data_315
# 
_chem_comp.id                                    315 
_chem_comp.name                                  (2S,3S)-4-cyclopropyl-3-{(3R,5R)-3-[2-fluoro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazolidin-5-yl}-1-[(3S)-3-fluoropyrrolidin-1-yl]-1-oxobutan-2-amine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H28 F2 N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-30 
_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                        458.523 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     315 
_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        3C43 
_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 
315 C1   C1   C 0 1 N N S -4.761  63.262 34.645 -2.360 -0.959 0.233  C1   315 1  
315 C2   C2   C 0 1 N N S -3.486  64.137 34.959 -2.450 0.106  1.328  C2   315 2  
315 C3   C3   C 0 1 N N N -2.403  63.277 35.723 -3.888 0.514  1.515  C3   315 3  
315 N4   N4   N 0 1 N N N -1.763  63.835 36.804 -4.434 1.448  0.711  N4   315 4  
315 O5   O5   O 0 1 N N N -2.147  62.137 35.294 -4.555 0.002  2.389  O5   315 5  
315 N6   N6   N 0 1 N N N -3.084  64.556 33.943 -1.928 -0.441 2.588  N6   315 6  
315 C8   C8   C 0 1 N N N -5.669  63.877 33.536 -3.084 -2.226 0.694  C8   315 7  
315 C11  C11  C 0 1 N N N -2.195  64.976 37.591 -3.745 2.142  -0.387 C11  315 8  
315 C12  C12  C 0 1 N N S -1.409  64.877 38.878 -4.768 3.096  -1.039 C12  315 9  
315 C13  C13  C 0 1 N N N -0.136  64.207 38.476 -6.131 2.473  -0.635 C13  315 10 
315 C14  C14  C 0 1 N N N -0.487  63.297 37.299 -5.823 1.938  0.783  C14  315 11 
315 F21  F21  F 0 1 N N N -2.068  64.043 39.755 -4.620 3.104  -2.430 F21  315 12 
315 C23  C23  C 0 1 N N N -7.100  63.260 33.472 -3.126 -3.235 -0.456 C23  315 13 
315 C26  C26  C 0 1 N N N -6.997  62.046 32.589 -3.904 -4.532 -0.228 C26  315 14 
315 C27  C27  C 0 1 N N N -7.861  63.250 32.259 -2.374 -4.553 -0.266 C27  315 15 
315 C33  C33  C 0 1 N N R -5.665  63.029 35.975 -0.890 -1.283 -0.043 C33  315 16 
315 N35  N35  N 0 1 N N N -6.095  61.875 36.444 -0.143 -0.049 -0.374 N35  315 17 
315 C36  C36  C 0 1 N N R -6.783  62.303 37.524 0.830  -0.423 -1.423 C36  315 18 
315 N37  N37  N 0 1 N N N -6.730  63.658 37.644 0.616  -1.867 -1.675 N37  315 19 
315 O38  O38  O 0 1 N N N -6.004  64.146 36.642 -0.771 -2.113 -1.221 O38  315 20 
315 C39  C39  C 0 1 Y N N -7.498  61.448 38.509 2.236  -0.182 -0.937 C39  315 21 
315 C40  C40  C 0 1 Y N N -6.917  60.182 38.793 3.255  -1.032 -1.321 C40  315 22 
315 C41  C41  C 0 1 Y N N -7.493  59.313 39.734 4.545  -0.812 -0.876 C41  315 23 
315 C42  C42  C 0 1 Y N N -8.675  59.689 40.428 4.817  0.259  -0.045 C42  315 24 
315 C43  C43  C 0 1 Y N N -9.293  60.934 40.167 3.799  1.111  0.340  C43  315 25 
315 C44  C44  C 0 1 Y N N -8.716  61.805 39.224 2.508  0.895  -0.110 C44  315 26 
315 F48  F48  F 0 1 N N N -9.366  62.963 39.059 1.514  1.730  0.262  F48  315 27 
315 S49  S49  S 0 1 N N N -9.384  58.606 41.646 6.462  0.538  0.523  S49  315 28 
315 O50  O50  O 0 1 N N N -9.903  59.427 42.701 6.295  1.239  1.748  O50  315 29 
315 O51  O51  O 0 1 N N N -8.350  57.653 42.005 7.066  -0.748 0.491  O51  315 30 
315 C52  C52  C 0 1 N N N -10.713 57.782 40.759 7.198  1.618  -0.734 C52  315 31 
315 H1   H1   H 0 1 N N N -4.367  62.302 34.280 -2.827 -0.584 -0.678 H1   315 32 
315 H2   H2   H 0 1 N N N -3.737  64.978 35.622 -1.860 0.976  1.038  H2   315 33 
315 HN6  HN6  H 0 1 N N N -2.969  65.547 34.013 -1.917 0.263  3.310  HN6  315 34 
315 HN6A HN6A H 0 0 N N N -2.203  64.133 33.733 -2.458 -1.249 2.878  HN6A 315 35 
315 H8   H8   H 0 1 N N N -5.772  64.953 33.740 -2.552 -2.661 1.540  H8   315 36 
315 H8A  H8A  H 0 1 N N N -5.185  63.665 32.571 -4.101 -1.974 0.994  H8A  315 37 
315 H11  H11  H 0 1 N N N -1.981  65.920 37.069 -2.904 2.713  0.006  H11  315 38 
315 H11A H11A H 0 0 N N N -3.281  64.969 37.768 -3.394 1.417  -1.121 H11A 315 39 
315 H12  H12  H 0 1 N N N -1.264  65.856 39.358 -4.667 4.104  -0.636 H12  315 40 
315 H13  H13  H 0 1 N N N 0.616   64.952 38.178 -6.914 3.231  -0.608 H13  315 41 
315 H13A H13A H 0 0 N N N 0.294   63.633 39.310 -6.402 1.658  -1.307 H13A 315 42 
315 H14  H14  H 0 1 N N N -0.591  62.250 37.619 -6.500 1.123  1.037  H14  315 43 
315 H14A H14A H 0 0 N N N 0.295   63.287 36.526 -5.904 2.742  1.515  H14A 315 44 
315 H23  H23  H 0 1 N N N -7.428  63.562 34.478 -3.145 -2.806 -1.457 H23  315 45 
315 H26  H26  H 0 1 N N N -6.153  61.565 32.072 -4.386 -4.667 0.741  H26  315 46 
315 H26A H26A H 0 0 N N N -7.118  60.957 32.683 -4.435 -4.957 -1.080 H26A 315 47 
315 H27  H27  H 0 1 N N N -8.947  63.322 32.102 -1.899 -4.992 -1.143 H27  315 48 
315 H27A H27A H 0 0 N N N -7.967  63.924 31.396 -1.849 -4.702 0.678  H27A 315 49 
315 H40  H40  H 0 1 N N N -6.017  59.883 38.276 3.044  -1.869 -1.970 H40  315 50 
315 H41  H41  H 0 1 N N N -7.036  58.355 39.931 5.341  -1.477 -1.176 H41  315 51 
315 H43  H43  H 0 1 N N N -10.198 61.213 40.686 4.012  1.947  0.990  H43  315 52 
315 H52  H52  H 0 1 N N N -11.560 57.614 41.440 6.627  2.544  -0.797 H52  315 53 
315 H52A H52A H 0 0 N N N -11.038 58.412 39.918 8.228  1.844  -0.460 H52A 315 54 
315 H52B H52B H 0 0 N N N -10.354 56.816 40.376 7.181  1.115  -1.701 H52B 315 55 
315 H25  H25  H 0 1 N N N -5.436  62.010 35.628 -0.443 -1.778 0.819  H25  315 56 
315 H261 H261 H 0 0 N N N -6.669  61.381 35.790 -0.766 0.675  -0.701 H261 315 57 
315 H271 H271 H 0 0 N N N -7.343  61.449 37.933 0.642  0.149  -2.331 H271 315 58 
315 H28  H28  H 0 1 N N N -7.655  64.037 37.607 0.720  -2.083 -2.655 H28  315 59 
# 
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 
315 C1  C2   SING N N 1  
315 C1  C33  SING N N 2  
315 C1  H1   SING N N 3  
315 C2  C3   SING N N 4  
315 C2  H2   SING N N 5  
315 C3  N4   SING N N 6  
315 N4  C14  SING N N 7  
315 N4  C11  SING N N 8  
315 O5  C3   DOUB N N 9  
315 N6  C2   SING N N 10 
315 N6  HN6  SING N N 11 
315 N6  HN6A SING N N 12 
315 C8  C1   SING N N 13 
315 C8  H8   SING N N 14 
315 C8  H8A  SING N N 15 
315 C11 C12  SING N N 16 
315 C11 H11  SING N N 17 
315 C11 H11A SING N N 18 
315 C12 F21  SING N N 19 
315 C12 H12  SING N N 20 
315 C13 C12  SING N N 21 
315 C13 H13  SING N N 22 
315 C13 H13A SING N N 23 
315 C14 C13  SING N N 24 
315 C14 H14  SING N N 25 
315 C14 H14A SING N N 26 
315 C23 C8   SING N N 27 
315 C23 H23  SING N N 28 
315 C26 C23  SING N N 29 
315 C26 H26  SING N N 30 
315 C26 H26A SING N N 31 
315 C27 C23  SING N N 32 
315 C27 C26  SING N N 33 
315 C27 H27  SING N N 34 
315 C27 H27A SING N N 35 
315 C33 N35  SING N N 36 
315 C33 O38  SING N N 37 
315 N35 C36  SING N N 38 
315 C36 N37  SING N N 39 
315 C36 C39  SING N N 40 
315 O38 N37  SING N N 41 
315 C39 C40  DOUB N N 42 
315 C39 C44  SING N N 43 
315 C40 C41  SING N N 44 
315 C40 H40  SING N N 45 
315 C41 C42  DOUB Y N 46 
315 C41 H41  SING Y N 47 
315 C42 S49  SING Y N 48 
315 C43 C42  SING N N 49 
315 C43 H43  SING Y N 50 
315 C44 C43  DOUB N N 51 
315 F48 C44  SING N N 52 
315 S49 O51  DOUB Y N 53 
315 S49 O50  DOUB N N 54 
315 C52 S49  SING Y N 55 
315 C52 H52  SING N N 56 
315 C52 H52A SING N N 57 
315 C52 H52B SING N N 58 
315 C33 H25  SING N N 59 
315 N35 H261 SING N N 60 
315 C36 H271 SING N N 61 
315 N37 H28  SING N N 62 
# 
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 
315 SMILES           ACDLabs              10.04 FC4CCN(C(=O)C(N)C(C2ONC(c1c(F)cc(cc1)S(=O)(=O)C)N2)CC3CC3)C4                                                                                                                                       
315 InChI            InChI                1.02b InChI=1/C20H28F2N4O4S/c1-31(28,29)13-4-5-14(16(22)9-13)18-24-19(30-25-18)15(8-11-2-3-11)17(23)20(27)26-7-6-12(21)10-26/h4-5,9,11-12,15,17-19,24-25H,2-3,6-8,10,23H2,1H3/t12-,15-,17-,18+,19?/m0/s1 
315 InChIKey         InChI                1.02b PTAHVQJZNFGPHN-WFWWEWPIBH                                                                                                                                                                          
315 SMILES_CANONICAL CACTVS               3.341 C[S](=O)(=O)c1ccc([C@H]2NO[C@@H](N2)[C@@H](CC3CC3)[C@H](N)C(=O)N4CC[C@H](F)C4)c(F)c1                                                                                                               
315 SMILES           CACTVS               3.341 C[S](=O)(=O)c1ccc([CH]2NO[CH](N2)[CH](CC3CC3)[CH](N)C(=O)N4CC[CH](F)C4)c(F)c1                                                                                                                      
315 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CS(=O)(=O)c1ccc(c(c1)F)C2NC(ON2)[C@@H](CC3CC3)[C@@H](C(=O)N4CC[C@@H](C4)F)N                                                                                                                        
315 SMILES           "OpenEye OEToolkits" 1.5.0 CS(=O)(=O)c1ccc(c(c1)F)C2NC(ON2)C(CC3CC3)C(C(=O)N4CCC(C4)F)N                                                                                                                                       
# 
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 
315 "SYSTEMATIC NAME" ACDLabs              10.04 (2S,3S)-4-cyclopropyl-3-{(3R,5R)-3-[2-fluoro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazolidin-5-yl}-1-[(3S)-3-fluoropyrrolidin-1-yl]-1-oxobutan-2-amine 
315 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3S)-2-amino-4-cyclopropyl-3-[3-(2-fluoro-4-methylsulfonyl-phenyl)-1,2,4-oxadiazolidin-5-yl]-1-[(3S)-3-fluoropyrrolidin-1-yl]butan-1-one          
# 
