data_09D # _chem_comp.id 09D _chem_comp.name ;(4S)-6-bromo-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 O3 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 459.356 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 09D _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 3UDP _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 09D C1 C1 C 0 1 Y N N 26.251 37.679 40.019 -5.158 -0.870 2.848 C1 09D 1 09D C2 C2 C 0 1 Y N N 26.838 37.775 41.266 -6.443 -0.414 2.620 C2 09D 2 09D C3 C3 C 0 1 Y N N 24.970 37.186 39.882 -4.210 -0.787 1.843 C3 09D 3 09D C4 C4 C 0 1 Y N N 26.155 37.385 42.400 -6.787 0.119 1.395 C4 09D 4 09D C5 C5 C 0 1 Y N N 17.037 39.402 45.015 5.184 0.458 0.659 C5 09D 5 09D C6 C6 C 0 1 Y N N 16.767 40.339 44.039 4.913 -0.884 0.507 C6 09D 6 09D C7 C7 C 0 1 Y N N 17.522 38.794 42.393 2.659 -0.344 -0.086 C7 09D 7 09D C8 C8 C 0 1 Y N N 24.292 36.813 41.016 -4.547 -0.251 0.621 C8 09D 8 09D C9 C9 C 0 1 Y N N 17.785 37.854 43.359 2.921 1.016 0.063 C9 09D 9 09D C10 C10 C 0 1 Y N N 24.876 36.917 42.240 -5.840 0.202 0.377 C10 09D 10 09D C11 C11 C 0 1 Y N N 17.543 38.159 44.687 4.187 1.413 0.449 C11 09D 11 09D C12 C12 C 0 1 Y N N 17.011 40.021 42.723 3.641 -1.286 0.136 C12 09D 12 09D C13 C13 C 0 1 N N N 22.827 36.037 42.640 -4.774 0.610 -1.594 C13 09D 13 09D C14 C14 C 0 1 N N N 19.745 36.002 41.052 -0.098 0.573 -0.711 C14 09D 14 09D C15 C15 C 0 1 N N N 18.971 35.755 43.941 1.920 3.303 0.443 C15 09D 15 09D C16 C16 C 0 1 N N N 21.841 37.305 40.820 -2.575 0.903 -0.419 C16 09D 16 09D C17 C17 C 0 1 N N N 22.682 35.045 40.385 -3.219 -1.324 -1.219 C17 09D 17 09D C18 C18 C 0 1 N N N 17.935 35.513 45.014 3.206 3.983 -0.047 C18 09D 18 09D C19 C19 C 0 1 N N S 18.354 36.574 42.833 1.788 1.952 -0.243 C19 09D 19 09D C20 C20 C 0 1 N N R 20.782 36.506 40.101 -1.394 -0.100 -0.336 C20 09D 20 09D C21 C21 C 0 1 N N S 22.913 36.304 41.166 -3.783 -0.018 -0.652 C21 09D 21 09D N22 N22 N 0 1 N N N 24.000 36.467 43.223 -5.940 0.701 -0.924 N22 09D 22 09D N23 N23 N 0 1 N N N 21.484 35.316 39.571 -1.753 -1.138 -1.337 N23 09D 23 09D O24 O24 O 0 1 N N N 21.865 35.527 43.196 -4.565 0.965 -2.735 O24 09D 24 09D O25 O25 O 0 1 N N N 19.328 34.853 41.035 0.359 0.428 -1.819 O25 09D 25 09D O26 O26 O 0 1 N N N 19.383 36.975 41.926 0.547 1.334 0.187 O26 09D 26 09D S27 S27 S 0 1 N N N 17.841 37.015 46.014 4.605 3.107 0.710 S27 09D 27 09D BR2 BR28 BR 0 0 N N N 16.684 41.249 41.313 3.254 -3.124 -0.075 BR28 09D 28 09D H1 H1 H 0 1 N N N 26.800 37.993 39.144 -4.893 -1.286 3.809 H1 09D 29 09D H2 H2 H 0 1 N N N 27.843 38.160 41.354 -7.182 -0.475 3.405 H2 09D 30 09D H3 H3 H 0 1 N N N 24.512 37.096 38.908 -3.205 -1.142 2.019 H3 09D 31 09D H4 H4 H 0 1 N N N 26.611 37.446 43.377 -7.793 0.473 1.225 H4 09D 32 09D H5 H5 H 0 1 N N N 16.850 39.644 46.051 6.175 0.774 0.949 H5 09D 33 09D H6 H6 H 0 1 N N N 16.370 41.308 44.304 5.688 -1.618 0.675 H6 09D 34 09D H8 H8 H 0 1 N N N 19.317 34.791 43.539 1.969 3.165 1.523 H8 09D 35 09D H9 H9 H 0 1 N N N 19.826 36.299 44.370 1.061 3.925 0.193 H9 09D 36 09D H10 H10 H 0 1 N N N 22.239 38.103 40.176 -2.682 1.452 0.516 H10 09D 37 09D H11 H11 H 0 1 N N N 21.433 37.776 41.727 -2.445 1.589 -1.256 H11 09D 38 09D H12 H12 H 0 1 N N N 22.517 34.189 41.056 -3.437 -2.149 -0.542 H12 09D 39 09D H13 H13 H 0 1 N N N 23.548 34.812 39.747 -3.651 -1.522 -2.200 H13 09D 40 09D H14 H14 H 0 1 N N N 16.958 35.298 44.558 3.269 3.918 -1.133 H14 09D 41 09D H15 H15 H 0 1 N N N 18.228 34.657 45.640 3.214 5.028 0.263 H15 09D 42 09D H16 H16 H 0 1 N N N 17.575 35.956 42.364 1.744 2.105 -1.321 H16 09D 43 09D H17 H17 H 0 1 N N N 20.293 37.127 39.336 -1.326 -0.532 0.662 H17 09D 44 09D H18 H18 H 0 1 N N N 24.192 36.457 44.204 -6.754 1.067 -1.302 H18 09D 45 09D H19 H19 H 0 1 N N N 20.872 34.526 39.606 -1.500 -0.845 -2.269 H19 09D 46 09D H7 H7 H 0 1 N N N 17.721 38.562 41.357 1.670 -0.667 -0.374 H7 09D 47 # 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 09D N23 C20 SING N N 1 09D N23 C17 SING N N 2 09D C3 C1 DOUB Y N 3 09D C3 C8 SING Y N 4 09D C1 C2 SING Y N 5 09D C20 C16 SING N N 6 09D C20 C14 SING N N 7 09D C17 C21 SING N N 8 09D C16 C21 SING N N 9 09D C8 C21 SING N N 10 09D C8 C10 DOUB Y N 11 09D O25 C14 DOUB N N 12 09D C14 O26 SING N N 13 09D C21 C13 SING N N 14 09D C2 C4 DOUB Y N 15 09D BR2 C12 SING N N 16 09D O26 C19 SING N N 17 09D C10 C4 SING Y N 18 09D C10 N22 SING N N 19 09D C7 C12 DOUB Y N 20 09D C7 C9 SING Y N 21 09D C13 O24 DOUB N N 22 09D C13 N22 SING N N 23 09D C12 C6 SING Y N 24 09D C19 C9 SING N N 25 09D C19 C15 SING N N 26 09D C9 C11 DOUB Y N 27 09D C15 C18 SING N N 28 09D C6 C5 DOUB Y N 29 09D C11 C5 SING Y N 30 09D C11 S27 SING N N 31 09D C18 S27 SING N N 32 09D C1 H1 SING N N 33 09D C2 H2 SING N N 34 09D C3 H3 SING N N 35 09D C4 H4 SING N N 36 09D C5 H5 SING N N 37 09D C6 H6 SING N N 38 09D C15 H8 SING N N 39 09D C15 H9 SING N N 40 09D C16 H10 SING N N 41 09D C16 H11 SING N N 42 09D C17 H12 SING N N 43 09D C17 H13 SING N N 44 09D C18 H14 SING N N 45 09D C18 H15 SING N N 46 09D C19 H16 SING N N 47 09D C20 H17 SING N N 48 09D N22 H18 SING N N 49 09D N23 H19 SING N N 50 09D C7 H7 SING N N 51 # 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 09D SMILES ACDLabs 12.01 "O=C2Nc1ccccc1C23CC(NC3)C(=O)OC4c5c(SCC4)ccc(Br)c5" 09D InChI InChI 1.03 "InChI=1S/C21H19BrN2O3S/c22-12-5-6-18-13(9-12)17(7-8-28-18)27-19(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" 09D InChIKey InChI 1.03 OPUJSFZMYKHRTH-LLGFUMIMSA-N 09D SMILES_CANONICAL CACTVS 3.370 "Brc1ccc2SCC[C@H](OC(=O)[C@H]3C[C@]4(CN3)C(=O)Nc5ccccc45)c2c1" 09D SMILES CACTVS 3.370 "Brc1ccc2SCC[CH](OC(=O)[CH]3C[C]4(CN3)C(=O)Nc5ccccc45)c2c1" 09D SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc2c(c1)[C@]3(C[C@@H](NC3)C(=O)O[C@H]4CCSc5c4cc(cc5)Br)C(=O)N2" 09D SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc2c(c1)C3(CC(NC3)C(=O)OC4CCSc5c4cc(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 09D "SYSTEMATIC NAME" ACDLabs 12.01 ;(4S)-6-bromo-3,4-dihydro-2H-thiochromen-4-yl (3S,5'R)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carboxylate ; 09D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 ;[(4S)-6-bromanyl-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 09D "Create component" 2011-11-01 RCSB #