data_455
# 
_chem_comp.id                                    455 
_chem_comp.name                                  "(3R,4R)-1-SULFAMOYL-PYRROLIDINE-3,4-DICARBOXYLIC ACID 3-[(4-CHLORO-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                               "C23 H21 Cl F N5 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-04-15 
_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                        533.960 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     455 
_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        2XBW 
_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 
455 S1   S1   S  0 1 N N N 9.260  70.429 3.460 -2.852 4.963  -0.285 S1   455 1  
455 C2   C2   C  0 1 N N R 9.387  66.471 3.230 -1.009 1.467  0.551  C2   455 2  
455 C3   C3   C  0 1 N N R 10.182 66.757 4.492 -2.091 1.070  -0.488 C3   455 3  
455 N4   N4   N  0 1 N N N 9.616  68.738 3.311 -2.349 3.407  -0.024 N4   455 4  
455 C5   C5   C  0 1 N N N 8.458  65.345 3.388 0.344  0.946  0.137  C5   455 5  
455 N6   N6   N  0 1 N N N 6.825  58.994 3.395 6.334  -1.107 -0.384 N6   455 6  
455 C7   C7   C  0 1 N N N 11.468 66.008 4.482 -2.676 -0.281 -0.170 C7   455 7  
455 C8   C8   C  0 1 N N N 10.372 68.319 4.500 -3.140 2.191  -0.287 C8   455 8  
455 C9   C9   C  0 1 N N N 8.605  67.752 2.976 -1.037 3.009  0.508  C9   455 9  
455 C10  C10  C  0 1 N N N 5.705  58.623 2.581 6.827  -2.101 0.380  C10  455 10 
455 C11  C11  C  0 1 Y N N 7.305  60.349 3.301 5.100  -0.530 -0.059 C11  455 11 
455 N12  N12  N  0 1 N N N 9.042  64.182 3.035 1.423  1.185  0.909  N12  455 12 
455 C13  C13  C  0 1 Y N N 8.122  60.679 2.247 5.054  0.607  0.737  C13  455 13 
455 N14  N14  N  0 1 N N N 12.163 66.035 5.703 -3.636 -0.803 -0.959 N14  455 14 
455 C15  C15  C  0 1 Y N N 8.410  62.887 3.273 2.658  0.609  0.584  C15  455 15 
455 C16  C16  C  0 1 Y N N 8.660  61.969 2.276 3.836  1.176  1.058  C16  455 16 
455 O17  O17  O  0 1 N N N 8.217  70.509 4.467 -1.676 5.745  -0.439 O17  455 17 
455 O18  O18  O  0 1 N N N 10.492 71.050 3.908 -3.874 4.893  -1.270 O18  455 18 
455 C19  C19  C  0 1 N N N 7.423  58.076 4.305 7.023  -0.655 -1.465 C19  455 19 
455 O20  O20  O  0 1 N N N 7.306  65.426 3.887 0.462  0.313  -0.891 O20  455 20 
455 O21  O21  O  0 1 N N N 11.815 65.259 3.568 -2.284 -0.900 0.798  O21  455 21 
455 C22  C22  C  0 1 N N N 5.316  57.223 2.581 8.064  -2.685 0.061  C22  455 22 
455 O23  O23  O  0 1 N N N 5.326  59.508 1.761 6.199  -2.493 1.351  O23  455 23 
455 C24  C24  C  0 1 Y N N 6.979  61.243 4.319 3.923  -1.093 -0.536 C24  455 24 
455 C25  C25  C  0 1 Y N N 7.539  62.548 4.295 2.706  -0.525 -0.215 C25  455 25 
455 C26  C26  C  0 1 N N N 6.868  56.840 4.425 8.220  -1.194 -1.796 C26  455 26 
455 C27  C27  C  0 1 N N N 5.831  56.384 3.533 8.755  -2.236 -1.026 C27  455 27 
455 C28  C28  C  0 1 Y N N 13.353 65.320 6.068 -4.253 -2.009 -0.607 C28  455 28 
455 N29  N29  N  0 1 N N N 8.791  70.888 2.005 -3.581 5.482  1.109  N29  455 29 
455 F30  F30  F  0 1 N N N 9.422  62.363 1.239 3.790  2.283  1.832  F30  455 30 
455 C31  C31  C  0 1 Y N N 15.481 63.850 6.943 -5.474 -4.392 0.091  C31  455 31 
455 CL   CL   CL 0 0 N N N 16.696 62.704 7.494 -6.240 -5.888 0.528  CL   455 32 
455 C33  C33  C  0 1 Y N N 13.667 65.342 7.415 -5.602 -2.204 -0.873 C33  455 33 
455 C34  C34  C  0 1 Y N N 14.041 64.542 5.118 -3.517 -3.014 0.006  C34  455 34 
455 C35  C35  C  0 1 Y N N 15.137 63.779 5.569 -4.129 -4.203 0.353  C35  455 35 
455 C36  C36  C  0 1 Y N N 14.755 64.591 7.888 -6.209 -3.394 -0.524 C36  455 36 
455 H291 H291 H  0 0 N N N 7.796  70.984 1.990 -3.557 6.422  1.347  H291 455 37 
455 H292 H292 H  0 0 N N N 9.214  71.766 1.780 -4.031 4.846  1.687  H292 455 38 
455 H2   H2   H  0 1 N N N 10.055 66.189 2.403 -1.274 1.101  1.543  H2   455 39 
455 H3   H3   H  0 1 N N N 9.674  66.425 5.409 -1.686 1.089  -1.500 H3   455 40 
455 H91C H91C H  0 0 N N N 8.256  67.838 1.936 -0.907 3.410  1.513  H91C 455 41 
455 H92C H92C H  0 0 N N N 7.670  67.840 3.549 -0.245 3.376  -0.145 H92C 455 42 
455 H81C H81C H  0 0 N N N 9.976  68.775 5.419 -3.739 2.317  -1.190 H81C 455 43 
455 H82C H82C H  0 0 N N N 11.427 68.630 4.477 -3.780 1.964  0.565  H82C 455 44 
455 H12  H12  H  0 1 N N N 9.940  64.207 2.595 1.344  1.755  1.690  H12  455 45 
455 H19  H19  H  0 1 N N N 8.292  58.353 4.883 6.611  0.142  -2.066 H19  455 46 
455 H14  H14  H  0 1 N N N 11.779 66.629 6.409 -3.898 -0.343 -1.772 H14  455 47 
455 H22  H22  H  0 1 N N N 4.628  56.848 1.838 8.464  -3.482 0.671  H22  455 48 
455 H13  H13  H  0 1 N N N 8.335  59.986 1.447 5.969  1.047  1.105  H13  455 49 
455 H24  H24  H  0 1 N N N 6.311  60.948 5.114 3.960  -1.975 -1.158 H24  455 50 
455 H25  H25  H  0 1 N N N 7.289  63.266 5.063 1.791  -0.965 -0.583 H25  455 51 
455 H26  H26  H  0 1 N N N 7.213  56.183 5.209 8.759  -0.826 -2.657 H26  455 52 
455 H27  H27  H  0 1 N N N 5.458  55.374 3.616 9.707  -2.674 -1.287 H27  455 53 
455 H33  H33  H  0 1 N N N 13.078 65.934 8.100 -6.176 -1.425 -1.353 H33  455 54 
455 H34  H34  H  0 1 N N N 13.740 64.530 4.081 -2.467 -2.867 0.210  H34  455 55 
455 H35  H35  H  0 1 N N N 15.699 63.158 4.887 -3.557 -4.984 0.833  H35  455 56 
455 H36  H36  H  0 1 N N N 15.022 64.584 8.935 -7.259 -3.544 -0.728 H36  455 57 
# 
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 
455 S1  N4   SING N N 1  
455 S1  O17  DOUB N N 2  
455 S1  O18  DOUB N N 3  
455 S1  N29  SING N N 4  
455 C2  C3   SING N N 5  
455 C2  C5   SING N N 6  
455 C2  C9   SING N N 7  
455 C3  C7   SING N N 8  
455 C3  C8   SING N N 9  
455 N4  C8   SING N N 10 
455 N4  C9   SING N N 11 
455 C5  N12  SING N N 12 
455 C5  O20  DOUB N N 13 
455 N6  C10  SING N N 14 
455 N6  C11  SING N N 15 
455 N6  C19  SING N N 16 
455 C7  N14  SING N N 17 
455 C7  O21  DOUB N N 18 
455 C10 C22  SING N N 19 
455 C10 O23  DOUB N N 20 
455 C11 C13  SING Y N 21 
455 C11 C24  DOUB Y N 22 
455 N12 C15  SING N N 23 
455 C13 C16  DOUB Y N 24 
455 N14 C28  SING N N 25 
455 C15 C16  SING Y N 26 
455 C15 C25  DOUB Y N 27 
455 C16 F30  SING N N 28 
455 C19 C26  DOUB N N 29 
455 C22 C27  DOUB N N 30 
455 C24 C25  SING Y N 31 
455 C26 C27  SING N N 32 
455 C28 C33  SING Y N 33 
455 C28 C34  DOUB Y N 34 
455 C31 CL   SING N N 35 
455 C31 C35  DOUB Y N 36 
455 C31 C36  SING Y N 37 
455 C33 C36  DOUB Y N 38 
455 C34 C35  SING Y N 39 
455 N29 H291 SING N N 40 
455 N29 H292 SING N N 41 
455 C2  H2   SING N N 42 
455 C3  H3   SING N N 43 
455 C9  H91C SING N N 44 
455 C9  H92C SING N N 45 
455 C8  H81C SING N N 46 
455 C8  H82C SING N N 47 
455 N12 H12  SING N N 48 
455 C19 H19  SING N N 49 
455 N14 H14  SING N N 50 
455 C22 H22  SING N N 51 
455 C13 H13  SING N N 52 
455 C24 H24  SING N N 53 
455 C25 H25  SING N N 54 
455 C26 H26  SING N N 55 
455 C27 H27  SING N N 56 
455 C33 H33  SING N N 57 
455 C34 H34  SING N N 58 
455 C35 H35  SING N N 59 
455 C36 H36  SING N N 60 
# 
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 
455 SMILES           ACDLabs              10.04 "O=C(Nc2ccc(N1C=CC=CC1=O)cc2F)C4C(C(=O)Nc3ccc(Cl)cc3)CN(S(=O)(=O)N)C4"                                                                                                                                        
455 SMILES_CANONICAL CACTVS               3.352 "N[S](=O)(=O)N1C[C@@H]([C@H](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(Cl)cc4"                                                                                                                             
455 SMILES           CACTVS               3.352 "N[S](=O)(=O)N1C[CH]([CH](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(Cl)cc4"                                                                                                                                
455 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1cc(ccc1NC(=O)[C@H]2C[N@@](C[C@@H]2C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O)S(=O)(=O)N)Cl"                                                                                                                             
455 SMILES           "OpenEye OEToolkits" 1.6.1 "c1cc(ccc1NC(=O)C2CN(CC2C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O)S(=O)(=O)N)Cl"                                                                                                                                          
455 InChI            InChI                1.03  "InChI=1S/C23H21ClFN5O5S/c24-14-4-6-15(7-5-14)27-22(32)17-12-29(36(26,34)35)13-18(17)23(33)28-20-9-8-16(11-19(20)25)30-10-2-1-3-21(30)31/h1-11,17-18H,12-13H2,(H,27,32)(H,28,33)(H2,26,34,35)/t17-,18-/m0/s1" 
455 InChIKey         InChI                1.03  GYWPDZGVFZEVMA-ROUUACIJSA-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 
455 "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,4R)-N-(4-chlorophenyl)-N'-[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]-1-sulfamoylpyrrolidine-3,4-dicarboxamide" 
455 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(1S,3R,4R)-N-(4-chlorophenyl)-N'-[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]-1-sulfamoyl-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 
455 "Create component"     2010-04-15 EBI  
455 "Modify aromatic_flag" 2011-06-04 RCSB 
455 "Modify descriptor"    2011-06-04 RCSB 
# 
