data_237
# 
_chem_comp.id                                    237 
_chem_comp.name                                  "(2R,4R)-N~1~-(4-CHLOROPHENYL)-N~2~-[3-FLUORO-2'-(METHYLSULFONYL)BIPHENYL-4-YL]-4-METHOXYPYRROLIDINE-1,2-DICARBOXAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H25 Cl F N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-05-22 
_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                        546.010 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     237 
_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                  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 
237 N1   N1   N  0 1 N N N 34.713 5.682  21.981 -0.355 1.694  -1.480 N1   237 1  
237 N3   N3   N  0 1 N N N 36.331 8.125  25.567 4.626  0.383  0.427  N3   237 2  
237 C4   C4   C  0 1 Y N N 40.052 8.276  25.385 6.152  -2.817 1.408  C4   237 3  
237 C5   C5   C  0 1 Y N N 40.380 7.616  26.568 6.008  -3.545 0.240  C5   237 4  
237 C6   C6   C  0 1 Y N N 39.414 7.125  27.467 5.405  -2.970 -0.866 C6   237 5  
237 C7   C7   C  0 1 Y N N 38.066 7.319  27.112 4.947  -1.669 -0.807 C7   237 6  
237 C8   C8   C  0 1 N N R 32.299 6.827  24.556 3.055  4.434  -0.009 C8   237 7  
237 C10  C10  C  0 1 N N R 33.797 7.810  22.903 1.904  2.537  -0.930 C10  237 8  
237 C13  C13  C  0 1 Y N N 36.681 1.765  18.391 -4.794 -1.667 -0.489 C13  237 9  
237 C15  C15  C  0 1 Y N N 38.645 0.402  17.725 -6.025 -3.675 -0.950 C15  237 10 
237 C17  C17  C  0 1 Y N N 36.599 0.265  16.448 -6.816 -2.140 0.715  C17  237 11 
237 C20  C20  C  0 1 N N N 33.566 0.571  15.700 -4.001 -0.018 2.289  C20  237 12 
237 C22  C22  C  0 1 Y N N 35.999 5.081  19.990 -1.256 -0.422 -0.747 C22  237 13 
237 C24  C24  C  0 1 Y N N 34.896 3.375  21.295 -2.744 1.324  -1.482 C24  237 14 
237 C26  C26  C  0 1 Y N N 36.179 2.733  19.303 -3.630 -0.784 -0.750 C26  237 15 
237 C1   C1   C  0 1 N N N 34.162 6.881  21.691 0.753  1.587  -0.721 C1   237 16 
237 O1   O1   O  0 1 N N N 33.965 7.290  20.564 0.825  0.725  0.130  O1   237 17 
237 C2   C2   C  0 1 Y N N 37.674 7.968  25.905 5.090  -0.937 0.364  C2   237 18 
237 C3   C3   C  0 1 Y N N 38.711 8.438  25.070 5.694  -1.515 1.473  C3   237 19 
237 C9   C9   C  0 1 N N N 32.296 7.709  23.306 1.620  3.890  -0.232 C9   237 20 
237 N2   N2   N  0 1 N N N 34.474 7.587  24.195 3.120  2.022  -0.274 N2   237 21 
237 C11  C11  C  0 1 N N N 33.535 7.303  25.294 3.866  3.156  0.292  C11  237 22 
237 C12  C12  C  0 1 N N N 35.810 7.895  24.322 3.486  0.727  -0.204 C12  237 23 
237 O2   O2   O  0 1 N N N 36.493 7.967  23.314 2.789  -0.130 -0.709 O2   237 24 
237 CL1  CL1  CL 0 0 N N N 42.054 7.407  26.929 6.583  -5.180 0.161  CL1  237 25 
237 O3   O3   O  0 1 N N N 32.532 5.462  24.228 3.090  5.328  1.105  O3   237 26 
237 C14  C14  C  0 1 Y N N 38.014 1.338  18.561 -4.944 -2.856 -1.201 C14  237 27 
237 C16  C16  C  0 1 Y N N 37.924 -0.139 16.658 -6.960 -3.319 0.006  C16  237 28 
237 C18  C18  C  0 1 Y N N 35.958 1.204  17.299 -5.738 -1.313 0.473  C18  237 29 
237 S1   S1   S  0 1 N N N 34.274 1.643  16.933 -5.556 0.188  1.378  S1   237 30 
237 C19  C19  C  0 1 N N N 31.415 4.700  23.803 4.084  6.349  1.000  C19  237 31 
237 O4   O4   O  0 1 N N N 34.302 2.942  16.326 -6.661 0.194  2.272  O4   237 32 
237 O5   O5   O  0 1 N N N 33.453 1.437  18.103 -5.418 1.187  0.376  O5   237 33 
237 C23  C23  C  0 1 Y N N 35.194 4.740  21.104 -1.454 0.863  -1.236 C23  237 34 
237 C25  C25  C  0 1 Y N N 35.385 2.389  20.424 -3.828 0.505  -1.241 C25  237 35 
237 C27  C27  C  0 1 Y N N 36.469 4.099  19.103 -2.337 -1.243 -0.504 C27  237 36 
237 F1   F1   F  0 1 N N N 34.135 2.971  22.325 -2.934 2.575  -1.958 F1   237 37 
237 HN1  HN1  H  0 1 N N N 34.779 5.452  22.952 -0.393 2.350  -2.194 HN1  237 38 
237 HN3  HN3  H  0 1 N N N 35.704 8.427  26.285 5.126  1.049  0.925  HN3  237 39 
237 H4   H4   H  0 1 N N N 40.823 8.652  24.729 6.618  -3.269 2.271  H4   237 40 
237 H6   H6   H  0 1 N N N 39.693 6.625  28.383 5.295  -3.540 -1.777 H6   237 41 
237 H7   H7   H  0 1 N N N 37.297 6.962  27.781 4.477  -1.221 -1.670 H7   237 42 
237 H8   H8   H  0 1 N N N 31.347 6.894  25.103 3.426  4.926  -0.909 H8   237 43 
237 H10  H10  H  0 1 N N N 34.121 8.769  22.473 2.082  2.689  -1.995 H10  237 44 
237 H15  H15  H  0 1 N N N 39.668 0.106  17.904 -6.142 -4.596 -1.501 H15  237 45 
237 H17  H17  H  0 1 N N N 36.050 -0.149 15.616 -7.548 -1.867 1.460  H17  237 46 
237 H201 1H20 H  0 0 N N N 33.420 1.132  14.765 -3.184 -0.170 1.583  H201 237 47 
237 H202 2H20 H  0 0 N N N 34.244 -0.275 15.517 -3.807 0.874  2.883  H202 237 48 
237 H203 3H20 H  0 0 N N N 32.596 0.194  16.056 -4.078 -0.884 2.947  H203 237 49 
237 H22  H22  H  0 1 N N N 36.256 6.116  19.819 -0.254 -0.780 -0.560 H22  237 50 
237 H3   H3   H  0 1 N N N 38.450 8.943  24.151 5.807  -0.948 2.385  H3   237 51 
237 H91  1H9  H  0 1 N N N 31.697 7.258  22.501 1.107  3.740  0.718  H91  237 52 
237 H92  2H9  H  0 1 N N N 31.846 8.695  23.491 1.048  4.552  -0.882 H92  237 53 
237 H111 1H11 H  0 0 N N N 33.331 8.198  25.900 4.849  3.222  -0.174 H111 237 54 
237 H112 2H11 H  0 0 N N N 33.920 6.569  26.017 3.972  3.029  1.369  H112 237 55 
237 H14  H14  H  0 1 N N N 38.582 1.754  19.380 -4.215 -3.135 -1.948 H14  237 56 
237 H16  H16  H  0 1 N N N 38.384 -0.862 16.001 -7.805 -3.963 0.198  H16  237 57 
237 H191 1H19 H  0 0 N N N 30.757 4.503  24.662 3.896  6.950  0.110  H191 237 58 
237 H192 2H19 H  0 0 N N N 30.859 5.260  23.037 4.046  6.986  1.883  H192 237 59 
237 H193 3H19 H  0 0 N N N 31.762 3.746  23.380 5.070  5.890  0.925  H193 237 60 
237 H25  H25  H  0 1 N N N 35.152 1.351  20.612 -4.829 0.863  -1.432 H25  237 61 
237 H27  H27  H  0 1 N N N 37.064 4.395  18.252 -2.182 -2.243 -0.124 H27  237 62 
# 
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 
237 N1  C23  SING N N 1  
237 N1  C1   SING N N 2  
237 N1  HN1  SING N N 3  
237 N3  C12  SING N N 4  
237 N3  C2   SING N N 5  
237 N3  HN3  SING N N 6  
237 C4  C3   DOUB Y N 7  
237 C4  C5   SING Y N 8  
237 C4  H4   SING N N 9  
237 C5  CL1  SING N N 10 
237 C5  C6   DOUB Y N 11 
237 C6  C7   SING Y N 12 
237 C6  H6   SING N N 13 
237 C7  C2   DOUB Y N 14 
237 C7  H7   SING N N 15 
237 C8  C9   SING N N 16 
237 C8  O3   SING N N 17 
237 C8  C11  SING N N 18 
237 C8  H8   SING N N 19 
237 C10 C1   SING N N 20 
237 C10 C9   SING N N 21 
237 C10 N2   SING N N 22 
237 C10 H10  SING N N 23 
237 C13 C18  DOUB Y N 24 
237 C13 C14  SING Y N 25 
237 C13 C26  SING N N 26 
237 C15 C16  SING Y N 27 
237 C15 C14  DOUB Y N 28 
237 C15 H15  SING N N 29 
237 C17 C16  DOUB Y N 30 
237 C17 C18  SING Y N 31 
237 C17 H17  SING N N 32 
237 C20 S1   SING N N 33 
237 C20 H201 SING N N 34 
237 C20 H202 SING N N 35 
237 C20 H203 SING N N 36 
237 C22 C27  SING Y N 37 
237 C22 C23  DOUB Y N 38 
237 C22 H22  SING N N 39 
237 C24 C25  DOUB Y N 40 
237 C24 C23  SING Y N 41 
237 C24 F1   SING N N 42 
237 C26 C27  DOUB Y N 43 
237 C26 C25  SING Y N 44 
237 C1  O1   DOUB N N 45 
237 C2  C3   SING Y N 46 
237 C3  H3   SING N N 47 
237 C9  H91  SING N N 48 
237 C9  H92  SING N N 49 
237 N2  C12  SING N N 50 
237 N2  C11  SING N N 51 
237 C11 H111 SING N N 52 
237 C11 H112 SING N N 53 
237 C12 O2   DOUB N N 54 
237 O3  C19  SING N N 55 
237 C14 H14  SING N N 56 
237 C16 H16  SING N N 57 
237 C18 S1   SING N N 58 
237 S1  O4   DOUB N N 59 
237 S1  O5   DOUB N N 60 
237 C19 H191 SING N N 61 
237 C19 H192 SING N N 62 
237 C19 H193 SING N N 63 
237 C25 H25  SING N N 64 
237 C27 H27  SING N N 65 
# 
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 
237 SMILES           ACDLabs              10.04 O=C(Nc1ccc(Cl)cc1)N4C(C(=O)Nc3ccc(c2ccccc2S(=O)(=O)C)cc3F)CC(OC)C4 
237 InChI            InChI                1.02b 
InChI=1/C26H25ClFN3O5S/c1-36-19-14-23(31(15-19)26(33)29-18-10-8-17(27)9-11-18)25(32)30-22-12-7-16(13-21(22)28)20-5-3-4-6-24(20)37(2,34)35/h3-13,19,23H,14-15H2,1-2H3,(H,29,33)(H,30,32)/t19-,23-/m1/s1/f/h29-30H 
237 InChIKey         InChI                1.02b QBTQRXKLWHEJQY-XPMKCLNZDQ 
237 SMILES_CANONICAL CACTVS               3.341 CO[C@@H]1C[C@@H](N(C1)C(=O)Nc2ccc(Cl)cc2)C(=O)Nc3ccc(cc3F)c4ccccc4[S](C)(=O)=O 
237 SMILES           CACTVS               3.341 CO[CH]1C[CH](N(C1)C(=O)Nc2ccc(Cl)cc2)C(=O)Nc3ccc(cc3F)c4ccccc4[S](C)(=O)=O 
237 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CO[C@@H]1C[C@@H](N(C1)C(=O)Nc2ccc(cc2)Cl)C(=O)Nc3ccc(cc3F)c4ccccc4S(=O)(=O)C 
237 SMILES           "OpenEye OEToolkits" 1.5.0 COC1CC(N(C1)C(=O)Nc2ccc(cc2)Cl)C(=O)Nc3ccc(cc3F)c4ccccc4S(=O)(=O)C 
# 
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 
237 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,4R)-N~1~-(4-chlorophenyl)-N~2~-[3-fluoro-2'-(methylsulfonyl)biphenyl-4-yl]-4-methoxypyrrolidine-1,2-dicarboxamide" 
237 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4R)-N-(4-chlorophenyl)-N'-[2-fluoro-4-(2-methylsulfonylphenyl)phenyl]-4-methoxy-pyrrolidine-1,2-dicarboxamide"     
# 
