data_GS6 # _chem_comp.id GS6 _chem_comp.name "6-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 GS6 _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 2J34 _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 GS6 CL CL CL 0 0 N N N 13.768 7.308 26.665 -7.161 -0.729 -1.841 CL GS6 1 GS6 C1 C1 C 0 1 Y N N 12.062 7.535 26.387 -6.287 -1.684 -0.705 C1 GS6 2 GS6 C2 C2 C 0 1 Y N N 11.635 8.139 25.191 -5.615 -2.828 -1.139 C2 GS6 3 GS6 C3 C3 C 0 1 Y N N 10.239 8.321 24.926 -4.904 -3.598 -0.198 C3 GS6 4 GS6 C4 C4 C 0 1 Y N N 9.309 7.867 25.895 -4.858 -3.242 1.153 C4 GS6 5 GS6 C5 C5 C 0 1 Y N N 7.953 8.106 25.524 -4.075 -4.177 1.911 C5 GS6 6 GS6 C9 C9 C 0 1 Y N N 9.737 7.267 27.103 -5.550 -2.076 1.562 C9 GS6 7 GS6 C10 C10 C 0 1 Y N N 11.119 7.097 27.359 -6.256 -1.310 0.631 C10 GS6 8 GS6 C6 C6 C 0 1 Y N N 7.963 8.724 24.240 -3.566 -5.184 1.138 C6 GS6 9 GS6 S1 S1 S 0 1 N N N 6.458 9.125 23.483 -2.554 -6.586 1.505 S1 GS6 10 GS6 O2 O2 O 0 1 N N N 5.474 9.117 24.505 -2.365 -6.637 2.942 O2 GS6 11 GS6 O1 O1 O 0 1 N N N 6.592 10.314 22.694 -3.130 -7.718 0.805 O1 GS6 12 GS6 N1 N1 N 0 1 N N N 6.053 8.010 22.361 -1.084 -6.159 0.759 N1 GS6 13 GS6 C12 C12 C 0 1 N N S 6.129 6.549 22.564 -0.371 -4.939 1.176 C12 GS6 14 GS6 C13 C13 C 0 1 N N N 4.784 5.839 22.337 1.069 -5.245 1.572 C13 GS6 15 GS6 C14 C14 C 0 1 N N N 5.126 4.517 21.628 1.845 -5.145 0.270 C14 GS6 16 GS6 C15 C15 C 0 1 N N N 7.134 5.751 21.722 -0.238 -4.071 -0.051 C15 GS6 17 GS6 O3 O3 O 0 1 N N N 8.273 6.108 21.451 -1.146 -3.420 -0.547 O3 GS6 18 GS6 N2 N2 N 0 1 N N N 6.562 4.587 21.335 1.071 -4.207 -0.510 N2 GS6 19 GS6 C16 C16 C 0 1 N N S 7.335 3.489 20.680 1.596 -3.622 -1.725 C16 GS6 20 GS6 C17 C17 C 0 1 N N N 7.007 2.091 21.254 2.812 -2.763 -1.470 C17 GS6 21 GS6 C18 C18 C 0 1 N N N 7.113 3.460 19.173 1.949 -4.806 -2.589 C18 GS6 22 GS6 O4 O4 O 0 1 N N N 6.140 4.056 18.730 3.102 -5.244 -2.573 O4 GS6 23 GS6 N3 N3 N 0 1 N N N 8.004 2.786 18.379 0.921 -5.340 -3.363 N3 GS6 24 GS6 C19 C19 C 0 1 N N N 7.722 2.727 16.936 1.177 -6.492 -4.226 C19 GS6 25 GS6 C20 C20 C 0 1 N N N 8.990 2.746 16.071 0.060 -7.517 -4.088 C20 GS6 26 GS6 O5 O5 O 0 1 N N N 9.914 1.764 16.541 -1.207 -6.905 -4.344 O5 GS6 27 GS6 C22 C22 C 0 1 N N N 10.383 2.071 17.849 -1.475 -5.866 -3.399 C22 GS6 28 GS6 C23 C23 C 0 1 N N N 9.229 2.091 18.852 -0.423 -4.769 -3.503 C23 GS6 29 GS6 S2 S2 S 0 1 Y N N 9.528 9.006 23.550 -4.005 -5.039 -0.498 S2 GS6 30 GS6 H2 H2 H 0 1 N N N 12.381 8.475 24.451 -5.636 -3.124 -2.185 H2 GS6 31 GS6 H10 H10 H 0 1 N N N 11.460 6.631 28.299 -6.778 -0.420 0.972 H10 GS6 32 GS6 H5 H5 H 0 1 N N N 7.060 7.858 26.122 -3.903 -4.101 2.978 H5 GS6 33 GS6 H9 H9 H 0 1 N N N 8.993 6.932 27.846 -5.535 -1.771 2.606 H9 GS6 34 GS6 H1 H1 H 0 1 N N N 5.724 8.346 21.456 -0.901 -6.480 -0.198 H1 GS6 35 GS6 H12 H12 H 0 1 N N N 6.403 6.386 23.632 -0.921 -4.429 1.970 H12 GS6 36 GS6 H131 1H13 H 0 0 N N N 4.038 6.460 21.789 1.201 -6.214 2.062 H131 GS6 37 GS6 H132 2H13 H 0 0 N N N 4.187 5.705 23.269 1.424 -4.468 2.260 H132 GS6 38 GS6 H141 1H14 H 0 0 N N N 4.496 4.314 20.731 2.861 -4.772 0.421 H141 GS6 39 GS6 H142 2H14 H 0 0 N N N 4.831 3.610 22.205 1.872 -6.099 -0.265 H142 GS6 40 GS6 H16 H16 H 0 1 N N N 8.418 3.683 20.859 0.800 -3.063 -2.214 H16 GS6 41 GS6 H171 1H17 H 0 0 N N N 7.584 1.272 20.765 3.708 -3.171 -1.953 H171 GS6 42 GS6 H172 2H17 H 0 0 N N N 5.911 1.889 21.207 2.655 -1.754 -1.866 H172 GS6 43 GS6 H173 3H17 H 0 0 N N N 7.149 2.072 22.360 3.021 -2.684 -0.398 H173 GS6 44 GS6 H191 1H19 H 0 0 N N N 7.024 3.542 16.635 2.145 -6.948 -3.999 H191 GS6 45 GS6 H192 2H19 H 0 0 N N N 7.088 1.843 16.691 1.213 -6.109 -5.253 H192 GS6 46 GS6 H231 1H23 H 0 0 N N N 8.983 1.054 19.178 -0.459 -4.302 -4.494 H231 GS6 47 GS6 H232 2H23 H 0 0 N N N 9.568 2.523 19.822 -0.605 -3.993 -2.755 H232 GS6 48 GS6 H201 1H20 H 0 0 N N N 9.448 3.761 16.021 0.198 -8.324 -4.814 H201 GS6 49 GS6 H202 2H20 H 0 0 N N N 8.759 2.619 14.988 0.050 -7.964 -3.086 H202 GS6 50 GS6 H221 1H22 H 0 0 N N N 11.195 1.377 18.169 -1.506 -6.295 -2.390 H221 GS6 51 GS6 H222 2H22 H 0 0 N N N 10.960 3.025 17.866 -2.466 -5.458 -3.621 H222 GS6 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 GS6 CL C1 SING N N 1 GS6 C1 C2 DOUB Y N 2 GS6 C1 C10 SING Y N 3 GS6 C2 C3 SING Y N 4 GS6 C2 H2 SING N N 5 GS6 C3 C4 DOUB Y N 6 GS6 C3 S2 SING Y N 7 GS6 C4 C5 SING Y N 8 GS6 C4 C9 SING Y N 9 GS6 C5 C6 DOUB Y N 10 GS6 C5 H5 SING N N 11 GS6 C9 C10 DOUB Y N 12 GS6 C9 H9 SING N N 13 GS6 C10 H10 SING N N 14 GS6 C6 S1 SING N N 15 GS6 C6 S2 SING Y N 16 GS6 S1 O2 DOUB N N 17 GS6 S1 O1 DOUB N N 18 GS6 S1 N1 SING N N 19 GS6 N1 C12 SING N N 20 GS6 N1 H1 SING N N 21 GS6 C12 C13 SING N N 22 GS6 C12 C15 SING N N 23 GS6 C12 H12 SING N N 24 GS6 C13 C14 SING N N 25 GS6 C13 H131 SING N N 26 GS6 C13 H132 SING N N 27 GS6 C14 N2 SING N N 28 GS6 C14 H141 SING N N 29 GS6 C14 H142 SING N N 30 GS6 C15 O3 DOUB N N 31 GS6 C15 N2 SING N N 32 GS6 N2 C16 SING N N 33 GS6 C16 C17 SING N N 34 GS6 C16 C18 SING N N 35 GS6 C16 H16 SING N N 36 GS6 C17 H171 SING N N 37 GS6 C17 H172 SING N N 38 GS6 C17 H173 SING N N 39 GS6 C18 O4 DOUB N N 40 GS6 C18 N3 SING N N 41 GS6 N3 C19 SING N N 42 GS6 N3 C23 SING N N 43 GS6 C19 C20 SING N N 44 GS6 C19 H191 SING N N 45 GS6 C19 H192 SING N N 46 GS6 C20 O5 SING N N 47 GS6 C20 H201 SING N N 48 GS6 C20 H202 SING N N 49 GS6 O5 C22 SING N N 50 GS6 C22 C23 SING N N 51 GS6 C22 H221 SING N N 52 GS6 C22 H222 SING N N 53 GS6 C23 H231 SING N N 54 GS6 C23 H232 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 GS6 SMILES ACDLabs 10.04 "O=C(N1CCOCC1)C(N4C(=O)C(NS(=O)(=O)c3sc2cc(Cl)ccc2c3)CC4)C" GS6 SMILES_CANONICAL CACTVS 3.341 "C[C@H](N1CC[C@H](N[S](=O)(=O)c2sc3cc(Cl)ccc3c2)C1=O)C(=O)N4CCOCC4" GS6 SMILES CACTVS 3.341 "C[CH](N1CC[CH](N[S](=O)(=O)c2sc3cc(Cl)ccc3c2)C1=O)C(=O)N4CCOCC4" GS6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](C(=O)N1CCOCC1)N2CC[C@@H](C2=O)NS(=O)(=O)c3cc4ccc(cc4s3)Cl" GS6 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(=O)N1CCOCC1)N2CCC(C2=O)NS(=O)(=O)c3cc4ccc(cc4s3)Cl" GS6 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)17-10-13-2-3-14(20)11-16(13)29-17/h2-3,10-12,15,21H,4-9H2,1H3/t12-,15-/m0/s1" GS6 InChIKey InChI 1.03 PHLKBODTBJLXRD-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 GS6 "SYSTEMATIC NAME" ACDLabs 10.04 "6-chloro-N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}-1-benzothiophene-2-sulfonamide" GS6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-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 GS6 "Create component" 2006-08-18 RCSB GS6 "Modify descriptor" 2011-06-04 RCSB #