data_G5B # _chem_comp.id G5B _chem_comp.name "(3~{R})-3-[(1~{S})-2-[(1~{S},4~{a}~{R},6~{S},7~{S},8~{a}~{R})-6,7-bis(chloranyl)-5,5,8~{a}-trimethyl-2-methylidene-3,4,4~{a},6,7,8-hexahydro-1~{H}-naphthalen-1-yl]-1-oxidanyl-ethyl]pyrrolidine-2,5-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H29 Cl2 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-29 _chem_comp.pdbx_modified_date 2019-02-15 _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 402.355 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G5B _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 6HHQ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 G5B N1 N1 N 0 1 N N N 77.163 42.586 45.710 4.272 1.023 0.889 N1 G5B 1 G5B C2 C1 C 0 1 N N S 75.193 46.479 39.692 -1.115 1.924 0.026 C2 G5B 2 G5B C4 C2 C 0 1 N N N 76.394 46.058 37.561 -3.234 0.520 0.169 C4 G5B 3 G5B C5 C3 C 0 1 N N R 75.864 44.043 39.230 -0.928 -0.601 0.227 C5 G5B 4 G5B C6 C4 C 0 1 N N S 76.655 43.144 40.222 -0.194 -1.790 -0.437 C6 G5B 5 G5B O2 O1 O 0 1 N N N 75.482 43.860 46.634 5.471 2.203 -0.632 O2 G5B 6 G5B C7 C5 C 0 1 N N N 77.949 43.998 37.736 -3.022 -1.969 0.475 C7 G5B 7 G5B C8 C6 C 0 1 N N N 78.653 43.070 38.711 -2.358 -3.205 -0.150 C8 G5B 8 G5B C1 C7 C 0 1 N N N 74.942 45.014 40.001 -0.320 0.682 -0.332 C1 G5B 9 G5B C10 C8 C 0 1 N N N 77.433 47.168 37.527 -4.576 0.386 -0.594 C10 G5B 10 G5B C11 C9 C 0 1 N N N 75.673 42.432 41.157 1.268 -1.804 0.012 C11 G5B 11 G5B C12 C10 C 0 1 N N R 76.927 44.892 38.448 -2.401 -0.711 -0.130 C12 G5B 12 G5B C13 C11 C 0 1 N N N 74.994 43.156 38.316 -0.675 -0.692 1.731 C13 G5B 13 G5B C14 C12 C 0 1 N N N 76.130 45.626 36.125 -3.575 0.649 1.653 C14 G5B 14 G5B C15 C13 C 0 1 N N N 77.599 40.961 39.422 -0.151 -4.060 0.496 C15 G5B 15 G5B C16 C14 C 0 1 N N S 76.358 41.816 42.368 2.089 -0.886 -0.895 C16 G5B 16 G5B C17 C15 C 0 1 N N R 76.731 42.854 43.433 3.519 -0.788 -0.362 C17 G5B 17 G5B C18 C16 C 0 1 N N N 77.577 42.164 44.473 3.540 -0.094 0.982 C18 G5B 18 G5B C19 C17 C 0 1 N N N 76.037 43.365 45.664 4.784 1.252 -0.326 C19 G5B 19 G5B C20 C18 C 0 1 N N N 75.577 43.459 44.232 4.371 0.133 -1.258 C20 G5B 20 G5B C3 C19 C 0 1 N N S 75.139 46.575 38.181 -2.583 1.803 -0.337 C3 G5B 21 G5B C9 C20 C 0 1 N N N 77.631 42.276 39.461 -0.861 -3.074 0.000 C9 G5B 22 G5B O1 O2 O 0 1 N N N 75.568 40.759 42.905 2.110 -1.420 -2.221 O1 G5B 23 G5B O3 O3 O 0 1 N N N 78.393 41.285 44.265 2.984 -0.487 1.985 O3 G5B 24 G5B CL1 CL1 CL 0 0 N N N 73.926 47.542 40.437 -0.907 2.358 1.760 CL1 G5B 25 G5B CL2 CL2 CL 0 0 N N N 74.889 48.262 37.726 -2.773 1.895 -2.132 CL2 G5B 26 G5B H1 H1 H 0 1 N N N 77.635 42.349 46.559 4.416 1.621 1.640 H1 G5B 27 G5B H2 H2 H 0 1 N N N 76.170 46.805 40.078 -0.697 2.762 -0.574 H2 G5B 28 G5B H3 H3 H 0 1 N N N 77.252 43.823 40.849 -0.252 -1.689 -1.518 H3 G5B 29 G5B H4 H4 H 0 1 N N N 77.428 43.393 36.979 -4.090 -2.012 0.247 H4 G5B 30 G5B H5 H5 H 0 1 N N N 78.699 44.635 37.244 -2.898 -2.002 1.552 H5 G5B 31 G5B H6 H6 H 0 1 N N N 79.315 42.388 38.157 -2.705 -4.102 0.364 H6 G5B 32 G5B H7 H7 H 0 1 N N N 79.249 43.664 39.419 -2.621 -3.262 -1.206 H7 G5B 33 G5B H8 H8 H 0 1 N N N 73.899 44.780 39.742 -0.253 0.599 -1.423 H8 G5B 34 G5B H9 H9 H 0 1 N N N 75.097 44.856 41.079 0.701 0.800 0.054 H9 G5B 35 G5B H10 H10 H 0 1 N N N 77.646 47.503 38.553 -4.381 0.332 -1.665 H10 G5B 36 G5B H11 H11 H 0 1 N N N 78.357 46.791 37.065 -5.089 -0.520 -0.271 H11 G5B 37 G5B H12 H12 H 0 1 N N N 77.047 48.013 36.938 -5.202 1.253 -0.382 H12 G5B 38 G5B H13 H13 H 0 1 N N N 74.928 43.162 41.507 1.335 -1.453 1.041 H13 G5B 39 G5B H14 H14 H 0 1 N N N 75.167 41.633 40.594 1.657 -2.820 -0.052 H14 G5B 40 G5B H15 H15 H 0 1 N N N 77.504 45.395 39.238 -2.440 -0.856 -1.238 H15 G5B 41 G5B H16 H16 H 0 1 N N N 74.275 42.592 38.928 -1.273 0.060 2.246 H16 G5B 42 G5B H17 H17 H 0 1 N N N 74.449 43.790 37.601 -0.954 -1.684 2.087 H17 G5B 43 G5B H18 H18 H 0 1 N N N 75.638 42.454 37.766 0.382 -0.518 1.933 H18 G5B 44 G5B H19 H19 H 0 1 N N N 75.380 44.821 36.116 -4.255 1.488 1.797 H19 G5B 45 G5B H20 H20 H 0 1 N N N 75.755 46.484 35.547 -4.053 -0.269 1.997 H20 G5B 46 G5B H21 H21 H 0 1 N N N 77.065 45.261 35.674 -2.662 0.818 2.223 H21 G5B 47 G5B H22 H22 H 0 1 N N N 76.833 40.423 39.961 -0.622 -5.008 0.713 H22 G5B 48 G5B H23 H23 H 0 1 N N N 78.339 40.420 38.851 0.903 -3.925 0.687 H23 G5B 49 G5B H24 H24 H 0 1 N N N 77.303 41.382 42.009 1.638 0.107 -0.911 H24 G5B 50 G5B H25 H25 H 0 1 N N N 77.311 43.662 42.964 3.970 -1.778 -0.292 H25 G5B 51 G5B H26 H26 H 0 1 N N N 75.409 44.507 43.943 5.247 -0.398 -1.632 H26 G5B 52 G5B H27 H27 H 0 1 N N N 74.652 42.884 44.080 3.776 0.522 -2.084 H27 G5B 53 G5B H28 H28 H 0 1 N N N 74.273 46.012 37.804 -3.126 2.656 0.104 H28 G5B 54 G5B H29 H29 H 0 1 N N N 76.009 40.385 43.659 2.428 -2.331 -2.272 H29 G5B 55 # 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 G5B C14 C4 SING N N 1 G5B C10 C4 SING N N 2 G5B C4 C3 SING N N 3 G5B C4 C12 SING N N 4 G5B CL2 C3 SING N N 5 G5B C7 C12 SING N N 6 G5B C7 C8 SING N N 7 G5B C3 C2 SING N N 8 G5B C13 C5 SING N N 9 G5B C12 C5 SING N N 10 G5B C8 C9 SING N N 11 G5B C5 C1 SING N N 12 G5B C5 C6 SING N N 13 G5B C15 C9 DOUB N N 14 G5B C9 C6 SING N N 15 G5B C2 C1 SING N N 16 G5B C2 CL1 SING N N 17 G5B C6 C11 SING N N 18 G5B C11 C16 SING N N 19 G5B C16 O1 SING N N 20 G5B C16 C17 SING N N 21 G5B C17 C20 SING N N 22 G5B C17 C18 SING N N 23 G5B C20 C19 SING N N 24 G5B O3 C18 DOUB N N 25 G5B C18 N1 SING N N 26 G5B C19 N1 SING N N 27 G5B C19 O2 DOUB N N 28 G5B N1 H1 SING N N 29 G5B C2 H2 SING N N 30 G5B C6 H3 SING N N 31 G5B C7 H4 SING N N 32 G5B C7 H5 SING N N 33 G5B C8 H6 SING N N 34 G5B C8 H7 SING N N 35 G5B C1 H8 SING N N 36 G5B C1 H9 SING N N 37 G5B C10 H10 SING N N 38 G5B C10 H11 SING N N 39 G5B C10 H12 SING N N 40 G5B C11 H13 SING N N 41 G5B C11 H14 SING N N 42 G5B C12 H15 SING N N 43 G5B C13 H16 SING N N 44 G5B C13 H17 SING N N 45 G5B C13 H18 SING N N 46 G5B C14 H19 SING N N 47 G5B C14 H20 SING N N 48 G5B C14 H21 SING N N 49 G5B C15 H22 SING N N 50 G5B C15 H23 SING N N 51 G5B C16 H24 SING N N 52 G5B C17 H25 SING N N 53 G5B C20 H26 SING N N 54 G5B C20 H27 SING N N 55 G5B C3 H28 SING N N 56 G5B O1 H29 SING N N 57 # 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 G5B InChI InChI 1.03 "InChI=1S/C20H29Cl2NO3/c1-10-5-6-15-19(2,3)17(22)13(21)9-20(15,4)12(10)8-14(24)11-7-16(25)23-18(11)26/h11-15,17,24H,1,5-9H2,2-4H3,(H,23,25,26)/t11-,12+,13+,14+,15+,17-,20-/m1/s1" G5B InChIKey InChI 1.03 PPKXULKLJJFMKB-RHKPTJIRSA-N G5B SMILES_CANONICAL CACTVS 3.385 "CC1(C)[C@H](Cl)[C@@H](Cl)C[C@]2(C)[C@@H](C[C@H](O)[C@H]3CC(=O)NC3=O)C(=C)CC[C@@H]12" G5B SMILES CACTVS 3.385 "CC1(C)[CH](Cl)[CH](Cl)C[C]2(C)[CH](C[CH](O)[CH]3CC(=O)NC3=O)C(=C)CC[CH]12" G5B SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@]12C[C@@H]([C@H](C([C@@H]1CCC(=C)[C@@H]2C[C@@H]([C@H]3CC(=O)NC3=O)O)(C)C)Cl)Cl" G5B SMILES "OpenEye OEToolkits" 2.0.6 "CC1(C2CCC(=C)C(C2(CC(C1Cl)Cl)C)CC(C3CC(=O)NC3=O)O)C" # 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 G5B "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R})-3-[(1~{S})-2-[(1~{S},4~{a}~{R},6~{S},7~{S},8~{a}~{R})-6,7-bis(chloranyl)-5,5,8~{a}-trimethyl-2-methylidene-3,4,4~{a},6,7,8-hexahydro-1~{H}-naphthalen-1-yl]-1-oxidanyl-ethyl]pyrrolidine-2,5-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 G5B "Create component" 2018-08-29 EBI G5B "Initial release" 2019-02-20 RCSB #