data_13Z
# 
_chem_comp.id                                    13Z 
_chem_comp.name                                  2-[(2-{(2S,4S)-2-[(R)-(5-tert-butyl-1,3,4-oxadiazol-2-yl)(hydroxy)methyl]-4-fluoropyrrolidin-1-yl}-2-oxoethyl)amino]-2-methylpropan-1-ol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H29 F N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-02-12 
_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                        372.435 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     13Z 
_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        2QKY 
_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 
13Z C1   C1   C 0 1 N N S -9.644  13.599 -9.169  1.439  2.266  -0.842 C1   13Z 1  
13Z C2   C2   C 0 1 N N N -9.864  12.333 -10.023 2.458  2.729  0.221  C2   13Z 2  
13Z C3   C3   C 0 1 N N S -11.046 12.669 -10.905 1.571  2.967  1.472  C3   13Z 3  
13Z C4   C4   C 0 1 N N N -11.854 13.742 -10.177 0.518  1.841  1.325  C4   13Z 4  
13Z C5   C5   C 0 1 N N N -11.364 15.184 -8.111  -0.855 1.265  -0.697 C5   13Z 5  
13Z C6   C6   C 0 1 N N N -12.754 15.777 -8.135  -2.030 0.870  0.161  C6   13Z 6  
13Z C7   C7   C 0 1 N N R -8.517  14.533 -9.777  2.052  1.162  -1.705 C7   13Z 7  
13Z N1   N1   N 0 1 N N N -10.988 14.252 -9.102  0.265  1.747  -0.124 N1   13Z 8  
13Z N2   N2   N 0 1 Y N N -8.132  16.077 -7.767  3.229  -0.201 0.041  N2   13Z 9  
13Z N3   N3   N 0 1 Y N N -7.878  17.430 -7.660  3.141  -1.372 0.568  N3   13Z 10 
13Z N4   N4   N 0 1 N N N -12.761 17.048 -7.320  -3.118 0.379  -0.695 N4   13Z 11 
13Z C8   C8   C 0 1 Y N N -8.242  15.813 -9.040  2.296  -0.060 -0.858 C8   13Z 12 
13Z C10  C10  C 0 1 N N N -7.617  19.288 -9.432  1.707  -3.419 0.356  C10  13Z 13 
13Z F1   F1   F 0 1 N N N -10.559 13.116 -12.068 2.312  2.810  2.648  F1   13Z 14 
13Z O1   O1   O 0 1 N N N -10.618 15.526 -7.207  -0.919 1.149  -1.903 O1   13Z 15 
13Z O2   O2   O 0 1 N N N -8.837  14.914 -11.124 3.291  1.618  -2.252 O2   13Z 16 
13Z C9   C9   C 0 1 Y N N -7.851  17.893 -8.895  2.149  -2.017 0.023  C9   13Z 17 
13Z O3   O3   O 0 1 Y N N -8.074  16.925 -9.811  1.592  -1.204 -0.890 O3   13Z 18 
13Z C12  C12  C 0 1 N N N -8.896  19.824 -10.107 1.312  -3.492 1.832  C12  13Z 19 
13Z C14  C14  C 0 1 N N N -6.470  19.256 -10.455 0.505  -3.795 -0.513 C14  13Z 20 
13Z C16  C16  C 0 1 N N N -7.215  20.248 -8.297  2.856  -4.393 0.087  C16  13Z 21 
13Z C11  C11  C 0 1 N N N -13.193 18.399 -7.897  -4.283 -0.016 0.109  C11  13Z 22 
13Z C13  C13  C 0 1 N N N -13.414 18.368 -9.418  -4.788 1.191  0.902  C13  13Z 23 
13Z C15  C15  C 0 1 N N N -14.479 18.820 -7.154  -5.393 -0.521 -0.815 C15  13Z 24 
13Z C17  C17  C 0 1 N N N -12.060 19.394 -7.590  -3.879 -1.130 1.077  C17  13Z 25 
13Z O4   O4   O 0 1 N N N -14.567 18.163 -5.885  -6.525 -0.905 -0.033 O4   13Z 26 
13Z H1   H1   H 0 1 N N N -9.271  13.367 -8.161  1.149  3.109  -1.469 H1   13Z 27 
13Z H2   H2   H 0 1 N N N -8.973  12.101 -10.625 3.195  1.950  0.413  H2   13Z 28 
13Z H2A  H2A  H 0 1 N N N -10.047 11.442 -9.405  2.944  3.654  -0.089 H2A  13Z 29 
13Z H3   H3   H 0 1 N N N -11.699 11.807 -11.106 1.101  3.950  1.436  H3   13Z 30 
13Z H4   H4   H 0 1 N N N -12.130 14.552 -10.868 0.914  0.899  1.703  H4   13Z 31 
13Z H4A  H4A  H 0 1 N N N -12.790 13.330 -9.773  -0.398 2.108  1.853  H4A  13Z 32 
13Z H6   H6   H 0 1 N N N -13.042 16.002 -9.173  -1.727 0.082  0.851  H6   13Z 33 
13Z H6A  H6A  H 0 1 N N N -13.471 15.059 -7.710  -2.374 1.736  0.726  H6A  13Z 34 
13Z H7   H7   H 0 1 N N N -7.619  13.902 -9.701  1.367  0.911  -2.515 H7   13Z 35 
13Z HN4  HN4  H 0 1 N N N -13.390 16.872 -6.563  -3.373 1.068  -1.386 HN4  13Z 36 
13Z HO2  HO2  H 0 1 N N N -8.908  15.860 -11.178 3.950  1.859  -1.587 HO2  13Z 37 
13Z H12  H12  H 0 1 N N N -9.684  19.952 -9.351  0.493  -2.798 2.024  H12  13Z 38 
13Z H12A H12A H 0 0 N N N -8.682  20.794 -10.580 0.992  -4.506 2.073  H12A 13Z 39 
13Z H12B H12B H 0 0 N N N -9.234  19.109 -10.872 2.168  -3.224 2.451  H12B 13Z 40 
13Z H14  H14  H 0 1 N N N -6.886  19.248 -11.473 0.787  -3.743 -1.565 H14  13Z 41 
13Z H14A H14A H 0 0 N N N -5.837  20.146 -10.324 0.186  -4.809 -0.272 H14A 13Z 42 
13Z H14B H14B H 0 0 N N N -5.866  18.350 -10.299 -0.313 -3.101 -0.321 H14B 13Z 43 
13Z H16  H16  H 0 1 N N N -7.119  19.685 -7.357  3.712  -4.125 0.706  H16  13Z 44 
13Z H16A H16A H 0 0 N N N -6.252  20.721 -8.541  2.536  -5.407 0.328  H16A 13Z 45 
13Z H16B H16B H 0 0 N N N -7.987  21.024 -8.183  3.137  -4.341 -0.965 H16B 13Z 46 
13Z H13  H13  H 0 1 N N N -14.493 18.361 -9.632  -5.075 1.984  0.212  H13  13Z 47 
13Z H13A H13A H 0 0 N N N -12.956 19.259 -9.873  -5.652 0.897  1.498  H13A 13Z 48 
13Z H13B H13B H 0 0 N N N -12.951 17.462 -9.837  -3.997 1.550  1.560  H13B 13Z 49 
13Z H15  H15  H 0 1 N N N -14.463 19.908 -6.995  -5.680 0.273  -1.505 H15  13Z 50 
13Z H15A H15A H 0 0 N N N -15.350 18.535 -7.762  -5.032 -1.381 -1.380 H15A 13Z 51 
13Z H17  H17  H 0 1 N N N -11.518 19.631 -8.518  -3.089 -0.771 1.736  H17  13Z 52 
13Z H17A H17A H 0 0 N N N -12.486 20.316 -7.168  -4.743 -1.423 1.674  H17A 13Z 53 
13Z H17B H17B H 0 0 N N N -11.365 18.946 -6.865  -3.519 -1.990 0.512  H17B 13Z 54 
13Z HO4  HO4  H 0 1 N N N -14.586 17.222 -6.016  -7.269 -1.236 -0.554 HO4  13Z 55 
# 
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 
13Z C1  C2   SING N N 1  
13Z C1  C7   SING N N 2  
13Z C1  N1   SING N N 3  
13Z C2  C3   SING N N 4  
13Z C3  C4   SING N N 5  
13Z C3  F1   SING N N 6  
13Z C4  N1   SING N N 7  
13Z C5  C6   SING N N 8  
13Z C5  N1   SING N N 9  
13Z C5  O1   DOUB N N 10 
13Z C6  N4   SING N N 11 
13Z C7  C8   SING N N 12 
13Z C7  O2   SING N N 13 
13Z N2  N3   SING N N 14 
13Z N2  C8   DOUB N N 15 
13Z N3  C9   DOUB N N 16 
13Z N4  C11  SING N N 17 
13Z C8  O3   SING N N 18 
13Z C10 C9   SING N N 19 
13Z C10 C12  SING N N 20 
13Z C10 C14  SING N N 21 
13Z C10 C16  SING N N 22 
13Z C9  O3   SING Y N 23 
13Z C11 C13  SING Y N 24 
13Z C11 C15  SING Y N 25 
13Z C11 C17  SING N N 26 
13Z C15 O4   SING N N 27 
13Z C1  H1   SING Y N 28 
13Z C2  H2   SING N N 29 
13Z C2  H2A  SING N N 30 
13Z C3  H3   SING N N 31 
13Z C4  H4   SING N N 32 
13Z C4  H4A  SING N N 33 
13Z C6  H6   SING Y N 34 
13Z C6  H6A  SING N N 35 
13Z C7  H7   SING N N 36 
13Z N4  HN4  SING N N 37 
13Z O2  HO2  SING N N 38 
13Z C12 H12  SING N N 39 
13Z C12 H12A SING N N 40 
13Z C12 H12B SING N N 41 
13Z C14 H14  SING N N 42 
13Z C14 H14A SING N N 43 
13Z C14 H14B SING N N 44 
13Z C16 H16  SING N N 45 
13Z C16 H16A SING N N 46 
13Z C16 H16B SING N N 47 
13Z C13 H13  SING N N 48 
13Z C13 H13A SING N N 49 
13Z C13 H13B SING N N 50 
13Z C15 H15  SING N N 51 
13Z C15 H15A SING N N 52 
13Z C17 H17  SING N N 53 
13Z C17 H17A SING N N 54 
13Z C17 H17B SING N N 55 
13Z O4  HO4  SING N N 56 
# 
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 
13Z SMILES           ACDLabs              10.04 FC1CC(N(C(=O)CNC(C)(C)CO)C1)C(O)c2nnc(o2)C(C)(C)C                                                                                                  
13Z InChI            InChI                1.02b InChI=1/C17H29FN4O4/c1-16(2,3)15-21-20-14(26-15)13(25)11-6-10(18)8-22(11)12(24)7-19-17(4,5)9-23/h10-11,13,19,23,25H,6-9H2,1-5H3/t10-,11-,13+/m0/s1 
13Z InChIKey         InChI                1.02b PHTMASAWZAGGEK-GMXVVIOVBC                                                                                                                          
13Z SMILES_CANONICAL CACTVS               3.341 CC(C)(C)c1oc(nn1)[C@H](O)[C@@H]2C[C@H](F)CN2C(=O)CNC(C)(C)CO                                                                                       
13Z SMILES           CACTVS               3.341 CC(C)(C)c1oc(nn1)[CH](O)[CH]2C[CH](F)CN2C(=O)CNC(C)(C)CO                                                                                           
13Z SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C)c1nnc(o1)[C@@H]([C@@H]2C[C@@H](CN2C(=O)CNC(C)(C)CO)F)O                                                                                     
13Z SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C)c1nnc(o1)C(C2CC(CN2C(=O)CNC(C)(C)CO)F)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 
13Z "SYSTEMATIC NAME" ACDLabs              10.04 2-[(2-{(2S,4S)-2-[(R)-(5-tert-butyl-1,3,4-oxadiazol-2-yl)(hydroxy)methyl]-4-fluoropyrrolidin-1-yl}-2-oxoethyl)amino]-2-methylpropan-1-ol          
13Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[(2S,4S)-2-[(R)-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-hydroxy-methyl]-4-fluoro-pyrrolidin-1-yl]-2-[(1-hydroxy-2-methyl-propan-2-yl)amino]ethanone 
# 
