data_EXM # _chem_comp.id EXM _chem_comp.name "(8alpha,10alpha,13alpha)-6-methylideneandrosta-1,4-diene-3,17-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C20 H24 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Exemestane; aromasin" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-06 _chem_comp.pdbx_modified_date 2020-05-27 _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 296.403 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EXM _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 3S7S _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 EXM C C C 0 1 N N N 84.206 52.563 48.909 -2.035 3.098 -0.603 C EXM 1 EXM C1 C1 C 0 1 N N N 87.448 51.813 45.425 -2.270 -1.780 -0.123 C1 EXM 2 EXM O1 O1 O 0 1 N N N 88.676 49.898 48.149 -5.459 -0.561 0.753 O1 EXM 3 EXM C2 C2 C 0 1 N N N 88.197 50.902 46.164 -3.534 -1.806 0.267 C2 EXM 4 EXM O2 O2 O 0 1 N N N 86.016 58.917 43.866 4.972 -1.236 0.496 O2 EXM 5 EXM C3 C3 C 0 1 N N N 87.964 50.713 47.520 -4.272 -0.548 0.479 C3 EXM 6 EXM C4 C4 C 0 1 N N N 86.963 51.426 48.174 -3.548 0.718 0.353 C4 EXM 7 EXM C5 C5 C 0 1 N N N 86.178 52.327 47.464 -2.254 0.719 -0.018 C5 EXM 8 EXM C6 C6 C 0 1 N N N 85.122 53.123 48.149 -1.506 1.990 -0.077 C6 EXM 9 EXM C7 C7 C 0 1 N N N 85.163 54.615 47.925 -0.102 1.963 0.493 C7 EXM 10 EXM C8 C8 C 0 1 N N R 85.375 54.893 46.437 0.629 0.728 -0.048 C8 EXM 11 EXM C9 C9 C 0 1 N N S 86.574 54.118 45.850 -0.165 -0.541 0.300 C9 EXM 12 EXM C10 C10 C 0 1 N N R 86.356 52.602 45.995 -1.507 -0.528 -0.390 C10 EXM 13 EXM C11 C11 C 0 1 N N N 86.921 54.532 44.405 0.587 -1.804 -0.112 C11 EXM 14 EXM C12 C12 C 0 1 N N N 86.942 56.046 44.161 2.023 -1.822 0.434 C12 EXM 15 EXM C13 C13 C 0 1 N N S 85.648 56.667 44.662 2.710 -0.572 -0.080 C13 EXM 16 EXM C14 C14 C 0 1 N N S 85.561 56.372 46.148 1.999 0.635 0.601 C14 EXM 17 EXM C15 C15 C 0 1 N N N 84.556 57.374 46.716 2.958 1.781 0.255 C15 EXM 18 EXM C16 C16 C 0 1 N N N 84.875 58.666 45.958 4.352 1.122 0.447 C16 EXM 19 EXM C17 C17 C 0 1 N N N 85.574 58.165 44.717 4.143 -0.376 0.317 C17 EXM 20 EXM C18 C18 C 0 1 N N N 84.446 56.190 43.854 2.582 -0.501 -1.604 C18 EXM 21 EXM C19 C19 C 0 1 N N N 85.084 52.176 45.258 -1.240 -0.457 -1.895 C19 EXM 22 EXM H1 H1 H 0 1 N N N 83.458 53.174 49.392 -3.039 3.081 -1.000 H1 EXM 23 EXM H2 H2 H 0 1 N N N 84.202 51.492 49.050 -1.460 4.012 -0.625 H2 EXM 24 EXM H1A H1A H 0 1 N N N 87.685 51.944 44.379 -1.759 -2.723 -0.250 H1A EXM 25 EXM H2A H2A H 0 1 N N N 88.973 50.332 45.674 -4.027 -2.753 0.430 H2A EXM 26 EXM H4 H4 H 0 1 N N N 86.797 51.279 49.231 -4.051 1.651 0.557 H4 EXM 27 EXM H17 H17 H 0 1 N N N 85.991 55.052 48.503 0.432 2.864 0.191 H17 EXM 28 EXM H27 H27 H 0 1 N N N 84.213 55.063 48.252 -0.150 1.914 1.581 H27 EXM 29 EXM H8 H8 H 0 1 N N N 84.454 54.542 45.949 0.738 0.809 -1.129 H8 EXM 30 EXM H9 H9 H 0 1 N N N 87.460 54.393 46.441 -0.316 -0.565 1.379 H9 EXM 31 EXM H111 H111 H 0 0 N N N 86.162 54.095 43.739 0.053 -2.675 0.269 H111 EXM 32 EXM H211 H211 H 0 0 N N N 87.923 54.141 44.175 0.622 -1.857 -1.200 H211 EXM 33 EXM H112 H112 H 0 0 N N N 87.792 56.490 44.700 2.007 -1.816 1.524 H112 EXM 34 EXM H212 H212 H 0 0 N N N 87.046 56.240 43.083 2.546 -2.708 0.074 H212 EXM 35 EXM H14 H14 H 0 1 N N N 86.503 56.534 46.692 1.935 0.483 1.679 H14 EXM 36 EXM H115 H115 H 0 0 N N N 84.682 57.501 47.801 2.821 2.102 -0.777 H115 EXM 37 EXM H215 H215 H 0 0 N N N 83.520 57.049 46.542 2.825 2.618 0.941 H215 EXM 38 EXM H116 H116 H 0 0 N N N 85.520 59.335 46.547 5.044 1.486 -0.312 H116 EXM 39 EXM H216 H216 H 0 0 N N N 83.963 59.230 45.712 4.737 1.347 1.442 H216 EXM 40 EXM H118 H118 H 0 0 N N N 83.531 56.659 44.245 1.528 -0.545 -1.882 H118 EXM 41 EXM H218 H218 H 0 0 N N N 84.579 56.470 42.799 3.013 0.434 -1.961 H218 EXM 42 EXM H318 H318 H 0 0 N N N 84.360 55.096 43.935 3.111 -1.341 -2.052 H318 EXM 43 EXM H119 H119 H 0 0 N N N 84.226 52.742 45.650 -2.188 -0.445 -2.432 H119 EXM 44 EXM H219 H219 H 0 0 N N N 85.198 52.380 44.183 -0.682 0.451 -2.123 H219 EXM 45 EXM H319 H319 H 0 0 N N N 84.914 51.100 45.412 -0.660 -1.327 -2.203 H319 EXM 46 # 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 EXM C18 C13 SING N N 1 EXM O2 C17 DOUB N N 2 EXM C12 C11 SING N N 3 EXM C12 C13 SING N N 4 EXM C11 C9 SING N N 5 EXM C13 C17 SING N N 6 EXM C13 C14 SING N N 7 EXM C17 C16 SING N N 8 EXM C19 C10 SING N N 9 EXM C1 C10 SING N N 10 EXM C1 C2 DOUB N N 11 EXM C9 C10 SING N N 12 EXM C9 C8 SING N N 13 EXM C16 C15 SING N N 14 EXM C10 C5 SING N N 15 EXM C14 C8 SING N N 16 EXM C14 C15 SING N N 17 EXM C2 C3 SING N N 18 EXM C8 C7 SING N N 19 EXM C5 C6 SING N N 20 EXM C5 C4 DOUB N N 21 EXM C3 O1 DOUB N N 22 EXM C3 C4 SING N N 23 EXM C7 C6 SING N N 24 EXM C6 C DOUB N N 25 EXM C H1 SING N N 26 EXM C H2 SING N N 27 EXM C1 H1A SING N N 28 EXM C2 H2A SING N N 29 EXM C4 H4 SING N N 30 EXM C7 H17 SING N N 31 EXM C7 H27 SING N N 32 EXM C8 H8 SING N N 33 EXM C9 H9 SING N N 34 EXM C11 H111 SING N N 35 EXM C11 H211 SING N N 36 EXM C12 H112 SING N N 37 EXM C12 H212 SING N N 38 EXM C14 H14 SING N N 39 EXM C15 H115 SING N N 40 EXM C15 H215 SING N N 41 EXM C16 H116 SING N N 42 EXM C16 H216 SING N N 43 EXM C18 H118 SING N N 44 EXM C18 H218 SING N N 45 EXM C18 H318 SING N N 46 EXM C19 H119 SING N N 47 EXM C19 H219 SING N N 48 EXM C19 H319 SING N N 49 # 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 EXM SMILES ACDLabs 12.01 "O=C2C=C1\C(=C)CC3C(C1(C=C2)C)CCC4(C(=O)CCC34)C" EXM InChI InChI 1.03 "InChI=1S/C20H24O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h6,8,11,14-16H,1,4-5,7,9-10H2,2-3H3/t14-,15-,16-,19+,20-/m0/s1" EXM InChIKey InChI 1.03 BFYIZQONLCFLEV-DAELLWKTSA-N EXM SMILES_CANONICAL CACTVS 3.370 "C[C@]12CC[C@H]3[C@@H](CC(=C)C4=CC(=O)C=C[C@]34C)[C@@H]1CCC2=O" EXM SMILES CACTVS 3.370 "C[C]12CC[CH]3[CH](CC(=C)C4=CC(=O)C=C[C]34C)[CH]1CCC2=O" EXM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CC(=C)C4=CC(=O)C=C[C@]34C" EXM SMILES "OpenEye OEToolkits" 1.7.2 "CC12CCC3C(C1CCC2=O)CC(=C)C4=CC(=O)C=CC34C" # 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 EXM "SYSTEMATIC NAME" ACDLabs 12.01 "(8alpha,10alpha,13alpha)-6-methylideneandrosta-1,4-diene-3,17-dione" EXM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(8R,9S,10R,13S,14S)-10,13-dimethyl-6-methylidene-7,8,9,11,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,17-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EXM "Create component" 2011-06-06 RCSB EXM "Modify synonyms" 2011-08-04 RCSB EXM "Modify internal type" 2011-08-04 RCSB EXM "Modify synonyms" 2020-05-27 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 EXM Exemestane ? ? 2 EXM aromasin ? ? #