data_GSQ
# 
_chem_comp.id                                    GSQ 
_chem_comp.name                                  5-CHLORO-N-{(3S)-1-[(1S)-1-METHYL-2-MORPHOLIN-4-YL-2-5-CHLORO-N-{(3S)-1-[(1S)-1-METHYL-2-MORPHOLIN-4-YL-2-SULFONAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H23 Cl N4 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-17 
_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                        454.928 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GSQ 
_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        2J2U 
_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 
GSQ CL   CL   CL 0 0 N N N 13.985 7.528  26.187 -7.109 -0.060 0.564  CL   GSQ 1  
GSQ C13  C13  C  0 1 Y N N 12.248 7.699  26.151 -6.206 -1.500 0.283  C13  GSQ 2  
GSQ C14  C14  C  0 1 Y N N 11.493 7.182  27.233 -6.127 -2.025 -1.006 C14  GSQ 3  
GSQ C11  C11  C  0 1 Y N N 10.090 7.297  27.187 -5.402 -3.192 -1.265 C11  GSQ 4  
GSQ C6   C6   C  0 1 Y N N 9.479  7.941  26.083 -4.762 -3.810 -0.185 C6   GSQ 5  
GSQ N1   N1   N  0 1 Y N N 8.152  8.199  25.784 -3.992 -4.950 -0.142 N1   GSQ 6  
GSQ C5   C5   C  0 1 Y N N 10.254 8.482  24.988 -4.824 -3.307 1.116  C5   GSQ 7  
GSQ C10  C10  C  0 1 Y N N 11.642 8.357  25.053 -5.561 -2.129 1.353  C10  GSQ 8  
GSQ C2   C2   C  0 1 Y N N 9.372  9.070  24.037 -4.065 -4.184 1.940  C2   GSQ 9  
GSQ C1   C1   C  0 1 Y N N 8.109  8.841  24.592 -3.566 -5.184 1.138  C1   GSQ 10 
GSQ S4   S4   S  0 1 N N N 6.531  9.282  24.007 -2.554 -6.586 1.505  S4   GSQ 11 
GSQ O8   O8   O  0 1 N N N 5.665  9.173  25.139 -2.365 -6.637 2.942  O8   GSQ 12 
GSQ O9   O9   O  0 1 N N N 6.608  10.509 23.279 -3.130 -7.718 0.805  O9   GSQ 13 
GSQ N7   N7   N  0 1 N N N 6.003  8.268  22.850 -1.084 -6.159 0.759  N7   GSQ 14 
GSQ C12  C12  C  0 1 N N S 6.190  6.819  22.842 -0.371 -4.939 1.176  C12  GSQ 15 
GSQ C15  C15  C  0 1 N N N 7.071  6.248  21.733 -0.238 -4.071 -0.051 C15  GSQ 16 
GSQ O19  O19  O  0 1 N N N 8.136  6.726  21.335 -1.146 -3.420 -0.547 O19  GSQ 17 
GSQ C16  C16  C  0 1 N N N 4.849  6.075  22.718 1.069  -5.245 1.572  C16  GSQ 18 
GSQ C20  C20  C  0 1 N N N 5.051  5.065  21.578 1.845  -5.145 0.270  C20  GSQ 19 
GSQ N18  N18  N  0 1 N N N 6.488  5.117  21.286 1.071  -4.207 -0.510 N18  GSQ 20 
GSQ C21  C21  C  0 1 N N S 7.254  4.043  20.614 1.596  -3.622 -1.725 C21  GSQ 21 
GSQ C23  C23  C  0 1 N N N 6.997  2.701  21.319 2.812  -2.763 -1.470 C23  GSQ 22 
GSQ C22  C22  C  0 1 N N N 7.000  3.870  19.112 1.949  -4.806 -2.589 C22  GSQ 23 
GSQ O25  O25  O  0 1 N N N 5.861  4.010  18.674 3.102  -5.244 -2.573 O25  GSQ 24 
GSQ N24  N24  N  0 1 N N N 8.052  3.553  18.295 0.921  -5.340 -3.363 N24  GSQ 25 
GSQ C26  C26  C  0 1 N N N 9.260  2.789  18.663 1.177  -6.492 -4.226 C26  GSQ 26 
GSQ C28  C28  C  0 1 N N N 9.615  1.691  17.648 0.060  -7.517 -4.088 C28  GSQ 27 
GSQ O30  O30  O  0 1 N N N 9.606  2.256  16.337 -1.207 -6.905 -4.344 O30  GSQ 28 
GSQ C29  C29  C  0 1 N N N 8.331  2.788  15.971 -1.475 -5.866 -3.399 C29  GSQ 29 
GSQ C27  C27  C  0 1 N N N 8.020  3.978  16.889 -0.423 -4.769 -3.503 C27  GSQ 30 
GSQ H14  H14  H  0 1 N N N 11.992 6.701  28.091 -6.633 -1.532 -1.833 H14  GSQ 31 
GSQ H10  H10  H  0 1 N N N 12.270 8.772  24.247 -5.621 -1.721 2.359  H10  GSQ 32 
GSQ H11  H11  H  0 1 N N N 9.472  6.889  28.004 -5.342 -3.601 -2.268 H11  GSQ 33 
GSQ H1   H1   H  0 1 N N N 7.348  7.950  26.360 -3.773 -5.528 -0.942 H1   GSQ 34 
GSQ H2   H2   H  0 1 N N N 9.624  9.581  23.093 -3.902 -4.094 3.005  H2   GSQ 35 
GSQ H7   H7   H  0 1 N N N 5.499  8.678  22.064 -0.901 -6.480 -0.198 H7   GSQ 36 
GSQ H12  H12  H  0 1 N N N 6.647  6.532  23.818 -0.921 -4.429 1.970  H12  GSQ 37 
GSQ H161 1H16 H  0 0 N N N 3.973  6.749  22.572 1.201  -6.214 2.062  H161 GSQ 38 
GSQ H162 2H16 H  0 0 N N N 4.501  5.614  23.671 1.424  -4.468 2.260  H162 GSQ 39 
GSQ H201 1H20 H  0 0 N N N 4.401  5.246  20.691 2.861  -4.772 0.421  H201 GSQ 40 
GSQ H202 2H20 H  0 0 N N N 4.671  4.042  21.805 1.872  -6.099 -0.265 H202 GSQ 41 
GSQ H21  H21  H  0 1 N N N 8.336  4.280  20.741 0.800  -3.063 -2.214 H21  GSQ 42 
GSQ H231 1H23 H  0 0 N N N 7.574  1.892  20.813 3.708  -3.171 -1.953 H231 GSQ 43 
GSQ H232 2H23 H  0 0 N N N 5.910  2.463  21.384 2.655  -1.754 -1.866 H232 GSQ 44 
GSQ H233 3H23 H  0 0 N N N 7.216  2.752  22.411 3.021  -2.684 -0.398 H233 GSQ 45 
GSQ H261 1H26 H  0 0 N N N 9.163  2.364  19.689 2.145  -6.948 -3.999 H261 GSQ 46 
GSQ H262 2H26 H  0 0 N N N 10.126 3.472  18.828 1.213  -6.109 -5.253 H262 GSQ 47 
GSQ H271 1H27 H  0 0 N N N 8.700  4.841  16.698 -0.459 -4.302 -4.494 H271 GSQ 48 
GSQ H272 2H27 H  0 0 N N N 7.055  4.469  16.623 -0.605 -3.993 -2.755 H272 GSQ 49 
GSQ H281 1H28 H  0 0 N N N 8.949  0.801  17.733 0.198  -8.324 -4.814 H281 GSQ 50 
GSQ H282 2H28 H  0 0 N N N 10.580 1.186  17.887 0.050  -7.964 -3.086 H282 GSQ 51 
GSQ H291 1H29 H  0 0 N N N 8.272  3.054  14.890 -1.506 -6.295 -2.390 H291 GSQ 52 
GSQ H292 2H29 H  0 0 N N N 7.526  2.017  15.982 -2.466 -5.458 -3.621 H292 GSQ 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 
GSQ CL  C13  SING N N 1  
GSQ C13 C14  SING Y N 2  
GSQ C13 C10  DOUB Y N 3  
GSQ C14 C11  DOUB Y N 4  
GSQ C14 H14  SING N N 5  
GSQ C11 C6   SING Y N 6  
GSQ C11 H11  SING N N 7  
GSQ C6  N1   SING Y N 8  
GSQ C6  C5   DOUB Y N 9  
GSQ N1  C1   SING Y N 10 
GSQ N1  H1   SING N N 11 
GSQ C5  C10  SING Y N 12 
GSQ C5  C2   SING Y N 13 
GSQ C10 H10  SING N N 14 
GSQ C2  C1   DOUB Y N 15 
GSQ C2  H2   SING N N 16 
GSQ C1  S4   SING N N 17 
GSQ S4  O8   DOUB N N 18 
GSQ S4  O9   DOUB N N 19 
GSQ S4  N7   SING N N 20 
GSQ N7  C12  SING N N 21 
GSQ N7  H7   SING N N 22 
GSQ C12 C15  SING N N 23 
GSQ C12 C16  SING N N 24 
GSQ C12 H12  SING N N 25 
GSQ C15 O19  DOUB N N 26 
GSQ C15 N18  SING N N 27 
GSQ C16 C20  SING N N 28 
GSQ C16 H161 SING N N 29 
GSQ C16 H162 SING N N 30 
GSQ C20 N18  SING N N 31 
GSQ C20 H201 SING N N 32 
GSQ C20 H202 SING N N 33 
GSQ N18 C21  SING N N 34 
GSQ C21 C23  SING N N 35 
GSQ C21 C22  SING N N 36 
GSQ C21 H21  SING N N 37 
GSQ C23 H231 SING N N 38 
GSQ C23 H232 SING N N 39 
GSQ C23 H233 SING N N 40 
GSQ C22 O25  DOUB N N 41 
GSQ C22 N24  SING N N 42 
GSQ N24 C26  SING N N 43 
GSQ N24 C27  SING N N 44 
GSQ C26 C28  SING N N 45 
GSQ C26 H261 SING N N 46 
GSQ C26 H262 SING N N 47 
GSQ C28 O30  SING N N 48 
GSQ C28 H281 SING N N 49 
GSQ C28 H282 SING N N 50 
GSQ O30 C29  SING N N 51 
GSQ C29 C27  SING N N 52 
GSQ C29 H291 SING N N 53 
GSQ C29 H292 SING N N 54 
GSQ C27 H271 SING N N 55 
GSQ C27 H272 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 
GSQ SMILES           ACDLabs              10.04 O=C(N1CCOCC1)C(N4C(=O)C(NS(=O)(=O)c3cc2cc(Cl)ccc2n3)CC4)C                                                                                                         
GSQ InChI            InChI                1.02b InChI=1/C19H23ClN4O5S/c1-12(18(25)23-6-8-29-9-7-23)24-5-4-16(19(24)26)22-30(27,28)17-11-13-10-14(20)2-3-15(13)21-17/h2-3,10-12,16,21-22H,4-9H2,1H3/t12-,16-/m0/s1 
GSQ InChIKey         InChI                1.02b BHNMMFGOJRIAEZ-LRDDRELGBP                                                                                                                                         
GSQ SMILES_CANONICAL CACTVS               3.341 C[C@H](N1CC[C@H](N[S](=O)(=O)c2[nH]c3ccc(Cl)cc3c2)C1=O)C(=O)N4CCOCC4                                                                                              
GSQ SMILES           CACTVS               3.341 C[CH](N1CC[CH](N[S](=O)(=O)c2[nH]c3ccc(Cl)cc3c2)C1=O)C(=O)N4CCOCC4                                                                                                
GSQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](C(=O)N1CCOCC1)N2CC[C@@H](C2=O)NS(=O)(=O)c3cc4cc(ccc4[nH]3)Cl                                                                                              
GSQ SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(=O)N1CCOCC1)N2CCC(C2=O)NS(=O)(=O)c3cc4cc(ccc4[nH]3)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 
GSQ "SYSTEMATIC NAME" ACDLabs              10.04 5-chloro-N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}-1H-indole-2-sulfonamide 
GSQ "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]-1H-indole-2-sulfonamide  
# 
