data_09E # _chem_comp.id 09E _chem_comp.name ;(4S)-6-bromo-1,1-dioxido-3,4-dihydro-2H-thiochromen-4-yl (3S,5'R)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carboxylate ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H19 Br N2 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-01 _chem_comp.pdbx_modified_date 2012-04-13 _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 491.355 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 09E _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 3UDQ _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 09E C1 C1 C 0 1 Y N N 24.367 37.475 41.468 5.166 0.045 -0.614 C1 09E 1 09E C2 C2 C 0 1 N N S 22.998 36.941 41.814 4.092 -0.087 0.428 C2 09E 2 09E C3 C3 C 0 1 Y N N 24.924 37.843 40.235 5.229 -0.260 -1.956 C3 09E 3 09E C4 C4 C 0 1 N N N 21.876 37.932 41.450 2.839 0.711 0.048 C4 09E 4 09E C5 C5 C 0 1 Y N N 26.262 38.289 40.237 6.389 -0.015 -2.668 C5 09E 5 09E C6 C6 C 0 1 Y N N 26.466 38.000 42.666 7.428 0.843 -0.686 C6 09E 6 09E C7 C7 C 0 1 N N R 20.879 37.092 40.640 1.706 -0.340 -0.005 C7 09E 7 09E C8 C8 C 0 1 Y N N 27.026 38.335 41.418 7.485 0.537 -2.030 C8 09E 8 09E C9 C9 C 0 1 N N N 19.709 36.569 41.509 0.424 0.242 0.532 C9 09E 9 09E N1 N1 N 0 1 N N N 21.601 35.898 40.116 2.179 -1.446 0.868 N1 09E 10 09E O1 O1 O 0 1 N N N 19.140 35.479 41.436 0.077 -0.002 1.663 O1 09E 11 09E C10 C10 C 0 1 N N N 22.636 35.584 41.125 3.636 -1.544 0.584 C10 09E 12 09E C11 C11 C 0 1 N N N 23.089 36.732 43.352 4.711 0.434 1.696 C11 09E 13 09E O2 O2 O 0 1 N N N 22.225 36.340 44.120 4.181 0.503 2.785 O2 09E 14 09E N2 N2 N 0 1 N N N 24.366 37.135 43.775 5.967 0.808 1.388 N2 09E 15 09E C12 C12 C 0 1 Y N N 25.138 37.571 42.674 6.265 0.594 0.040 C12 09E 16 09E C13 C13 C 0 1 N N S 18.243 37.220 43.299 -1.555 1.556 0.336 C13 09E 17 09E C14 C14 C 0 1 N N N 18.867 36.377 44.461 -1.798 2.948 -0.221 C14 09E 18 09E O3 O3 O 0 1 N N N 19.302 37.515 42.411 -0.333 1.031 -0.247 O3 09E 19 09E C15 C15 C 0 1 N N N 17.814 36.188 45.543 -3.055 3.539 0.435 C15 09E 20 09E S1 S1 S 0 1 N N N 17.535 37.643 46.377 -4.482 2.638 -0.242 S1 09E 21 09E C16 C16 C 0 1 Y N N 17.398 38.803 45.130 -3.974 0.948 -0.182 C16 09E 22 09E C17 C17 C 0 1 Y N N 17.698 38.569 43.742 -2.669 0.590 0.065 C17 09E 23 09E C18 C18 C 0 1 Y N N 17.498 39.570 42.763 -2.334 -0.764 0.074 C18 09E 24 09E C19 C19 C 0 1 Y N N 17.001 40.798 43.161 -3.289 -1.732 -0.148 C19 09E 25 09E C20 C20 C 0 1 Y N N 16.695 41.091 44.512 -4.602 -1.365 -0.383 C20 09E 26 09E C21 C21 C 0 1 Y N N 16.874 40.098 45.485 -4.937 -0.027 -0.402 C21 09E 27 09E BR1 BR1 BR 0 0 N N N 16.710 42.116 41.808 -2.806 -3.561 -0.130 BR1 09E 28 09E O4 O4 O 0 1 N N N 16.254 37.543 46.976 -5.587 2.707 0.648 O4 09E 29 09E O5 O5 O 0 1 N N N 18.670 37.889 47.199 -4.636 2.914 -1.628 O5 09E 30 09E H1 H1 H 0 1 N N N 24.352 37.787 39.321 4.372 -0.691 -2.451 H1 09E 31 09E H2 H2 H 0 1 N N N 22.264 38.773 40.856 2.623 1.464 0.806 H2 09E 32 09E H3 H3 H 0 1 N N N 21.405 38.350 42.352 2.969 1.181 -0.927 H3 09E 33 09E H4 H4 H 0 1 N N N 26.712 38.604 39.307 6.439 -0.254 -3.720 H4 09E 34 09E H5 H5 H 0 1 N N N 27.040 38.072 43.578 8.289 1.268 -0.193 H5 09E 35 09E H6 H6 H 0 1 N N N 20.470 37.731 39.843 1.563 -0.694 -1.026 H6 09E 36 09E H7 H7 H 0 1 N N N 28.063 38.633 41.366 8.391 0.728 -2.586 H7 09E 37 09E H8 H8 H 0 1 N N N 20.974 35.128 39.999 2.013 -1.235 1.840 H8 09E 38 09E H10 H10 H 0 1 N N N 22.251 34.866 41.864 3.808 -2.098 -0.339 H10 09E 39 09E H11 H11 H 0 1 N N N 23.523 35.145 40.645 4.155 -2.018 1.417 H11 09E 40 09E H12 H12 H 0 1 N N N 24.685 37.116 44.723 6.593 1.184 2.027 H12 09E 41 09E H13 H13 H 0 1 N N N 17.414 36.635 42.874 -1.416 1.633 1.415 H13 09E 42 09E H14 H14 H 0 1 N N N 19.188 35.397 44.079 -0.940 3.583 -0.003 H14 09E 43 09E H15 H15 H 0 1 N N N 19.738 36.905 44.877 -1.944 2.888 -1.300 H15 09E 44 09E H16 H16 H 0 1 N N N 16.875 35.857 45.075 -3.009 3.404 1.515 H16 09E 45 09E H17 H17 H 0 1 N N N 18.166 35.428 46.256 -3.136 4.599 0.195 H17 09E 46 09E H18 H18 H 0 1 N N N 17.729 39.379 41.725 -1.311 -1.058 0.257 H18 09E 47 09E H19 H19 H 0 1 N N N 16.328 42.068 44.790 -5.357 -2.118 -0.552 H19 09E 48 09E H20 H20 H 0 1 N N N 16.616 40.306 46.513 -5.960 0.265 -0.589 H20 09E 49 # 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 09E N1 C7 SING N N 1 09E N1 C10 SING N N 2 09E C3 C5 DOUB Y N 3 09E C3 C1 SING Y N 4 09E C5 C8 SING Y N 5 09E C7 C4 SING N N 6 09E C7 C9 SING N N 7 09E C10 C2 SING N N 8 09E C8 C6 DOUB Y N 9 09E O1 C9 DOUB N N 10 09E C4 C2 SING N N 11 09E C1 C2 SING N N 12 09E C1 C12 DOUB Y N 13 09E C9 O3 SING N N 14 09E BR1 C19 SING N N 15 09E C2 C11 SING N N 16 09E O3 C13 SING N N 17 09E C6 C12 SING Y N 18 09E C12 N2 SING N N 19 09E C18 C19 DOUB Y N 20 09E C18 C17 SING Y N 21 09E C19 C20 SING Y N 22 09E C13 C17 SING N N 23 09E C13 C14 SING N N 24 09E C11 N2 SING N N 25 09E C11 O2 DOUB N N 26 09E C17 C16 DOUB Y N 27 09E C14 C15 SING N N 28 09E C20 C21 DOUB Y N 29 09E C16 C21 SING Y N 30 09E C16 S1 SING N N 31 09E C15 S1 SING N N 32 09E S1 O4 DOUB N N 33 09E S1 O5 DOUB N N 34 09E C3 H1 SING N N 35 09E C4 H2 SING N N 36 09E C4 H3 SING N N 37 09E C5 H4 SING N N 38 09E C6 H5 SING N N 39 09E C7 H6 SING N N 40 09E C8 H7 SING N N 41 09E N1 H8 SING N N 42 09E C10 H10 SING N N 43 09E C10 H11 SING N N 44 09E N2 H12 SING N N 45 09E C13 H13 SING N N 46 09E C14 H14 SING N N 47 09E C14 H15 SING N N 48 09E C15 H16 SING N N 49 09E C15 H17 SING N N 50 09E C18 H18 SING N N 51 09E C20 H19 SING N N 52 09E C21 H20 SING N N 53 # 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 09E SMILES ACDLabs 12.01 "O=C2Nc1ccccc1C23CC(NC3)C(=O)OC5c4c(ccc(Br)c4)S(=O)(=O)CC5" 09E InChI InChI 1.03 "InChI=1S/C21H19BrN2O5S/c22-12-5-6-18-13(9-12)17(7-8-30(18,27)28)29-19(25)16-10-21(11-23-16)14-3-1-2-4-15(14)24-20(21)26/h1-6,9,16-17,23H,7-8,10-11H2,(H,24,26)/t16-,17+,21-/m1/s1" 09E InChIKey InChI 1.03 AENVIUXFIDGFED-LLGFUMIMSA-N 09E SMILES_CANONICAL CACTVS 3.370 "Brc1ccc2c(c1)[C@H](CC[S]2(=O)=O)OC(=O)[C@H]3C[C@]4(CN3)C(=O)Nc5ccccc45" 09E SMILES CACTVS 3.370 "Brc1ccc2c(c1)[CH](CC[S]2(=O)=O)OC(=O)[CH]3C[C]4(CN3)C(=O)Nc5ccccc45" 09E SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc2c(c1)[C@]3(C[C@@H](NC3)C(=O)O[C@H]4CCS(=O)(=O)c5c4cc(cc5)Br)C(=O)N2" 09E SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc2c(c1)C3(CC(NC3)C(=O)OC4CCS(=O)(=O)c5c4cc(cc5)Br)C(=O)N2" # 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 09E "SYSTEMATIC NAME" ACDLabs 12.01 ;(4S)-6-bromo-1,1-dioxido-3,4-dihydro-2H-thiochromen-4-yl (3S,5'R)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carboxylate ; 09E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 ;[(4S)-6-bromanyl-1,1-bis(oxidanylidene)-3,4-dihydro-2H-thiochromen-4-yl] (2'R,3S)-2-oxidanylidenespiro[1H-indole-3,4'-pyrrolidine]-2'-carboxylate ; # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 09E "Create component" 2011-11-01 RCSB #