data_E2B # _chem_comp.id E2B _chem_comp.name "3-{[(9beta,14beta,16alpha,17alpha)-3,17-dihydroxyestra-1,3,5(10)-trien-16-yl]methyl}benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H31 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-05-01 _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 405.529 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E2B _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 3CX0 _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 E2B N30 N30 N 0 1 N N N 10.116 -0.271 -10.643 -7.772 1.877 -0.865 N30 E2B 1 E2B C9 C9 C 0 1 N N R 10.727 9.177 -11.756 1.795 0.136 -0.196 C9 E2B 2 E2B C10 C10 C 0 1 N N S 10.738 10.637 -11.472 2.997 -0.633 -0.760 C10 E2B 3 E2B C15 C15 C 0 1 N N S 11.451 8.402 -10.648 0.550 -0.588 -0.665 C15 E2B 4 E2B C8 C8 C 0 1 N N N 11.160 8.916 -13.179 1.858 1.565 -0.735 C8 E2B 5 E2B C14 C14 C 0 1 N N S 10.932 8.694 -9.264 0.574 -1.987 0.013 C14 E2B 6 E2B C11 C11 C 0 1 Y N N 10.023 11.423 -12.558 4.272 0.095 -0.445 C11 E2B 7 E2B C13 C13 C 0 1 N N N 11.018 10.172 -8.992 1.703 -2.787 -0.601 C13 E2B 8 E2B C16 C16 C 0 1 N N N 11.335 6.918 -10.643 -0.785 -0.027 -0.163 C16 E2B 9 E2B C28 C28 C 0 1 N N N 9.806 0.970 -10.606 -6.951 0.812 -0.764 C28 E2B 10 E2B C25 C25 C 0 1 Y N N 12.254 1.520 -10.491 -5.325 2.135 0.581 C25 E2B 11 E2B C6 C6 C 0 1 Y N N 9.736 10.862 -13.778 4.286 1.439 -0.135 C6 E2B 12 E2B C12 C12 C 0 1 N N N 10.240 10.945 -10.054 3.024 -2.070 -0.261 C12 E2B 13 E2B C17 C17 C 0 1 N N R 12.041 6.590 -9.364 -1.738 -1.248 -0.270 C17 E2B 14 E2B C18 C18 C 0 1 N N S 11.913 7.852 -8.524 -0.841 -2.510 -0.212 C18 E2B 15 E2B C20 C20 C 0 1 N N N 9.486 8.201 -8.971 0.816 -1.825 1.515 C20 E2B 16 E2B C24 C24 C 0 1 Y N N 10.960 1.906 -10.254 -5.680 0.926 -0.019 C24 E2B 17 E2B C1 C1 C 0 1 Y N N 9.681 12.728 -12.314 5.462 -0.621 -0.474 C1 E2B 18 E2B C26 C26 C 0 1 Y N N 13.306 2.342 -10.182 -4.137 2.235 1.276 C26 E2B 19 E2B C21 C21 C 0 1 N N N 11.539 5.333 -8.680 -2.723 -1.250 0.901 C21 E2B 20 E2B C23 C23 C 0 1 Y N N 10.756 3.133 -9.668 -4.828 -0.175 0.088 C23 E2B 21 E2B C27 C27 C 0 1 Y N N 13.087 3.560 -9.605 -3.298 1.140 1.377 C27 E2B 22 E2B C7 C7 C 0 1 N N N 10.101 9.430 -14.119 3.035 2.275 -0.068 C7 E2B 23 E2B C3 C3 C 0 1 Y N N 8.764 12.983 -14.458 6.681 1.354 0.102 C3 E2B 24 E2B C22 C22 C 0 1 Y N N 11.811 3.975 -9.347 -3.643 -0.062 0.785 C22 E2B 25 E2B C5 C5 C 0 1 Y N N 9.101 11.663 -14.730 5.495 2.066 0.135 C5 E2B 26 E2B C2 C2 C 0 1 Y N N 9.056 13.515 -13.243 6.662 0.000 -0.203 C2 E2B 27 E2B O4 O4 O 0 1 N N N 8.157 13.776 -15.326 7.859 1.977 0.368 O4 E2B 28 E2B O29 O29 O 0 1 N N N 8.680 1.363 -10.762 -7.258 -0.243 -1.286 O29 E2B 29 E2B O19 O19 O 0 1 N N N 11.467 7.573 -7.284 -1.237 -3.349 0.875 O19 E2B 30 E2B HN30 HN30 H 0 0 N N N 11.088 -0.354 -10.423 -7.527 2.718 -0.449 HN30 E2B 31 E2B HN3A HN3A H 0 0 N N N 9.495 -1.026 -10.855 -8.604 1.803 -1.357 HN3A E2B 32 E2B H9 H9 H 0 1 N N N 9.705 8.772 -11.717 1.835 0.140 0.893 H9 E2B 33 E2B H10 H10 H 0 1 N N N 11.783 10.980 -11.496 2.892 -0.669 -1.844 H10 E2B 34 E2B H15 H15 H 0 1 N N N 12.472 8.742 -10.876 0.553 -0.688 -1.750 H15 E2B 35 E2B H8 H8 H 0 1 N N N 12.111 9.433 -13.376 2.004 1.546 -1.815 H8 E2B 36 E2B H8A H8A H 0 1 N N N 11.298 7.835 -13.332 0.931 2.088 -0.498 H8A E2B 37 E2B H13 H13 H 0 1 N N N 10.590 10.385 -8.001 1.712 -3.794 -0.184 H13 E2B 38 E2B H13A H13A H 0 0 N N N 12.073 10.483 -9.019 1.577 -2.835 -1.683 H13A E2B 39 E2B H16 H16 H 0 1 N N N 10.289 6.577 -10.647 -0.698 0.306 0.872 H16 E2B 40 E2B H16A H16A H 0 0 N N N 11.756 6.427 -11.533 -1.126 0.786 -0.803 H16A E2B 41 E2B H25 H25 H 0 1 N N N 12.448 0.552 -10.929 -5.977 2.992 0.499 H25 E2B 42 E2B H12 H12 H 0 1 N N N 10.363 12.022 -9.865 3.852 -2.599 -0.732 H12 E2B 43 E2B H12A H12A H 0 0 N N N 9.185 10.642 -9.991 3.165 -2.072 0.820 H12A E2B 44 E2B H17 H17 H 0 1 N N N 13.095 6.329 -9.541 -2.280 -1.218 -1.215 H17 E2B 45 E2B H18 H18 H 0 1 N N N 12.881 8.356 -8.387 -0.896 -3.057 -1.153 H18 E2B 46 E2B H20 H20 H 0 1 N N N 9.351 8.085 -7.886 0.060 -1.162 1.935 H20 E2B 47 E2B H20A H20A H 0 0 N N N 8.763 8.937 -9.354 0.755 -2.799 2.000 H20A E2B 48 E2B H20B H20B H 0 0 N N N 9.322 7.233 -9.467 1.806 -1.399 1.679 H20B E2B 49 E2B H1 H1 H 0 1 N N N 9.914 13.153 -11.349 5.446 -1.674 -0.712 H1 E2B 50 E2B H26 H26 H 0 1 N N N 14.316 2.024 -10.396 -3.862 3.170 1.741 H26 E2B 51 E2B H21 H21 H 0 1 N N N 12.022 5.299 -7.692 -3.310 -2.168 0.881 H21 E2B 52 E2B H21A H21A H 0 0 N N N 10.444 5.431 -8.695 -2.172 -1.191 1.839 H21A E2B 53 E2B H23 H23 H 0 1 N N N 9.747 3.450 -9.452 -5.097 -1.114 -0.374 H23 E2B 54 E2B H27 H27 H 0 1 N N N 13.923 4.196 -9.352 -2.369 1.224 1.921 H27 E2B 55 E2B H7 H7 H 0 1 N N N 10.485 9.392 -15.149 3.213 3.224 -0.574 H7 E2B 56 E2B H7A H7A H 0 1 N N N 9.204 8.801 -14.022 2.791 2.469 0.976 H7A E2B 57 E2B H5 H5 H 0 1 N N N 8.867 11.247 -15.699 5.510 3.119 0.373 H5 E2B 58 E2B H2 H2 H 0 1 N N N 8.800 14.539 -13.014 7.582 -0.564 -0.227 H2 E2B 59 E2B HO4 HO4 H 0 1 N N N 8.012 14.627 -14.930 8.108 1.965 1.302 HO4 E2B 60 E2B HO19 HO19 H 0 0 N N N 12.205 7.507 -6.689 -2.129 -3.711 0.787 HO19 E2B 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 E2B N30 C28 SING N N 1 E2B C9 C10 SING N N 2 E2B C9 C15 SING N N 3 E2B C9 C8 SING N N 4 E2B C10 C11 SING N N 5 E2B C10 C12 SING N N 6 E2B C15 C14 SING N N 7 E2B C15 C16 SING N N 8 E2B C8 C7 SING N N 9 E2B C14 C13 SING N N 10 E2B C14 C18 SING N N 11 E2B C14 C20 SING N N 12 E2B C11 C6 DOUB Y N 13 E2B C11 C1 SING Y N 14 E2B C13 C12 SING N N 15 E2B C16 C17 SING N N 16 E2B C28 C24 SING N N 17 E2B C28 O29 DOUB N N 18 E2B C25 C24 DOUB Y N 19 E2B C25 C26 SING Y N 20 E2B C6 C7 SING N N 21 E2B C6 C5 SING Y N 22 E2B C17 C18 SING N N 23 E2B C17 C21 SING N N 24 E2B C18 O19 SING N N 25 E2B C24 C23 SING Y N 26 E2B C1 C2 DOUB Y N 27 E2B C26 C27 DOUB Y N 28 E2B C21 C22 SING N N 29 E2B C23 C22 DOUB Y N 30 E2B C27 C22 SING Y N 31 E2B C3 C5 DOUB Y N 32 E2B C3 C2 SING Y N 33 E2B C3 O4 SING N N 34 E2B N30 HN30 SING N N 35 E2B N30 HN3A SING N N 36 E2B C9 H9 SING N N 37 E2B C10 H10 SING N N 38 E2B C15 H15 SING N N 39 E2B C8 H8 SING N N 40 E2B C8 H8A SING N N 41 E2B C13 H13 SING N N 42 E2B C13 H13A SING N N 43 E2B C16 H16 SING N N 44 E2B C16 H16A SING N N 45 E2B C25 H25 SING N N 46 E2B C12 H12 SING N N 47 E2B C12 H12A SING N N 48 E2B C17 H17 SING N N 49 E2B C18 H18 SING N N 50 E2B C20 H20 SING N N 51 E2B C20 H20A SING N N 52 E2B C20 H20B SING N N 53 E2B C1 H1 SING N N 54 E2B C26 H26 SING N N 55 E2B C21 H21 SING N N 56 E2B C21 H21A SING N N 57 E2B C23 H23 SING N N 58 E2B C27 H27 SING N N 59 E2B C7 H7 SING N N 60 E2B C7 H7A SING N N 61 E2B C5 H5 SING N N 62 E2B C2 H2 SING N N 63 E2B O4 HO4 SING N N 64 E2B O19 HO19 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 E2B SMILES ACDLabs 10.04 "O=C(N)c1cc(ccc1)CC5CC4C3C(c2ccc(O)cc2CC3)CCC4(C)C5O" E2B SMILES_CANONICAL CACTVS 3.341 "C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1C[C@H](Cc5cccc(c5)C(N)=O)[C@@H]2O" E2B SMILES CACTVS 3.341 "C[C]12CC[CH]3[CH](CCc4cc(O)ccc34)[CH]1C[CH](Cc5cccc(c5)C(N)=O)[CH]2O" E2B SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1C[C@@H]([C@@H]2O)Cc5cccc(c5)C(=O)N)O" E2B SMILES "OpenEye OEToolkits" 1.5.0 "CC12CCC3c4ccc(cc4CCC3C1CC(C2O)Cc5cccc(c5)C(=O)N)O" E2B InChI InChI 1.03 "InChI=1S/C26H31NO3/c1-26-10-9-21-20-8-6-19(28)13-16(20)5-7-22(21)23(26)14-18(24(26)29)12-15-3-2-4-17(11-15)25(27)30/h2-4,6,8,11,13,18,21-24,28-29H,5,7,9-10,12,14H2,1H3,(H2,27,30)/t18-,21+,22+,23-,24-,26-/m0/s1" E2B InChIKey InChI 1.03 RSVOVHDOLNWYER-RYZVYYIHSA-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 E2B "SYSTEMATIC NAME" ACDLabs 10.04 "3-{[(9beta,14beta,16alpha,17alpha)-3,17-dihydroxyestra-1,3,5(10)-trien-16-yl]methyl}benzamide" E2B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[[(8R,9S,13S,14S,16R,17S)-3,17-dihydroxy-13-methyl-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 E2B "Create component" 2008-05-01 RCSB E2B "Modify aromatic_flag" 2011-06-04 RCSB E2B "Modify descriptor" 2011-06-04 RCSB #