data_X3H # _chem_comp.id X3H _chem_comp.name PIRONETIN _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H34 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-11-17 _chem_comp.pdbx_modified_date 2016-07-05 _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 326.471 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X3H _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 5FNV _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 X3H C14 C14 C 0 1 N N N 125.976 38.256 -0.464 8.104 0.713 0.749 C14 X3H 1 X3H C16 C16 C 0 1 N N N 113.624 35.287 4.664 -5.152 2.810 0.907 C16 X3H 2 X3H C19 C19 C 0 1 N N N 120.352 40.670 3.703 2.388 -2.625 -0.112 C19 X3H 3 X3H C18 C18 C 0 1 N N N 121.116 37.716 0.648 3.444 0.871 1.381 C18 X3H 4 X3H C17 C17 C 0 1 N N N 120.448 36.156 3.733 1.067 1.872 -1.168 C17 X3H 5 X3H O01 O01 O 0 1 N N N 114.304 40.006 5.122 -4.181 -2.796 0.592 O01 X3H 6 X3H O07 O07 O 0 1 N N N 119.407 38.065 5.472 -0.331 -0.539 -1.888 O07 X3H 7 X3H C13 C13 C 0 1 N N N 124.693 38.897 0.024 6.830 -0.071 0.566 C13 X3H 8 X3H C12 C12 C 0 1 N N N 124.136 38.477 1.181 5.894 0.379 -0.233 C12 X3H 9 X3H C15 C15 C 0 1 N N N 114.734 36.276 4.376 -4.036 1.763 0.882 C15 X3H 10 X3H C11 C11 C 0 1 N N N 122.857 39.105 1.689 4.620 -0.405 -0.417 C11 X3H 11 X3H C02 C02 C 0 1 N N N 114.811 38.657 7.004 -5.433 -0.782 0.538 C02 X3H 12 X3H C06 C06 C 0 1 N N N 117.642 36.920 4.383 -1.557 0.861 -0.346 C06 X3H 13 X3H O09 O09 O 0 1 N N N 120.295 39.705 2.668 1.999 -1.379 0.468 O09 X3H 14 X3H O06 O06 O 0 1 N N N 116.096 38.684 4.784 -2.982 -0.922 0.514 O06 X3H 15 X3H C01 C01 C 0 1 N N N 115.032 39.150 5.581 -4.154 -1.589 0.550 C01 X3H 16 X3H C10 C10 C 0 1 N N S 121.840 38.015 1.943 3.420 0.491 -0.101 C10 X3H 17 X3H C08 C08 C 0 1 N N S 119.795 37.419 3.213 0.931 0.676 -0.224 C08 X3H 18 X3H C07 C07 C 0 1 N N R 118.778 37.907 4.223 -0.363 -0.077 -0.536 C07 X3H 19 X3H C03 C03 C 0 1 N N N 114.594 37.194 6.671 -5.350 0.240 -0.602 C03 X3H 20 X3H C05 C05 C 0 1 N N R 116.646 37.522 5.352 -2.857 0.077 -0.537 C05 X3H 21 X3H C04 C04 C 0 1 N N R 115.514 36.565 5.650 -4.049 1.036 -0.464 C04 X3H 22 X3H C09 C09 C 0 1 N N R 120.869 38.467 3.017 2.125 -0.262 -0.414 C09 X3H 23 X3H H141 H141 H 0 0 N N N 126.767 38.403 0.286 8.757 0.186 1.445 H141 X3H 24 X3H H142 H142 H 0 0 N N N 125.812 37.179 -0.618 8.606 0.820 -0.212 H142 X3H 25 X3H H143 H143 H 0 0 N N N 126.280 38.720 -1.414 7.869 1.700 1.148 H143 X3H 26 X3H H161 H161 H 0 0 N N N 114.057 34.350 5.044 -5.142 3.328 1.866 H161 X3H 27 X3H H162 H162 H 0 0 N N N 112.944 35.709 5.418 -4.992 3.529 0.103 H162 X3H 28 X3H H163 H163 H 0 0 N N N 113.065 35.083 3.739 -6.114 2.318 0.769 H163 X3H 29 X3H H191 H191 H 0 0 N N N 119.811 40.295 4.584 2.327 -3.412 0.640 H191 X3H 30 X3H H192 H192 H 0 0 N N N 119.887 41.606 3.359 1.723 -2.864 -0.942 H192 X3H 31 X3H H193 H193 H 0 0 N N N 121.402 40.859 3.970 3.413 -2.552 -0.477 H193 X3H 32 X3H H181 H181 H 0 0 N N N 120.609 38.625 0.293 3.393 -0.033 1.988 H181 X3H 33 X3H H182 H182 H 0 0 N N N 121.841 37.382 -0.109 4.366 1.407 1.604 H182 X3H 34 X3H H183 H183 H 0 0 N N N 120.372 36.924 0.818 2.589 1.509 1.606 H183 X3H 35 X3H H171 H171 H 0 0 N N N 120.946 36.368 4.691 1.989 2.408 -0.946 H171 X3H 36 X3H H172 H172 H 0 0 N N N 119.682 35.381 3.882 1.091 1.519 -2.200 H172 X3H 37 X3H H173 H173 H 0 0 N N N 121.191 35.801 3.004 0.216 2.540 -1.033 H173 X3H 38 X3H H071 H071 H 0 0 N N N 118.773 38.371 6.110 -0.246 0.167 -2.543 H071 X3H 39 X3H H13 H13 H 0 1 N N N 124.227 39.685 -0.549 6.688 -1.003 1.092 H13 X3H 40 X3H H12 H12 H 0 1 N N N 124.607 37.687 1.747 6.035 1.311 -0.760 H12 X3H 41 X3H H151 H151 H 0 0 N N N 115.413 35.853 3.621 -3.073 2.255 1.020 H151 X3H 42 X3H H152 H152 H 0 0 N N N 114.299 37.212 3.995 -4.195 1.044 1.686 H152 X3H 43 X3H H111 H111 H 0 0 N N N 123.059 39.647 2.625 4.552 -0.752 -1.448 H111 X3H 44 X3H H112 H112 H 0 0 N N N 122.466 39.806 0.937 4.620 -1.262 0.256 H112 X3H 45 X3H H2 H2 H 0 1 N N N 113.929 39.115 7.474 -6.284 -1.444 0.377 H2 X3H 46 X3H H021 H021 H 0 0 N N N 115.691 38.815 7.644 -5.548 -0.262 1.489 H021 X3H 47 X3H H061 H061 H 0 0 N N N 117.159 36.743 3.411 -1.532 1.283 0.658 H061 X3H 48 X3H H062 H062 H 0 0 N N N 118.025 35.969 4.781 -1.507 1.666 -1.080 H062 X3H 49 X3H H10 H10 H 0 1 N N N 122.360 37.108 2.285 3.471 1.394 -0.709 H10 X3H 50 X3H H08 H08 H 0 1 N N N 119.297 37.213 2.254 0.907 1.028 0.807 H08 X3H 51 X3H H07 H07 H 0 1 N N N 118.368 38.868 3.878 -0.460 -0.929 0.137 H07 X3H 52 X3H H1 H1 H 0 1 N N N 114.701 36.624 7.606 -5.361 -0.280 -1.560 H1 X3H 53 X3H H031 H031 H 0 0 N N N 113.565 37.091 6.295 -6.201 0.919 -0.546 H031 X3H 54 X3H H05 H05 H 0 1 N N N 117.165 37.763 6.291 -2.845 -0.417 -1.509 H05 X3H 55 X3H H04 H04 H 0 1 N N N 115.922 35.625 6.051 -3.980 1.764 -1.271 H04 X3H 56 X3H H09 H09 H 0 1 N N N 121.425 38.570 3.961 2.150 -0.615 -1.445 H09 X3H 57 # 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 X3H C14 C13 SING N N 1 X3H C13 C12 DOUB N E 2 X3H C18 C10 SING N N 3 X3H C12 C11 SING N N 4 X3H C11 C10 SING N N 5 X3H C10 C09 SING N N 6 X3H O09 C09 SING N N 7 X3H O09 C19 SING N N 8 X3H C09 C08 SING N N 9 X3H C08 C17 SING N N 10 X3H C08 C07 SING N N 11 X3H C07 C06 SING N N 12 X3H C07 O07 SING N N 13 X3H C06 C05 SING N N 14 X3H C15 C16 SING N N 15 X3H C15 C04 SING N N 16 X3H O06 C05 SING N N 17 X3H O06 C01 SING N N 18 X3H O01 C01 DOUB N N 19 X3H C05 C04 SING N N 20 X3H C01 C02 SING N N 21 X3H C04 C03 SING N N 22 X3H C02 C03 SING N N 23 X3H C16 H163 SING N N 24 X3H C16 H161 SING N N 25 X3H C16 H162 SING N N 26 X3H C15 H151 SING N N 27 X3H C15 H152 SING N N 28 X3H C04 H04 SING N N 29 X3H C03 H031 SING N N 30 X3H C03 H1 SING N N 31 X3H C02 H021 SING N N 32 X3H C02 H2 SING N N 33 X3H C05 H05 SING N N 34 X3H C06 H061 SING N N 35 X3H C06 H062 SING N N 36 X3H C07 H07 SING N N 37 X3H O07 H071 SING N N 38 X3H C08 H08 SING N N 39 X3H C17 H172 SING N N 40 X3H C17 H173 SING N N 41 X3H C17 H171 SING N N 42 X3H C09 H09 SING N N 43 X3H C19 H192 SING N N 44 X3H C19 H191 SING N N 45 X3H C19 H193 SING N N 46 X3H C10 H10 SING N N 47 X3H C18 H183 SING N N 48 X3H C18 H181 SING N N 49 X3H C18 H182 SING N N 50 X3H C11 H111 SING N N 51 X3H C11 H112 SING N N 52 X3H C12 H12 SING N N 53 X3H C13 H13 SING N N 54 X3H C14 H143 SING N N 55 X3H C14 H141 SING N N 56 X3H C14 H142 SING N N 57 # 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 X3H InChI InChI 1.03 "InChI=1S/C19H34O4/c1-6-8-9-13(3)19(22-5)14(4)16(20)12-17-15(7-2)10-11-18(21)23-17/h6,8,13-17,19-20H,7,9-12H2,1-5H3/b8-6+/t13-,14-,15+,16+,17+,19+/m0/s1" X3H InChIKey InChI 1.03 UKUHYDSKNMYCAN-FSEPSNHWSA-N X3H SMILES_CANONICAL CACTVS 3.385 "CC[C@@H]1CCC(=O)O[C@@H]1C[C@@H](O)[C@H](C)[C@H](OC)[C@@H](C)C/C=C/C" X3H SMILES CACTVS 3.385 "CC[CH]1CCC(=O)O[CH]1C[CH](O)[CH](C)[CH](OC)[CH](C)CC=CC" X3H SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC[C@@H]1CCC(=O)O[C@@H]1C[C@H]([C@H](C)[C@@H]([C@@H](C)C/C=C/C)OC)O" X3H SMILES "OpenEye OEToolkits" 1.7.6 "CCC1CCC(=O)OC1CC(C(C)C(C(C)CC=CC)OC)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 X3H "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(5R,6R)-5-ethyl-6-[(E,2R,3S,4R,5S)-4-methoxy-3,5-dimethyl-2-oxidanyl-non-7-enyl]oxan-2-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 X3H "Create component" 2015-11-17 EBI X3H "Initial release" 2016-05-18 RCSB X3H "Other modification" 2016-07-05 EBI #