8W5 H5 H5 H 0 1 N N N 0.036 -43.311 -3.593 -5.843 2.872 -0.301 H5 8W5 36 8W5 H6 H6 H 0 1 N N N -1.935 -42.327 -4.728 -4.163 2.290 -2.030 H6 8W5 37 8W5 H7 H7 H 0 1 N N N -2.972 -42.788 -3.336 -2.883 3.023 -1.033 H7 8W5 38 8W5 H8 H8 H 0 1 N N N -2.395 -38.197 -2.723 -3.171 -0.367 2.152 H8 8W5 39 8W5 H9 H9 H 0 1 N N N -2.781 -37.377 -4.950 -1.062 1.415 2.488 H9 8W5 40 8W5 H10 H10 H 0 1 N N N -3.651 -38.938 -5.131 -0.835 -0.346 2.733 H10 8W5 41 8W5 H11 H11 H 0 1 N N N -1.632 -40.080 -5.836 -0.333 1.288 0.191 H11 8W5 42 8W5 H12 H12 H 0 1 N N N -1.377 -37.483 -7.417 1.337 -0.883 1.551 H12 8W5 43 8W5 H13 H13 H 0 1 N N N -3.677 -38.376 -7.575 1.811 2.125 1.319 H13 8W5 44 8W5 H14 H14 H 0 1 N N N -3.043 -40.035 -7.844 1.332 1.275 2.808 H14 8W5 45 8W5 H15 H15 H 0 1 N N N -2.866 -37.631 -9.751 3.812 1.689 2.666 H15 8W5 46 8W5 H16 H16 H 0 1 N N N -3.739 -39.179 -10.010 3.403 -0.043 2.766 H16 8W5 47 8W5 H17 H17 H 0 1 N N N 1.720 -40.955 -11.661 5.709 0.043 -2.689 H17 8W5 48 8W5 H18 H18 H 0 1 N N N 1.915 -39.497 -9.803 3.705 -1.121 -2.189 H18 8W5 49 8W5 H19 H19 H 0 1 N N N 0.728 -40.469 -5.549 -0.372 0.114 -1.889 H19 8W5 50 8W5 H20 H20 H 0 1 N N N 1.837 -39.087 -5.256 -0.664 -1.643 -1.998 H20 8W5 51 8W5 H21 H21 H 0 1 N N N 1.541 -39.959 -1.675 -5.135 -1.267 -0.097 H21 8W5 52 8W5 H22 H22 H 0 1 N N N 2.132 -39.232 -3.207 -4.361 -1.658 -1.651 H22 8W5 53 8W5 H23 H23 H 0 1 N N N 0.975 -36.897 -4.475 -1.007 -2.208 1.664 H23 8W5 54 8W5 H24 H24 H 0 1 N N N 0.171 -36.721 -6.072 -0.697 -2.985 0.093 H24 8W5 55 8W5 H25 H25 H 0 1 N N N -0.785 -36.551 -4.561 0.619 -2.140 0.943 H25 8W5 56 8W5 H26 H26 H 0 1 N N N -1.512 -41.296 -1.866 -4.666 0.713 -0.116 H26 8W5 57 8W5 H27 H27 H 0 1 N N N -2.671 -40.383 -11.596 5.564 1.951 1.286 H27 8W5 58 8W5 H28 H28 H 0 1 N N N -0.594 -40.395 -7.979 1.861 0.948 -0.826 H28 8W5 59 8W5 H29 H29 H 0 1 N N N 1.680 -39.968 -7.634 1.770 -1.012 -2.240 H29 8W5 60 8W5 H30 H30 H 0 1 N N N 1.859 -37.369 -1.238 -5.848 -3.386 -0.938 H30 8W5 61 8W5 H31 H31 H 0 1 N N N 2.485 -37.881 -6.989 1.160 -3.090 -1.236 H31 8W5 62 8W5 H32 H32 H 0 1 N N N -0.781 -36.873 -9.394 2.614 -1.828 1.238 H32 8W5 63 8W5 H33 H33 H 0 1 N N N 0.990 -37.173 -9.407 3.349 -2.519 -0.228 H33 8W5 64 8W5 H34 H34 H 0 1 N N N 0.045 -37.310 -10.929 4.385 -1.874 1.067 H34 8W5 65 # 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 8W5 O19 C18 DOUB N N 1 8W5 C18 C20 SING N N 2 8W5 C18 C17 SING N N 3 8W5 C20 C21 DOUB N N 4 8W5 C17 C16 DOUB N N 5 8W5 C21 C22 SING N N 6 8W5 C16 C15 SING N N 7 8W5 C16 C22 SING N N 8 8W5 C37 C22 SING N N 9 8W5 C15 C14 SING N N 10 8W5 C22 C23 SING N N 11 8W5 C23 C12 SING N N 12 8W5 C23 C25 SING N N 13 8W5 C14 C12 SING N N 14 8W5 O36 C25 SING N N 15 8W5 C12 C10 SING N N 16 8W5 C25 C27 SING N N 17 8W5 C10 C28 SING N N 18 8W5 C10 C9 SING N N 19 8W5 C27 C28 SING N N 20 8W5 C28 C35 SING N N 21 8W5 C28 C29 SING N N 22 8W5 C9 C7 SING N N 23 8W5 C1 C2 SING N N 24 8W5 C3 C2 SING N N 25 8W5 C3 C4 SING N N 26 8W5 C29 O30 SING N N 27 8W5 C29 C7 SING N N 28 8W5 C29 C31 SING N N 29 8W5 O30 C4 SING N N 30 8W5 C7 O6 SING N N 31 8W5 O6 C4 SING N N 32 8W5 C31 C33 SING N N 33 8W5 C31 O32 DOUB N N 34 8W5 C33 O34 SING N N 35 8W5 C1 H1 SING N N 36 8W5 C1 H2 SING N N 37 8W5 C1 H3 SING N N 38 8W5 C2 H4 SING N N 39 8W5 C2 H5 SING N N 40 8W5 C3 H6 SING N N 41 8W5 C3 H7 SING N N 42 8W5 C7 H8 SING N N 43 8W5 C9 H9 SING N N 44 8W5 C9 H10 SING N N 45 8W5 C10 H11 SING N N 46 8W5 C12 H12 SING N N 47 8W5 C14 H13 SING N N 48 8W5 C14 H14 SING N N 49 8W5 C15 H15 SING N N 50 8W5 C15 H16 SING N N 51 8W5 C20 H17 SING N N 52 8W5 C21 H18 SING N N 53 8W5 C27 H19 SING N N 54 8W5 C27 H20 SING N N 55 8W5 C33 H21 SING N N 56 8W5 C33 H22 SING N N 57 8W5 C35 H23 SING N N 58 8W5 C35 H24 SING N N 59 8W5 C35 H25 SING N N 60 8W5 C4 H26 SING N N 61 8W5 C17 H27 SING N N 62 8W5 C23 H28 SING N N 63 8W5 C25 H29 SING N N 64 8W5 O34 H30 SING N N 65 8W5 O36 H31 SING N N 66 8W5 C37 H32 SING N N 67 8W5 C37 H33 SING N N 68 8W5 C37 H34 SING N N 69 # 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 8W5 InChI InChI 1.03 "InChI=1S/C25H34O6/c1-4-5-21-30-20-11-17-16-7-6-14-10-15(27)8-9-23(14,2)22(16)18(28)12-24(17,3)25(20,31-21)19(29)13-26/h8-10,16-18,20-22,26,28H,4-7,11-13H2,1-3H3/t16-,17-,18-,20+,21+,22+,23-,24-,25+/m0/s1" 8W5 InChIKey InChI 1.03 VOVIALXJUBGFJZ-VXKMTNQYSA-N 8W5 SMILES_CANONICAL CACTVS 3.385 "CCC[C@@H]1O[C@@H]2C[C@H]3[C@@H]4CCC5=CC(=O)C=C[C@]5(C)[C@H]4[C@@H](O)C[C@]3(C)[C@@]2(O1)C(=O)CO" 8W5 SMILES CACTVS 3.385 "CCC[CH]1O[CH]2C[CH]3[CH]4CCC5=CC(=O)C=C[C]5(C)[CH]4[CH](O)C[C]3(C)[C]2(O1)C(=O)CO" 8W5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC[C@@H]1O[C@@H]2C[C@H]3[C@@H]4CCC5=CC(=O)C=C[C@@]5([C@H]4[C@H](C[C@@]3([C@@]2(O1)C(=O)CO)C)O)C" 8W5 SMILES "OpenEye OEToolkits" 2.0.6 "CCCC1OC2CC3C4CCC5=CC(=O)C=CC5(C4C(CC3(C2(O1)C(=O)CO)C)O)C" # 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 8W5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{S},2~{S},4~{R},6~{R},8~{S},9~{S},11~{S},12~{S},13~{R})-9,13-dimethyl-11-oxidanyl-8-(2-oxidanylethanoyl)-6-propyl-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-14,17-dien-16-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8W5 "Create component" 2017-03-15 EBI 8W5 "Initial release" 2017-10-04 RCSB #