data_OYJ
# 
_chem_comp.id                                    OYJ 
_chem_comp.name                                  "(3R,4R)-1-METHANESULFONYL-PYRROLIDINE-3,4-DICARBOXYLIC ACID 3-[(4-CHLORO-3-FLUORO-PHENYL)-AMIDE] 4-{[2-FLUORO-4-(2-OXO-2H-PYRIDIN-1-YL)-PHENYL]-AMIDE}" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H21 Cl F2 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                     2010-04-16 
_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                        550.962 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OYJ 
_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        2XC5 
_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 
OYJ S1   S1   S  0 1 N N N 8.962  70.443 3.064 2.231  5.282  0.155  S1   OYJ 1  
OYJ C2   C2   C  0 1 N N R 9.383  66.550 2.876 0.649  1.647  -0.626 C2   OYJ 2  
OYJ C3   C3   C  0 1 N N R 10.158 66.918 4.166 1.770  1.345  0.403  C3   OYJ 3  
OYJ N4   N4   N  0 1 N N N 9.505  68.881 3.022 1.843  3.690  -0.085 N4   OYJ 4  
OYJ C5   C5   C  0 1 N N N 8.460  65.405 3.184 -0.655 1.030  -0.192 C5   OYJ 5  
OYJ N6   N6   N  0 1 N N N 6.823  59.109 3.097 -6.464 -1.470 0.420  N6   OYJ 6  
OYJ C7   C7   C  0 1 N N N 11.429 66.106 4.320 2.454  0.039  0.089  C7   OYJ 7  
OYJ C8   C8   C  0 1 N N N 8.593  67.830 2.543 0.560  3.188  -0.598 C8   OYJ 8  
OYJ C9   C9   C  0 1 N N N 10.367 68.441 4.113 2.729  2.541  0.180  C9   OYJ 9  
OYJ C10  C10  C  0 1 N N N 5.809  58.751 2.288 -6.889 -2.505 -0.330 C10  OYJ 10 
OYJ C11  C11  C  0 1 Y N N 7.345  60.406 3.099 -5.281 -0.804 0.074  C11  OYJ 11 
OYJ N12  N12  N  0 1 N N N 8.982  64.224 2.925 -1.757 1.178  -0.953 N12  OYJ 12 
OYJ C13  C13  C  0 1 Y N N 8.194  60.772 2.073 -5.332 0.327  -0.732 C13  OYJ 13 
OYJ N14  N14  N  0 1 N N N 12.161 66.305 5.422 3.459  -0.400 0.872  N14  OYJ 14 
OYJ C15  C15  C  0 1 Y N N 8.352  62.965 3.072 -2.941 0.512  -0.608 C15  OYJ 15 
OYJ C16  C16  C  0 1 Y N N 8.683  62.069 2.081 -4.165 0.984  -1.072 C16  OYJ 16 
OYJ C17  C17  C  0 1 Y N N 14.996 63.983 5.294 6.219  -2.792 0.426  C17  OYJ 17 
OYJ C18  C18  C  0 1 Y N N 13.952 64.762 4.823 5.526  -1.646 0.771  C18  OYJ 18 
OYJ O19  O19  O  0 1 N N N 10.151 71.150 3.400 3.647  5.319  0.042  O19  OYJ 19 
OYJ O20  O20  O  0 1 N N N 8.332  70.556 1.791 1.404  5.985  -0.762 O20  OYJ 20 
OYJ C21  C21  C  0 1 N N N 7.371  58.193 3.953 -7.173 -1.062 1.505  C21  OYJ 21 
OYJ C22  C22  C  0 1 Y N N 13.280 65.543 5.753 4.163  -1.559 0.522  C22  OYJ 22 
OYJ O23  O23  O  0 1 N N N 7.352  65.551 3.670 -0.712 0.399  0.843  O23  OYJ 23 
OYJ O24  O24  O  0 1 N N N 11.757 65.286 3.473 2.099  -0.617 -0.868 O24  OYJ 24 
OYJ C25  C25  C  0 1 N N N 5.320  57.430 2.338 -8.074 -3.179 0.008  C25  OYJ 25 
OYJ C26  C26  C  0 1 Y N N 15.364 63.981 6.633 5.552  -3.852 -0.169 C26  OYJ 26 
OYJ O27  O27  O  0 1 N N N 5.330  59.571 1.486 -6.244 -2.857 -1.305 O27  OYJ 27 
OYJ C28  C28  C  0 1 Y N N 6.980  61.303 4.113 -4.060 -1.270 0.542  C28  OYJ 28 
OYJ C29  C29  C  0 1 Y N N 7.493  62.601 4.102 -2.894 -0.614 0.202  C29  OYJ 29 
OYJ C30  C30  C  0 1 N N N 6.920  56.915 4.013 -8.322 -1.687 1.855  C30  OYJ 30 
OYJ C31  C31  C  0 1 N N N 5.869  56.519 3.181 -8.784 -2.774 1.101  C31  OYJ 31 
OYJ C32  C32  C  0 1 Y N N 14.667 64.739 7.554 4.194  -3.766 -0.417 C32  OYJ 32 
OYJ C33  C33  C  0 1 N N N 7.788  70.411 4.444 1.719  5.620  1.862  C33  OYJ 33 
OYJ F34  F34  F  0 1 N N N 9.522  62.445 1.100 -4.212 2.083  -1.856 F34  OYJ 34 
OYJ F35  F35  F  0 1 N N N 15.703 63.225 4.422 7.546  -2.876 0.662  F35  OYJ 35 
OYJ C36  C36  C  0 1 Y N N 13.628 65.505 7.089 3.499  -2.623 -0.073 C36  OYJ 36 
OYJ CL   CL   CL 0 0 N N N 16.652 62.954 7.196 6.423  -5.290 -0.603 CL   OYJ 37 
OYJ H331 H331 H  0 0 N N N 8.340  70.405 5.396 2.261  4.963  2.541  H331 OYJ 38 
OYJ H332 H332 H  0 0 N N N 7.145  71.303 4.399 1.939  6.659  2.108  H332 OYJ 39 
OYJ H333 H333 H  0 0 N N N 7.166  69.506 4.375 0.648  5.442  1.962  H333 OYJ 40 
OYJ H2   H2   H  0 1 N N N 10.023 66.237 2.038 0.931  1.293  -1.618 H2   OYJ 41 
OYJ H3   H3   H  0 1 N N N 9.595  66.660 5.075 1.377  1.343  1.420  H3   OYJ 42 
OYJ H81C H81C H  0 0 N N N 8.386  67.920 1.466 0.389  3.568  -1.605 H81C OYJ 43 
OYJ H82C H82C H  0 0 N N N 7.595  67.866 3.005 -0.250 3.500  0.062  H82C OYJ 44 
OYJ H91C H91C H  0 0 N N N 10.083 68.916 5.063 3.326  2.720  1.074  H91C OYJ 45 
OYJ H92C H92C H  0 0 N N N 11.420 68.715 3.952 3.375  2.354  -0.678 H92C OYJ 46 
OYJ H12  H12  H  0 1 N N N 9.924  64.216 2.589 -1.731 1.745  -1.739 H12  OYJ 47 
OYJ H21  H21  H  0 1 N N N 8.183  58.495 4.597 -6.816 -0.230 2.094  H21  OYJ 48 
OYJ H14  H14  H  0 1 N N N 11.890 67.041 6.042 3.695  0.086  1.677  H14  OYJ 49 
OYJ H25  H25  H  0 1 N N N 4.500  57.140 1.699 -8.419 -4.009 -0.590 H25  OYJ 50 
OYJ H13  H13  H  0 1 N N N 8.466  60.075 1.295 -6.282 0.692  -1.092 H13  OYJ 51 
OYJ H28  H28  H  0 1 N N N 6.306  60.992 4.897 -4.022 -2.147 1.172  H28  OYJ 52 
OYJ H29  H29  H  0 1 N N N 7.228  63.306 4.876 -1.944 -0.980 0.562  H29  OYJ 53 
OYJ H18  H18  H  0 1 N N N 13.674 64.762 3.780 6.045  -0.820 1.235  H18  OYJ 54 
OYJ H30  H30  H  0 1 N N N 7.369  56.210 4.697 -8.877 -1.354 2.719  H30  OYJ 55 
OYJ H36  H36  H  0 1 N N N 13.063 66.099 7.792 2.438  -2.557 -0.268 H36  OYJ 56 
OYJ H31  H31  H  0 1 N N N 5.500  55.504 3.209 -9.697 -3.281 1.376  H31  OYJ 57 
OYJ H32  H32  H  0 1 N N N 14.930 64.729 8.601 3.677  -4.593 -0.880 H32  OYJ 58 
# 
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 
OYJ S1  N4   SING N N 1  
OYJ S1  O19  DOUB N N 2  
OYJ S1  O20  DOUB N N 3  
OYJ S1  C33  SING N N 4  
OYJ C2  C3   SING N N 5  
OYJ C2  C5   SING N N 6  
OYJ C2  C8   SING N N 7  
OYJ C3  C7   SING N N 8  
OYJ C3  C9   SING N N 9  
OYJ N4  C8   SING N N 10 
OYJ N4  C9   SING N N 11 
OYJ C5  N12  SING N N 12 
OYJ C5  O23  DOUB N N 13 
OYJ N6  C10  SING N N 14 
OYJ N6  C11  SING N N 15 
OYJ N6  C21  SING N N 16 
OYJ C7  N14  SING N N 17 
OYJ C7  O24  DOUB N N 18 
OYJ C10 C25  SING N N 19 
OYJ C10 O27  DOUB N N 20 
OYJ C11 C13  SING Y N 21 
OYJ C11 C28  DOUB Y N 22 
OYJ N12 C15  SING N N 23 
OYJ C13 C16  DOUB Y N 24 
OYJ N14 C22  SING N N 25 
OYJ C15 C16  SING Y N 26 
OYJ C15 C29  DOUB Y N 27 
OYJ C16 F34  SING N N 28 
OYJ C17 C18  DOUB Y N 29 
OYJ C17 C26  SING Y N 30 
OYJ C17 F35  SING N N 31 
OYJ C18 C22  SING Y N 32 
OYJ C21 C30  DOUB N N 33 
OYJ C22 C36  DOUB Y N 34 
OYJ C25 C31  DOUB N N 35 
OYJ C26 C32  DOUB Y N 36 
OYJ C26 CL   SING N N 37 
OYJ C28 C29  SING Y N 38 
OYJ C30 C31  SING N N 39 
OYJ C32 C36  SING Y N 40 
OYJ C33 H331 SING N N 41 
OYJ C33 H332 SING N N 42 
OYJ C33 H333 SING N N 43 
OYJ C2  H2   SING N N 44 
OYJ C3  H3   SING N N 45 
OYJ C8  H81C SING N N 46 
OYJ C8  H82C SING N N 47 
OYJ C9  H91C SING N N 48 
OYJ C9  H92C SING N N 49 
OYJ N12 H12  SING N N 50 
OYJ C21 H21  SING N N 51 
OYJ N14 H14  SING N N 52 
OYJ C25 H25  SING N N 53 
OYJ C13 H13  SING N N 54 
OYJ C28 H28  SING N N 55 
OYJ C29 H29  SING N N 56 
OYJ C18 H18  SING N N 57 
OYJ C30 H30  SING N N 58 
OYJ C36 H36  SING N N 59 
OYJ C31 H31  SING N N 60 
OYJ C32 H32  SING N N 61 
# 
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 
OYJ SMILES           ACDLabs              10.04 "O=C(Nc2ccc(N1C=CC=CC1=O)cc2F)C4C(C(=O)Nc3ccc(Cl)c(F)c3)CN(S(=O)(=O)C)C4"                                                                                                                                
OYJ SMILES_CANONICAL CACTVS               3.352 "C[S](=O)(=O)N1C[C@@H]([C@H](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(Cl)c(F)c4"                                                                                                                     
OYJ SMILES           CACTVS               3.352 "C[S](=O)(=O)N1C[CH]([CH](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(Cl)c(F)c4"                                                                                                                        
OYJ SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CS(=O)(=O)[N@]1C[C@@H]([C@H](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(c(c4)F)Cl"                                                                                                                    
OYJ SMILES           "OpenEye OEToolkits" 1.6.1 "CS(=O)(=O)N1CC(C(C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(c(c4)F)Cl"                                                                                                                                
OYJ InChI            InChI                1.03  "InChI=1S/C24H21ClF2N4O5S/c1-37(35,36)30-12-16(23(33)28-14-5-7-18(25)19(26)10-14)17(13-30)24(34)29-21-8-6-15(11-20(21)27)31-9-3-2-4-22(31)32/h2-11,16-17H,12-13H2,1H3,(H,28,33)(H,29,34)/t16-,17-/m0/s1" 
OYJ InChIKey         InChI                1.03  XRNMSDIWHHURFN-IRXDYDNUSA-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 
OYJ "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,4R)-N-(4-chloro-3-fluorophenyl)-N'-[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]-1-(methylsulfonyl)pyrrolidine-3,4-dicarboxamide" 
OYJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(1S,3R,4R)-N-(4-chloro-3-fluoro-phenyl)-N'-[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]-1-methylsulfonyl-pyrrolidine-3,4-dicarboxamide"  
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
OYJ "Create component"     2010-04-16 EBI  
OYJ "Modify aromatic_flag" 2011-06-04 RCSB 
OYJ "Modify descriptor"    2011-06-04 RCSB 
# 
