data_9G9 # _chem_comp.id 9G9 _chem_comp.name "5,5'-[(2R,3S)-2,3-dimethylbutane-1,4-diyl]bis(2H-1,3-benzodioxole)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Machilin A" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-04-17 _chem_comp.pdbx_modified_date 2021-03-01 _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 326.386 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9G9 _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 5ZJF _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 9G9 O1 O1 O 0 1 N N N 25.456 -12.492 25.552 5.893 1.844 -0.440 O1 9G9 1 9G9 O2 O2 O 0 1 N N N 34.697 -4.858 29.647 -5.978 1.794 -0.242 O2 9G9 2 9G9 O3 O3 O 0 1 N N N 26.528 -13.941 23.954 7.018 -0.122 -0.412 O3 9G9 3 9G9 O4 O4 O 0 1 N N N 35.924 -6.652 30.685 -7.035 -0.114 0.370 O4 9G9 4 9G9 C5 C1 C 0 1 N N R 29.904 -9.023 26.211 0.734 -0.456 -0.160 C5 9G9 5 9G9 C6 C2 C 0 1 N N S 31.135 -8.226 26.749 -0.741 -0.293 0.210 C6 9G9 6 9G9 C7 C3 C 0 1 N N N 29.728 -10.404 26.882 1.600 -0.235 1.082 C7 9G9 7 9G9 C8 C4 C 0 1 N N N 31.033 -7.856 28.248 -1.606 -0.515 -1.032 C8 9G9 8 9G9 C9 C5 C 0 1 N N N 28.620 -8.186 26.338 0.972 -1.867 -0.701 C9 9G9 9 9G9 C10 C6 C 0 1 N N N 31.422 -6.949 25.944 -0.978 1.118 0.752 C10 9G9 10 9G9 C11 C7 C 0 1 Y N N 28.894 -11.372 26.074 3.055 -0.273 0.694 C11 9G9 11 9G9 C12 C8 C 0 1 Y N N 32.355 -7.567 28.915 -3.062 -0.476 -0.644 C12 9G9 12 9G9 C13 C9 C 0 1 Y N N 27.521 -11.406 26.269 3.701 0.891 0.320 C13 9G9 13 9G9 C14 C10 C 0 1 Y N N 32.842 -6.267 28.918 -3.749 0.723 -0.662 C14 9G9 14 9G9 C15 C11 C 0 1 Y N N 29.530 -12.206 25.151 3.742 -1.472 0.713 C15 9G9 15 9G9 C16 C12 C 0 1 Y N N 33.055 -8.618 29.513 -3.707 -1.640 -0.268 C16 9G9 16 9G9 C17 C13 C 0 1 Y N N 26.802 -12.305 25.508 5.038 0.858 -0.039 C17 9G9 17 9G9 C18 C14 C 0 1 Y N N 34.055 -6.053 29.540 -5.087 0.761 -0.306 C18 9G9 18 9G9 C19 C15 C 0 1 Y N N 27.414 -13.132 24.596 5.730 -0.351 -0.022 C19 9G9 19 9G9 C20 C16 C 0 1 Y N N 34.755 -7.077 30.132 -5.738 -0.412 0.070 C20 9G9 20 9G9 C21 C17 C 0 1 Y N N 28.780 -13.107 24.394 5.077 -1.514 0.354 C21 9G9 21 9G9 C22 C18 C 0 1 Y N N 34.282 -8.373 30.136 -5.042 -1.610 0.087 C22 9G9 22 9G9 C23 C19 C 0 1 N N N 25.289 -13.529 24.564 7.215 1.297 -0.274 C23 9G9 23 9G9 C24 C20 C 0 1 N N N 35.880 -5.245 30.375 -7.067 1.312 0.568 C24 9G9 24 9G9 H1 H1 H 0 1 N N N 30.076 -9.200 25.139 1.000 0.275 -0.923 H1 9G9 25 9G9 H2 H2 H 0 1 N N N 32.011 -8.882 26.639 -1.007 -1.025 0.974 H2 9G9 26 9G9 H3 H3 H 0 1 N N N 29.241 -10.256 27.857 1.366 0.736 1.519 H3 9G9 27 9G9 H4 H4 H 0 1 N N N 30.724 -10.846 27.033 1.397 -1.019 1.811 H4 9G9 28 9G9 H5 H5 H 0 1 N N N 30.400 -6.961 28.338 -1.403 0.270 -1.761 H5 9G9 29 9G9 H6 H6 H 0 1 N N N 30.558 -8.695 28.777 -1.372 -1.486 -1.469 H6 9G9 30 9G9 H7 H7 H 0 1 N N N 27.766 -8.763 25.955 0.355 -2.025 -1.587 H7 9G9 31 9G9 H8 H8 H 0 1 N N N 28.448 -7.936 27.395 2.023 -1.983 -0.965 H8 9G9 32 9G9 H9 H9 H 0 1 N N N 28.727 -7.259 25.755 0.706 -2.599 0.062 H9 9G9 33 9G9 H10 H10 H 0 1 N N N 32.296 -6.435 26.370 -0.712 1.849 -0.011 H10 9G9 34 9G9 H11 H11 H 0 1 N N N 31.628 -7.214 24.897 -2.029 1.234 1.016 H11 9G9 35 9G9 H12 H12 H 0 1 N N N 30.547 -6.283 25.989 -0.362 1.276 1.637 H12 9G9 36 9G9 H13 H13 H 0 1 N N N 27.036 -10.758 26.984 3.161 1.827 0.306 H13 9G9 37 9G9 H14 H14 H 0 1 N N N 32.296 -5.459 28.454 -3.243 1.631 -0.956 H14 9G9 38 9G9 H15 H15 H 0 1 N N N 30.601 -12.153 25.023 3.235 -2.380 1.005 H15 9G9 39 9G9 H16 H16 H 0 1 N N N 32.649 -9.618 29.494 -3.167 -2.575 -0.255 H16 9G9 40 9G9 H17 H17 H 0 1 N N N 29.251 -13.762 23.676 5.611 -2.452 0.369 H17 9G9 41 9G9 H18 H18 H 0 1 N N N 34.840 -9.170 30.604 -5.544 -2.521 0.378 H18 9G9 42 9G9 H19 H19 H 0 1 N N N 24.619 -13.155 23.776 7.883 1.669 -1.052 H19 9G9 43 9G9 H20 H20 H 0 1 N N N 36.762 -4.994 29.767 -6.901 1.557 1.617 H20 9G9 44 9G9 H21 H21 H 0 1 N N N 24.831 -14.403 25.050 7.607 1.536 0.715 H21 9G9 45 9G9 H22 H22 H 0 1 N N N 35.911 -4.679 31.318 -8.014 1.726 0.222 H22 9G9 46 # # 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 9G9 O3 C23 SING N N 1 9G9 O3 C19 SING N N 2 9G9 C21 C19 DOUB Y N 3 9G9 C21 C15 SING Y N 4 9G9 C23 O1 SING N N 5 9G9 C19 C17 SING Y N 6 9G9 C15 C11 DOUB Y N 7 9G9 C17 O1 SING N N 8 9G9 C17 C13 DOUB Y N 9 9G9 C10 C6 SING N N 10 9G9 C11 C13 SING Y N 11 9G9 C11 C7 SING N N 12 9G9 C5 C9 SING N N 13 9G9 C5 C6 SING N N 14 9G9 C5 C7 SING N N 15 9G9 C6 C8 SING N N 16 9G9 C8 C12 SING N N 17 9G9 C12 C14 DOUB Y N 18 9G9 C12 C16 SING Y N 19 9G9 C14 C18 SING Y N 20 9G9 C16 C22 DOUB Y N 21 9G9 C18 O2 SING N N 22 9G9 C18 C20 DOUB Y N 23 9G9 O2 C24 SING N N 24 9G9 C20 C22 SING Y N 25 9G9 C20 O4 SING N N 26 9G9 C24 O4 SING N N 27 9G9 C5 H1 SING N N 28 9G9 C6 H2 SING N N 29 9G9 C7 H3 SING N N 30 9G9 C7 H4 SING N N 31 9G9 C8 H5 SING N N 32 9G9 C8 H6 SING N N 33 9G9 C9 H7 SING N N 34 9G9 C9 H8 SING N N 35 9G9 C9 H9 SING N N 36 9G9 C10 H10 SING N N 37 9G9 C10 H11 SING N N 38 9G9 C10 H12 SING N N 39 9G9 C13 H13 SING N N 40 9G9 C14 H14 SING N N 41 9G9 C15 H15 SING N N 42 9G9 C16 H16 SING N N 43 9G9 C21 H17 SING N N 44 9G9 C22 H18 SING N N 45 9G9 C23 H19 SING N N 46 9G9 C24 H20 SING N N 47 9G9 C23 H21 SING N N 48 9G9 C24 H22 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 9G9 SMILES ACDLabs 12.01 "O3c4cc(CC(C)C(Cc2cc1OCOc1cc2)C)ccc4OC3" 9G9 InChI InChI 1.03 "InChI=1S/C20H22O4/c1-13(7-15-3-5-17-19(9-15)23-11-21-17)14(2)8-16-4-6-18-20(10-16)24-12-22-18/h3-6,9-10,13-14H,7-8,11-12H2,1-2H3/t13-,14+" 9G9 InChIKey InChI 1.03 QEFJURUMSHPMTC-OKILXGFUSA-N 9G9 SMILES_CANONICAL CACTVS 3.385 "C[C@H](Cc1ccc2OCOc2c1)[C@@H](C)Cc3ccc4OCOc4c3" 9G9 SMILES CACTVS 3.385 "C[CH](Cc1ccc2OCOc2c1)[CH](C)Cc3ccc4OCOc4c3" 9G9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H](Cc1ccc2c(c1)OCO2)[C@@H](C)Cc3ccc4c(c3)OCO4" 9G9 SMILES "OpenEye OEToolkits" 2.0.6 "CC(Cc1ccc2c(c1)OCO2)C(C)Cc3ccc4c(c3)OCO4" # # 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 9G9 "SYSTEMATIC NAME" ACDLabs 12.01 "5,5'-[(2R,3S)-2,3-dimethylbutane-1,4-diyl]bis(2H-1,3-benzodioxole)" 9G9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-[(2~{R},3~{S})-4-(1,3-benzodioxol-5-yl)-2,3-dimethyl-butyl]-1,3-benzodioxole" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9G9 "Create component" 2018-04-17 PDBJ 9G9 "Initial release" 2019-07-24 RCSB 9G9 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 9G9 _pdbx_chem_comp_synonyms.name "Machilin A" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##