data_GSX # _chem_comp.id GSX _chem_comp.name "5'-CHLORO-N-{(3S)-1-[(1S)-1-METHYL-2-MORPHOLIN-4-YL-2-OXOETHYL]-2-OXOPYRROLIDIN-3-YL}-2,2'-BITHIOPHENE-5-SULFONAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 Cl N3 O5 S3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-11-02 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 504.043 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GSX _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 GSX CL1 CL1 CL 0 0 N N N 14.105 7.532 26.989 -8.436 -0.591 -3.081 CL1 GSX 1 GSX C1 C1 C 0 1 Y N N 12.418 7.766 26.700 -7.134 -1.581 -2.570 C1 GSX 2 GSX C2 C2 C 0 1 Y N N 11.376 7.380 27.556 -6.115 -2.100 -3.339 C2 GSX 3 GSX C3 C3 C 0 1 Y N N 10.106 7.671 27.002 -5.207 -2.882 -2.567 C3 GSX 4 GSX C4 C4 C 0 1 Y N N 10.193 8.303 25.753 -5.566 -2.929 -1.238 C4 GSX 5 GSX C9 C9 C 0 1 Y N N 9.080 8.698 24.859 -4.894 -3.611 -0.191 C9 GSX 6 GSX C8 C8 C 0 1 Y N N 9.201 9.464 23.688 -4.850 -3.258 1.140 C8 GSX 7 GSX C7 C7 C 0 1 Y N N 7.987 9.623 23.002 -4.078 -4.174 1.911 C7 GSX 8 GSX C6 C6 C 0 1 Y N N 6.927 8.939 23.606 -3.566 -5.184 1.138 C6 GSX 9 GSX S1 S1 S 0 1 N N N 5.229 8.872 23.036 -2.554 -6.586 1.505 S1 GSX 10 GSX O2 O2 O 0 1 N N N 4.523 8.388 24.197 -2.365 -6.637 2.942 O2 GSX 11 GSX O1 O1 O 0 1 N N N 4.817 10.099 22.413 -3.130 -7.718 0.805 O1 GSX 12 GSX N1 N1 N 0 1 N N N 5.271 7.768 21.860 -1.084 -6.159 0.759 N1 GSX 13 GSX C12 C12 C 0 1 N N S 5.471 6.375 22.256 -0.371 -4.939 1.176 C12 GSX 14 GSX C13 C13 C 0 1 N N N 4.294 5.458 21.930 1.069 -5.245 1.572 C13 GSX 15 GSX C14 C14 C 0 1 N N N 4.927 4.100 21.603 1.845 -5.145 0.270 C14 GSX 16 GSX C15 C15 C 0 1 N N N 6.606 5.724 21.476 -0.238 -4.071 -0.051 C15 GSX 17 GSX O3 O3 O 0 1 N N N 7.660 6.290 21.223 -1.146 -3.420 -0.547 O3 GSX 18 GSX N2 N2 N 0 1 N N N 6.276 4.445 21.153 1.071 -4.207 -0.510 N2 GSX 19 GSX C16 C16 C 0 1 N N S 7.205 3.496 20.463 1.596 -3.622 -1.725 C16 GSX 20 GSX C17 C17 C 0 1 N N N 7.218 2.047 21.020 0.796 -4.016 -2.944 C17 GSX 21 GSX C18 C18 C 0 1 N N N 6.985 3.453 18.941 1.514 -2.135 -1.491 C18 GSX 22 GSX O4 O4 O 0 1 N N N 5.897 3.831 18.519 0.993 -1.712 -0.456 O4 GSX 23 GSX N3 N3 N 0 1 N N N 8.010 3.042 18.103 2.052 -1.319 -2.484 N3 GSX 24 GSX C19 C19 C 0 1 N N N 7.744 3.097 16.648 2.678 -1.789 -3.724 C19 GSX 25 GSX C20 C20 C 0 1 N N N 8.683 2.261 15.771 3.963 -1.016 -3.991 C20 GSX 26 GSX O5 O5 O 0 1 N N N 10.001 2.234 16.285 3.708 0.392 -3.990 O5 GSX 27 GSX C22 C22 C 0 1 N N N 10.094 1.697 17.579 3.219 0.824 -2.718 C22 GSX 28 GSX C23 C23 C 0 1 N N N 9.364 2.619 18.557 1.900 0.133 -2.400 C23 GSX 29 GSX S3 S3 S 0 1 Y N N 7.478 8.125 25.025 -4.006 -5.041 -0.507 S3 GSX 30 GSX S6 S6 S 0 1 Y N N 11.821 8.488 25.265 -6.993 -2.035 -0.925 S6 GSX 31 GSX H2 H2 H 0 1 N N N 11.535 6.908 28.540 -6.021 -1.932 -4.404 H2 GSX 32 GSX H3 H3 H 0 1 N N N 9.148 7.430 27.493 -4.337 -3.380 -2.976 H3 GSX 33 GSX H8 H8 H 0 1 N N N 10.154 9.897 23.342 -5.345 -2.387 1.550 H8 GSX 34 GSX H7 H7 H 0 1 N N N 7.877 10.223 22.083 -3.911 -4.090 2.977 H7 GSX 35 GSX H1 H1 H 0 1 N N N 5.979 8.030 21.174 -0.901 -6.480 -0.198 H1 GSX 36 GSX H12 H12 H 0 1 N N N 5.650 6.458 23.353 -0.921 -4.429 1.970 H12 GSX 37 GSX H131 1H13 H 0 0 N N N 3.625 5.849 21.128 1.201 -6.214 2.062 H131 GSX 38 GSX H132 2H13 H 0 0 N N N 3.520 5.414 22.732 1.424 -4.468 2.260 H132 GSX 39 GSX H141 1H14 H 0 0 N N N 4.344 3.483 20.880 2.861 -4.772 0.421 H141 GSX 40 GSX H142 2H14 H 0 0 N N N 4.895 3.364 22.440 1.872 -6.099 -0.265 H142 GSX 41 GSX H16 H16 H 0 1 N N N 8.207 3.930 20.688 2.644 -3.899 -1.821 H16 GSX 42 GSX H171 1H17 H 0 0 N N N 6.183 1.631 21.025 0.309 -3.152 -3.410 H171 GSX 43 GSX H172 2H17 H 0 0 N N N 7.431 2.061 22.114 1.448 -4.473 -3.696 H172 GSX 44 GSX H173 3H17 H 0 0 N N N 7.910 1.340 20.506 0.012 -4.737 -2.685 H173 GSX 45 GSX H191 1H19 H 0 0 N N N 7.741 4.157 16.301 1.953 -1.606 -4.526 H191 GSX 46 GSX H192 2H19 H 0 0 N N N 6.684 2.819 16.444 2.879 -2.862 -3.686 H192 GSX 47 GSX H231 1H23 H 0 0 N N N 9.308 2.150 19.567 1.538 0.436 -1.413 H231 GSX 48 GSX H232 2H23 H 0 0 N N N 9.991 3.509 18.796 1.141 0.409 -3.141 H232 GSX 49 GSX H201 1H20 H 0 0 N N N 8.668 2.611 14.713 4.730 -1.244 -3.241 H201 GSX 50 GSX H202 2H20 H 0 0 N N N 8.286 1.230 15.620 4.366 -1.284 -4.973 H202 GSX 51 GSX H221 1H22 H 0 0 N N N 9.724 0.647 17.630 3.075 1.908 -2.763 H221 GSX 52 GSX H222 2H22 H 0 0 N N N 11.149 1.506 17.884 3.974 0.616 -1.951 H222 GSX 53 # 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 GSX CL1 C1 SING N N 1 GSX C1 C2 DOUB Y N 2 GSX C1 S6 SING Y N 3 GSX C2 C3 SING Y N 4 GSX C2 H2 SING N N 5 GSX C3 C4 DOUB Y N 6 GSX C3 H3 SING N N 7 GSX C4 C9 SING Y N 8 GSX C4 S6 SING Y N 9 GSX C9 C8 DOUB Y N 10 GSX C9 S3 SING Y N 11 GSX C8 C7 SING Y N 12 GSX C8 H8 SING N N 13 GSX C7 C6 DOUB Y N 14 GSX C7 H7 SING N N 15 GSX C6 S1 SING N N 16 GSX C6 S3 SING Y N 17 GSX S1 O2 DOUB N N 18 GSX S1 O1 DOUB N N 19 GSX S1 N1 SING N N 20 GSX N1 C12 SING N N 21 GSX N1 H1 SING N N 22 GSX C12 C13 SING N N 23 GSX C12 C15 SING N N 24 GSX C12 H12 SING N N 25 GSX C13 C14 SING N N 26 GSX C13 H131 SING N N 27 GSX C13 H132 SING N N 28 GSX C14 N2 SING N N 29 GSX C14 H141 SING N N 30 GSX C14 H142 SING N N 31 GSX C15 O3 DOUB N N 32 GSX C15 N2 SING N N 33 GSX N2 C16 SING N N 34 GSX C16 C17 SING N N 35 GSX C16 C18 SING N N 36 GSX C16 H16 SING N N 37 GSX C17 H171 SING N N 38 GSX C17 H172 SING N N 39 GSX C17 H173 SING N N 40 GSX C18 O4 DOUB N N 41 GSX C18 N3 SING N N 42 GSX N3 C19 SING N N 43 GSX N3 C23 SING N N 44 GSX C19 C20 SING N N 45 GSX C19 H191 SING N N 46 GSX C19 H192 SING N N 47 GSX C20 O5 SING N N 48 GSX C20 H201 SING N N 49 GSX C20 H202 SING N N 50 GSX O5 C22 SING N N 51 GSX C22 C23 SING N N 52 GSX C22 H221 SING N N 53 GSX C22 H222 SING N N 54 GSX C23 H231 SING N N 55 GSX C23 H232 SING N N 56 # 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 GSX SMILES ACDLabs 10.04 "Clc4sc(c1sc(cc1)S(=O)(=O)NC3C(=O)N(C(C(=O)N2CCOCC2)C)CC3)cc4" GSX SMILES_CANONICAL CACTVS 3.341 "C[C@H](N1CC[C@H](N[S](=O)(=O)c2sc(cc2)c3sc(Cl)cc3)C1=O)C(=O)N4CCOCC4" GSX SMILES CACTVS 3.341 "C[CH](N1CC[CH](N[S](=O)(=O)c2sc(cc2)c3sc(Cl)cc3)C1=O)C(=O)N4CCOCC4" GSX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](C(=O)N1CCOCC1)N2CC[C@@H](C2=O)NS(=O)(=O)c3ccc(s3)c4ccc(s4)Cl" GSX SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(=O)N1CCOCC1)N2CCC(C2=O)NS(=O)(=O)c3ccc(s3)c4ccc(s4)Cl" GSX InChI InChI 1.03 "InChI=1S/C19H22ClN3O5S3/c1-12(18(24)22-8-10-28-11-9-22)23-7-6-13(19(23)25)21-31(26,27)17-5-3-15(30-17)14-2-4-16(20)29-14/h2-5,12-13,21H,6-11H2,1H3/t12-,13-/m0/s1" GSX InChIKey InChI 1.03 NAHOZYBRUMVDSR-STQMWFEESA-N # 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 GSX "SYSTEMATIC NAME" ACDLabs 10.04 "5'-chloro-N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}-2,2'-bithiophene-5-sulfonamide" GSX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-(5-chlorothiophen-2-yl)-N-[(3S)-1-[(2S)-1-morpholin-4-yl-1-oxo-propan-2-yl]-2-oxo-pyrrolidin-3-yl]thiophene-2-sulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GSX "Create component" 2006-11-02 EBI GSX "Modify aromatic_flag" 2011-06-04 RCSB GSX "Modify descriptor" 2011-06-04 RCSB #