data_230
# 
_chem_comp.id                                    230 
_chem_comp.name                                  (2R,4R)-N~1~-(4-CHLOROPHENYL)-N~2~-[2-FLUORO-4-(2-OXOPYRIDIN-1(2H)-YL)PHENYL]-4-METHOXYPYRROLIDINE-1,2-DICARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H22 Cl F N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         PD-0348292 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-04-26 
_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                        484.907 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     230 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
230 N1   N1   N  0 1 N N N 6.527  6.136  21.575 -1.047 1.984  -1.014 N1   230 1  
230 N3   N3   N  0 1 N N N 8.300  2.076  18.027 -5.606 -0.832 0.515  N3   230 2  
230 C4   C4   C  0 1 Y N N 6.973  5.176  20.689 -2.193 1.276  -0.630 C4   230 3  
230 C5   C5   C  0 1 Y N N 6.639  3.785  20.935 -3.229 1.084  -1.539 C5   230 4  
230 C6   C6   C  0 1 Y N N 7.067  2.736  20.068 -4.359 0.385  -1.159 C6   230 5  
230 C7   C7   C  0 1 N N N 5.644  7.131  21.325 0.124  1.763  -0.384 C7   230 6  
230 C8   C8   C  0 1 Y N N 12.104 7.685  26.263 4.926  -3.846 0.026  C8   230 7  
230 C10  C10  C  0 1 Y N N 10.378 8.555  24.769 5.159  -1.738 1.137  C10  230 8  
230 C13  C13  C  0 1 Y N N 11.118 6.958  27.033 4.067  -3.272 -0.894 C13  230 9  
230 C15  C15  C  0 1 N N N 7.603  1.770  16.819 -5.890 -2.010 -0.073 C15  230 10 
230 C17  C17  C  0 1 N N N 9.329  0.026  16.321 -7.860 -2.211 1.265  C17  230 11 
230 C20  C20  C  0 1 N N N 3.886  7.607  22.871 1.240  3.971  0.036  C20  230 12 
230 C21  C21  C  0 1 N N R 5.321  8.063  22.535 1.325  2.614  -0.707 C21  230 13 
230 C22  C22  C  0 1 N N N 5.210  7.241  24.896 3.456  3.032  0.298  C22  230 14 
230 C24  C24  C  0 1 N N N 3.066  4.763  24.010 4.034  6.177  1.018  C24  230 15 
230 C1   C1   C  0 1 Y N N 7.858  3.066  18.903 -4.460 -0.124 0.130  C1   230 16 
230 C2   C2   C  0 1 Y N N 8.197  4.451  18.644 -3.426 0.069  1.036  C2   230 17 
230 C3   C3   C  0 1 Y N N 7.765  5.495  19.518 -2.294 0.761  0.655  C3   230 18 
230 F1   F1   F  0 1 N N N 5.908  3.456  22.007 -3.131 1.580  -2.791 F1   230 19 
230 O1   O1   O  0 1 N N N 5.100  7.331  20.251 0.210  0.880  0.443  O1   230 20 
230 C9   C9   C  0 1 Y N N 11.742 8.475  25.149 5.470  -3.080 1.042  C9   230 21 
230 C11  C11  C  0 1 Y N N 9.338  7.827  25.516 4.292  -1.160 0.220  C11  230 22 
230 C12  C12  C  0 1 Y N N 9.731  7.039  26.646 3.749  -1.931 -0.799 C12  230 23 
230 CL1  CL1  CL 0 0 N N N 13.760 7.597  26.686 5.318  -5.534 -0.091 CL1  230 24 
230 N2   N2   N  0 1 N N N 7.980  7.834  25.205 3.976  0.201  0.314  N2   230 25 
230 C14  C14  C  0 1 N N N 9.573  1.324  18.409 -6.422 -0.320 1.474  C14  230 26 
230 C16  C16  C  0 1 N N N 8.168  0.682  15.936 -7.040 -2.723 0.303  C16  230 27 
230 C18  C18  C  0 1 N N N 10.065 0.339  17.586 -7.537 -0.983 1.859  C18  230 28 
230 O2   O2   O  0 1 N N N 6.568  2.320  16.422 -5.148 -2.457 -0.933 O2   230 29 
230 C19  C19  C  0 1 N N R 3.825  7.097  24.317 2.734  4.382  0.105  C19  230 30 
230 N4   N4   N  0 1 N N N 6.032  7.801  23.825 2.554  1.981  -0.196 N4   230 31 
230 O3   O3   O  0 1 N N N 3.614  5.711  24.105 2.970  5.245  1.219  O3   230 32 
230 C23  C23  C  0 1 N N N 7.390  8.091  23.966 2.809  0.657  -0.182 C23  230 33 
230 O4   O4   O  0 1 N N N 8.016  8.567  23.001 1.986  -0.125 -0.618 O4   230 34 
230 HN1  HN1  H  0 1 N N N 6.897  6.091  22.503 -1.095 2.630  -1.736 HN1  230 35 
230 H6   H6   H  0 1 N N N 6.804  1.710  20.279 -5.164 0.236  -1.863 H6   230 36 
230 H10  H10  H  0 1 N N N 10.097 9.159  23.919 5.583  -1.140 1.931  H10  230 37 
230 H13  H13  H  0 1 N N N 11.416 6.364  27.884 3.644  -3.872 -1.686 H13  230 38 
230 H17  H17  H  0 1 N N N 9.720  -0.748 15.677 -8.749 -2.746 1.567  H17  230 39 
230 H201 1H20 H  0 0 N N N 3.197  8.457  22.755 0.662  4.695  -0.539 H201 230 40 
230 H202 2H20 H  0 0 N N N 3.594  6.796  22.188 0.823  3.844  1.035  H202 230 41 
230 H21  H21  H  0 1 N N N 5.561  9.095  22.240 1.398  2.774  -1.782 H21  230 42 
230 H221 1H22 H  0 0 N N N 5.601  6.264  25.217 4.384  3.023  -0.273 H221 230 43 
230 H222 2H22 H  0 0 N N N 5.210  7.888  25.785 3.667  2.872  1.355  H222 230 44 
230 H241 1H24 H  0 0 N N N 2.883  4.550  22.947 4.961  5.636  0.829  H241 230 45 
230 H242 2H24 H  0 0 N N N 3.662  3.950  24.450 3.804  6.812  0.162  H242 230 46 
230 H243 3H24 H  0 0 N N N 2.105  4.841  24.539 4.149  6.795  1.908  H243 230 47 
230 H2   H2   H  0 1 N N N 8.787  4.698  17.774 -3.505 -0.326 2.038  H2   230 48 
230 H3   H3   H  0 1 N N N 8.028  6.521  19.306 -1.487 0.906  1.359  H3   230 49 
230 H9   H9   H  0 1 N N N 12.496 9.012  24.593 6.137  -3.532 1.761  H9   230 50 
230 H12  H12  H  0 1 N N N 8.984  6.502  27.212 3.078  -1.483 -1.517 H12  230 51 
230 HN2  HN2  H  0 1 N N N 7.354  7.631  25.958 4.597  0.815  0.737  HN2  230 52 
230 H14  H14  H  0 1 N N N 10.088 1.566  19.327 -6.177 0.627  1.934  H14  230 53 
230 H16  H16  H  0 1 N N N 7.673  0.417  15.013 -7.273 -3.668 -0.166 H16  230 54 
230 H18  H18  H  0 1 N N N 10.965 -0.198 17.847 -8.177 -0.566 2.622  H18  230 55 
230 H19  H19  H  0 1 N N N 3.088  7.598  24.962 3.047  4.857  -0.825 H19  230 56 
# 
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 
230 N1  C4   SING N N 1  
230 N1  C7   SING N N 2  
230 N1  HN1  SING N N 3  
230 N3  C15  SING N N 4  
230 N3  C14  SING N N 5  
230 N3  C1   SING N N 6  
230 C4  C3   DOUB Y N 7  
230 C4  C5   SING Y N 8  
230 C5  C6   DOUB Y N 9  
230 C5  F1   SING N N 10 
230 C6  C1   SING Y N 11 
230 C6  H6   SING N N 12 
230 C7  O1   DOUB N N 13 
230 C7  C21  SING N N 14 
230 C8  C9   SING Y N 15 
230 C8  CL1  SING N N 16 
230 C8  C13  DOUB Y N 17 
230 C10 C9   DOUB Y N 18 
230 C10 C11  SING Y N 19 
230 C10 H10  SING N N 20 
230 C13 C12  SING Y N 21 
230 C13 H13  SING N N 22 
230 C15 C16  SING N N 23 
230 C15 O2   DOUB N N 24 
230 C17 C16  DOUB N N 25 
230 C17 C18  SING N N 26 
230 C17 H17  SING N N 27 
230 C20 C21  SING N N 28 
230 C20 C19  SING N N 29 
230 C20 H201 SING N N 30 
230 C20 H202 SING N N 31 
230 C21 N4   SING N N 32 
230 C21 H21  SING N N 33 
230 C22 N4   SING N N 34 
230 C22 C19  SING N N 35 
230 C22 H221 SING N N 36 
230 C22 H222 SING N N 37 
230 C24 O3   SING N N 38 
230 C24 H241 SING N N 39 
230 C24 H242 SING N N 40 
230 C24 H243 SING N N 41 
230 C1  C2   DOUB Y N 42 
230 C2  C3   SING Y N 43 
230 C2  H2   SING N N 44 
230 C3  H3   SING N N 45 
230 C9  H9   SING N N 46 
230 C11 N2   SING N N 47 
230 C11 C12  DOUB Y N 48 
230 C12 H12  SING N N 49 
230 N2  C23  SING N N 50 
230 N2  HN2  SING N N 51 
230 C14 C18  DOUB N N 52 
230 C14 H14  SING N N 53 
230 C16 H16  SING N N 54 
230 C18 H18  SING N N 55 
230 C19 O3   SING N N 56 
230 C19 H19  SING N N 57 
230 N4  C23  SING N N 58 
230 C23 O4   DOUB N N 59 
# 
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 
230 SMILES           ACDLabs              10.04 Clc1ccc(cc1)NC(=O)N2CC(OC)CC2C(=O)Nc3c(F)cc(cc3)N4C=CC=CC4=O                                                                                                                                         
230 InChI            InChI                1.02b InChI=1/C24H22ClFN4O4/c1-34-18-13-21(30(14-18)24(33)27-16-7-5-15(25)6-8-16)23(32)28-20-10-9-17(12-19(20)26)29-11-3-2-4-22(29)31/h2-12,18,21H,13-14H2,1H3,(H,27,33)(H,28,32)/t18-,21-/m1/s1/f/h27-28H 
230 InChIKey         InChI                1.02b QQBKAVAGLMGMHI-NSQFIJOKDX                                                                                                                                                                            
230 SMILES_CANONICAL CACTVS               3.341 CO[C@@H]1C[C@@H](N(C1)C(=O)Nc2ccc(Cl)cc2)C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O                                                                                                                               
230 SMILES           CACTVS               3.341 CO[CH]1C[CH](N(C1)C(=O)Nc2ccc(Cl)cc2)C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O                                                                                                                                   
230 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CO[C@@H]1C[C@@H](N(C1)C(=O)Nc2ccc(cc2)Cl)C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O                                                                                                                               
230 SMILES           "OpenEye OEToolkits" 1.5.0 COC1CC(N(C1)C(=O)Nc2ccc(cc2)Cl)C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O                                                                                                                                         
# 
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 
230 "SYSTEMATIC NAME" ACDLabs              10.04 (2R,4R)-N~1~-(4-chlorophenyl)-N~2~-[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]-4-methoxypyrrolidine-1,2-dicarboxamide 
230 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4R)-N-(4-chlorophenyl)-N'-[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]-4-methoxy-pyrrolidine-1,2-dicarboxamide"       
# 
