data_F0A # _chem_comp.id F0A _chem_comp.name "3-{[(9beta,14beta,16alpha,17alpha)-3,17-dihydroxy-2-methoxyestra-1,3,5(10)-trien-16-yl]methyl}benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H33 N O4" _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 435.555 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F0A _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 6CGC _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 F0A O29 O1 O 0 1 N N N 5.439 3.256 -0.248 4.326 3.181 -1.184 O29 F0A 1 F0A C28 C1 C 0 1 N N N 4.251 3.074 -0.190 5.279 2.791 -0.538 C28 F0A 2 F0A N30 N1 N 0 1 N N N 3.806 1.829 -0.037 6.240 3.659 -0.164 N30 F0A 3 F0A C24 C2 C 0 1 Y N N 3.341 4.294 -0.280 5.380 1.367 -0.155 C24 F0A 4 F0A C25 C3 C 0 1 Y N N 3.726 5.387 -1.076 6.470 0.918 0.593 C25 F0A 5 F0A C26 C4 C 0 1 Y N N 2.903 6.526 -1.150 6.558 -0.413 0.946 C26 F0A 6 F0A C27 C5 C 0 1 Y N N 1.695 6.590 -0.437 5.570 -1.301 0.561 C27 F0A 7 F0A C22 C6 C 0 1 Y N N 1.300 5.511 0.343 4.488 -0.863 -0.181 C22 F0A 8 F0A C23 C7 C 0 1 Y N N 2.125 4.380 0.430 4.384 0.467 -0.535 C23 F0A 9 F0A C21 C8 C 0 1 N N N 0.024 5.568 1.147 3.417 -1.838 -0.596 C21 F0A 10 F0A C17 C9 C 0 1 N N R -1.245 5.890 0.368 2.331 -1.893 0.481 C17 F0A 11 F0A C18 C10 C 0 1 N N S -2.461 6.040 1.291 1.288 -2.983 0.128 C18 F0A 12 F0A O19 O2 O 0 1 N N N -2.120 6.175 2.676 1.674 -3.673 -1.061 O19 F0A 13 F0A C14 C11 C 0 1 N N S -3.357 4.849 0.968 -0.018 -2.230 -0.099 C14 F0A 14 F0A C20 C12 C 0 1 N N N -2.890 3.564 1.711 -0.097 -1.766 -1.555 C20 F0A 15 F0A C15 C13 C 0 1 N N S -3.175 4.815 -0.533 0.120 -0.985 0.822 C15 F0A 16 F0A C16 C14 C 0 1 N N N -1.652 4.857 -0.699 1.560 -0.547 0.530 C16 F0A 17 F0A C13 C15 C 0 1 N N N -4.857 5.066 1.278 -1.297 -2.949 0.275 C13 F0A 18 F0A C12 C16 C 0 1 N N N -5.864 4.194 0.549 -2.472 -2.001 -0.032 C12 F0A 19 F0A C10 C17 C 0 1 N N S -5.518 4.039 -0.918 -2.312 -0.684 0.715 C10 F0A 20 F0A C11 C18 C 0 1 Y N N -6.404 3.041 -1.558 -3.427 0.272 0.404 C11 F0A 21 F0A C6 C19 C 0 1 Y N N -5.898 2.198 -2.586 -3.221 1.635 0.342 C6 F0A 22 F0A C7 C20 C 0 1 N N N -4.447 2.195 -3.062 -1.872 2.269 0.557 C7 F0A 23 F0A C8 C21 C 0 1 N N N -3.633 3.390 -2.591 -0.891 1.285 1.194 C8 F0A 24 F0A C9 C22 C 0 1 N N R -4.009 3.694 -1.130 -0.981 -0.028 0.414 C9 F0A 25 F0A C5 C23 C 0 1 Y N N -6.748 1.275 -3.184 -4.290 2.478 0.063 C5 F0A 26 F0A C3 C24 C 0 1 Y N N -8.103 1.193 -2.800 -5.554 1.965 -0.159 C3 F0A 27 F0A O4 O3 O 0 1 N N N -8.983 0.321 -3.373 -6.592 2.799 -0.433 O4 F0A 28 F0A C2 C25 C 0 1 Y N N -8.605 2.025 -1.818 -5.759 0.589 -0.100 C2 F0A 29 F0A C1 C26 C 0 1 Y N N -7.762 2.956 -1.186 -4.695 -0.247 0.183 C1 F0A 30 F0A O31 O4 O 0 1 N N N -9.938 1.909 -1.482 -6.997 0.072 -0.319 O31 F0A 31 F0A C32 C27 C 0 1 N N N -10.254 1.789 -0.096 -7.129 -1.349 -0.242 C32 F0A 32 F0A H1 H1 H 0 1 N N N 4.455 1.071 0.027 6.171 4.595 -0.412 H1 F0A 33 F0A H2 H2 H 0 1 N N N 2.823 1.652 0.014 7.000 3.349 0.352 H2 F0A 34 F0A H3 H3 H 0 1 N N N 4.652 5.353 -1.630 7.242 1.610 0.893 H3 F0A 35 F0A H4 H4 H 0 1 N N N 3.205 7.362 -1.763 7.401 -0.762 1.525 H4 F0A 36 F0A H5 H5 H 0 1 N N N 1.076 7.473 -0.495 5.645 -2.342 0.839 H5 F0A 37 F0A H6 H6 H 0 1 N N N 1.822 3.554 1.056 3.536 0.809 -1.110 H6 F0A 38 F0A H7 H7 H 0 1 N N N -0.115 4.588 1.626 2.976 -1.514 -1.539 H7 F0A 39 F0A H8 H8 H 0 1 N N N 0.148 6.340 1.921 3.855 -2.828 -0.722 H8 F0A 40 F0A H9 H9 H 0 1 N N N -1.092 6.853 -0.142 2.779 -2.105 1.452 H9 F0A 41 F0A H10 H10 H 0 1 N N N -2.998 6.947 0.976 1.181 -3.685 0.955 H10 F0A 42 F0A H11 H11 H 0 1 N N N -2.914 6.263 3.191 2.520 -4.137 -0.989 H11 F0A 43 F0A H12 H12 H 0 1 N N N -3.061 3.682 2.791 -0.999 -1.171 -1.699 H12 F0A 44 F0A H13 H13 H 0 1 N N N -3.461 2.699 1.342 0.779 -1.161 -1.791 H13 F0A 45 F0A H14 H14 H 0 1 N N N -1.818 3.402 1.525 -0.126 -2.635 -2.212 H14 F0A 46 F0A H15 H15 H 0 1 N N N -3.569 5.761 -0.932 0.011 -1.267 1.869 H15 F0A 47 F0A H16 H16 H 0 1 N N N -1.200 3.874 -0.498 1.940 0.087 1.332 H16 F0A 48 F0A H17 H17 H 0 1 N N N -1.369 5.191 -1.708 1.619 -0.033 -0.430 H17 F0A 49 F0A H18 H18 H 0 1 N N N -5.094 6.113 1.037 -1.395 -3.861 -0.314 H18 F0A 50 F0A H19 H19 H 0 1 N N N -4.997 4.898 2.356 -1.287 -3.194 1.337 H19 F0A 51 F0A H20 H20 H 0 1 N N N -6.860 4.654 0.633 -2.503 -1.803 -1.104 H20 F0A 52 F0A H21 H21 H 0 1 N N N -5.879 3.199 1.018 -3.405 -2.474 0.273 H21 F0A 53 F0A H22 H22 H 0 1 N N N -5.696 5.010 -1.404 -2.339 -0.898 1.784 H22 F0A 54 F0A H23 H23 H 0 1 N N N -4.445 2.188 -4.162 -1.480 2.588 -0.409 H23 F0A 55 F0A H24 H24 H 0 1 N N N -3.964 1.280 -2.689 -1.975 3.139 1.204 H24 F0A 56 F0A H25 H25 H 0 1 N N N -2.560 3.157 -2.657 0.120 1.690 1.145 H25 F0A 57 F0A H26 H26 H 0 1 N N N -3.858 4.263 -3.221 -1.168 1.110 2.233 H26 F0A 58 F0A H27 H27 H 0 1 N N N -3.804 2.785 -0.546 -0.909 0.174 -0.655 H27 F0A 59 F0A H28 H28 H 0 1 N N N -6.368 0.615 -3.949 -4.132 3.546 0.020 H28 F0A 60 F0A H29 H29 H 0 1 N N N -9.839 0.426 -2.974 -6.715 2.977 -1.375 H29 F0A 61 F0A H30 H30 H 0 1 N N N -8.154 3.605 -0.417 -4.852 -1.315 0.231 H30 F0A 62 F0A H31 H31 H 0 1 N N N -11.344 1.705 0.026 -6.482 -1.815 -0.985 H31 F0A 63 F0A H32 H32 H 0 1 N N N -9.769 0.891 0.314 -6.842 -1.687 0.754 H32 F0A 64 F0A H33 H33 H 0 1 N N N -9.893 2.679 0.441 -8.165 -1.628 -0.436 H33 F0A 65 # 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 F0A O4 C3 SING N N 1 F0A C5 C3 DOUB Y N 2 F0A C5 C6 SING Y N 3 F0A C7 C8 SING N N 4 F0A C7 C6 SING N N 5 F0A C3 C2 SING Y N 6 F0A C8 C9 SING N N 7 F0A C6 C11 DOUB Y N 8 F0A C2 O31 SING N N 9 F0A C2 C1 DOUB Y N 10 F0A C11 C1 SING Y N 11 F0A C11 C10 SING N N 12 F0A O31 C32 SING N N 13 F0A C26 C25 DOUB Y N 14 F0A C26 C27 SING Y N 15 F0A C9 C10 SING N N 16 F0A C9 C15 SING N N 17 F0A C25 C24 SING Y N 18 F0A C10 C12 SING N N 19 F0A C16 C15 SING N N 20 F0A C16 C17 SING N N 21 F0A C15 C14 SING N N 22 F0A C27 C22 DOUB Y N 23 F0A C24 C28 SING N N 24 F0A C24 C23 DOUB Y N 25 F0A O29 C28 DOUB N N 26 F0A C28 N30 SING N N 27 F0A C22 C23 SING Y N 28 F0A C22 C21 SING N N 29 F0A C17 C21 SING N N 30 F0A C17 C18 SING N N 31 F0A C12 C13 SING N N 32 F0A C14 C13 SING N N 33 F0A C14 C18 SING N N 34 F0A C14 C20 SING N N 35 F0A C18 O19 SING N N 36 F0A N30 H1 SING N N 37 F0A N30 H2 SING N N 38 F0A C25 H3 SING N N 39 F0A C26 H4 SING N N 40 F0A C27 H5 SING N N 41 F0A C23 H6 SING N N 42 F0A C21 H7 SING N N 43 F0A C21 H8 SING N N 44 F0A C17 H9 SING N N 45 F0A C18 H10 SING N N 46 F0A O19 H11 SING N N 47 F0A C20 H12 SING N N 48 F0A C20 H13 SING N N 49 F0A C20 H14 SING N N 50 F0A C15 H15 SING N N 51 F0A C16 H16 SING N N 52 F0A C16 H17 SING N N 53 F0A C13 H18 SING N N 54 F0A C13 H19 SING N N 55 F0A C12 H20 SING N N 56 F0A C12 H21 SING N N 57 F0A C10 H22 SING N N 58 F0A C7 H23 SING N N 59 F0A C7 H24 SING N N 60 F0A C8 H25 SING N N 61 F0A C8 H26 SING N N 62 F0A C9 H27 SING N N 63 F0A C5 H28 SING N N 64 F0A O4 H29 SING N N 65 F0A C1 H30 SING N N 66 F0A C32 H31 SING N N 67 F0A C32 H32 SING N N 68 F0A C32 H33 SING N N 69 # 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 F0A SMILES ACDLabs 12.01 "O=C(N)c1cc(ccc1)CC4C(O)C3(CCC5c2cc(c(cc2CCC5C3C4)O)OC)C" F0A InChI InChI 1.03 "InChI=1S/C27H33NO4/c1-27-9-8-19-20(7-6-16-13-23(29)24(32-2)14-21(16)19)22(27)12-18(25(27)30)11-15-4-3-5-17(10-15)26(28)31/h3-5,10,13-14,18-20,22,25,29-30H,6-9,11-12H2,1-2H3,(H2,28,31)/t18-,19-,20+,22-,25-,27-/m0/s1" F0A InChIKey InChI 1.03 KFWAVTMEQBIVFP-YGIHYSQOSA-N F0A SMILES_CANONICAL CACTVS 3.385 "COc1cc2[C@H]3CC[C@]4(C)[C@@H](O)[C@H](C[C@H]4[C@@H]3CCc2cc1O)Cc5cccc(c5)C(N)=O" F0A SMILES CACTVS 3.385 "COc1cc2[CH]3CC[C]4(C)[CH](O)[CH](C[CH]4[CH]3CCc2cc1O)Cc5cccc(c5)C(N)=O" F0A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@]12CC[C@@H]3c4cc(c(cc4CC[C@H]3[C@@H]1C[C@@H]([C@@H]2O)Cc5cccc(c5)C(=O)N)O)OC" F0A SMILES "OpenEye OEToolkits" 2.0.6 "CC12CCC3c4cc(c(cc4CCC3C1CC(C2O)Cc5cccc(c5)C(=O)N)O)OC" # 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 F0A "SYSTEMATIC NAME" ACDLabs 12.01 "3-{[(9beta,14beta,16alpha,17alpha)-3,17-dihydroxy-2-methoxyestra-1,3,5(10)-trien-16-yl]methyl}benzamide" F0A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[[(8~{R},9~{S},13~{S},14~{S},16~{R},17~{S})-2-methoxy-13-methyl-3,17-bis(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 F0A "Create component" 2018-02-22 RCSB F0A "Initial release" 2019-01-16 RCSB #