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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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                1.02b PHLKBODTBJLXRD-WFASDCNBBK                                                                                                                                       
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                                                                                                         
# 
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  
# 
