data_49C # _chem_comp.id 49C _chem_comp.name "(1R)-5'-[(2-chlorophenyl)sulfanyl]-4'-hydroxy-2,3-dihydrospiro[indene-1,2'-pyran]-6'(3'H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H15 Cl O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-28 _chem_comp.pdbx_modified_date 2014-11-07 _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 358.839 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 49C _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 4RLS _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 49C C4 C4 C 0 1 N N R -10.647 -11.743 21.610 2.290 0.270 0.091 C4 49C 1 49C C14 C14 C 0 1 N N N -9.572 -11.949 19.417 0.310 1.087 -1.171 C14 49C 2 49C C5 C5 C 0 1 Y N N -11.246 -10.745 22.564 3.643 -0.388 -0.039 C5 49C 3 49C C6 C6 C 0 1 Y N N -12.611 -10.977 22.653 4.633 0.516 0.301 C6 49C 4 49C C11 C11 C 0 1 Y N N -11.387 -8.904 24.123 5.314 -2.055 -0.467 C11 49C 5 49C C7 C7 C 0 1 N N N -13.002 -12.135 21.751 4.008 1.843 0.677 C7 49C 6 49C C8 C8 C 0 1 N N N -11.676 -12.883 21.468 2.521 1.527 0.948 C8 49C 7 49C C9 C9 C 0 1 Y N N -13.365 -10.161 23.485 5.962 0.131 0.258 C9 49C 8 49C C10 C10 C 0 1 Y N N -12.748 -9.143 24.210 6.303 -1.151 -0.125 C10 49C 9 49C C12 C12 C 0 1 Y N N -10.639 -9.722 23.294 3.987 -1.673 -0.423 C12 49C 10 49C C13 C13 C 0 1 N N N -10.497 -11.112 20.235 1.750 0.661 -1.280 C13 49C 11 49C O1 O1 O 0 1 N N N -7.728 -13.625 21.982 -0.456 -0.262 2.006 O1 49C 12 49C C2 C2 C 0 1 N N N -8.541 -12.889 21.447 0.141 -0.076 0.962 C2 49C 13 49C O3 O3 O 0 1 N N N -9.394 -12.152 22.192 1.374 -0.606 0.751 O3 49C 14 49C O15 O15 O 0 1 N N N -9.673 -11.836 18.086 -0.234 1.841 -2.151 O15 49C 15 49C C16 C16 C 0 1 N N N -8.658 -12.771 19.992 -0.446 0.730 -0.115 C16 49C 16 49C S17 S17 S 0 1 N N N -7.584 -13.736 19.017 -2.133 1.230 -0.027 S17 49C 17 49C C18 C18 C 0 1 Y N N -8.490 -15.184 18.575 -3.004 -0.299 -0.110 C18 49C 18 49C C19 C19 C 0 1 Y N N -9.877 -15.220 18.748 -2.313 -1.483 -0.339 C19 49C 19 49C C20 C20 C 0 1 Y N N -10.593 -16.354 18.408 -3.000 -2.680 -0.403 C20 49C 20 49C C21 C21 C 0 1 Y N N -9.928 -17.463 17.894 -4.373 -2.701 -0.239 C21 49C 21 49C C22 C22 C 0 1 Y N N -8.546 -17.435 17.717 -5.064 -1.526 -0.012 C22 49C 22 49C C23 C23 C 0 1 Y N N -7.814 -16.300 18.050 -4.384 -0.325 0.060 C23 49C 23 49C CL CL CL 0 0 N N N -6.077 -16.270 17.819 -5.253 1.150 0.346 CL 49C 24 49C H1 H1 H 0 1 N N N -10.924 -8.105 24.684 5.578 -3.058 -0.768 H1 49C 25 49C H2 H2 H 0 1 N N N -13.445 -11.764 20.815 4.480 2.243 1.574 H2 49C 26 49C H3 H3 H 0 1 N N N -13.719 -12.797 22.259 4.102 2.551 -0.146 H3 49C 27 49C H4 H4 H 0 1 N N N -11.664 -13.312 20.455 1.884 2.346 0.615 H4 49C 28 49C H5 H5 H 0 1 N N N -11.498 -13.680 22.205 2.357 1.312 2.004 H5 49C 29 49C H6 H6 H 0 1 N N N -14.431 -10.315 23.571 6.736 0.836 0.525 H6 49C 30 49C H7 H7 H 0 1 N N N -13.349 -8.523 24.858 7.341 -1.448 -0.157 H7 49C 31 49C H8 H8 H 0 1 N N N -9.573 -9.567 23.211 3.216 -2.380 -0.690 H8 49C 32 49C H9 H9 H 0 1 N N N -10.084 -10.098 20.337 2.341 1.486 -1.679 H9 49C 33 49C H10 H10 H 0 1 N N N -11.480 -11.060 19.744 1.824 -0.192 -1.954 H10 49C 34 49C H11 H11 H 0 1 N N N -10.363 -11.219 17.872 -1.181 2.005 -2.041 H11 49C 35 49C H12 H12 H 0 1 N N N -10.392 -14.359 19.149 -1.241 -1.467 -0.467 H12 49C 36 49C H13 H13 H 0 1 N N N -11.664 -16.378 18.541 -2.463 -3.600 -0.581 H13 49C 37 49C H14 H14 H 0 1 N N N -10.486 -18.350 17.631 -4.906 -3.639 -0.290 H14 49C 38 49C H15 H15 H 0 1 N N N -8.039 -18.301 17.318 -6.137 -1.547 0.115 H15 49C 39 # 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 49C C22 C21 DOUB Y N 1 49C C22 C23 SING Y N 2 49C CL C23 SING N N 3 49C C21 C20 SING Y N 4 49C C23 C18 DOUB Y N 5 49C O15 C14 SING N N 6 49C C20 C19 DOUB Y N 7 49C C18 C19 SING Y N 8 49C C18 S17 SING N N 9 49C S17 C16 SING N N 10 49C C14 C16 DOUB N N 11 49C C14 C13 SING N N 12 49C C16 C2 SING N N 13 49C C13 C4 SING N N 14 49C C2 O1 DOUB N N 15 49C C2 O3 SING N N 16 49C C8 C4 SING N N 17 49C C8 C7 SING N N 18 49C C4 O3 SING N N 19 49C C4 C5 SING N N 20 49C C7 C6 SING N N 21 49C C5 C6 DOUB Y N 22 49C C5 C12 SING Y N 23 49C C6 C9 SING Y N 24 49C C12 C11 DOUB Y N 25 49C C9 C10 DOUB Y N 26 49C C11 C10 SING Y N 27 49C C11 H1 SING N N 28 49C C7 H2 SING N N 29 49C C7 H3 SING N N 30 49C C8 H4 SING N N 31 49C C8 H5 SING N N 32 49C C9 H6 SING N N 33 49C C10 H7 SING N N 34 49C C12 H8 SING N N 35 49C C13 H9 SING N N 36 49C C13 H10 SING N N 37 49C O15 H11 SING N N 38 49C C19 H12 SING N N 39 49C C20 H13 SING N N 40 49C C21 H14 SING N N 41 49C C22 H15 SING N N 42 # 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 49C SMILES ACDLabs 12.01 "Clc4ccccc4SC1=C(O)CC3(OC1=O)c2ccccc2CC3" 49C InChI InChI 1.03 "InChI=1S/C19H15ClO3S/c20-14-7-3-4-8-16(14)24-17-15(21)11-19(23-18(17)22)10-9-12-5-1-2-6-13(12)19/h1-8,21H,9-11H2/t19-/m1/s1" 49C InChIKey InChI 1.03 RBPDUTMGGGWCRQ-LJQANCHMSA-N 49C SMILES_CANONICAL CACTVS 3.385 "OC1=C(Sc2ccccc2Cl)C(=O)O[C@]3(CCc4ccccc34)C1" 49C SMILES CACTVS 3.385 "OC1=C(Sc2ccccc2Cl)C(=O)O[C]3(CCc4ccccc34)C1" 49C SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)CC[C@@]23CC(=C(C(=O)O3)Sc4ccccc4Cl)O" 49C SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)CCC23CC(=C(C(=O)O3)Sc4ccccc4Cl)O" # 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 49C "SYSTEMATIC NAME" ACDLabs 12.01 "(1R)-5'-[(2-chlorophenyl)sulfanyl]-4'-hydroxy-2,3-dihydrospiro[indene-1,2'-pyran]-6'(3'H)-one" 49C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R)-5'-(2-chlorophenyl)sulfanyl-4'-oxidanyl-spiro[1,2-dihydroindene-3,2'-3H-pyran]-6'-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 49C "Create component" 2014-10-28 RCSB 49C "Initial release" 2014-11-12 RCSB #