data_RAL # _chem_comp.id RAL _chem_comp.name RALOXIFENE _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H27 N O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 473.583 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RAL _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 1QKN _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 RAL C1 C1 C 0 1 Y N N 16.931 29.525 8.729 2.444 0.825 -3.610 C1 RAL 1 RAL C2 C2 C 0 1 Y N N 15.839 30.128 8.103 3.478 0.398 -4.401 C2 RAL 2 RAL C3 C3 C 0 1 Y N N 15.155 31.132 8.777 3.348 -0.722 -5.215 C3 RAL 3 RAL O3 O3 O 0 1 N N N 14.066 31.718 8.166 4.385 -1.129 -5.994 O3 RAL 4 RAL C4 C4 C 0 1 Y N N 15.578 31.529 10.065 2.150 -1.419 -5.225 C4 RAL 5 RAL C5 C5 C 0 1 Y N N 16.646 30.947 10.657 1.106 -0.994 -4.430 C5 RAL 6 RAL S6 S6 S 0 1 Y N N 17.361 31.237 12.147 -0.542 -1.590 -4.161 S6 RAL 7 RAL C7 C7 C 0 1 Y N N 18.599 30.111 12.067 -1.096 -0.382 -2.975 C7 RAL 8 RAL C8 C8 C 0 1 Y N N 19.604 29.881 13.140 -2.411 -0.284 -2.314 C8 RAL 9 RAL C9 C9 C 0 1 Y N N 19.230 29.554 14.413 -2.969 -1.406 -1.694 C9 RAL 10 RAL C10 C10 C 0 1 Y N N 20.162 29.321 15.430 -4.197 -1.310 -1.078 C10 RAL 11 RAL C11 C11 C 0 1 Y N N 21.512 29.427 15.143 -4.881 -0.100 -1.073 C11 RAL 12 RAL O11 O11 O 0 1 N N N 22.447 29.204 16.139 -6.092 -0.010 -0.464 O11 RAL 13 RAL C12 C12 C 0 1 Y N N 21.914 29.760 13.857 -4.333 1.015 -1.693 C12 RAL 14 RAL C13 C13 C 0 1 Y N N 20.961 29.985 12.866 -3.103 0.930 -2.307 C13 RAL 15 RAL C14 C14 C 0 1 Y N N 17.351 29.908 9.989 1.211 0.135 -3.598 C14 RAL 16 RAL C15 C15 C 0 1 Y N N 18.477 29.445 10.813 0.005 0.449 -2.826 C15 RAL 17 RAL C16 C16 C 0 1 N N N 19.347 28.422 10.448 -0.033 1.600 -1.923 C16 RAL 18 RAL O16 O16 O 0 1 N N N 19.245 27.333 11.042 -0.392 2.687 -2.338 O16 RAL 19 RAL C17 C17 C 0 1 Y N N 20.363 28.588 9.414 0.362 1.442 -0.509 C17 RAL 20 RAL C18 C18 C 0 1 Y N N 21.123 27.508 8.970 0.431 2.559 0.326 C18 RAL 21 RAL C19 C19 C 0 1 Y N N 22.123 27.612 7.971 0.800 2.408 1.645 C19 RAL 22 RAL C20 C20 C 0 1 Y N N 22.325 28.877 7.445 1.103 1.147 2.143 C20 RAL 23 RAL C21 C21 C 0 1 Y N N 21.572 29.949 7.896 1.034 0.033 1.315 C21 RAL 24 RAL C22 C22 C 0 1 Y N N 20.606 29.830 8.850 0.661 0.175 -0.002 C22 RAL 25 RAL O23 O23 O 0 1 N N N 23.230 29.279 6.466 1.466 1.002 3.443 O23 RAL 26 RAL C24 C24 C 0 1 N N N 23.464 28.353 5.432 1.828 -0.368 3.621 C24 RAL 27 RAL C25 C25 C 0 1 N N N 24.776 28.790 4.794 2.308 -0.587 5.057 C25 RAL 28 RAL N26 N26 N 0 1 N N N 24.743 29.712 3.643 1.230 -0.240 5.992 N26 RAL 29 RAL C27 C27 C 0 1 N N N 26.071 29.594 2.985 1.752 -0.471 7.343 C27 RAL 30 RAL C28 C28 C 0 1 N N N 26.179 30.450 1.724 0.677 -0.137 8.378 C28 RAL 31 RAL C29 C29 C 0 1 N N N 25.959 31.932 2.094 -0.530 -1.055 8.165 C29 RAL 32 RAL C30 C30 C 0 1 N N N 24.604 32.042 2.797 -1.012 -0.915 6.718 C30 RAL 33 RAL C31 C31 C 0 1 N N N 24.539 31.117 4.020 0.151 -1.209 5.769 C31 RAL 34 RAL H1 H1 H 0 1 N N N 17.479 28.720 8.211 2.573 1.698 -2.987 H1 RAL 35 RAL H2 H2 H 0 1 N N N 15.522 29.816 7.093 4.411 0.942 -4.393 H2 RAL 36 RAL HO3 HO3 H 0 1 N N N 13.598 32.404 8.626 4.292 -0.677 -6.843 HO3 RAL 37 RAL H4 H4 H 0 1 N N N 15.056 32.321 10.628 2.035 -2.291 -5.851 H4 RAL 38 RAL H9 H9 H 0 1 N N N 18.150 29.476 14.624 -2.437 -2.346 -1.697 H9 RAL 39 RAL H10 H10 H 0 1 N N N 19.835 29.055 16.449 -4.628 -2.176 -0.598 H10 RAL 40 RAL HO1 HO1 H 0 1 N N N 23.373 29.276 15.942 -5.922 0.163 0.471 HO1 RAL 41 RAL H12 H12 H 0 1 N N N 22.988 29.845 13.623 -4.869 1.953 -1.687 H12 RAL 42 RAL H13 H13 H 0 1 N N N 21.286 30.250 11.846 -2.676 1.799 -2.784 H13 RAL 43 RAL H18 H18 H 0 1 N N N 20.923 26.525 9.430 0.197 3.540 -0.060 H18 RAL 44 RAL H19 H19 H 0 1 N N N 22.715 26.750 7.619 0.854 3.271 2.292 H19 RAL 45 RAL H21 H21 H 0 1 N N N 21.751 30.951 7.472 1.270 -0.945 1.706 H21 RAL 46 RAL H22 H22 H 0 1 N N N 20.032 30.720 9.159 0.608 -0.690 -0.646 H22 RAL 47 RAL H241 1H24 H 0 0 N N N 23.459 27.290 5.769 0.962 -1.000 3.427 H241 RAL 48 RAL H242 2H24 H 0 0 N N N 22.619 28.262 4.709 2.629 -0.625 2.927 H242 RAL 49 RAL H251 1H25 H 0 0 N N N 25.430 29.226 5.584 2.584 -1.633 5.192 H251 RAL 50 RAL H252 2H25 H 0 0 N N N 25.355 27.881 4.508 3.175 0.045 5.251 H252 RAL 51 RAL H271 1H27 H 0 0 N N N 26.894 29.827 3.699 2.042 -1.517 7.445 H271 RAL 52 RAL H272 2H27 H 0 0 N N N 26.317 28.528 2.768 2.624 0.162 7.507 H272 RAL 53 RAL H281 1H28 H 0 0 N N N 27.140 30.287 1.183 1.077 -0.287 9.381 H281 RAL 54 RAL H282 2H28 H 0 0 N N N 25.486 30.107 0.920 0.369 0.902 8.260 H282 RAL 55 RAL H291 1H29 H 0 0 N N N 26.795 32.356 2.697 -0.239 -2.089 8.355 H291 RAL 56 RAL H292 2H29 H 0 0 N N N 26.048 32.614 1.217 -1.331 -0.769 8.846 H292 RAL 57 RAL H301 1H30 H 0 0 N N N 24.366 33.097 3.067 -1.820 -1.623 6.533 H301 RAL 58 RAL H302 2H30 H 0 0 N N N 23.760 31.852 2.093 -1.371 0.099 6.550 H302 RAL 59 RAL H311 1H31 H 0 0 N N N 23.587 31.253 4.585 -0.194 -1.136 4.738 H311 RAL 60 RAL H312 2H31 H 0 0 N N N 25.257 31.435 4.811 0.525 -2.216 5.955 H312 RAL 61 # 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 RAL C1 C2 DOUB Y N 1 RAL C1 C14 SING Y N 2 RAL C1 H1 SING N N 3 RAL C2 C3 SING Y N 4 RAL C2 H2 SING N N 5 RAL C3 O3 SING N N 6 RAL C3 C4 DOUB Y N 7 RAL O3 HO3 SING N N 8 RAL C4 C5 SING Y N 9 RAL C4 H4 SING N N 10 RAL C5 S6 SING Y N 11 RAL C5 C14 DOUB Y N 12 RAL S6 C7 SING Y N 13 RAL C7 C8 SING Y N 14 RAL C7 C15 DOUB Y N 15 RAL C8 C9 SING Y N 16 RAL C8 C13 DOUB Y N 17 RAL C9 C10 DOUB Y N 18 RAL C9 H9 SING N N 19 RAL C10 C11 SING Y N 20 RAL C10 H10 SING N N 21 RAL C11 O11 SING N N 22 RAL C11 C12 DOUB Y N 23 RAL O11 HO1 SING N N 24 RAL C12 C13 SING Y N 25 RAL C12 H12 SING N N 26 RAL C13 H13 SING N N 27 RAL C14 C15 SING Y N 28 RAL C15 C16 SING N N 29 RAL C16 O16 DOUB N N 30 RAL C16 C17 SING N N 31 RAL C17 C18 DOUB Y N 32 RAL C17 C22 SING Y N 33 RAL C18 C19 SING Y N 34 RAL C18 H18 SING N N 35 RAL C19 C20 DOUB Y N 36 RAL C19 H19 SING N N 37 RAL C20 C21 SING Y N 38 RAL C20 O23 SING N N 39 RAL C21 C22 DOUB Y N 40 RAL C21 H21 SING N N 41 RAL C22 H22 SING N N 42 RAL O23 C24 SING N N 43 RAL C24 C25 SING N N 44 RAL C24 H241 SING N N 45 RAL C24 H242 SING N N 46 RAL C25 N26 SING N N 47 RAL C25 H251 SING N N 48 RAL C25 H252 SING N N 49 RAL N26 C27 SING N N 50 RAL N26 C31 SING N N 51 RAL C27 C28 SING N N 52 RAL C27 H271 SING N N 53 RAL C27 H272 SING N N 54 RAL C28 C29 SING N N 55 RAL C28 H281 SING N N 56 RAL C28 H282 SING N N 57 RAL C29 C30 SING N N 58 RAL C29 H291 SING N N 59 RAL C29 H292 SING N N 60 RAL C30 C31 SING N N 61 RAL C30 H301 SING N N 62 RAL C30 H302 SING N N 63 RAL C31 H311 SING N N 64 RAL C31 H312 SING N N 65 # 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 RAL SMILES ACDLabs 10.04 "O=C(c1c3ccc(O)cc3sc1c2ccc(O)cc2)c5ccc(OCCN4CCCCC4)cc5" RAL SMILES_CANONICAL CACTVS 3.341 "Oc1ccc(cc1)c2sc3cc(O)ccc3c2C(=O)c4ccc(OCCN5CCCCC5)cc4" RAL SMILES CACTVS 3.341 "Oc1ccc(cc1)c2sc3cc(O)ccc3c2C(=O)c4ccc(OCCN5CCCCC5)cc4" RAL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2c(c3ccc(cc3s2)O)C(=O)c4ccc(cc4)OCCN5CCCCC5)O" RAL SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2c(c3ccc(cc3s2)O)C(=O)c4ccc(cc4)OCCN5CCCCC5)O" RAL InChI InChI 1.03 "InChI=1S/C28H27NO4S/c30-21-8-4-20(5-9-21)28-26(24-13-10-22(31)18-25(24)34-28)27(32)19-6-11-23(12-7-19)33-17-16-29-14-2-1-3-15-29/h4-13,18,30-31H,1-3,14-17H2" RAL InChIKey InChI 1.03 GZUITABIAKMVPG-UHFFFAOYSA-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 RAL "SYSTEMATIC NAME" ACDLabs 10.04 "[6-hydroxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl][4-(2-piperidin-1-ylethoxy)phenyl]methanone" RAL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[6-hydroxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RAL "Create component" 1999-07-08 EBI RAL "Modify aromatic_flag" 2011-06-04 RCSB RAL "Modify descriptor" 2011-06-04 RCSB #