data_C3D # _chem_comp.id C3D _chem_comp.name "(5R,6S)-6-PHENYL-5-[4-(2-PYRROLIDIN-1-YLETHOXY)PHENYL]-5,6,7,8-TETRAHYDRONAPHTHALEN-2-OL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H31 N O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Lasofoxifene _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-02-21 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 413.551 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C3D _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 C3D C1 C1 C 0 1 N N R 30.613 -1.214 27.636 2.587 4.390 0.190 C1 C3D 1 C3D C2 C2 C 0 1 N N S 31.104 0.165 28.234 3.986 4.587 -0.474 C2 C3D 2 C3D C3 C3 C 0 1 N N N 30.318 1.364 27.631 4.290 3.464 -1.479 C3 C3D 3 C3D C4 C4 C 0 1 N N N 28.831 1.277 27.985 3.252 3.450 -2.600 C4 C3D 4 C3D C5 C5 C 0 1 Y N N 28.272 -0.107 27.653 1.828 3.581 -2.124 C5 C3D 5 C3D C6 C6 C 0 1 Y N N 26.913 -0.204 27.405 0.793 3.279 -3.023 C6 C3D 6 C3D C7 C7 C 0 1 Y N N 26.340 -1.448 27.103 -0.543 3.431 -2.652 C7 C3D 7 C3D C8 C8 C 0 1 Y N N 27.121 -2.580 27.035 -0.861 3.898 -1.382 C8 C3D 8 C3D C9 C9 C 0 1 Y N N 28.474 -2.491 27.290 0.156 4.211 -0.482 C9 C3D 9 C3D C10 C10 C 0 1 Y N N 29.071 -1.262 27.602 1.509 4.058 -0.838 C10 C3D 10 C3D C11 C11 C 0 1 Y N N 32.634 0.300 28.150 5.096 4.862 0.530 C11 C3D 11 C3D C12 C12 C 0 1 Y N N 33.436 -0.090 29.184 5.264 6.145 1.043 C12 C3D 12 C3D C13 C13 C 0 1 Y N N 34.824 0.056 29.109 6.281 6.397 1.964 C13 C3D 13 C3D C14 C14 C 0 1 Y N N 35.442 0.620 28.039 7.128 5.364 2.368 C14 C3D 14 C3D C15 C15 C 0 1 Y N N 34.643 1.041 27.010 6.956 4.080 1.851 C15 C3D 15 C3D C16 C16 C 0 1 Y N N 33.273 0.884 27.061 5.939 3.828 0.931 C16 C3D 16 C3D C17 C17 C 0 1 Y N N 31.243 -1.619 26.288 2.583 3.416 1.369 C17 C3D 17 C3D C18 C18 C 0 1 Y N N 30.856 -1.022 25.100 2.902 3.878 2.639 C18 C3D 18 C3D C19 C19 C 0 1 Y N N 31.402 -1.408 23.925 2.899 2.990 3.715 C19 C3D 19 C3D C20 C20 C 0 1 Y N N 32.410 -2.343 23.908 2.578 1.648 3.511 C20 C3D 20 C3D C21 C21 C 0 1 Y N N 32.822 -2.930 25.100 2.260 1.194 2.231 C21 C3D 21 C3D C22 C22 C 0 1 Y N N 32.259 -2.544 26.292 2.263 2.082 1.155 C22 C3D 22 C3D C24 C24 C 0 1 N N N 33.577 -3.853 22.369 3.482 1.056 5.630 C24 C3D 23 C3D C25 C25 C 0 1 N N N 33.930 -3.811 20.891 3.907 -0.249 6.278 C25 C3D 24 C3D C27 C27 C 0 1 N N N 33.267 -4.536 18.611 5.320 -1.220 7.975 C27 C3D 25 C3D C28 C28 C 0 1 N N N 32.428 -3.785 17.560 5.902 -0.746 9.299 C28 C3D 26 C3D O7 O7 O 0 1 N N N 24.999 -1.535 26.836 -1.533 3.129 -3.536 O7 C3D 27 C3D O23 O23 O 0 1 N N N 32.965 -2.641 22.668 2.578 0.782 4.561 O23 C3D 28 C3D N26 N26 N 0 1 N N N 32.820 -4.131 19.978 4.865 0.025 7.355 N26 C3D 29 C3D C29 C29 C 0 1 N N N 31.235 -3.232 18.362 5.181 0.563 9.605 C29 C3D 30 C3D C30 C30 C 0 1 N N N 31.951 -2.952 19.709 4.228 0.776 8.438 C30 C3D 31 C3D H1 H1 H 0 1 N N N 30.986 -1.985 28.326 2.318 5.359 0.633 H1 C3D 32 C3D H2 H2 H 0 1 N N N 30.870 0.183 29.309 3.930 5.517 -1.060 H2 C3D 33 C3D H31 1H3 H 0 1 N N N 30.427 1.349 26.536 4.293 2.496 -0.960 H31 C3D 34 C3D H32 2H3 H 0 1 N N N 30.725 2.297 28.048 5.291 3.589 -1.910 H32 C3D 35 C3D H41 1H4 H 0 1 N N N 28.708 1.464 29.062 3.369 2.521 -3.171 H41 C3D 36 C3D H42 2H4 H 0 1 N N N 28.284 2.029 27.397 3.456 4.284 -3.283 H42 C3D 37 C3D H6 H6 H 0 1 N N N 26.293 0.680 27.444 1.022 2.927 -4.026 H6 C3D 38 C3D H8 H8 H 0 1 N N N 26.677 -3.532 26.784 -1.901 4.019 -1.095 H8 C3D 39 C3D H9 H9 H 0 1 N N N 29.083 -3.382 27.249 -0.111 4.577 0.507 H9 C3D 40 C3D H12 H12 H 0 1 N N N 32.992 -0.517 30.071 4.610 6.956 0.734 H12 C3D 41 C3D H13 H13 H 0 1 N N N 35.428 -0.293 29.933 6.415 7.397 2.366 H13 C3D 42 C3D H14 H14 H 0 1 N N N 36.516 0.731 28.002 7.920 5.560 3.084 H14 C3D 43 C3D H15 H15 H 0 1 N N N 35.093 1.504 26.144 7.615 3.276 2.166 H15 C3D 44 C3D H16 H16 H 0 1 N N N 32.677 1.226 26.228 5.813 2.824 0.534 H16 C3D 45 C3D H18 H18 H 0 1 N N N 30.111 -0.240 25.112 3.152 4.922 2.808 H18 C3D 46 C3D H19 H19 H 0 1 N N N 31.046 -0.982 22.999 3.148 3.350 4.710 H19 C3D 47 C3D H21 H21 H 0 1 N N N 33.587 -3.692 25.088 2.010 0.149 2.066 H21 C3D 48 C3D H22 H22 H 0 1 N N N 32.611 -2.963 27.223 2.014 1.719 0.162 H22 C3D 49 C3D H241 1H24 H 0 0 N N N 32.893 -4.689 22.576 4.354 1.568 5.212 H241 C3D 50 C3D H242 2H24 H 0 0 N N N 34.476 -4.004 22.985 2.987 1.719 6.347 H242 C3D 51 C3D H251 1H25 H 0 0 N N N 34.729 -4.547 20.717 3.049 -0.777 6.708 H251 C3D 52 C3D H252 2H25 H 0 0 N N N 34.225 -2.774 20.671 4.395 -0.897 5.544 H252 C3D 53 C3D H271 1H27 H 0 0 N N N 33.130 -5.620 18.485 6.069 -1.735 7.365 H271 C3D 54 C3D H272 2H27 H 0 0 N N N 34.330 -4.287 18.481 4.486 -1.909 8.162 H272 C3D 55 C3D H281 1H28 H 0 0 N N N 32.093 -4.460 16.758 6.979 -0.564 9.208 H281 C3D 56 C3D H282 2H28 H 0 0 N N N 32.999 -2.993 17.053 5.752 -1.487 10.092 H282 C3D 57 C3D HO7 HO7 H 0 1 N N N 24.514 -1.555 27.652 -2.362 2.948 -3.063 HO7 C3D 58 C3D H291 1H29 H 0 0 N N N 30.795 -2.330 17.912 4.645 0.518 10.558 H291 C3D 59 C3D H292 2H29 H 0 0 N N N 30.364 -3.901 18.426 5.909 1.381 9.668 H292 C3D 60 C3D H301 1H30 H 0 0 N N N 32.556 -2.036 19.640 3.240 0.367 8.688 H301 C3D 61 C3D H302 2H30 H 0 0 N N N 31.224 -2.801 20.521 4.116 1.837 8.194 H302 C3D 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 C3D C1 C17 SING N N 1 C3D C1 C10 SING N N 2 C3D C1 C2 SING N N 3 C3D C1 H1 SING N N 4 C3D C2 C3 SING N N 5 C3D C2 C11 SING N N 6 C3D C2 H2 SING N N 7 C3D C3 C4 SING N N 8 C3D C3 H31 SING N N 9 C3D C3 H32 SING N N 10 C3D C4 C5 SING N N 11 C3D C4 H41 SING N N 12 C3D C4 H42 SING N N 13 C3D C5 C6 DOUB Y N 14 C3D C5 C10 SING Y N 15 C3D C6 C7 SING Y N 16 C3D C6 H6 SING N N 17 C3D C7 O7 SING N N 18 C3D C7 C8 DOUB Y N 19 C3D C8 C9 SING Y N 20 C3D C8 H8 SING N N 21 C3D C9 C10 DOUB Y N 22 C3D C9 H9 SING N N 23 C3D C11 C16 SING Y N 24 C3D C11 C12 DOUB Y N 25 C3D C12 C13 SING Y N 26 C3D C12 H12 SING N N 27 C3D C13 C14 DOUB Y N 28 C3D C13 H13 SING N N 29 C3D C14 C15 SING Y N 30 C3D C14 H14 SING N N 31 C3D C15 C16 DOUB Y N 32 C3D C15 H15 SING N N 33 C3D C16 H16 SING N N 34 C3D C17 C18 DOUB Y N 35 C3D C17 C22 SING Y N 36 C3D C18 C19 SING Y N 37 C3D C18 H18 SING N N 38 C3D C19 C20 DOUB Y N 39 C3D C19 H19 SING N N 40 C3D C20 O23 SING N N 41 C3D C20 C21 SING Y N 42 C3D C21 C22 DOUB Y N 43 C3D C21 H21 SING N N 44 C3D C22 H22 SING N N 45 C3D C24 C25 SING N N 46 C3D C24 O23 SING N N 47 C3D C24 H241 SING N N 48 C3D C24 H242 SING N N 49 C3D C25 N26 SING N N 50 C3D C25 H251 SING N N 51 C3D C25 H252 SING N N 52 C3D C27 C28 SING N N 53 C3D C27 N26 SING N N 54 C3D C27 H271 SING N N 55 C3D C27 H272 SING N N 56 C3D C28 C29 SING N N 57 C3D C28 H281 SING N N 58 C3D C28 H282 SING N N 59 C3D O7 HO7 SING N N 60 C3D N26 C30 SING N N 61 C3D C29 C30 SING N N 62 C3D C29 H291 SING N N 63 C3D C29 H292 SING N N 64 C3D C30 H301 SING N N 65 C3D C30 H302 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 C3D SMILES ACDLabs 10.04 "O(c1ccc(cc1)C4c2ccc(O)cc2CCC4c3ccccc3)CCN5CCCC5" C3D SMILES_CANONICAL CACTVS 3.341 "Oc1ccc2[C@H]([C@H](CCc2c1)c3ccccc3)c4ccc(OCCN5CCCC5)cc4" C3D SMILES CACTVS 3.341 "Oc1ccc2[CH]([CH](CCc2c1)c3ccccc3)c4ccc(OCCN5CCCC5)cc4" C3D SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)[C@H]2CCc3cc(ccc3[C@H]2c4ccc(cc4)OCCN5CCCC5)O" C3D SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C2CCc3cc(ccc3C2c4ccc(cc4)OCCN5CCCC5)O" C3D InChI InChI 1.03 "InChI=1S/C28H31NO2/c30-24-11-15-27-23(20-24)10-14-26(21-6-2-1-3-7-21)28(27)22-8-12-25(13-9-22)31-19-18-29-16-4-5-17-29/h1-3,6-9,11-13,15,20,26,28,30H,4-5,10,14,16-19H2/t26-,28+/m1/s1" C3D InChIKey InChI 1.03 GXESHMAMLJKROZ-IAPPQJPRSA-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 C3D "SYSTEMATIC NAME" ACDLabs 10.04 "(5R,6S)-6-phenyl-5-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-5,6,7,8-tetrahydronaphthalen-2-ol" C3D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5R,6S)-6-phenyl-5-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-5,6,7,8-tetrahydronaphthalen-2-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 C3D "Create component" 2007-02-21 PDBJ C3D "Modify descriptor" 2011-06-04 RCSB C3D "Modify synonyms" 2020-01-09 RCSB C3D "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id C3D _pdbx_chem_comp_synonyms.name Lasofoxifene _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##