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                    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                     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 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)17-11-13-10-14(20)2-3-16(13)29-17/h2-3,10-12,15,21H,4-9H2,1H3/t12-,15-/m0/s1 
GS5 InChIKey         InChI                1.02b LTJNKFUIOOJXNJ-WFASDCNBBH                                                                                                                                       
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                                                                                                         
# 
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  
# 
