data_ESZ # _chem_comp.id ESZ _chem_comp.name "(14beta,16alpha,17alpha)-16-bromoestra-1,3,5(10)-triene-3,17-diol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H23 Br O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-05-20 _chem_comp.pdbx_modified_date 2014-10-03 _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 351.278 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ESZ _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 4PM1 _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 ESZ BR2 BR1 BR 0 0 N N N 21.242 40.115 41.564 -4.271 0.923 -0.562 BR2 ESZ 1 ESZ C8 C1 C 0 1 N N R 20.704 41.836 40.658 -3.115 0.030 0.753 C8 ESZ 2 ESZ C7 C2 C 0 1 N N R 21.806 42.898 40.714 -2.648 -1.342 0.206 C7 ESZ 3 ESZ O1 O1 O 0 1 N N N 21.525 43.863 41.730 -3.115 -2.396 1.049 O1 ESZ 4 ESZ C5 C3 C 0 1 N N S 21.795 43.542 39.333 -1.125 -1.285 0.227 C5 ESZ 5 ESZ C6 C4 C 0 1 N N N 20.667 44.570 39.284 -0.612 -1.739 1.595 C6 ESZ 6 ESZ C4 C5 C 0 1 N N N 23.095 44.177 38.851 -0.398 -2.042 -0.865 C4 ESZ 7 ESZ C3 C6 C 0 1 N N N 22.985 44.494 37.353 1.114 -1.833 -0.651 C3 ESZ 8 ESZ C2 C7 C 0 1 N N S 22.581 43.279 36.518 1.457 -0.350 -0.652 C2 ESZ 9 ESZ C12 C8 C 0 1 N N R 21.250 42.747 37.012 0.642 0.416 0.399 C12 ESZ 10 ESZ C10 C9 C 0 1 N N S 21.501 42.343 38.453 -0.820 0.227 0.032 C10 ESZ 11 ESZ C9 C10 C 0 1 N N N 20.398 41.594 39.179 -1.829 0.869 0.989 C9 ESZ 12 ESZ C21 C11 C 0 1 Y N N 22.556 43.573 35.063 2.924 -0.121 -0.434 C21 ESZ 13 ESZ C20 C12 C 0 1 Y N N 23.562 44.372 34.529 3.819 -1.040 -0.965 C20 ESZ 14 ESZ C19 C13 C 0 1 Y N N 23.589 44.662 33.169 5.178 -0.872 -0.804 C19 ESZ 15 ESZ C18 C14 C 0 1 Y N N 22.613 44.133 32.336 5.655 0.228 -0.105 C18 ESZ 16 ESZ O3 O2 O 0 1 N N N 22.630 44.408 31.002 6.992 0.407 0.055 O3 ESZ 17 ESZ C17 C15 C 0 1 Y N N 21.621 43.316 32.865 4.762 1.142 0.428 C17 ESZ 18 ESZ C16 C16 C 0 1 Y N N 21.586 43.032 34.226 3.394 0.970 0.268 C16 ESZ 19 ESZ C15 C17 C 0 1 N N N 20.477 42.141 34.749 2.484 1.997 0.888 C15 ESZ 20 ESZ C14 C18 C 0 1 N N N 20.824 41.592 36.125 1.057 1.886 0.333 C14 ESZ 21 ESZ H1 H1 H 0 1 N N N 19.805 42.181 41.190 -3.652 -0.105 1.692 H1 ESZ 22 ESZ H2 H2 H 0 1 N N N 22.777 42.412 40.888 -3.008 -1.485 -0.812 H2 ESZ 23 ESZ H3 H3 H 0 1 N N N 21.537 43.440 42.581 -4.079 -2.455 1.108 H3 ESZ 24 ESZ H4 H4 H 0 1 N N N 20.918 45.422 39.933 -0.917 -2.771 1.773 H4 ESZ 25 ESZ H5 H5 H 0 1 N N N 20.538 44.923 38.250 0.475 -1.674 1.616 H5 ESZ 26 ESZ H6 H6 H 0 1 N N N 19.733 44.106 39.633 -1.030 -1.098 2.371 H6 ESZ 27 ESZ H7 H7 H 0 1 N N N 23.928 43.478 39.018 -0.637 -3.103 -0.802 H7 ESZ 28 ESZ H8 H8 H 0 1 N N N 23.278 45.106 39.410 -0.691 -1.655 -1.841 H8 ESZ 29 ESZ H9 H9 H 0 1 N N N 23.961 44.856 36.998 1.405 -2.268 0.305 H9 ESZ 30 ESZ H10 H10 H 0 1 N N N 22.230 45.282 37.215 1.662 -2.328 -1.453 H10 ESZ 31 ESZ H11 H11 H 0 1 N N N 23.335 42.497 36.691 1.207 0.056 -1.632 H11 ESZ 32 ESZ H12 H12 H 0 1 N N N 20.493 43.544 36.975 0.839 0.006 1.389 H12 ESZ 33 ESZ H13 H13 H 0 1 N N N 22.394 41.701 38.463 -1.002 0.557 -0.991 H13 ESZ 34 ESZ H14 H14 H 0 1 N N N 19.410 41.997 38.912 -1.991 1.916 0.734 H14 ESZ 35 ESZ H15 H15 H 0 1 N N N 20.432 40.520 38.942 -1.497 0.770 2.023 H15 ESZ 36 ESZ H16 H16 H 0 1 N N N 24.329 44.771 35.176 3.447 -1.896 -1.509 H16 ESZ 37 ESZ H17 H17 H 0 1 N N N 24.365 45.295 32.764 5.867 -1.592 -1.219 H17 ESZ 38 ESZ H18 H18 H 0 1 N N N 23.366 44.976 30.805 7.352 -0.005 0.852 H18 ESZ 39 ESZ H19 H19 H 0 1 N N N 20.869 42.897 32.212 5.134 1.997 0.975 H19 ESZ 40 ESZ H20 H20 H 0 1 N N N 19.548 42.726 34.819 2.461 1.849 1.967 H20 ESZ 41 ESZ H21 H21 H 0 1 N N N 20.331 41.302 34.053 2.872 2.993 0.673 H21 ESZ 42 ESZ H22 H22 H 0 1 N N N 19.943 41.096 36.559 1.036 2.233 -0.700 H22 ESZ 43 ESZ H23 H23 H 0 1 N N N 21.647 40.868 36.038 0.379 2.488 0.938 H23 ESZ 44 # 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 ESZ O3 C18 SING N N 1 ESZ C18 C17 DOUB Y N 2 ESZ C18 C19 SING Y N 3 ESZ C17 C16 SING Y N 4 ESZ C19 C20 DOUB Y N 5 ESZ C16 C15 SING N N 6 ESZ C16 C21 DOUB Y N 7 ESZ C20 C21 SING Y N 8 ESZ C15 C14 SING N N 9 ESZ C21 C2 SING N N 10 ESZ C14 C12 SING N N 11 ESZ C2 C12 SING N N 12 ESZ C2 C3 SING N N 13 ESZ C12 C10 SING N N 14 ESZ C3 C4 SING N N 15 ESZ C10 C9 SING N N 16 ESZ C10 C5 SING N N 17 ESZ C4 C5 SING N N 18 ESZ C9 C8 SING N N 19 ESZ C6 C5 SING N N 20 ESZ C5 C7 SING N N 21 ESZ C8 C7 SING N N 22 ESZ C8 BR2 SING N N 23 ESZ C7 O1 SING N N 24 ESZ C8 H1 SING N N 25 ESZ C7 H2 SING N N 26 ESZ O1 H3 SING N N 27 ESZ C6 H4 SING N N 28 ESZ C6 H5 SING N N 29 ESZ C6 H6 SING N N 30 ESZ C4 H7 SING N N 31 ESZ C4 H8 SING N N 32 ESZ C3 H9 SING N N 33 ESZ C3 H10 SING N N 34 ESZ C2 H11 SING N N 35 ESZ C12 H12 SING N N 36 ESZ C10 H13 SING N N 37 ESZ C9 H14 SING N N 38 ESZ C9 H15 SING N N 39 ESZ C20 H16 SING N N 40 ESZ C19 H17 SING N N 41 ESZ O3 H18 SING N N 42 ESZ C17 H19 SING N N 43 ESZ C15 H20 SING N N 44 ESZ C15 H21 SING N N 45 ESZ C14 H22 SING N N 46 ESZ C14 H23 SING N N 47 # 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 ESZ SMILES ACDLabs 12.01 "BrC4CC3C2C(c1ccc(O)cc1CC2)CCC3(C)C4O" ESZ InChI InChI 1.03 "InChI=1S/C18H23BrO2/c1-18-7-6-13-12-5-3-11(20)8-10(12)2-4-14(13)15(18)9-16(19)17(18)21/h3,5,8,13-17,20-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1" ESZ InChIKey InChI 1.03 ICCJJRSEGGYXMX-ZXXIGWHRSA-N ESZ SMILES_CANONICAL CACTVS 3.385 "C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1C[C@@H](Br)[C@@H]2O" ESZ SMILES CACTVS 3.385 "C[C]12CC[CH]3[CH](CCc4cc(O)ccc34)[CH]1C[CH](Br)[CH]2O" ESZ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1C[C@H]([C@@H]2O)Br)O" ESZ SMILES "OpenEye OEToolkits" 1.9.2 "CC12CCC3c4ccc(cc4CCC3C1CC(C2O)Br)O" # 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 ESZ "SYSTEMATIC NAME" ACDLabs 12.01 "(14beta,16alpha,17alpha)-16-bromoestra-1,3,5(10)-triene-3,17-diol" ESZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(8R,9S,13S,14S,16R,17R)-16-bromanyl-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ESZ "Create component" 2014-05-20 RCSB ESZ "Modify descriptor" 2014-09-05 RCSB ESZ "Initial release" 2014-10-08 RCSB #