data_50X
# 
_chem_comp.id                                    50X 
_chem_comp.name                                  "(2R,3R)-4-[(2R)-2-(3-chlorophenyl)pyrrolidin-1-yl]-2,3-dihydroxy-4-oxo-N-[(5-{[2-(trifluoromethyl)-1H-benzimidazol-1-yl]methyl}thiophen-2-yl)methyl]butanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H26 Cl F3 N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-01-22 
_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                        607.044 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     50X 
_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        3LGP 
_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 
50X N1   N1   N  0 1 N N N 5.652  11.772 21.492 -4.593  -0.656 0.928  N1   50X 1  
50X C2   C2   C  0 1 N N R 6.079  12.103 20.149 -5.882  -1.109 1.471  C2   50X 2  
50X C3   C3   C  0 1 N N N 4.859  11.862 19.233 -5.823  -2.648 1.569  C3   50X 3  
50X C4   C4   C  0 1 N N N 3.893  10.971 20.051 -4.299  -2.935 1.607  C4   50X 4  
50X C5   C5   C  0 1 N N N 4.341  11.002 21.550 -3.751  -1.837 0.662  C5   50X 5  
50X C6   C6   C  0 1 Y N N 8.872  5.321  31.694 6.751   1.169  0.997  C6   50X 6  
50X C7   C7   C  0 1 Y N N 9.335  3.974  31.798 7.997   1.236  0.351  C7   50X 7  
50X C8   C8   C  0 1 Y N N 8.416  2.926  32.158 8.697   2.446  0.331  C8   50X 8  
50X C9   C9   C  0 1 Y N N 7.038  3.268  32.416 8.166   3.549  0.936  C9   50X 9  
50X C10  C10  C  0 1 Y N N 6.584  4.630  32.350 6.936   3.484  1.574  C10  50X 10 
50X C11  C11  C  0 1 Y N N 7.504  5.645  31.961 6.228   2.301  1.607  C11  50X 11 
50X N12  N12  N  0 1 Y N N 10.037 6.048  31.319 6.313   -0.131 0.845  N12  50X 12 
50X C13  C13  C  0 1 Y N N 11.075 5.115  31.207 7.264   -0.799 0.139  C13  50X 13 
50X N14  N14  N  0 1 Y N N 10.665 3.893  31.500 8.252   -0.002 -0.146 N14  50X 14 
50X C15  C15  C  0 1 Y N N 7.690  8.088  28.059 2.104   0.155  -1.212 C15  50X 15 
50X S16  S16  S  0 1 Y N N 7.786  8.287  29.803 2.911   0.872  0.177  S16  50X 16 
50X C17  C17  C  0 1 Y N N 9.461  7.848  29.783 3.977   -0.520 0.314  C17  50X 17 
50X C18  C18  C  0 1 Y N N 9.843  7.424  28.483 3.685   -1.403 -0.642 C18  50X 18 
50X C19  C19  C  0 1 Y N N 8.876  7.701  27.460 2.651   -1.031 -1.484 C19  50X 19 
50X C20  C20  C  0 1 N N N 6.450  12.228 22.569 -4.242  0.626  0.705  C20  50X 20 
50X C21  C21  C  0 1 N N R 5.978  11.657 23.971 -2.884  0.947  0.136  C21  50X 21 
50X C22  C22  C  0 1 N N R 6.521  10.279 23.990 -2.779  0.384  -1.283 C22  50X 22 
50X C23  C23  C  0 1 N N N 6.023  9.346  25.068 -1.470  0.809  -1.897 C23  50X 23 
50X O24  O24  O  0 1 N N N 4.909  8.825  25.038 -1.463  1.548  -2.858 O24  50X 24 
50X N25  N25  N  0 1 N N N 6.869  9.196  26.152 -0.307  0.368  -1.377 N25  50X 25 
50X O26  O26  O  0 1 N N N 6.467  12.514 24.984 -2.704  2.364  0.101  O26  50X 26 
50X C27  C27  C  0 1 N N N 6.494  8.577  27.387 0.965   0.781  -1.974 C27  50X 27 
50X O28  O28  O  0 1 N N N 7.959  10.454 23.940 -3.860  0.882  -2.073 O28  50X 28 
50X O29  O29  O  0 1 N N N 7.426  13.090 22.436 -5.018  1.521  0.962  O29  50X 29 
50X C30  C30  C  0 1 N N N 10.170 7.503  31.072 5.056   -0.688 1.352  C30  50X 30 
50X C31  C31  C  0 1 N N N 12.507 5.462  30.831 7.188   -2.253 -0.251 C31  50X 31 
50X F32  F32  F  0 1 N N N 13.171 4.324  30.588 6.762   -3.009 0.846  F32  50X 32 
50X F33  F33  F  0 1 N N N 12.615 6.245  29.655 6.281   -2.406 -1.304 F33  50X 33 
50X F34  F34  F  0 1 N N N 13.160 6.045  31.931 8.453   -2.693 -0.657 F34  50X 34 
50X C35  C35  C  0 1 Y N N 7.318  11.314 19.772 -7.001  -0.693 0.550  C35  50X 35 
50X C36  C36  C  0 1 Y N N 7.490  9.954  20.156 -8.193  -0.232 1.076  C36  50X 36 
50X C37  C37  C  0 1 Y N N 8.670  9.249  19.771 -9.220  0.149  0.230  C37  50X 37 
50X C38  C38  C  0 1 Y N N 9.678  9.890  19.021 -9.052  0.068  -1.141 C38  50X 38 
50X C39  C39  C  0 1 Y N N 9.490  11.260 18.636 -7.859  -0.393 -1.665 C39  50X 39 
50X C40  C40  C  0 1 Y N N 8.327  11.970 19.006 -6.832  -0.768 -0.820 C40  50X 40 
50X CL41 CL41 CL 0 0 N N N 8.828  7.600  20.244 -10.718 0.728  0.889  CL41 50X 41 
50X H2   H2   H  0 1 N N N 6.390  13.153 20.049 -6.039  -0.680 2.461  H2   50X 42 
50X H3   H3   H  0 1 N N N 4.378  12.814 18.965 -6.304  -2.995 2.484  H3   50X 43 
50X H3A  H3A  H  0 1 N N N 5.162  11.358 18.304 -6.280  -3.108 0.693  H3A  50X 44 
50X H4   H4   H  0 1 N N N 2.866  11.354 19.961 -3.904  -2.815 2.616  H4   50X 45 
50X H4A  H4A  H  0 1 N N N 3.927  9.939  19.673 -4.079  -3.930 1.219  H4A  50X 46 
50X H5   H5   H  0 1 N N N 4.480  9.989  21.956 -3.854  -2.149 -0.377 H5   50X 47 
50X H5A  H5A  H  0 1 N N N 3.599  11.506 22.187 -2.709  -1.618 0.892  H5A  50X 48 
50X H8   H8   H  0 1 N N N 8.752  1.902  32.234 9.656   2.508  -0.163 H8   50X 49 
50X H9   H9   H  0 1 N N N 6.335  2.486  32.663 8.710   4.482  0.918  H9   50X 50 
50X H10  H10  H  0 1 N N N 5.561  4.880  32.592 6.530   4.365  2.048  H10  50X 51 
50X H11  H11  H  0 1 N N N 7.167  6.667  31.867 5.270   2.256  2.104  H11  50X 52 
50X H18  H18  H  0 1 N N N 10.784 6.934  28.281 4.214   -2.338 -0.750 H18  50X 53 
50X H19  H19  H  0 1 N N N 9.046  7.621  26.396 2.313   -1.653 -2.299 H19  50X 54 
50X H21  H21  H  0 1 N N N 4.891  11.618 24.138 -2.112  0.498  0.762  H21  50X 55 
50X H22  H22  H  0 1 N N N 6.137  9.717  23.126 -2.827  -0.704 -1.247 H22  50X 56 
50X HN25 HN25 H  0 0 N N N 7.803  9.542  26.067 -0.313  -0.223 -0.608 HN25 50X 57 
50X HO26 HO26 H  0 0 N N N 7.055  13.154 24.601 -3.357  2.830  -0.439 HO26 50X 58 
50X H27  H27  H  0 1 N N N 5.814  7.736  27.186 1.052   1.867  -1.929 H27  50X 59 
50X H27A H27A H  0 0 N N N 5.985  9.312  28.028 1.001   0.456  -3.014 H27A 50X 60 
50X HO28 HO28 H  0 0 N N N 8.382  9.604  23.949 -3.880  1.846  -2.149 HO28 50X 61 
50X H30  H30  H  0 1 N N N 9.718  8.062  31.904 5.190   -1.748 1.568  H30  50X 62 
50X H30A H30A H  0 0 N N N 11.234 7.769  30.991 4.768   -0.165 2.264  H30A 50X 63 
50X H36  H36  H  0 1 N N N 6.729  9.456  20.738 -8.324  -0.169 2.146  H36  50X 64 
50X H38  H38  H  0 1 N N N 10.576 9.359  18.741 -9.853  0.366  -1.801 H38  50X 65 
50X H39  H39  H  0 1 N N N 10.252 11.756 18.053 -7.728  -0.456 -2.735 H39  50X 66 
50X H40  H40  H  0 1 N N N 8.202  13.002 18.711 -5.900  -1.129 -1.230 H40  50X 67 
# 
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 
50X C2  N1   SING N N 1  
50X N1  C5   SING N N 2  
50X N1  C20  SING N N 3  
50X C3  C2   SING N N 4  
50X C35 C2   SING N N 5  
50X C2  H2   SING N N 6  
50X C3  C4   SING N N 7  
50X C3  H3   SING N N 8  
50X C3  H3A  SING N N 9  
50X C4  C5   SING N N 10 
50X C4  H4   SING N N 11 
50X C4  H4A  SING N N 12 
50X C5  H5   SING N N 13 
50X C5  H5A  SING N N 14 
50X N12 C6   SING Y N 15 
50X C6  C7   DOUB Y N 16 
50X C6  C11  SING Y N 17 
50X N14 C7   SING Y N 18 
50X C7  C8   SING Y N 19 
50X C8  C9   DOUB Y N 20 
50X C8  H8   SING N N 21 
50X C10 C9   SING Y N 22 
50X C9  H9   SING N N 23 
50X C11 C10  DOUB Y N 24 
50X C10 H10  SING N N 25 
50X C11 H11  SING N N 26 
50X C30 N12  SING N N 27 
50X C13 N12  SING Y N 28 
50X C31 C13  SING N N 29 
50X C13 N14  DOUB Y N 30 
50X C27 C15  SING N N 31 
50X C19 C15  DOUB Y N 32 
50X C15 S16  SING Y N 33 
50X C17 S16  SING Y N 34 
50X C18 C17  DOUB Y N 35 
50X C17 C30  SING N N 36 
50X C19 C18  SING Y N 37 
50X C18 H18  SING N N 38 
50X C19 H19  SING N N 39 
50X O29 C20  DOUB N N 40 
50X C20 C21  SING N N 41 
50X C21 C22  SING N N 42 
50X C21 O26  SING N N 43 
50X C21 H21  SING N N 44 
50X O28 C22  SING N N 45 
50X C22 C23  SING N N 46 
50X C22 H22  SING N N 47 
50X O24 C23  DOUB N N 48 
50X C23 N25  SING N N 49 
50X N25 C27  SING N N 50 
50X N25 HN25 SING N N 51 
50X O26 HO26 SING N N 52 
50X C27 H27  SING N N 53 
50X C27 H27A SING N N 54 
50X O28 HO28 SING N N 55 
50X C30 H30  SING N N 56 
50X C30 H30A SING N N 57 
50X F33 C31  SING N N 58 
50X F32 C31  SING N N 59 
50X C31 F34  SING N N 60 
50X C40 C35  DOUB Y N 61 
50X C35 C36  SING Y N 62 
50X C37 C36  DOUB Y N 63 
50X C36 H36  SING N N 64 
50X C38 C37  SING Y N 65 
50X C37 CL41 SING N N 66 
50X C39 C38  DOUB Y N 67 
50X C38 H38  SING N N 68 
50X C39 C40  SING Y N 69 
50X C39 H39  SING N N 70 
50X C40 H40  SING N N 71 
# 
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 
50X SMILES_CANONICAL CACTVS               3.352 "O[C@H]([C@@H](O)C(=O)N1CCC[C@@H]1c2cccc(Cl)c2)C(=O)NCc3sc(Cn4c5ccccc5nc4C(F)(F)F)cc3" 
50X SMILES           CACTVS               3.352 "O[CH]([CH](O)C(=O)N1CCC[CH]1c2cccc(Cl)c2)C(=O)NCc3sc(Cn4c5ccccc5nc4C(F)(F)F)cc3" 
50X SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc2c(c1)nc(n2Cc3ccc(s3)CNC(=O)[C@@H]([C@H](C(=O)N4CCC[C@@H]4c5cccc(c5)Cl)O)O)C(F)(F)F" 
50X SMILES           "OpenEye OEToolkits" 1.7.0 "c1ccc2c(c1)nc(n2Cc3ccc(s3)CNC(=O)C(C(C(=O)N4CCCC4c5cccc(c5)Cl)O)O)C(F)(F)F" 
50X InChI            InChI                1.03  
"InChI=1S/C28H26ClF3N4O4S/c29-17-6-3-5-16(13-17)21-9-4-12-35(21)26(40)24(38)23(37)25(39)33-14-18-10-11-19(41-18)15-36-22-8-2-1-7-20(22)34-27(36)28(30,31)32/h1-3,5-8,10-11,13,21,23-24,37-38H,4,9,12,14-15H2,(H,33,39)/t21-,23-,24-/m1/s1" 
50X InChIKey         InChI                1.03  JSNHRUZOJTYCCL-GMKZXUHWSA-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 
50X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R,3R)-4-[(2R)-2-(3-chlorophenyl)pyrrolidin-1-yl]-2,3-dihydroxy-4-oxo-N-[[5-[[2-(trifluoromethyl)benzimidazol-1-yl]methyl]thiophen-2-yl]methyl]butanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
50X "Create component"     2010-01-22 RCSB 
50X "Modify aromatic_flag" 2011-06-04 RCSB 
50X "Modify descriptor"    2011-06-04 RCSB 
# 
