data_GS5 # _chem_comp.id GS5 _chem_comp.name "5-CHLORO-N-{(3S)-1-[(1S)-1-METHYL-2-MORPHOLIN-4-YL-2-OXOETHYL]-2-OXOPYRROLIDIN-3-YL}-1-BENZOTHIOPHENE-2-SULFONAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 Cl N3 O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-08-18 _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 471.978 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GS5 _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 2J38 _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 GS5 CL CL CL 0 0 N N N 13.680 7.313 26.285 -7.090 0.105 1.148 CL GS5 1 GS5 C13 C13 C 0 1 Y N N 11.961 7.532 26.123 -6.255 -1.309 0.632 C13 GS5 2 GS5 C14 C14 C 0 1 Y N N 11.141 7.196 27.221 -6.285 -1.683 -0.704 C14 GS5 3 GS5 C11 C11 C 0 1 Y N N 9.755 7.355 27.094 -5.613 -2.827 -1.139 C11 GS5 4 GS5 C6 C6 C 0 1 Y N N 9.206 7.855 25.872 -4.903 -3.598 -0.198 C6 GS5 5 GS5 C5 C5 C 0 1 Y N N 10.037 8.199 24.770 -4.857 -3.242 1.154 C5 GS5 6 GS5 C10 C10 C 0 1 Y N N 11.430 8.033 24.907 -5.549 -2.076 1.563 C10 GS5 7 GS5 C2 C2 C 0 1 Y N N 9.321 8.677 23.631 -4.075 -4.178 1.911 C2 GS5 8 GS5 C1 C1 C 0 1 Y N N 7.932 8.644 24.005 -3.566 -5.184 1.138 C1 GS5 9 GS5 S4 S4 S 0 1 N N N 6.641 9.149 22.972 -2.554 -6.586 1.505 S4 GS5 10 GS5 O8 O8 O 0 1 N N N 7.117 10.351 22.313 -2.365 -6.637 2.942 O8 GS5 11 GS5 O9 O9 O 0 1 N N N 5.477 9.249 23.809 -3.130 -7.718 0.805 O9 GS5 12 GS5 N7 N7 N 0 1 N N N 6.266 8.032 21.820 -1.084 -6.159 0.759 N7 GS5 13 GS5 C12 C12 C 0 1 N N S 6.217 6.581 22.110 -0.371 -4.939 1.176 C12 GS5 14 GS5 C15 C15 C 0 1 N N N 7.156 5.652 21.348 -0.238 -4.071 -0.051 C15 GS5 15 GS5 O19 O19 O 0 1 N N N 8.276 5.920 20.929 -1.146 -3.420 -0.547 O19 GS5 16 GS5 C16 C16 C 0 1 N N N 4.845 5.926 21.897 1.069 -5.245 1.572 C16 GS5 17 GS5 C20 C20 C 0 1 N N N 5.160 4.442 21.628 1.845 -5.145 0.270 C20 GS5 18 GS5 N18 N18 N 0 1 N N N 6.550 4.459 21.195 1.071 -4.207 -0.510 N18 GS5 19 GS5 C21 C21 C 0 1 N N S 7.288 3.324 20.592 1.596 -3.622 -1.725 C21 GS5 20 GS5 C23 C23 C 0 1 N N N 6.905 1.957 21.182 2.812 -2.763 -1.470 C23 GS5 21 GS5 C22 C22 C 0 1 N N N 7.130 3.373 19.071 1.949 -4.806 -2.589 C22 GS5 22 GS5 O25 O25 O 0 1 N N N 6.281 4.141 18.637 3.102 -5.244 -2.573 O25 GS5 23 GS5 N24 N24 N 0 1 N N N 7.915 2.587 18.248 0.921 -5.340 -3.363 N24 GS5 24 GS5 C26 C26 C 0 1 N N N 7.630 2.567 16.808 1.177 -6.492 -4.226 C26 GS5 25 GS5 C28 C28 C 0 1 N N N 8.925 2.825 16.021 0.060 -7.517 -4.088 C28 GS5 26 GS5 O30 O30 O 0 1 N N N 9.972 1.918 16.404 -1.207 -6.905 -4.344 O30 GS5 27 GS5 C29 C29 C 0 1 N N N 10.306 1.895 17.798 -1.475 -5.866 -3.399 C29 GS5 28 GS5 C27 C27 C 0 1 N N N 9.050 1.727 18.663 -0.423 -4.769 -3.503 C27 GS5 29 GS5 S3 S3 S 0 1 Y N N 7.566 8.092 25.580 -4.005 -5.039 -0.498 S3 GS5 30 GS5 H14 H14 H 0 1 N N N 11.582 6.817 28.158 -6.833 -1.090 -1.433 H14 GS5 31 GS5 H10 H10 H 0 1 N N N 12.104 8.291 24.073 -5.525 -1.783 2.610 H10 GS5 32 GS5 H11 H11 H 0 1 N N N 9.089 7.095 27.934 -5.643 -3.112 -2.187 H11 GS5 33 GS5 H2 H2 H 0 1 N N N 9.744 9.003 22.666 -3.903 -4.102 2.978 H2 GS5 34 GS5 H7 H7 H 0 1 N N N 6.060 8.352 20.874 -0.901 -6.480 -0.198 H7 GS5 35 GS5 H12 H12 H 0 1 N N N 6.462 6.464 23.191 -0.921 -4.429 1.970 H12 GS5 36 GS5 H161 1H16 H 0 0 N N N 4.229 6.410 21.104 1.201 -6.214 2.062 H161 GS5 37 GS5 H162 2H16 H 0 0 N N N 4.127 6.094 22.733 1.424 -4.468 2.260 H162 GS5 38 GS5 H201 1H20 H 0 0 N N N 4.461 3.944 20.916 2.861 -4.772 0.421 H201 GS5 39 GS5 H202 2H20 H 0 0 N N N 4.954 3.764 22.489 1.872 -6.099 -0.265 H202 GS5 40 GS5 H21 H21 H 0 1 N N N 8.369 3.484 20.813 0.800 -3.063 -2.214 H21 GS5 41 GS5 H231 1H23 H 0 0 N N N 7.460 1.103 20.728 3.708 -3.171 -1.953 H231 GS5 42 GS5 H232 2H23 H 0 0 N N N 5.804 1.793 21.113 2.655 -1.754 -1.866 H232 GS5 43 GS5 H233 3H23 H 0 0 N N N 7.023 1.959 22.291 3.021 -2.684 -0.398 H233 GS5 44 GS5 H261 1H26 H 0 0 N N N 6.820 3.281 16.530 2.145 -6.948 -3.999 H261 GS5 45 GS5 H262 2H26 H 0 0 N N N 7.127 1.623 16.492 1.213 -6.109 -5.253 H262 GS5 46 GS5 H271 1H27 H 0 0 N N N 8.739 0.657 18.698 -0.459 -4.302 -4.494 H271 GS5 47 GS5 H272 2H27 H 0 0 N N N 9.291 1.888 19.740 -0.605 -3.993 -2.755 H272 GS5 48 GS5 H281 1H28 H 0 0 N N N 9.253 3.886 16.115 0.198 -8.324 -4.814 H281 GS5 49 GS5 H282 2H28 H 0 0 N N N 8.744 2.795 14.921 0.050 -7.964 -3.086 H282 GS5 50 GS5 H291 1H29 H 0 0 N N N 11.069 1.114 18.025 -1.506 -6.295 -2.390 H291 GS5 51 GS5 H292 2H29 H 0 0 N N N 10.892 2.796 18.095 -2.466 -5.458 -3.621 H292 GS5 52 # 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 GS5 CL C13 SING N N 1 GS5 C13 C14 SING Y N 2 GS5 C13 C10 DOUB Y N 3 GS5 C14 C11 DOUB Y N 4 GS5 C14 H14 SING N N 5 GS5 C11 C6 SING Y N 6 GS5 C11 H11 SING N N 7 GS5 C6 C5 DOUB Y N 8 GS5 C6 S3 SING Y N 9 GS5 C5 C10 SING Y N 10 GS5 C5 C2 SING Y N 11 GS5 C10 H10 SING N N 12 GS5 C2 C1 DOUB Y N 13 GS5 C2 H2 SING N N 14 GS5 C1 S4 SING N N 15 GS5 C1 S3 SING Y N 16 GS5 S4 O8 DOUB N N 17 GS5 S4 O9 DOUB N N 18 GS5 S4 N7 SING N N 19 GS5 N7 C12 SING N N 20 GS5 N7 H7 SING N N 21 GS5 C12 C15 SING N N 22 GS5 C12 C16 SING N N 23 GS5 C12 H12 SING N N 24 GS5 C15 O19 DOUB N N 25 GS5 C15 N18 SING N N 26 GS5 C16 C20 SING N N 27 GS5 C16 H161 SING N N 28 GS5 C16 H162 SING N N 29 GS5 C20 N18 SING N N 30 GS5 C20 H201 SING N N 31 GS5 C20 H202 SING N N 32 GS5 N18 C21 SING N N 33 GS5 C21 C23 SING N N 34 GS5 C21 C22 SING N N 35 GS5 C21 H21 SING N N 36 GS5 C23 H231 SING N N 37 GS5 C23 H232 SING N N 38 GS5 C23 H233 SING N N 39 GS5 C22 O25 DOUB N N 40 GS5 C22 N24 SING N N 41 GS5 N24 C26 SING N N 42 GS5 N24 C27 SING N N 43 GS5 C26 C28 SING N N 44 GS5 C26 H261 SING N N 45 GS5 C26 H262 SING N N 46 GS5 C28 O30 SING N N 47 GS5 C28 H281 SING N N 48 GS5 C28 H282 SING N N 49 GS5 O30 C29 SING N N 50 GS5 C29 C27 SING N N 51 GS5 C29 H291 SING N N 52 GS5 C29 H292 SING N N 53 GS5 C27 H271 SING N N 54 GS5 C27 H272 SING N N 55 # 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 GS5 SMILES ACDLabs 10.04 "O=C(N1CCOCC1)C(N4C(=O)C(NS(=O)(=O)c3sc2ccc(Cl)cc2c3)CC4)C" GS5 SMILES_CANONICAL CACTVS 3.341 "C[C@H](N1CC[C@H](N[S](=O)(=O)c2sc3ccc(Cl)cc3c2)C1=O)C(=O)N4CCOCC4" GS5 SMILES CACTVS 3.341 "C[CH](N1CC[CH](N[S](=O)(=O)c2sc3ccc(Cl)cc3c2)C1=O)C(=O)N4CCOCC4" GS5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](C(=O)N1CCOCC1)N2CC[C@@H](C2=O)NS(=O)(=O)c3cc4cc(ccc4s3)Cl" GS5 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(=O)N1CCOCC1)N2CCC(C2=O)NS(=O)(=O)c3cc4cc(ccc4s3)Cl" GS5 InChI InChI 1.03 "InChI=1S/C19H22ClN3O5S2/c1-12(18(24)22-6-8-28-9-7-22)23-5-4-15(19(23)25)21-30(26,27)17-11-13-10-14(20)2-3-16(13)29-17/h2-3,10-12,15,21H,4-9H2,1H3/t12-,15-/m0/s1" GS5 InChIKey InChI 1.03 LTJNKFUIOOJXNJ-WFASDCNBSA-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 GS5 "SYSTEMATIC NAME" ACDLabs 10.04 "5-chloro-N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}-1-benzothiophene-2-sulfonamide" GS5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-chloro-N-[(3S)-1-[(2S)-1-morpholin-4-yl-1-oxo-propan-2-yl]-2-oxo-pyrrolidin-3-yl]-1-benzothiophene-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 GS5 "Create component" 2006-08-18 RCSB GS5 "Modify descriptor" 2011-06-04 RCSB #