data_CEK # _chem_comp.id CEK _chem_comp.name ;(9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-N-(1-naphthylmethyl)-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H23 N O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-N-(naphthalen-1-ylmethyl)-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carbox amide ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-02-16 _chem_comp.pdbx_modified_date 2020-06-17 _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 485.485 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CEK _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 3LMP _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 CEK C1 C1 C 0 1 N N N 15.238 51.299 66.907 5.850 -1.417 -1.875 C1 CEK 1 CEK C2 C2 C 0 1 N N N 16.116 51.253 65.656 4.855 -2.310 -1.181 C2 CEK 2 CEK O3 O3 O 0 1 N N N 17.239 51.754 65.656 4.867 -3.507 -1.386 O3 CEK 3 CEK C4 C4 C 0 1 N N N 15.558 50.593 64.403 3.908 -1.756 -0.292 C4 CEK 4 CEK C5 C5 C 0 1 N N N 14.658 49.332 64.575 3.897 -0.356 -0.056 C5 CEK 5 CEK C6 C6 C 0 1 N N S 14.651 48.369 63.326 2.905 0.157 0.956 C6 CEK 6 CEK C7 C7 C 0 1 N N N 14.747 49.204 62.037 1.756 -0.785 1.318 C7 CEK 7 CEK C8 C8 C 0 1 N N N 15.297 50.452 62.003 1.887 -2.092 1.074 C8 CEK 8 CEK C9 C9 C 0 1 N N N 15.801 51.040 63.130 2.978 -2.593 0.349 C9 CEK 9 CEK O10 O10 O 0 1 N N N 14.222 48.582 60.934 0.804 0.076 1.728 O10 CEK 10 CEK C11 C11 C 0 1 Y N N 13.208 47.818 61.507 0.846 1.169 0.907 C11 CEK 11 CEK C12 C12 C 0 1 Y N N 13.376 47.647 62.883 2.127 1.314 0.378 C12 CEK 12 CEK C13 C13 C 0 1 Y N N 12.103 47.247 60.836 -0.145 2.097 0.550 C13 CEK 13 CEK C14 C14 C 0 1 Y N N 11.165 46.495 61.595 0.168 3.153 -0.319 C14 CEK 14 CEK C15 C15 C 0 1 Y N N 11.358 46.338 62.986 1.448 3.279 -0.827 C15 CEK 15 CEK C16 C16 C 0 1 Y N N 12.455 46.910 63.624 2.428 2.356 -0.476 C16 CEK 16 CEK C17 C17 C 0 1 N N N 15.842 47.384 63.434 3.642 0.593 2.224 C17 CEK 17 CEK O18 O18 O 0 1 N N N 14.011 49.093 65.593 4.653 0.393 -0.641 O18 CEK 18 CEK O19 O19 O 0 1 N N N 16.589 52.144 62.943 3.143 -3.929 0.268 O19 CEK 19 CEK O20 O20 O 0 1 N N N 12.607 46.734 64.974 3.684 2.480 -0.975 O20 CEK 20 CEK O21 O21 O 0 1 N N N 10.077 45.937 60.914 -0.788 4.052 -0.664 O21 CEK 21 CEK C22 C22 C 0 1 N N N 9.119 45.012 61.489 -0.401 5.102 -1.553 C22 CEK 22 CEK C23 C23 C 0 1 N N N 11.992 47.480 59.328 -1.508 1.962 1.085 C23 CEK 23 CEK O24 O24 O 0 1 N N N 12.997 47.711 58.658 -1.808 2.506 2.131 O24 CEK 24 CEK N25 N25 N 0 1 N N N 10.829 47.412 58.652 -2.425 1.235 0.417 N25 CEK 25 CEK C26 C26 C 0 1 N N N 10.468 48.218 57.468 -3.783 1.101 0.950 C26 CEK 26 CEK C27 C27 C 0 1 Y N N 8.952 48.529 57.397 -4.606 0.245 0.021 C27 CEK 27 CEK C28 C28 C 0 1 Y N N 7.917 47.562 57.550 -4.490 -1.155 0.062 C28 CEK 28 CEK C29 C29 C 0 1 Y N N 6.540 47.991 57.464 -5.272 -1.942 -0.820 C29 CEK 29 CEK C30 C30 C 0 1 Y N N 6.249 49.335 57.234 -6.147 -1.309 -1.718 C30 CEK 30 CEK C31 C31 C 0 1 Y N N 7.276 50.265 57.087 -6.233 0.050 -1.729 C31 CEK 31 CEK C32 C32 C 0 1 Y N N 8.608 49.869 57.168 -5.468 0.824 -0.859 C32 CEK 32 CEK C33 C33 C 0 1 Y N N 5.507 47.051 57.613 -5.155 -3.342 -0.780 C33 CEK 33 CEK C34 C34 C 0 1 Y N N 5.809 45.711 57.843 -4.297 -3.922 0.103 C34 CEK 34 CEK C35 C35 C 0 1 Y N N 7.133 45.288 57.927 -3.529 -3.147 0.971 C35 CEK 35 CEK C36 C36 C 0 1 Y N N 8.176 46.201 57.784 -3.614 -1.789 0.960 C36 CEK 36 CEK H1 H1 H 0 1 N N N 15.775 51.821 67.713 6.494 -2.019 -2.516 H1 CEK 37 CEK H1A H1A H 0 1 N N N 14.305 51.836 66.680 5.319 -0.683 -2.481 H1A CEK 38 CEK H1B H1B H 0 1 N N N 15.002 50.273 67.227 6.458 -0.902 -1.131 H1B CEK 39 CEK H15 H15 H 0 1 N N N 10.645 45.767 63.562 1.688 4.093 -1.495 H15 CEK 40 CEK H17 H17 H 0 1 N N N 15.841 46.710 62.565 4.342 1.392 1.982 H17 CEK 41 CEK H17A H17A H 0 0 N N N 16.785 47.950 63.458 2.920 0.952 2.958 H17A CEK 42 CEK H17B H17B H 0 0 N N N 15.746 46.792 64.356 4.188 -0.256 2.636 H17B CEK 43 CEK HO19 HO19 H 0 0 N N N 17.037 52.355 63.754 2.489 -4.480 0.718 HO19 CEK 44 CEK HO20 HO20 H 0 0 N N N 13.079 47.473 65.339 3.822 2.014 -1.811 HO20 CEK 45 CEK H22 H22 H 0 1 N N N 8.372 44.737 60.729 0.400 5.685 -1.099 H22 CEK 46 CEK H22A H22A H 0 0 N N N 9.643 44.108 61.832 -0.052 4.673 -2.491 H22A CEK 47 CEK H22B H22B H 0 0 N N N 8.615 45.490 62.342 -1.257 5.748 -1.745 H22B CEK 48 CEK HN25 HN25 H 0 0 N N N 10.149 46.757 58.981 -2.187 0.801 -0.417 HN25 CEK 49 CEK H26 H26 H 0 1 N N N 11.016 49.170 57.516 -3.743 0.633 1.934 H26 CEK 50 CEK H26A H26A H 0 0 N N N 10.750 47.656 56.566 -4.240 2.087 1.035 H26A CEK 51 CEK H30 H30 H 0 1 N N N 5.220 49.657 57.169 -6.748 -1.896 -2.396 H30 CEK 52 CEK H31 H31 H 0 1 N N N 7.036 51.303 56.909 -6.906 0.535 -2.421 H31 CEK 53 CEK H32 H32 H 0 1 N N N 9.389 50.606 57.053 -5.558 1.900 -0.886 H32 CEK 54 CEK H33 H33 H 0 1 N N N 4.477 47.368 57.549 -5.745 -3.956 -1.446 H33 CEK 55 CEK H34 H34 H 0 1 N N N 5.010 44.994 57.957 -4.209 -4.998 0.132 H34 CEK 56 CEK H35 H35 H 0 1 N N N 7.353 44.246 58.104 -2.855 -3.632 1.662 H35 CEK 57 CEK H36 H36 H 0 1 N N N 9.198 45.858 57.854 -3.012 -1.202 1.637 H36 CEK 58 CEK H8 H8 H 0 1 N N N 15.335 50.987 61.066 1.136 -2.776 1.439 H8 CEK 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 CEK C1 C2 SING N N 1 CEK C2 O3 DOUB N N 2 CEK C2 C4 SING N N 3 CEK C4 C5 SING N N 4 CEK C4 C9 DOUB N N 5 CEK C5 C6 SING N N 6 CEK C5 O18 DOUB N N 7 CEK C6 C7 SING N N 8 CEK C6 C12 SING N N 9 CEK C6 C17 SING N N 10 CEK C7 C8 DOUB N N 11 CEK C7 O10 SING N N 12 CEK C8 C9 SING N N 13 CEK C9 O19 SING N N 14 CEK O10 C11 SING N N 15 CEK C11 C12 DOUB Y N 16 CEK C11 C13 SING Y N 17 CEK C12 C16 SING Y N 18 CEK C13 C14 DOUB Y N 19 CEK C13 C23 SING N N 20 CEK C14 C15 SING Y N 21 CEK C14 O21 SING N N 22 CEK C15 C16 DOUB Y N 23 CEK C16 O20 SING N N 24 CEK O21 C22 SING N N 25 CEK C23 O24 DOUB N N 26 CEK C23 N25 SING N N 27 CEK N25 C26 SING N N 28 CEK C26 C27 SING N N 29 CEK C27 C28 DOUB Y N 30 CEK C27 C32 SING Y N 31 CEK C28 C29 SING Y N 32 CEK C28 C36 SING Y N 33 CEK C29 C30 DOUB Y N 34 CEK C29 C33 SING Y N 35 CEK C30 C31 SING Y N 36 CEK C31 C32 DOUB Y N 37 CEK C33 C34 DOUB Y N 38 CEK C34 C35 SING Y N 39 CEK C35 C36 DOUB Y N 40 CEK C1 H1 SING N N 41 CEK C1 H1A SING N N 42 CEK C1 H1B SING N N 43 CEK C15 H15 SING N N 44 CEK C17 H17 SING N N 45 CEK C17 H17A SING N N 46 CEK C17 H17B SING N N 47 CEK O19 HO19 SING N N 48 CEK O20 HO20 SING N N 49 CEK C22 H22 SING N N 50 CEK C22 H22A SING N N 51 CEK C22 H22B SING N N 52 CEK N25 HN25 SING N N 53 CEK C26 H26 SING N N 54 CEK C26 H26A SING N N 55 CEK C30 H30 SING N N 56 CEK C31 H31 SING N N 57 CEK C32 H32 SING N N 58 CEK C33 H33 SING N N 59 CEK C34 H34 SING N N 60 CEK C35 H35 SING N N 61 CEK C36 H36 SING N N 62 CEK C8 H8 SING N N 63 # # 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 CEK SMILES_CANONICAL CACTVS 3.352 "COc1cc(O)c2c(OC3=CC(=C(C(C)=O)C(=O)[C@@]23C)O)c1C(=O)NCc4cccc5ccccc45" CEK SMILES CACTVS 3.352 "COc1cc(O)c2c(OC3=CC(=C(C(C)=O)C(=O)[C]23C)O)c1C(=O)NCc4cccc5ccccc45" CEK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(=O)C1=C(C=C2[C@@](C1=O)(c3c(cc(c(c3O2)C(=O)NCc4cccc5c4cccc5)OC)O)C)O" CEK SMILES "OpenEye OEToolkits" 1.7.0 "CC(=O)C1=C(C=C2C(C1=O)(c3c(cc(c(c3O2)C(=O)NCc4cccc5c4cccc5)OC)O)C)O" CEK InChI InChI 1.03 "InChI=1S/C28H23NO7/c1-14(30)22-18(31)12-21-28(2,26(22)33)24-19(32)11-20(35-3)23(25(24)36-21)27(34)29-13-16-9-6-8-15-7-4-5-10-17(15)16/h4-12,31-32H,13H2,1-3H3,(H,29,34)/t28-/m1/s1" CEK InChIKey InChI 1.03 GHOGOLYMMHFNIT-MUUNZHRXSA-N # _pdbx_chem_comp_identifier.comp_id CEK _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.6.1 _pdbx_chem_comp_identifier.identifier "(9aS)-8-ethanoyl-1,7-dihydroxy-3-methoxy-9a-methyl-N-(naphthalen-1-ylmethyl)-9-oxo-dibenzofuran-4-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CEK "Create component" 2010-02-16 PDBJ CEK "Modify aromatic_flag" 2011-06-04 RCSB CEK "Modify descriptor" 2011-06-04 RCSB CEK "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id CEK _pdbx_chem_comp_synonyms.name "(9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-N-(naphthalen-1-ylmethyl)-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##