data_698
# 
_chem_comp.id                                    698 
_chem_comp.name                                  "(2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H30 N2 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-12-18 
_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                        458.570 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     698 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2JC1 
_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 
698 O24  O24  O 0 1 N N N 14.415 42.249 49.671 0.364   1.172  0.264  O24  698 1  
698 C22  C22  C 0 1 N N N 13.599 42.224 50.545 0.162   0.687  -0.840 C22  698 2  
698 O1   O1   O 0 1 N N N 12.967 41.185 50.800 0.931   -0.277 -1.402 O1   698 3  
698 C15  C15  C 0 1 N N S 13.292 43.487 51.379 -0.962  1.073  -1.759 C15  698 4  
698 C14  C14  C 0 1 N N R 11.800 43.818 51.560 -1.945  2.121  -1.220 C14  698 5  
698 C20  C20  C 0 1 Y N N 10.925 43.449 50.349 -1.321  3.104  -0.244 C20  698 6  
698 N1   N1   N 0 1 Y N N 10.344 42.230 50.159 -1.251  2.914  1.051  N1   698 7  
698 C28  C28  C 0 1 Y N N 9.626  42.172 49.013 -0.624  4.003  1.624  C28  698 8  
698 C27  C27  C 0 1 Y N N 9.609  43.360 48.283 -0.231  4.998  0.753  C27  698 9  
698 S1   S1   S 0 1 Y N N 10.526 44.520 49.091 -0.657  4.562  -0.850 S1   698 10 
698 C16  C16  C 0 1 N N N 13.938 44.779 50.863 -1.850  -0.130 -2.062 C16  698 11 
698 C17  C17  C 0 1 N N S 13.122 45.915 51.508 -3.010  -0.062 -1.042 C17  698 12 
698 C33  C33  C 0 1 N N N 13.851 46.491 52.766 -4.267  -0.636 -1.703 C33  698 13 
698 C37  C37  C 0 1 N N N 13.939 45.633 54.066 -4.078  -2.065 -2.234 C37  698 14 
698 C40  C40  C 0 1 N N N 12.721 45.866 54.987 -2.937  -2.167 -3.247 C40  698 15 
698 C44  C44  C 0 1 N N N 15.226 45.931 54.853 -3.818  -3.018 -1.065 C44  698 16 
698 C34  C34  C 0 1 N N N 12.913 47.035 50.431 -2.660  -0.881 0.170  C34  698 17 
698 O35  O35  O 0 1 N N N 13.458 48.101 50.458 -1.695  -0.687 0.894  O35  698 18 
698 O36  O36  O 0 1 N N N 12.129 46.811 49.522 -3.563  -1.875 0.353  O36  698 19 
698 N12  N12  N 0 1 N N N 11.822 45.270 51.823 -3.088  1.369  -0.667 N12  698 20 
698 C11  C11  C 0 1 N N N 10.757 45.990 52.282 -4.173  2.062  -0.115 C11  698 21 
698 O13  O13  O 0 1 N N N 10.762 47.212 52.306 -4.263  3.289  -0.047 O13  698 22 
698 C5   C5   C 0 1 Y N N 9.579  45.251 52.754 -5.294  1.313  0.466  C5   698 23 
698 C4   C4   C 0 1 Y N N 8.391  45.332 52.044 -5.270  0.969  1.814  C4   698 24 
698 C3   C3   C 0 1 Y N N 7.255  44.659 52.474 -6.336  0.258  2.366  C3   698 25 
698 C6   C6   C 0 1 Y N N 9.633  44.459 53.901 -6.375  0.953  -0.335 C6   698 26 
698 C1   C1   C 0 1 Y N N 8.493  43.770 54.328 -7.440  0.243  0.218  C1   698 27 
698 C2   C2   C 0 1 Y N N 7.276  43.852 53.632 -7.421  -0.105 1.568  C2   698 28 
698 C51  C51  C 0 1 N N N 6.014  43.108 54.103 -8.560  -0.864 2.159  C51  698 29 
698 C9   C9   C 0 1 N N N 5.551  41.936 53.181 -9.233  -0.064 3.317  C9   698 30 
698 C8   C8   C 0 1 N N N 6.256  42.450 55.478 -8.086  -2.231 2.745  C8   698 31 
698 C7   C7   C 0 1 N N N 4.926  44.196 54.205 -9.719  -1.217 1.168  C7   698 32 
698 H1   H1   H 0 1 N N N 12.319 41.165 51.494 1.673   -0.542 -0.817 H1   698 33 
698 H15  H15  H 0 1 N N N 13.740 43.180 52.352 -0.475  1.438  -2.672 H15  698 34 
698 H14  H14  H 0 1 N N N 11.332 43.222 52.378 -2.348  2.706  -2.058 H14  698 35 
698 H161 1H16 H 0 0 N N N 14.000 44.841 49.751 -2.242  -0.018 -3.082 H161 698 36 
698 H162 2H16 H 0 0 N N N 15.034 44.844 51.055 -1.307  -1.082 -2.020 H162 698 37 
698 H28  H28  H 0 1 N N N 9.107  41.249 48.705 -0.476  4.023  2.695  H28  698 38 
698 H27  H27  H 0 1 N N N 9.036  43.377 47.340 0.270   5.930  0.976  H27  698 39 
698 H331 1H33 H 0 0 N N N 13.395 47.476 53.021 -5.091  -0.603 -0.982 H331 698 40 
698 H332 2H33 H 0 0 N N N 14.882 46.795 52.471 -4.541  0.025  -2.532 H332 698 41 
698 H37  H37  H 0 1 N N N 13.948 44.567 53.739 -5.004  -2.385 -2.728 H37  698 42 
698 H401 1H40 H 0 0 N N N 11.762 45.688 54.446 -1.996  -1.801 -2.822 H401 698 43 
698 H402 2H40 H 0 0 N N N 12.590 46.948 55.222 -3.152  -1.587 -4.149 H402 698 44 
698 H403 3H40 H 0 0 N N N 12.784 45.253 55.916 -2.786  -3.206 -3.558 H403 698 45 
698 H441 1H44 H 0 0 N N N 15.325 47.019 55.075 -2.899  -2.752 -0.532 H441 698 46 
698 H442 2H44 H 0 0 N N N 16.132 45.801 54.217 -3.719  -4.050 -1.418 H442 698 47 
698 H443 3H44 H 0 0 N N N 15.289 45.318 55.782 -4.646  -2.990 -0.348 H443 698 48 
698 H36  H36  H 0 1 N N N 12.002 47.490 48.869 -3.351  -2.423 1.139  H36  698 49 
698 H4   H4   H 0 1 N N N 8.349  45.940 51.125 -4.430  1.245  2.445  H4   698 50 
698 H6   H6   H 0 1 N N N 10.575 44.378 54.469 -6.400  1.218  -1.389 H6   698 51 
698 H3   H3   H 0 1 N N N 6.326  44.767 51.889 -6.313  -0.009 3.419  H3   698 52 
698 HA   HA   H 0 1 N N N 8.555  43.147 55.236 -8.281  -0.035 -0.412 HA   698 53 
698 H9C1 1H9C H 0 0 N N N 6.387  41.215 53.028 -10.096 -0.586 3.747  H9C1 698 54 
698 H9C2 2H9C H 0 0 N N N 5.414  42.301 52.136 -8.531  0.122  4.137  H9C2 698 55 
698 H9C3 3H9C H 0 0 N N N 4.637  41.397 53.522 -9.581  0.910  2.953  H9C3 698 56 
698 H8C1 1H8C H 0 0 N N N 6.608  43.189 56.235 -7.360  -2.090 3.554  H8C1 698 57 
698 H8C2 2H8C H 0 0 N N N 7.150  41.784 55.467 -8.911  -2.825 3.155  H8C2 698 58 
698 H8C3 3H8C H 0 0 N N N 5.342  41.911 55.819 -7.599  -2.829 1.966  H8C3 698 59 
698 H7C1 1H7C H 0 0 N N N 4.782  44.781 53.267 -10.531 -1.774 1.649  H7C1 698 60 
698 H7C2 2H7C H 0 0 N N N 5.209  45.059 54.851 -10.160 -0.307 0.745  H7C2 698 61 
698 H7C3 3H7C H 0 0 N N N 4.012  43.657 54.546 -9.350  -1.835 0.341  H7C3 698 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 
698 O24 C22  DOUB N N 1  
698 C22 O1   SING N N 2  
698 C22 C15  SING N N 3  
698 O1  H1   SING N N 4  
698 C15 H15  SING N N 5  
698 C15 C14  SING N N 6  
698 C15 C16  SING N N 7  
698 C14 H14  SING N N 8  
698 C14 C20  SING N N 9  
698 C14 N12  SING N N 10 
698 C20 N1   DOUB Y N 11 
698 C20 S1   SING Y N 12 
698 N1  C28  SING Y N 13 
698 C28 H28  SING N N 14 
698 C28 C27  DOUB Y N 15 
698 C27 H27  SING N N 16 
698 C27 S1   SING Y N 17 
698 C16 H161 SING N N 18 
698 C16 H162 SING N N 19 
698 C16 C17  SING N N 20 
698 C17 C33  SING N N 21 
698 C17 C34  SING N N 22 
698 C17 N12  SING N N 23 
698 C33 H331 SING N N 24 
698 C33 H332 SING N N 25 
698 C33 C37  SING N N 26 
698 C37 H37  SING N N 27 
698 C37 C40  SING N N 28 
698 C37 C44  SING N N 29 
698 C40 H401 SING N N 30 
698 C40 H402 SING N N 31 
698 C40 H403 SING N N 32 
698 C44 H441 SING N N 33 
698 C44 H442 SING N N 34 
698 C44 H443 SING N N 35 
698 C34 O35  DOUB N N 36 
698 C34 O36  SING N N 37 
698 O36 H36  SING N N 38 
698 N12 C11  SING N N 39 
698 C11 O13  DOUB N N 40 
698 C11 C5   SING N N 41 
698 C5  C6   DOUB Y N 42 
698 C5  C4   SING Y N 43 
698 C4  C3   DOUB Y N 44 
698 C4  H4   SING N N 45 
698 C3  C2   SING Y N 46 
698 C3  H3   SING N N 47 
698 C6  C1   SING Y N 48 
698 C6  H6   SING N N 49 
698 C1  C2   DOUB Y N 50 
698 C1  HA   SING N N 51 
698 C2  C51  SING N N 52 
698 C51 C9   SING N N 53 
698 C51 C8   SING N N 54 
698 C51 C7   SING N N 55 
698 C9  H9C1 SING N N 56 
698 C9  H9C2 SING N N 57 
698 C9  H9C3 SING N N 58 
698 C8  H8C1 SING N N 59 
698 C8  H8C2 SING N N 60 
698 C8  H8C3 SING N N 61 
698 C7  H7C3 SING N N 62 
698 C7  H7C1 SING N N 63 
698 C7  H7C2 SING N N 64 
# 
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 
698 SMILES           ACDLabs              10.04 O=C(O)C3CC(N(C(=O)c1ccc(cc1)C(C)(C)C)C3c2nccs2)(C(=O)O)CC(C)C                                                                                                                                      
698 InChI            InChI                1.02b InChI=1/C24H30N2O5S/c1-14(2)12-24(22(30)31)13-17(21(28)29)18(19-25-10-11-32-19)26(24)20(27)15-6-8-16(9-7-15)23(3,4)5/h6-11,14,17-18H,12-13H2,1-5H3,(H,28,29)(H,30,31)/t17-,18+,24-/m0/s1/f/h28,30H 
698 InChIKey         InChI                1.02b SWYJAQWTBADJTB-ZZBLFHHSDW                                                                                                                                                                          
698 SMILES_CANONICAL CACTVS               3.341 CC(C)C[C@]1(C[C@@H]([C@@H](N1C(=O)c2ccc(cc2)C(C)(C)C)c3sccn3)C(O)=O)C(O)=O                                                                                                                         
698 SMILES           CACTVS               3.341 CC(C)C[C]1(C[CH]([CH](N1C(=O)c2ccc(cc2)C(C)(C)C)c3sccn3)C(O)=O)C(O)=O                                                                                                                              
698 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C[C@]1(C[C@@H]([C@@H](N1C(=O)c2ccc(cc2)C(C)(C)C)c3nccs3)C(=O)O)C(=O)O                                                                                                                         
698 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CC1(CC(C(N1C(=O)c2ccc(cc2)C(C)(C)C)c3nccs3)C(=O)O)C(=O)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 
698 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,4S,5R)-1-[(4-tert-butylphenyl)carbonyl]-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)pyrrolidine-2,4-dicarboxylic acid" 
698 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,4S,5R)-1-(4-tert-butylphenyl)carbonyl-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)pyrrolidine-2,4-dicarboxylic acid"   
# 
