data_F0D # _chem_comp.id F0D _chem_comp.name "3-{[(14beta,16alpha,17alpha)-3-(2-bromoethyl)-17-hydroxyestra-1,3,5(10)-trien-16-yl]methyl}benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H34 Br N O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-02-22 _chem_comp.pdbx_modified_date 2019-01-11 _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 496.479 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F0D _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 6CGE _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 F0D C1 C1 C 0 1 Y N N -25.861 3.708 -29.710 3.336 -1.853 -0.334 C1 F0D 1 F0D C2 C2 C 0 1 Y N N -26.478 2.731 -30.477 4.620 -1.467 -0.008 C2 F0D 2 F0D C31 C3 C 0 1 N N N -26.490 1.345 -33.741 6.985 0.761 -0.553 C31 F0D 3 F0D C30 C4 C 0 1 N N N -26.466 0.957 -32.240 6.269 0.275 0.709 C30 F0D 4 F0D C3 C5 C 0 1 Y N N -25.749 1.990 -31.405 4.869 -0.157 0.358 C3 F0D 5 F0D C5 C6 C 0 1 Y N N -24.382 2.193 -31.583 3.833 0.752 0.399 C5 F0D 6 F0D C6 C7 C 0 1 Y N N -23.712 3.152 -30.842 2.539 0.366 0.076 C6 F0D 7 F0D C7 C8 C 0 1 N N N -22.219 3.333 -31.061 1.455 1.408 0.167 C7 F0D 8 F0D C8 C9 C 0 1 N N N -21.613 4.525 -30.315 0.190 0.957 -0.563 C8 F0D 9 F0D C9 C10 C 0 1 N N R -22.236 4.740 -28.940 -0.143 -0.465 -0.110 C9 F0D 10 F0D C11 C11 C 0 1 Y N N -24.477 3.943 -29.843 2.294 -0.937 -0.304 C11 F0D 11 F0D C10 C12 C 0 1 N N S -23.759 4.986 -29.062 0.921 -1.406 -0.689 C10 F0D 12 F0D C12 C13 C 0 1 N N N -24.387 5.223 -27.686 0.680 -2.852 -0.281 C12 F0D 13 F0D C13 C14 C 0 1 N N N -23.726 6.465 -27.131 -0.737 -3.302 -0.687 C13 F0D 14 F0D C14 C15 C 0 1 N N S -22.244 6.289 -26.890 -1.723 -2.352 -0.041 C14 F0D 15 F0D C20 C16 C 0 1 N N N -22.016 5.222 -25.792 -1.482 -2.311 1.470 C20 F0D 16 F0D C15 C17 C 0 1 N N S -21.606 5.962 -28.240 -1.482 -0.928 -0.647 C15 F0D 17 F0D C16 C18 C 0 1 N N N -20.104 6.085 -27.925 -2.710 -0.163 -0.141 C16 F0D 18 F0D C18 C19 C 0 1 N N S -21.496 7.591 -26.564 -3.201 -2.601 -0.317 C18 F0D 19 F0D O19 O1 O 0 1 N N N -21.655 8.039 -25.215 -3.765 -3.420 0.710 O19 F0D 20 F0D C17 C20 C 0 1 N N R -20.043 7.326 -26.991 -3.862 -1.185 -0.338 C17 F0D 21 F0D C21 C21 C 0 1 N N N -19.054 7.222 -25.812 -4.867 -1.072 0.811 C21 F0D 22 F0D C22 C22 C 0 1 Y N N -17.631 7.438 -26.292 -5.557 0.266 0.745 C22 F0D 23 F0D C23 C23 C 0 1 Y N N -16.714 6.382 -26.224 -6.721 0.405 0.018 C23 F0D 24 F0D C27 C24 C 0 1 Y N N -17.211 8.678 -26.796 -5.024 1.351 1.417 C27 F0D 25 F0D C26 C25 C 0 1 Y N N -15.889 8.847 -27.224 -5.654 2.582 1.367 C26 F0D 26 F0D C25 C26 C 0 1 Y N N -14.983 7.773 -27.158 -6.819 2.734 0.644 C25 F0D 27 F0D C24 C27 C 0 1 Y N N -15.386 6.530 -26.646 -7.359 1.644 -0.041 C24 F0D 28 F0D C28 C28 C 0 1 N N N -14.401 5.378 -26.574 -8.608 1.800 -0.818 C28 F0D 29 F0D O29 O2 O 0 1 N N N -13.202 5.611 -26.646 -9.076 0.850 -1.413 O29 F0D 30 F0D N30 N1 N 0 1 N N N -14.802 4.107 -26.451 -9.227 2.996 -0.865 N30 F0D 31 F0D H1 H1 H 0 1 N N N -26.442 4.290 -29.010 3.141 -2.877 -0.619 H1 F0D 32 F0D H2 H2 H 0 1 N N N -27.534 2.543 -30.354 5.426 -2.185 -0.038 H2 F0D 33 F0D H3 H3 H 0 1 N N N -27.552 1.535 -33.957 7.027 -0.049 -1.281 H3 F0D 34 F0D H4 H4 H 0 1 N N N -25.931 2.291 -33.787 6.440 1.604 -0.978 H4 F0D 35 F0D H6 H6 H 0 1 N N N -27.501 0.864 -31.880 6.814 -0.567 1.135 H6 F0D 36 F0D H7 H7 H 0 1 N N N -25.951 -0.009 -32.130 6.227 1.085 1.438 H7 F0D 37 F0D H8 H8 H 0 1 N N N -23.841 1.598 -32.304 4.031 1.775 0.686 H8 F0D 38 F0D H9 H9 H 0 1 N N N -21.708 2.419 -30.723 1.217 1.585 1.216 H9 F0D 39 F0D H10 H10 H 0 1 N N N -22.043 3.475 -32.138 1.813 2.335 -0.279 H10 F0D 40 F0D H11 H11 H 0 1 N N N -20.535 4.349 -30.189 -0.635 1.624 -0.315 H11 F0D 41 F0D H12 H12 H 0 1 N N N -21.768 5.432 -30.917 0.363 0.969 -1.639 H12 F0D 42 F0D H13 H13 H 0 1 N N N -22.067 3.846 -28.322 -0.146 -0.513 0.979 H13 F0D 43 F0D H14 H14 H 0 1 N N N -23.871 5.929 -29.617 0.843 -1.359 -1.775 H14 F0D 44 F0D H15 H15 H 0 1 N N N -25.472 5.379 -27.783 1.414 -3.491 -0.771 H15 F0D 45 F0D H16 H16 H 0 1 N N N -24.198 4.363 -27.027 0.790 -2.943 0.800 H16 F0D 46 F0D H17 H17 H 0 1 N N N -23.869 7.288 -27.847 -0.841 -3.262 -1.771 H17 F0D 47 F0D H18 H18 H 0 1 N N N -24.208 6.722 -26.176 -0.917 -4.318 -0.334 H18 F0D 48 F0D H19 H19 H 0 1 N N N -22.508 5.541 -24.862 -0.439 -2.064 1.665 H19 F0D 49 F0D H20 H20 H 0 1 N N N -22.440 4.262 -26.120 -2.126 -1.555 1.920 H20 F0D 50 F0D H21 H21 H 0 1 N N N -20.937 5.104 -25.614 -1.712 -3.286 1.901 H21 F0D 51 F0D H22 H22 H 0 1 N N N -21.838 6.819 -28.889 -1.468 -0.950 -1.736 H22 F0D 52 F0D H23 H23 H 0 1 N N N -19.733 5.186 -27.412 -2.598 0.094 0.912 H23 F0D 53 F0D H24 H24 H 0 1 N N N -19.520 6.251 -28.842 -2.881 0.731 -0.741 H24 F0D 54 F0D H25 H25 H 0 1 N N N -21.892 8.367 -27.235 -3.329 -3.075 -1.290 H25 F0D 55 F0D H26 H26 H 0 1 N N N -22.577 8.178 -25.034 -4.705 -3.612 0.587 H26 F0D 56 F0D H27 H27 H 0 1 N N N -19.724 8.179 -27.608 -4.361 -1.008 -1.291 H27 F0D 57 F0D H28 H28 H 0 1 N N N -19.303 7.987 -25.062 -5.607 -1.867 0.726 H28 F0D 58 F0D H29 H29 H 0 1 N N N -19.135 6.223 -25.358 -4.342 -1.164 1.762 H29 F0D 59 F0D H30 H30 H 0 1 N N N -17.039 5.428 -25.836 -7.138 -0.444 -0.503 H30 F0D 60 F0D H31 H31 H 0 1 N N N -17.907 9.502 -26.854 -4.112 1.237 1.985 H31 F0D 61 F0D H32 H32 H 0 1 N N N -15.564 9.804 -27.606 -5.236 3.424 1.897 H32 F0D 62 F0D H33 H33 H 0 1 N N N -13.969 7.906 -27.504 -7.311 3.695 0.605 H33 F0D 63 F0D H34 H34 H 0 1 N N N -14.126 3.370 -26.420 -8.854 3.755 -0.390 H34 F0D 64 F0D H35 H35 H 0 1 N N N -15.777 3.894 -26.390 -10.046 3.099 -1.375 H35 F0D 65 F0D BR1 BR1 BR 0 0 N N N -26.070 0.674 -34.765 8.811 1.326 -0.094 BR1 F0D 66 # 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 F0D C31 C30 SING N N 1 F0D C30 C3 SING N N 2 F0D C5 C3 DOUB Y N 3 F0D C5 C6 SING Y N 4 F0D C3 C2 SING Y N 5 F0D C7 C6 SING N N 6 F0D C7 C8 SING N N 7 F0D C6 C11 DOUB Y N 8 F0D C2 C1 DOUB Y N 9 F0D C8 C9 SING N N 10 F0D C11 C1 SING Y N 11 F0D C11 C10 SING N N 12 F0D C10 C9 SING N N 13 F0D C10 C12 SING N N 14 F0D C9 C15 SING N N 15 F0D C15 C16 SING N N 16 F0D C15 C14 SING N N 17 F0D C16 C17 SING N N 18 F0D C12 C13 SING N N 19 F0D C26 C25 DOUB Y N 20 F0D C26 C27 SING Y N 21 F0D C25 C24 SING Y N 22 F0D C13 C14 SING N N 23 F0D C17 C18 SING N N 24 F0D C17 C21 SING N N 25 F0D C14 C18 SING N N 26 F0D C14 C20 SING N N 27 F0D C27 C22 DOUB Y N 28 F0D O29 C28 DOUB N N 29 F0D C24 C28 SING N N 30 F0D C24 C23 DOUB Y N 31 F0D C28 N30 SING N N 32 F0D C18 O19 SING N N 33 F0D C22 C23 SING Y N 34 F0D C22 C21 SING N N 35 F0D C1 H1 SING N N 36 F0D C2 H2 SING N N 37 F0D C31 H3 SING N N 38 F0D C31 H4 SING N N 39 F0D C30 H6 SING N N 40 F0D C30 H7 SING N N 41 F0D C5 H8 SING N N 42 F0D C7 H9 SING N N 43 F0D C7 H10 SING N N 44 F0D C8 H11 SING N N 45 F0D C8 H12 SING N N 46 F0D C9 H13 SING N N 47 F0D C10 H14 SING N N 48 F0D C12 H15 SING N N 49 F0D C12 H16 SING N N 50 F0D C13 H17 SING N N 51 F0D C13 H18 SING N N 52 F0D C20 H19 SING N N 53 F0D C20 H20 SING N N 54 F0D C20 H21 SING N N 55 F0D C15 H22 SING N N 56 F0D C16 H23 SING N N 57 F0D C16 H24 SING N N 58 F0D C18 H25 SING N N 59 F0D O19 H26 SING N N 60 F0D C17 H27 SING N N 61 F0D C21 H28 SING N N 62 F0D C21 H29 SING N N 63 F0D C23 H30 SING N N 64 F0D C27 H31 SING N N 65 F0D C26 H32 SING N N 66 F0D C25 H33 SING N N 67 F0D N30 H34 SING N N 68 F0D N30 H35 SING N N 69 F0D C31 BR1 SING N N 70 # 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 F0D SMILES ACDLabs 12.01 "c1cc(CCBr)cc2c1C3C(CC2)C4C(CC3)(C(O)C(C4)Cc5cc(ccc5)C(N)=O)C" F0D InChI InChI 1.03 "InChI=1S/C28H34BrNO2/c1-28-11-9-23-22-7-5-17(10-12-29)13-19(22)6-8-24(23)25(28)16-21(26(28)31)15-18-3-2-4-20(14-18)27(30)32/h2-5,7,13-14,21,23-26,31H,6,8-12,15-16H2,1H3,(H2,30,32)/t21-,23+,24+,25-,26-,28-/m0/s1" F0D InChIKey InChI 1.03 LSFSILMVQQMGRP-OPRSCSRJSA-N F0D SMILES_CANONICAL CACTVS 3.385 "C[C@]12CC[C@H]3[C@@H](CCc4cc(CCBr)ccc34)[C@@H]1C[C@H](Cc5cccc(c5)C(N)=O)[C@@H]2O" F0D SMILES CACTVS 3.385 "C[C]12CC[CH]3[CH](CCc4cc(CCBr)ccc34)[CH]1C[CH](Cc5cccc(c5)C(N)=O)[CH]2O" F0D SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1C[C@@H]([C@@H]2O)Cc5cccc(c5)C(=O)N)CCBr" F0D SMILES "OpenEye OEToolkits" 2.0.6 "CC12CCC3c4ccc(cc4CCC3C1CC(C2O)Cc5cccc(c5)C(=O)N)CCBr" # 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 F0D "SYSTEMATIC NAME" ACDLabs 12.01 "3-{[(14beta,16alpha,17alpha)-3-(2-bromoethyl)-17-hydroxyestra-1,3,5(10)-trien-16-yl]methyl}benzamide" F0D "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[[(8~{R},9~{S},13~{S},14~{S},16~{R},17~{S})-3-(2-bromoethyl)-13-methyl-17-oxidanyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-16-yl]methyl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site F0D "Create component" 2018-02-22 RCSB F0D "Initial release" 2019-01-16 RCSB #