data_E4D # _chem_comp.id E4D _chem_comp.name "(2S,3R)-2-(4-(2-(PIPERIDIN-1-YL)ETHOXY)PHENYL)-2,3-DIHYDRO-3-(4-HYDROXYPHENYL)BENZO[B][1,4]OXATHIIN-6-OL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H29 N O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "COMPOUND 4-D" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-03-10 _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 463.588 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E4D _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1SJ0 _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 E4D C1 C1 C 0 1 N N R 31.172 -0.238 28.707 -0.005 1.419 -1.965 C1 E4D 1 E4D C2 C2 C 0 1 N N S 31.276 -1.669 28.177 -1.112 0.389 -1.682 C2 E4D 2 E4D O3 O3 O 0 1 N N N 30.050 -2.369 28.431 -0.886 -0.754 -2.480 O3 E4D 3 E4D C4 C4 C 0 1 Y N N 28.861 -1.948 27.967 -1.046 -0.527 -3.802 C4 E4D 4 E4D C5 C5 C 0 1 Y N N 27.932 -2.901 27.580 -1.431 -1.639 -4.559 C5 E4D 5 E4D C6 C6 C 0 1 Y N N 26.724 -2.535 27.003 -1.574 -1.556 -5.925 C6 E4D 6 E4D C7 C7 C 0 1 Y N N 26.346 -1.183 27.031 -1.339 -0.354 -6.577 C7 E4D 7 E4D O8 O8 O 0 1 N N N 25.128 -0.857 26.584 -1.469 -0.269 -7.928 O8 E4D 8 E4D C9 C9 C 0 1 Y N N 27.284 -0.215 27.426 -0.970 0.756 -5.840 C9 E4D 9 E4D C10 C10 C 0 1 Y N N 28.555 -0.563 27.854 -0.830 0.675 -4.456 C10 E4D 10 E4D S11 S11 S 0 1 N N N 29.608 0.457 28.191 -0.376 2.146 -3.590 S11 E4D 11 E4D C12 C12 C 0 1 Y N N 32.470 0.480 28.420 1.337 0.736 -1.999 C12 E4D 12 E4D C13 C13 C 0 1 Y N N 32.680 1.380 27.373 1.728 0.038 -3.127 C13 E4D 13 E4D C14 C14 C 0 1 Y N N 33.932 1.987 27.205 2.961 -0.582 -3.164 C14 E4D 14 E4D C15 C15 C 0 1 Y N N 34.976 1.698 28.099 3.803 -0.516 -2.063 C15 E4D 15 E4D O16 O16 O 0 1 N N N 36.191 2.251 27.923 5.014 -1.131 -2.094 O16 E4D 16 E4D C17 C17 C 0 1 Y N N 34.783 0.784 29.143 3.408 0.184 -0.932 C17 E4D 17 E4D C18 C18 C 0 1 Y N N 33.519 0.203 29.311 2.176 0.808 -0.903 C18 E4D 18 E4D C19 C19 C 0 1 Y N N 31.630 -1.840 26.702 -1.083 0.003 -0.226 C19 E4D 19 E4D C20 C20 C 0 1 Y N N 32.648 -2.767 26.448 -1.838 0.710 0.690 C20 E4D 20 E4D C21 C21 C 0 1 Y N N 33.073 -3.050 25.148 -1.817 0.354 2.025 C21 E4D 21 E4D C22 C22 C 0 1 Y N N 32.496 -2.352 24.060 -1.029 -0.706 2.446 C22 E4D 22 E4D C23 C23 C 0 1 Y N N 31.455 -1.471 24.295 -0.268 -1.410 1.525 C23 E4D 23 E4D C24 C24 C 0 1 Y N N 31.047 -1.171 25.623 -0.296 -1.054 0.191 C24 E4D 24 E4D O25 O25 O 0 1 N N N 32.911 -2.572 22.785 -1.003 -1.054 3.760 O25 E4D 25 E4D C26 C26 C 0 1 N N N 34.002 -3.400 22.346 -1.878 -0.155 4.443 C26 E4D 26 E4D C27 C27 C 0 1 N N N 33.655 -4.384 21.206 -1.894 -0.494 5.935 C27 E4D 27 E4D N28 N28 N 0 1 N N N 32.800 -4.012 20.054 -0.536 -0.366 6.481 N28 E4D 28 E4D C29 C29 C 0 1 N N N 31.597 -3.241 20.319 -0.176 1.052 6.389 C29 E4D 29 E4D C30 C30 C 0 1 N N N 30.557 -3.264 19.177 1.230 1.266 6.949 C30 E4D 30 E4D C31 C31 C 0 1 N N N 31.187 -2.912 17.813 1.253 0.859 8.426 C31 E4D 31 E4D C32 C32 C 0 1 N N N 32.413 -3.842 17.617 0.760 -0.586 8.550 C32 E4D 32 E4D C33 C33 C 0 1 N N N 33.434 -3.674 18.776 -0.622 -0.704 7.906 C33 E4D 33 E4D H1 H1 H 0 1 N N N 31.102 -0.142 29.816 -0.010 2.194 -1.199 H1 E4D 34 E4D H2 H2 H 0 1 N N N 32.145 -2.091 28.734 -2.083 0.820 -1.928 H2 E4D 35 E4D H5 H5 H 0 1 N N N 28.158 -3.970 27.734 -1.619 -2.580 -4.062 H5 E4D 36 E4D H6 H6 H 0 1 N N N 26.081 -3.299 26.534 -1.871 -2.427 -6.491 H6 E4D 37 E4D HO8 HO8 H 0 1 N N N 24.872 0.058 26.603 -0.605 -0.481 -8.306 HO8 E4D 38 E4D H9 H9 H 0 1 N N N 27.014 0.854 27.399 -0.790 1.695 -6.342 H9 E4D 39 E4D H13 H13 H 0 1 N N N 31.856 1.612 26.678 1.070 -0.016 -3.982 H13 E4D 40 E4D H14 H14 H 0 1 N N N 34.095 2.690 26.371 3.266 -1.127 -4.045 H14 E4D 41 E4D H16 H16 H 0 1 N N N 36.897 2.056 28.528 4.881 -2.028 -1.757 H16 E4D 42 E4D H17 H17 H 0 1 N N N 35.613 0.526 29.822 4.063 0.240 -0.075 H17 E4D 43 E4D H18 H18 H 0 1 N N N 33.347 -0.483 30.158 1.868 1.353 -0.023 H18 E4D 44 E4D H20 H20 H 0 1 N N N 33.128 -3.288 27.294 -2.451 1.536 0.361 H20 E4D 45 E4D H21 H21 H 0 1 N N N 33.852 -3.813 24.983 -2.411 0.904 2.740 H21 E4D 46 E4D H23 H23 H 0 1 N N N 30.953 -1.010 23.428 0.345 -2.237 1.851 H23 E4D 47 E4D H24 H24 H 0 1 N N N 30.271 -0.412 25.818 0.295 -1.602 -0.526 H24 E4D 48 E4D H261 1H26 H 0 0 N N N 34.440 -3.951 23.211 -2.885 -0.249 4.038 H261 E4D 49 E4D H262 2H26 H 0 0 N N N 34.874 -2.768 22.057 -1.526 0.867 4.307 H262 E4D 50 E4D H271 1H27 H 0 0 N N N 33.209 -5.293 21.673 -2.246 -1.517 6.071 H271 E4D 51 E4D H272 2H27 H 0 0 N N N 34.616 -4.774 20.797 -2.561 0.191 6.457 H272 E4D 52 E4D H291 1H29 H 0 0 N N N 31.860 -2.190 20.584 -0.203 1.365 5.346 H291 E4D 53 E4D H292 2H29 H 0 0 N N N 31.129 -3.568 21.277 -0.889 1.644 6.963 H292 E4D 54 E4D H301 1H30 H 0 0 N N N 29.691 -2.600 19.406 1.502 2.317 6.857 H301 E4D 55 E4D H302 2H30 H 0 0 N N N 30.023 -4.242 19.136 1.941 0.655 6.392 H302 E4D 56 E4D H311 1H31 H 0 0 N N N 31.440 -1.830 17.716 0.598 1.517 8.996 H311 E4D 57 E4D H312 2H31 H 0 0 N N N 30.460 -2.966 16.970 2.270 0.932 8.809 H312 E4D 58 E4D H321 1H32 H 0 0 N N N 32.892 -3.686 16.622 0.697 -0.860 9.603 H321 E4D 59 E4D H322 2H32 H 0 0 N N N 32.105 -4.906 17.492 1.457 -1.253 8.041 H322 E4D 60 E4D H331 1H33 H 0 0 N N N 34.365 -4.263 18.602 -1.311 -0.018 8.400 H331 E4D 61 E4D H332 2H33 H 0 0 N N N 33.887 -2.655 18.790 -0.987 -1.725 8.016 H332 E4D 62 # # 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 E4D C1 C2 SING N N 1 E4D C1 S11 SING N N 2 E4D C1 C12 SING N N 3 E4D C1 H1 SING N N 4 E4D C2 O3 SING N N 5 E4D C2 C19 SING N N 6 E4D C2 H2 SING N N 7 E4D O3 C4 SING N N 8 E4D C4 C5 DOUB Y N 9 E4D C4 C10 SING Y N 10 E4D C5 C6 SING Y N 11 E4D C5 H5 SING N N 12 E4D C6 C7 DOUB Y N 13 E4D C6 H6 SING N N 14 E4D C7 O8 SING N N 15 E4D C7 C9 SING Y N 16 E4D O8 HO8 SING N N 17 E4D C9 C10 DOUB Y N 18 E4D C9 H9 SING N N 19 E4D C10 S11 SING N N 20 E4D C12 C13 DOUB Y N 21 E4D C12 C18 SING Y N 22 E4D C13 C14 SING Y N 23 E4D C13 H13 SING N N 24 E4D C14 C15 DOUB Y N 25 E4D C14 H14 SING N N 26 E4D C15 O16 SING N N 27 E4D C15 C17 SING Y N 28 E4D O16 H16 SING N N 29 E4D C17 C18 DOUB Y N 30 E4D C17 H17 SING N N 31 E4D C18 H18 SING N N 32 E4D C19 C20 DOUB Y N 33 E4D C19 C24 SING Y N 34 E4D C20 C21 SING Y N 35 E4D C20 H20 SING N N 36 E4D C21 C22 DOUB Y N 37 E4D C21 H21 SING N N 38 E4D C22 C23 SING Y N 39 E4D C22 O25 SING N N 40 E4D C23 C24 DOUB Y N 41 E4D C23 H23 SING N N 42 E4D C24 H24 SING N N 43 E4D O25 C26 SING N N 44 E4D C26 C27 SING N N 45 E4D C26 H261 SING N N 46 E4D C26 H262 SING N N 47 E4D C27 N28 SING N N 48 E4D C27 H271 SING N N 49 E4D C27 H272 SING N N 50 E4D N28 C29 SING N N 51 E4D N28 C33 SING N N 52 E4D C29 C30 SING N N 53 E4D C29 H291 SING N N 54 E4D C29 H292 SING N N 55 E4D C30 C31 SING N N 56 E4D C30 H301 SING N N 57 E4D C30 H302 SING N N 58 E4D C31 C32 SING N N 59 E4D C31 H311 SING N N 60 E4D C31 H312 SING N N 61 E4D C32 C33 SING N N 62 E4D C32 H321 SING N N 63 E4D C32 H322 SING N N 64 E4D C33 H331 SING N N 65 E4D C33 H332 SING N N 66 # # 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 E4D SMILES ACDLabs 10.04 "O2c5c(SC(c1ccc(O)cc1)C2c4ccc(OCCN3CCCCC3)cc4)cc(O)cc5" E4D SMILES_CANONICAL CACTVS 3.341 "Oc1ccc(cc1)[C@H]2Sc3cc(O)ccc3O[C@H]2c4ccc(OCCN5CCCCC5)cc4" E4D SMILES CACTVS 3.341 "Oc1ccc(cc1)[CH]2Sc3cc(O)ccc3O[CH]2c4ccc(OCCN5CCCCC5)cc4" E4D SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1[C@@H]2[C@@H](Oc3ccc(cc3S2)O)c4ccc(cc4)OCCN5CCCCC5)O" E4D SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C2C(Oc3ccc(cc3S2)O)c4ccc(cc4)OCCN5CCCCC5)O" E4D InChI InChI 1.03 "InChI=1S/C27H29NO4S/c29-21-8-4-20(5-9-21)27-26(32-24-13-10-22(30)18-25(24)33-27)19-6-11-23(12-7-19)31-17-16-28-14-2-1-3-15-28/h4-13,18,26-27,29-30H,1-3,14-17H2/t26-,27+/m0/s1" E4D InChIKey InChI 1.03 TWZNCTCQAGRUGQ-RRPNLBNLSA-N # # 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 E4D "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,3R)-3-(4-hydroxyphenyl)-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2,3-dihydro-1,4-benzoxathiin-6-ol" E4D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3R)-3-(4-hydroxyphenyl)-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2,3-dihydro-1,4-benzoxathiin-6-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site E4D "Create component" 2004-03-10 RCSB E4D "Modify descriptor" 2011-06-04 RCSB E4D "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id E4D _pdbx_chem_comp_synonyms.name "COMPOUND 4-D" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##