data_JE2
# 
_chem_comp.id                                    JE2 
_chem_comp.name                                  (R)-N-(2-METHYLBENZYL)-3-[(2S,3S)-2-HYDROXY-3-(3-HYDROXY-2-METHYLBENZOYL)AMINO-4-PHENYLBUTANOYL]-5,5-DIMETHYL-1,3-THIAZOLIDINE-4-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C32 H37 N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "JE-2147, AG1776, KNI-764" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-02-18 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        575.718 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JE2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_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 
JE2 C1   C1   C 0 1 Y N N 24.500 2.399  20.424 -7.628 0.173  0.416  C1   JE2 1  
JE2 O2   O2   O 0 1 N N N 25.856 2.446  20.562 -8.502 0.009  1.443  O2   JE2 2  
JE2 C3   C3   C 0 1 Y N N 23.687 3.448  20.947 -8.101 0.440  -0.862 C3   JE2 3  
JE2 C4   C4   C 0 1 Y N N 22.339 3.432  20.726 -7.216 0.609  -1.911 C4   JE2 4  
JE2 C5   C5   C 0 1 Y N N 21.727 2.354  20.024 -5.856 0.513  -1.695 C5   JE2 5  
JE2 C6   C6   C 0 1 Y N N 22.533 1.347  19.433 -5.371 0.245  -0.413 C6   JE2 6  
JE2 C7   C7   C 0 1 Y N N 23.950 1.358  19.605 -6.266 0.069  0.643  C7   JE2 7  
JE2 C8   C8   C 0 1 N N N 24.899 0.374  18.930 -5.750 -0.221 2.029  C8   JE2 8  
JE2 C9   C9   C 0 1 N N N 21.848 0.267  18.666 -3.915 0.141  -0.178 C9   JE2 9  
JE2 O10  O10  O 0 1 N N N 22.069 -0.990 18.943 -3.499 -0.204 0.911  O10  JE2 10 
JE2 N11  N11  N 0 1 N N N 20.970 0.659  17.757 -3.050 0.428  -1.170 N11  JE2 11 
JE2 C12  C12  C 0 1 N N S 20.173 -0.362 16.980 -1.607 0.325  -0.937 C12  JE2 12 
JE2 C13  C13  C 0 1 N N N 18.686 0.194  16.874 -1.156 -1.119 -1.160 C13  JE2 13 
JE2 C14  C14  C 0 1 Y N N 18.148 0.637  18.212 -1.792 -2.010 -0.124 C14  JE2 14 
JE2 C15  C15  C 0 1 Y N N 18.094 2.032  18.521 -3.018 -2.598 -0.376 C15  JE2 15 
JE2 C16  C16  C 0 1 Y N N 17.677 2.408  19.838 -3.601 -3.415 0.574  C16  JE2 16 
JE2 C17  C17  C 0 1 Y N N 17.324 1.460  20.812 -2.959 -3.645 1.776  C17  JE2 17 
JE2 C18  C18  C 0 1 Y N N 17.375 0.104  20.472 -1.733 -3.058 2.028  C18  JE2 18 
JE2 C19  C19  C 0 1 Y N N 17.797 -0.295 19.213 -1.147 -2.244 1.076  C19  JE2 19 
JE2 C20  C20  C 0 1 N N S 20.868 -0.504 15.603 -0.867 1.247  -1.908 C20  JE2 20 
JE2 O21  O21  O 0 1 N N N 20.521 0.582  14.746 -1.067 0.788  -3.246 O21  JE2 21 
JE2 C22  C22  C 0 1 N N N 20.360 -1.785 14.942 0.606  1.235  -1.587 C22  JE2 22 
JE2 O23  O23  O 0 1 N N N 19.299 -1.864 14.288 1.397  0.785  -2.389 O23  JE2 23 
JE2 N24  N24  N 0 1 N N N 21.105 -2.923 15.130 1.043  1.724  -0.410 N24  JE2 24 
JE2 C25  C25  C 0 1 N N N 22.390 -2.947 15.922 0.112  2.283  0.594  C25  JE2 25 
JE2 S26  S26  S 0 1 N N N 22.775 -4.705 16.144 1.245  3.368  1.569  S26  JE2 26 
JE2 C27  C27  C 0 1 N N N 21.898 -5.137 14.596 2.766  2.352  1.322  C27  JE2 27 
JE2 C28  C28  C 0 1 N N N 22.745 -4.760 13.379 2.896  1.274  2.400  C28  JE2 28 
JE2 C29  C29  C 0 1 N N N 21.562 -6.638 14.515 4.018  3.229  1.263  C29  JE2 29 
JE2 C30  C30  C 0 1 N N R 20.635 -4.226 14.610 2.454  1.731  -0.063 C30  JE2 30 
JE2 C31  C31  C 0 1 N N N 19.474 -4.746 15.483 2.957  0.311  -0.074 C31  JE2 31 
JE2 O32  O32  O 0 1 N N N 19.360 -4.502 16.721 2.176  -0.610 0.047  O32  JE2 32 
JE2 N33  N33  N 0 1 N N N 18.568 -5.561 14.791 4.274  0.063  -0.219 N33  JE2 33 
JE2 C34  C34  C 0 1 N N N 17.426 -6.206 15.483 4.762  -1.318 -0.230 C34  JE2 34 
JE2 C35  C35  C 0 1 Y N N 16.136 -5.981 14.682 6.259  -1.320 -0.404 C35  JE2 35 
JE2 C36  C36  C 0 1 Y N N 15.480 -4.731 14.667 7.081  -1.066 0.678  C36  JE2 36 
JE2 C37  C37  C 0 1 Y N N 14.267 -4.624 13.979 8.454  -1.069 0.518  C37  JE2 37 
JE2 C38  C38  C 0 1 Y N N 13.736 -5.747 13.296 9.005  -1.320 -0.724 C38  JE2 38 
JE2 C39  C39  C 0 1 Y N N 14.365 -6.959 13.309 8.183  -1.570 -1.807 C39  JE2 39 
JE2 C40  C40  C 0 1 Y N N 15.577 -7.073 14.028 6.810  -1.568 -1.647 C40  JE2 40 
JE2 C41  C41  C 0 1 N N N 16.013 -3.575 15.420 6.480  -0.791 2.032  C41  JE2 41 
JE2 HO2  HO2  H 0 1 N N N 26.397 1.747  20.214 -8.718 -0.933 1.478  HO2  JE2 42 
JE2 HC3  HC3  H 0 1 N N N 24.107 4.284  21.531 -9.164 0.517  -1.037 HC3  JE2 43 
JE2 HC4  HC4  H 0 1 N N N 21.750 4.282  21.111 -7.589 0.817  -2.903 HC4  JE2 44 
JE2 HC5  HC5  H 0 1 N N N 20.629 2.299  19.938 -5.168 0.645  -2.516 HC5  JE2 45 
JE2 HC81 1HC8 H 0 0 N N N 25.552 -0.087 19.707 -5.555 -1.288 2.128  HC81 JE2 46 
JE2 HC82 2HC8 H 0 0 N N N 24.471 -0.435 18.293 -4.828 0.334  2.197  HC82 JE2 47 
JE2 HC83 3HC8 H 0 0 N N N 25.645 0.947  18.331 -6.496 0.082  2.764  HC83 JE2 48 
JE2 H11  H11  H 0 1 N N N 20.912 1.673  17.662 -3.382 0.703  -2.039 H11  JE2 49 
JE2 H12  H12  H 0 1 N N N 20.128 -1.369 17.456 -1.383 0.622  0.088  H12  JE2 50 
JE2 H131 1H13 H 0 0 N N N 18.010 -0.551 16.394 -1.460 -1.445 -2.155 H131 JE2 51 
JE2 H132 2H13 H 0 0 N N N 18.613 1.011  16.119 -0.071 -1.179 -1.074 H132 JE2 52 
JE2 H15  H15  H 0 1 N N N 18.365 2.792  17.769 -3.520 -2.418 -1.316 H15  JE2 53 
JE2 H16  H16  H 0 1 N N N 17.625 3.475  20.114 -4.559 -3.873 0.377  H16  JE2 54 
JE2 H17  H17  H 0 1 N N N 17.013 1.774  21.823 -3.415 -4.282 2.519  H17  JE2 55 
JE2 H18  H18  H 0 1 N N N 17.078 -0.662 21.208 -1.231 -3.237 2.968  H18  JE2 56 
JE2 H19  H19  H 0 1 N N N 17.855 -1.376 19.003 -0.190 -1.786 1.273  H19  JE2 57 
JE2 H20  H20  H 0 1 N N N 21.972 -0.520 15.759 -1.251 2.262  -1.810 H20  JE2 58 
JE2 H21  H21  H 0 1 N N N 20.947 0.495  13.902 -0.713 -0.111 -3.289 H21  JE2 59 
JE2 H251 1H25 H 0 0 N N N 22.343 -2.372 16.876 -0.675 2.866  0.117  H251 JE2 60 
JE2 H252 2H25 H 0 0 N N N 23.217 -2.359 15.459 -0.309 1.495  1.219  H252 JE2 61 
JE2 H281 1H28 H 0 0 N N N 23.761 -5.218 13.422 2.016  0.631  2.379  H281 JE2 62 
JE2 H282 2H28 H 0 0 N N N 22.211 -5.023 12.436 3.788  0.677  2.211  H282 JE2 63 
JE2 H283 3H28 H 0 0 N N N 23.046 -3.687 13.400 2.977  1.748  3.379  H283 JE2 64 
JE2 H291 1H29 H 0 0 N N N 20.987 -6.971 15.410 4.133  3.762  2.207  H291 JE2 65 
JE2 H292 2H29 H 0 0 N N N 21.028 -6.901 13.572 4.893  2.603  1.091  H292 JE2 66 
JE2 H293 3H29 H 0 0 N N N 22.476 -7.263 14.648 3.920  3.948  0.449  H293 JE2 67 
JE2 H30  H30  H 0 1 N N N 20.209 -4.179 13.581 2.995  2.294  -0.824 H30  JE2 68 
JE2 H33  H33  H 0 1 N N N 18.738 -5.684 13.793 4.898  0.799  -0.316 H33  JE2 69 
JE2 H341 1H34 H 0 0 N N N 17.328 -5.863 16.539 4.300  -1.861 -1.055 H341 JE2 70 
JE2 H342 2H34 H 0 0 N N N 17.613 -7.287 15.681 4.505  -1.802 0.713  H342 JE2 71 
JE2 H37  H37  H 0 1 N N N 13.732 -3.659 13.975 9.096  -0.874 1.365  H37  JE2 72 
JE2 H38  H38  H 0 1 N N N 12.792 -5.675 12.730 10.078 -1.322 -0.849 H38  JE2 73 
JE2 H39  H39  H 0 1 N N N 13.915 -7.806 12.764 8.613  -1.766 -2.778 H39  JE2 74 
JE2 H40  H40  H 0 1 N N N 16.102 -8.042 14.080 6.168  -1.763 -2.494 H40  JE2 75 
JE2 H411 1H41 H 0 0 N N N 17.069 -3.414 15.101 6.312  0.280  2.145  H411 JE2 76 
JE2 H412 2H41 H 0 0 N N N 15.495 -2.588 15.408 5.531  -1.319 2.123  H412 JE2 77 
JE2 H413 3H41 H 0 0 N N N 16.139 -3.885 16.484 7.163  -1.136 2.809  H413 JE2 78 
# 
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 
JE2 C1  O2   SING N N 1  
JE2 C1  C3   DOUB Y N 2  
JE2 C1  C7   SING Y N 3  
JE2 O2  HO2  SING N N 4  
JE2 C3  C4   SING Y N 5  
JE2 C3  HC3  SING N N 6  
JE2 C4  C5   DOUB Y N 7  
JE2 C4  HC4  SING N N 8  
JE2 C5  C6   SING Y N 9  
JE2 C5  HC5  SING N N 10 
JE2 C6  C7   DOUB Y N 11 
JE2 C6  C9   SING N N 12 
JE2 C7  C8   SING N N 13 
JE2 C8  HC81 SING N N 14 
JE2 C8  HC82 SING N N 15 
JE2 C8  HC83 SING N N 16 
JE2 C9  O10  DOUB N N 17 
JE2 C9  N11  SING N N 18 
JE2 N11 C12  SING N N 19 
JE2 N11 H11  SING N N 20 
JE2 C12 C13  SING N N 21 
JE2 C12 C20  SING N N 22 
JE2 C12 H12  SING N N 23 
JE2 C13 C14  SING N N 24 
JE2 C13 H131 SING N N 25 
JE2 C13 H132 SING N N 26 
JE2 C14 C15  DOUB Y N 27 
JE2 C14 C19  SING Y N 28 
JE2 C15 C16  SING Y N 29 
JE2 C15 H15  SING N N 30 
JE2 C16 C17  DOUB Y N 31 
JE2 C16 H16  SING N N 32 
JE2 C17 C18  SING Y N 33 
JE2 C17 H17  SING N N 34 
JE2 C18 C19  DOUB Y N 35 
JE2 C18 H18  SING N N 36 
JE2 C19 H19  SING N N 37 
JE2 C20 O21  SING N N 38 
JE2 C20 C22  SING N N 39 
JE2 C20 H20  SING N N 40 
JE2 O21 H21  SING N N 41 
JE2 C22 O23  DOUB N N 42 
JE2 C22 N24  SING N N 43 
JE2 N24 C25  SING N N 44 
JE2 N24 C30  SING N N 45 
JE2 C25 S26  SING N N 46 
JE2 C25 H251 SING N N 47 
JE2 C25 H252 SING N N 48 
JE2 S26 C27  SING N N 49 
JE2 C27 C28  SING N N 50 
JE2 C27 C29  SING N N 51 
JE2 C27 C30  SING N N 52 
JE2 C28 H281 SING N N 53 
JE2 C28 H282 SING N N 54 
JE2 C28 H283 SING N N 55 
JE2 C29 H291 SING N N 56 
JE2 C29 H292 SING N N 57 
JE2 C29 H293 SING N N 58 
JE2 C30 C31  SING N N 59 
JE2 C30 H30  SING N N 60 
JE2 C31 O32  DOUB N N 61 
JE2 C31 N33  SING N N 62 
JE2 N33 C34  SING N N 63 
JE2 N33 H33  SING N N 64 
JE2 C34 C35  SING N N 65 
JE2 C34 H341 SING N N 66 
JE2 C34 H342 SING N N 67 
JE2 C35 C36  DOUB Y N 68 
JE2 C35 C40  SING Y N 69 
JE2 C36 C37  SING Y N 70 
JE2 C36 C41  SING N N 71 
JE2 C37 C38  DOUB Y N 72 
JE2 C37 H37  SING N N 73 
JE2 C38 C39  SING Y N 74 
JE2 C38 H38  SING N N 75 
JE2 C39 C40  DOUB Y N 76 
JE2 C39 H39  SING N N 77 
JE2 C40 H40  SING N N 78 
JE2 C41 H411 SING N N 79 
JE2 C41 H412 SING N N 80 
JE2 C41 H413 SING N N 81 
# 
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 
JE2 SMILES           ACDLabs              10.04 O=C(NCc1ccccc1C)C4N(C(=O)C(O)C(NC(=O)c2cccc(O)c2C)Cc3ccccc3)CSC4(C)C 
JE2 InChI            InChI                1.02b 
InChI=1/C32H37N3O5S/c1-20-11-8-9-14-23(20)18-33-30(39)28-32(3,4)41-19-35(28)31(40)27(37)25(17-22-12-6-5-7-13-22)34-29(38)24-15-10-16-26(36)21(24)2/h5-16,25,27-28,36-37H,17-19H2,1-4H3,(H,33,39)(H,34,38)/t25-,27-,28+/m0/s1/f/h33-34H 
JE2 InChIKey         InChI                1.02b CUFQBQOBLVLKRF-UTKOTNSKDH 
JE2 SMILES_CANONICAL CACTVS               3.341 Cc1ccccc1CNC(=O)[C@H]2N(CSC2(C)C)C(=O)[C@@H](O)[C@H](Cc3ccccc3)NC(=O)c4cccc(O)c4C 
JE2 SMILES           CACTVS               3.341 Cc1ccccc1CNC(=O)[CH]2N(CSC2(C)C)C(=O)[CH](O)[CH](Cc3ccccc3)NC(=O)c4cccc(O)c4C 
JE2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccccc1CNC(=O)[C@@H]2C(SCN2C(=O)[C@H]([C@H](Cc3ccccc3)NC(=O)c4cccc(c4C)O)O)(C)C 
JE2 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccccc1CNC(=O)C2C(SCN2C(=O)C(C(Cc3ccccc3)NC(=O)c4cccc(c4C)O)O)(C)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 
JE2 "SYSTEMATIC NAME" ACDLabs              10.04 (4R)-3-[(2S,3S)-2-hydroxy-3-{[(3-hydroxy-2-methylphenyl)carbonyl]amino}-4-phenylbutanoyl]-5,5-dimethyl-N-(2-methylbenzyl)-1,3-thiazolidine-4-carboxamide         
JE2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4R)-3-[(2S,3S)-2-hydroxy-3-[(3-hydroxy-2-methyl-phenyl)carbonylamino]-4-phenyl-butanoyl]-5,5-dimethyl-N-[(2-methylphenyl)methyl]-1,3-thiazolidine-4-carboxamide 
# 
