data_461
# 
_chem_comp.id                                    461 
_chem_comp.name                                  "(E)-2-(5-CHLOROTHIOPHEN-2-YL)-N-[(3S)-1-{4-[(1R)-1-(DIMETHYLAMINO)ETHYL]-2-FLUOROPHENYL}-2-OXOPYRROLIDIN-3-YL]ETHENESULFONAMIDE" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H23 Cl F N3 O3 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-11-16 
_chem_comp.pdbx_modified_date                    2011-06-04 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        471.996 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     461 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2WYG 
_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 
461 CL1  CL1  CL 0 0 N N N 13.836 7.420  26.202 3.632  -5.099 0.908  CL1  461 1  
461 C1   C1   C  0 1 Y N N 12.109 7.582  26.326 3.856  -3.572 0.113  C1   461 2  
461 C2   C2   C  0 1 Y N N 11.353 7.117  27.352 4.457  -3.400 -1.070 C2   461 3  
461 C3   C3   C  0 1 Y N N 10.003 7.406  27.151 4.522  -2.095 -1.509 C3   461 4  
461 S2   S2   S  0 1 Y N N 11.219 8.399  25.102 3.319  -2.018 0.738  S2   461 5  
461 C4   C4   C  0 1 Y N N 9.745  8.098  25.973 3.965  -1.191 -0.673 C4   461 6  
461 C5   C5   C  0 1 N N N 8.419  8.529  25.531 3.905  0.259  -0.909 C5   461 7  
461 C6   C6   C  0 1 N N N 8.076  8.963  24.306 3.330  1.056  -0.013 C6   461 8  
461 S1   S1   S  0 1 N N N 6.410  9.418  24.047 3.258  2.793  -0.296 S1   461 9  
461 O2   O2   O  0 1 N N N 6.368  10.659 23.332 3.710  3.414  0.900  O2   461 10 
461 O1   O1   O  0 1 N N N 5.702  9.201  25.263 3.858  3.019  -1.564 O1   461 11 
461 N1   N1   N  0 1 N N N 5.820  8.389  22.949 1.660  3.198  -0.457 N1   461 12 
461 C12  C12  C  0 1 N N S 5.959  6.970  23.163 0.748  3.045  0.679  C12  461 13 
461 C13  C13  C  0 1 N N N 4.640  6.216  22.936 -0.313 4.170  0.677  C13  461 14 
461 C14  C14  C  0 1 N N N 4.949  5.076  21.949 -1.480 3.502  -0.084 C14  461 15 
461 C50  C50  C  0 1 N N N 6.888  6.416  22.098 -0.060 1.773  0.543  C50  461 16 
461 O3   O3   O  0 1 N N N 7.994  6.856  21.805 0.354  0.659  0.781  O3   461 17 
461 N2   N2   N  0 1 N N N 6.314  5.338  21.509 -1.304 2.059  0.120  N2   461 18 
461 C15  C15  C  0 1 Y N N 7.005  4.544  20.553 -2.303 1.103  -0.099 C15  461 19 
461 C21  C21  C  0 1 Y N N 7.552  5.155  19.443 -3.163 0.744  0.934  C21  461 20 
461 F1   F1   F  0 1 N N N 7.400  6.475  19.290 -3.035 1.317  2.150  F1   461 21 
461 C22  C22  C  0 1 Y N N 7.168  3.174  20.727 -2.442 0.516  -1.349 C22  461 22 
461 C26  C26  C  0 1 Y N N 7.869  2.453  19.759 -3.429 -0.428 -1.562 C26  461 23 
461 C27  C27  C  0 1 Y N N 8.421  3.082  18.632 -4.279 -0.787 -0.533 C27  461 24 
461 C24  C24  C  0 1 Y N N 8.251  4.456  18.480 -4.148 -0.201 0.713  C24  461 25 
461 C28  C28  C  0 1 N N R 9.168  2.328  17.547 -5.354 -1.816 -0.770 C28  461 26 
461 C7   C7   C  0 1 N N N 10.060 1.185  18.063 -4.892 -3.171 -0.229 C7   461 27 
461 N3   N3   N  0 1 N N N 8.220  1.863  16.504 -6.584 -1.407 -0.080 N3   461 28 
461 C11  C11  C  0 1 N N N 7.212  0.878  16.933 -7.007 -0.066 -0.507 C11  461 29 
461 C10  C10  C  0 1 N N N 7.610  2.915  15.669 -7.657 -2.388 -0.289 C10  461 30 
461 H2   H2   H  0 1 N N N 11.745 6.592  28.211 4.863  -4.223 -1.639 H2   461 31 
461 H3   H3   H  0 1 N N N 9.229  7.118  27.847 4.980  -1.817 -2.446 H3   461 32 
461 H51C H51C H  0 0 N N N 7.631  8.495  26.268 4.327  0.678  -1.811 H51C 461 33 
461 H61C H61C H  0 0 N N N 8.804  9.028  23.511 2.908  0.637  0.889  H61C 461 34 
461 H1   H1   H  0 1 N N N 4.838  8.570  22.894 1.328  3.535  -1.303 H1   461 35 
461 H12  H12  H  0 1 N N N 6.314  6.837  24.196 1.304  3.047  1.617  H12  461 36 
461 H131 H131 H  0 0 N N N 4.261  5.810  23.886 -0.608 4.431  1.693  H131 461 37 
461 H132 H132 H  0 0 N N N 3.865  6.886  22.535 0.050  5.048  0.141  H132 461 38 
461 H141 H141 H  0 0 N N N 4.870  4.094  22.438 -2.434 3.828  0.329  H141 461 39 
461 H142 H142 H  0 0 N N N 4.238  5.047  21.110 -1.425 3.743  -1.145 H142 461 40 
461 H22  H22  H  0 1 N N N 6.760  2.677  21.595 -1.780 0.796  -2.154 H22  461 41 
461 H24  H24  H  0 1 N N N 8.660  4.967  17.621 -4.816 -0.481 1.514  H24  461 42 
461 H26  H26  H  0 1 N N N 7.989  1.387  19.880 -3.537 -0.885 -2.535 H26  461 43 
461 H28  H28  H  0 1 N N N 9.874  3.044  17.102 -5.548 -1.899 -1.839 H28  461 44 
461 H71C H71C H  0 0 N N N 10.273 0.486  17.241 -4.699 -3.088 0.841  H71C 461 45 
461 H72C H72C H  0 0 N N N 11.004 1.601  18.444 -5.670 -3.915 -0.400 H72C 461 46 
461 H73C H73C H  0 0 N N N 9.540  0.652  18.873 -3.979 -3.474 -0.741 H73C 461 47 
461 H111 H111 H  0 0 N N N 7.367  0.632  17.994 -7.193 -0.069 -1.581 H111 461 48 
461 H112 H112 H  0 0 N N N 6.206  1.301  16.798 -7.920 0.212  0.019  H112 461 49 
461 H113 H113 H  0 0 N N N 7.311  -0.035 16.327 -6.221 0.653  -0.277 H113 461 50 
461 H101 H101 H  0 0 N N N 7.458  3.821  16.273 -7.344 -3.357 0.100  H101 461 51 
461 H102 H102 H  0 0 N N N 8.276  3.145  14.824 -8.556 -2.061 0.232  H102 461 52 
461 H103 H103 H  0 0 N N N 6.641  2.563  15.287 -7.867 -2.475 -1.356 H103 461 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 
461 CL1 C1   SING N N 1  
461 C1  C2   DOUB Y N 2  
461 C1  S2   SING Y N 3  
461 C2  C3   SING Y N 4  
461 C3  C4   DOUB Y N 5  
461 S2  C4   SING Y N 6  
461 C4  C5   SING N N 7  
461 C5  C6   DOUB N N 8  
461 C6  S1   SING N N 9  
461 S1  O2   DOUB N E 10 
461 S1  O1   DOUB N N 11 
461 S1  N1   SING N N 12 
461 N1  C12  SING N N 13 
461 C12 C13  SING N N 14 
461 C12 C50  SING N N 15 
461 C13 C14  SING N N 16 
461 C14 N2   SING N N 17 
461 C50 O3   DOUB N N 18 
461 C50 N2   SING N N 19 
461 N2  C15  SING N N 20 
461 C15 C21  SING Y N 21 
461 C15 C22  DOUB Y N 22 
461 C21 F1   SING N N 23 
461 C21 C24  DOUB Y N 24 
461 C22 C26  SING Y N 25 
461 C26 C27  DOUB Y N 26 
461 C27 C24  SING Y N 27 
461 C27 C28  SING N N 28 
461 C28 C7   SING N N 29 
461 C28 N3   SING N N 30 
461 N3  C11  SING N N 31 
461 N3  C10  SING N N 32 
461 C2  H2   SING N N 33 
461 C3  H3   SING N N 34 
461 C5  H51C SING N N 35 
461 C6  H61C SING N N 36 
461 N1  H1   SING N N 37 
461 C12 H12  SING N N 38 
461 C13 H131 SING N N 39 
461 C13 H132 SING N N 40 
461 C14 H141 SING N N 41 
461 C14 H142 SING N N 42 
461 C22 H22  SING N N 43 
461 C24 H24  SING N N 44 
461 C26 H26  SING N N 45 
461 C28 H28  SING N N 46 
461 C7  H71C SING N N 47 
461 C7  H72C SING N N 48 
461 C7  H73C SING N N 49 
461 C11 H111 SING N N 50 
461 C11 H112 SING N N 51 
461 C11 H113 SING N N 52 
461 C10 H101 SING N N 53 
461 C10 H102 SING N N 54 
461 C10 H103 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 
461 SMILES           ACDLabs              10.04 "Clc3sc(/C=C/S(=O)(=O)NC2C(=O)N(c1ccc(cc1F)C(N(C)C)C)CC2)cc3"                                                                                                                
461 SMILES_CANONICAL CACTVS               3.352 "C[C@@H](N(C)C)c1ccc(N2CC[C@H](N[S](=O)(=O)/C=C/c3sc(Cl)cc3)C2=O)c(F)c1"                                                                                                     
461 SMILES           CACTVS               3.352 "C[CH](N(C)C)c1ccc(N2CC[CH](N[S](=O)(=O)C=Cc3sc(Cl)cc3)C2=O)c(F)c1"                                                                                                          
461 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "C[C@H](c1ccc(c(c1)F)N2CC[C@@H](C2=O)NS(=O)(=O)\C=C\c3ccc(s3)Cl)N(C)C"                                                                                                       
461 SMILES           "OpenEye OEToolkits" 1.6.1 "CC(c1ccc(c(c1)F)N2CCC(C2=O)NS(=O)(=O)C=Cc3ccc(s3)Cl)N(C)C"                                                                                                                  
461 InChI            InChI                1.03  "InChI=1S/C20H23ClFN3O3S2/c1-13(24(2)3)14-4-6-18(16(22)12-14)25-10-8-17(20(25)26)23-30(27,28)11-9-15-5-7-19(21)29-15/h4-7,9,11-13,17,23H,8,10H2,1-3H3/b11-9+/t13-,17+/m1/s1" 
461 InChIKey         InChI                1.03  AFDHTIFDRFSZDA-IUJLQVPDSA-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 
461 "SYSTEMATIC NAME" ACDLabs              10.04 "(E)-2-(5-chlorothiophen-2-yl)-N-[(3S)-1-{4-[(1R)-1-(dimethylamino)ethyl]-2-fluorophenyl}-2-oxopyrrolidin-3-yl]ethenesulfonamide" 
461 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(E)-2-(5-chlorothiophen-2-yl)-N-[(3S)-1-[4-[(1R)-1-dimethylaminoethyl]-2-fluoro-phenyl]-2-oxo-pyrrolidin-3-yl]ethenesulfonamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
461 "Create component"     2009-11-16 EBI  
461 "Modify aromatic_flag" 2011-06-04 RCSB 
461 "Modify descriptor"    2011-06-04 RCSB 
# 
