data_TRL
# 
_chem_comp.id                                    TRL 
_chem_comp.name                                  "{1-[2-(1-FORMYL-PROPYL)-3-METHANESULFONYLAMINO-PYRROLIDINE-1-CARBONYL]-2-METHYL-PROPYL}-CARBAMIC ACID TERT-BUTYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H35 N3 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         GW472467X 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-11-01 
_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                        433.563 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TRL 
_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        1N1L 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
TRL O1   O1   O 0 1 N N N 10.763 23.946 13.847 0.307  -3.058 2.236  O1   TRL 1  
TRL C28  C28  C 0 1 N N N 10.321 25.084 13.964 0.759  -2.162 1.564  C28  TRL 2  
TRL C27  C27  C 0 1 N N S 9.845  26.108 12.924 1.309  -0.926 2.228  C27  TRL 3  
TRL C3   C3   C 0 1 N N N 10.092 25.564 11.515 2.785  -0.762 1.858  C3   TRL 4  
TRL C4   C4   C 0 1 N N N 11.410 26.109 10.968 3.343  0.492  2.531  C4   TRL 5  
TRL C8   C8   C 0 1 N N R 8.362  26.459 13.274 0.526  0.298  1.753  C8   TRL 6  
TRL N10  N10  N 0 1 N N N 7.527  27.344 12.419 0.485  0.328  0.284  N10  TRL 7  
TRL C9   C9   C 0 1 N N N 6.228  26.723 12.112 -0.924 0.238  -0.149 C9   TRL 8  
TRL C12  C12  C 0 1 N N N 6.033  25.690 13.224 -1.742 0.771  1.053  C12  TRL 9  
TRL C14  C14  C 0 1 N N S 7.463  25.221 13.468 -0.931 0.215  2.253  C14  TRL 10 
TRL N3   N3   N 0 1 N N N 7.615  24.740 14.822 -1.120 1.051  3.442  N3   TRL 11 
TRL S1   S1   S 0 1 N N N 7.422  23.166 15.159 -1.612 0.365  4.866  S1   TRL 12 
TRL O4   O4   O 0 1 N N N 8.143  22.542 14.079 -2.823 -0.284 4.501  O4   TRL 13 
TRL O5   O5   O 0 1 N N N 6.017  23.000 15.374 -1.586 1.461  5.770  O5   TRL 14 
TRL C1   C1   C 0 1 N N N 8.139  22.904 16.742 -0.296 -0.829 5.226  C1   TRL 15 
TRL C2   C2   C 0 1 N N N 7.930  28.591 12.006 1.554  0.419  -0.532 C2   TRL 16 
TRL O2   O2   O 0 1 N N N 9.037  29.020 12.317 2.604  0.853  -0.110 O2   TRL 17 
TRL C5   C5   C 0 1 N N S 6.954  29.443 11.115 1.442  -0.017 -1.970 C5   TRL 18 
TRL C6   C6   C 0 1 N N N 7.362  29.489 9.614  2.709  0.389  -2.726 C6   TRL 19 
TRL C13  C13  C 0 1 N N N 8.237  28.352 9.107  2.915  1.900  -2.599 C13  TRL 20 
TRL C7   C7   C 0 1 N N N 6.157  29.656 8.668  3.914  -0.341 -2.132 C7   TRL 21 
TRL N1   N1   N 0 1 N N N 7.145  30.861 11.377 0.278  0.624  -2.587 N1   TRL 22 
TRL C11  C11  C 0 1 N N N 6.610  31.748 12.203 -0.386 0.001  -3.580 C11  TRL 23 
TRL O3   O3   O 0 1 N N N 5.758  31.505 13.020 -0.019 -1.091 -3.965 O3   TRL 24 
TRL O6   O6   O 0 1 N N N 7.244  32.914 11.935 -1.455 0.591  -4.147 O6   TRL 25 
TRL C15  C15  C 0 1 N N N 6.989  34.321 12.251 -2.172 -0.079 -5.217 C15  TRL 26 
TRL C21  C21  C 0 1 N N N 6.342  34.566 13.636 -3.336 0.798  -5.680 C21  TRL 27 
TRL C26  C26  C 0 1 N N N 8.365  35.015 12.298 -1.221 -0.326 -6.390 C26  TRL 28 
TRL C25  C25  C 0 1 N N N 6.221  35.016 11.097 -2.712 -1.417 -4.709 C25  TRL 29 
TRL H28  H28  H 0 1 N N N 10.353 25.192 15.061 0.769  -2.247 0.487  H28  TRL 30 
TRL H27  H27  H 0 1 N N N 10.416 27.064 12.947 1.214  -1.022 3.309  H27  TRL 31 
TRL HC31 1HC3 H 0 0 N N N 10.055 24.450 11.484 2.880  -0.667 0.776  HC31 TRL 32 
TRL HC32 2HC3 H 0 0 N N N 9.237  25.773 10.830 3.343  -1.635 2.197  HC32 TRL 33 
TRL HC41 1HC4 H 0 0 N N N 11.590 25.712 9.941  4.394  0.609  2.268  HC41 TRL 34 
TRL HC42 2HC4 H 0 0 N N N 11.446 27.223 10.998 2.785  1.365  2.193  HC42 TRL 35 
TRL HC43 3HC4 H 0 0 N N N 12.264 25.899 11.652 3.248  0.397  3.613  HC43 TRL 36 
TRL HC8  HC8  H 0 1 N N N 8.627  27.044 14.185 0.995  1.207  2.129  HC8  TRL 37 
TRL HC91 1HC9 H 0 0 N N N 5.387  27.448 12.009 -1.191 -0.796 -0.361 HC91 TRL 38 
TRL HC92 2HC9 H 0 0 N N N 6.153  26.304 11.081 -1.090 0.862  -1.027 HC92 TRL 39 
TRL H121 1H12 H 0 0 N N N 5.496  26.062 14.127 -2.755 0.367  1.045  H121 TRL 40 
TRL H122 2H12 H 0 0 N N N 5.301  24.880 12.995 -1.758 1.861  1.063  H122 TRL 41 
TRL H14  H14  H 0 1 N N N 7.729  24.391 12.772 -1.209 -0.817 2.461  H14  TRL 42 
TRL HN3  HN3  H 0 1 N N N 6.990  25.275 15.424 -0.956 2.006  3.394  HN3  TRL 43 
TRL HC11 1HC1 H 0 0 N N N 8.006  21.821 16.973 -0.520 -1.347 6.159  HC11 TRL 44 
TRL HC12 2HC1 H 0 0 N N N 9.199  23.243 16.808 -0.230 -1.554 4.415  HC12 TRL 45 
TRL HC13 3HC1 H 0 0 N N N 7.728  23.577 17.529 0.654  -0.304 5.322  HC13 TRL 46 
TRL HC5  HC5  H 0 1 N N N 5.958  28.988 11.328 1.326  -1.100 -2.013 HC5  TRL 47 
TRL HC6  HC6  H 0 1 N N N 8.002  30.401 9.590  2.605  0.124  -3.778 HC6  TRL 48 
TRL H131 1H13 H 0 0 N N N 8.529  28.385 8.031  3.817  2.190  -3.138 H131 TRL 49 
TRL H132 2H13 H 0 0 N N N 9.151  28.273 9.740  2.056  2.421  -3.023 H132 TRL 50 
TRL H133 3H13 H 0 0 N N N 7.747  27.375 9.331  3.019  2.165  -1.547 H133 TRL 51 
TRL HC71 1HC7 H 0 0 N N N 6.449  29.689 7.592  3.968  -0.143 -1.062 HC71 TRL 52 
TRL HC72 2HC7 H 0 0 N N N 5.395  28.862 8.849  3.807  -1.413 -2.299 HC72 TRL 53 
TRL HC73 3HC7 H 0 0 N N N 5.554  30.552 8.944  4.826  0.011  -2.614 HC73 TRL 54 
TRL HN1  HN1  H 0 1 N N N 7.842  31.371 10.835 -0.013 1.496  -2.280 HN1  TRL 55 
TRL H211 1H21 H 0 0 N N N 6.147  35.637 13.876 -3.873 0.295  -6.484 H211 TRL 56 
TRL H212 2H21 H 0 0 N N N 5.404  33.971 13.735 -4.013 0.974  -4.844 H212 TRL 57 
TRL H213 3H21 H 0 0 N N N 6.955  34.094 14.438 -2.950 1.752  -6.042 H213 TRL 58 
TRL H261 1H26 H 0 0 N N N 8.170  36.086 12.538 -0.836 0.627  -6.752 H261 TRL 59 
TRL H262 2H26 H 0 0 N N N 9.081  34.527 12.999 -0.391 -0.951 -6.061 H262 TRL 60 
TRL H263 3H26 H 0 0 N N N 8.963  34.872 11.368 -1.759 -0.829 -7.194 H263 TRL 61 
TRL H251 1H25 H 0 0 N N N 6.026  36.087 11.337 -3.390 -1.241 -3.873 H251 TRL 62 
TRL H252 2H25 H 0 0 N N N 6.750  34.901 10.122 -3.250 -1.920 -5.513 H252 TRL 63 
TRL H253 3H25 H 0 0 N N N 5.280  34.473 10.842 -1.883 -2.042 -4.379 H253 TRL 64 
# 
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 
TRL O1  C28  DOUB N N 1  
TRL C28 C27  SING N N 2  
TRL C28 H28  SING N N 3  
TRL C27 C3   SING N N 4  
TRL C27 C8   SING N N 5  
TRL C27 H27  SING N N 6  
TRL C3  C4   SING N N 7  
TRL C3  HC31 SING N N 8  
TRL C3  HC32 SING N N 9  
TRL C4  HC41 SING N N 10 
TRL C4  HC42 SING N N 11 
TRL C4  HC43 SING N N 12 
TRL C8  N10  SING N N 13 
TRL C8  C14  SING N N 14 
TRL C8  HC8  SING N N 15 
TRL N10 C9   SING N N 16 
TRL N10 C2   SING N N 17 
TRL C9  C12  SING N N 18 
TRL C9  HC91 SING N N 19 
TRL C9  HC92 SING N N 20 
TRL C12 C14  SING N N 21 
TRL C12 H121 SING N N 22 
TRL C12 H122 SING N N 23 
TRL C14 N3   SING N N 24 
TRL C14 H14  SING N N 25 
TRL N3  S1   SING N N 26 
TRL N3  HN3  SING N N 27 
TRL S1  O4   DOUB N N 28 
TRL S1  O5   DOUB N N 29 
TRL S1  C1   SING N N 30 
TRL C1  HC11 SING N N 31 
TRL C1  HC12 SING N N 32 
TRL C1  HC13 SING N N 33 
TRL C2  O2   DOUB N N 34 
TRL C2  C5   SING N N 35 
TRL C5  C6   SING N N 36 
TRL C5  N1   SING N N 37 
TRL C5  HC5  SING N N 38 
TRL C6  C13  SING N N 39 
TRL C6  C7   SING N N 40 
TRL C6  HC6  SING N N 41 
TRL C13 H131 SING N N 42 
TRL C13 H132 SING N N 43 
TRL C13 H133 SING N N 44 
TRL C7  HC71 SING N N 45 
TRL C7  HC72 SING N N 46 
TRL C7  HC73 SING N N 47 
TRL N1  C11  SING N N 48 
TRL N1  HN1  SING N N 49 
TRL C11 O3   DOUB N N 50 
TRL C11 O6   SING N N 51 
TRL O6  C15  SING N N 52 
TRL C15 C21  SING N N 53 
TRL C15 C26  SING N N 54 
TRL C15 C25  SING N N 55 
TRL C21 H211 SING N N 56 
TRL C21 H212 SING N N 57 
TRL C21 H213 SING N N 58 
TRL C26 H261 SING N N 59 
TRL C26 H262 SING N N 60 
TRL C26 H263 SING N N 61 
TRL C25 H251 SING N N 62 
TRL C25 H252 SING N N 63 
TRL C25 H253 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 
TRL SMILES           ACDLabs              10.04 O=C(N1CCC(NS(=O)(=O)C)C1C(C=O)CC)C(NC(=O)OC(C)(C)C)C(C)C                                                                                                              
TRL InChI            InChI                1.02b InChI=1/C19H35N3O6S/c1-8-13(11-23)16-14(21-29(7,26)27)9-10-22(16)17(24)15(12(2)3)20-18(25)28-19(4,5)6/h11-16,21H,8-10H2,1-7H3,(H,20,25)/t13-,14+,15+,16-/m1/s1/f/h20H 
TRL InChIKey         InChI                1.02b NOWIRVOXJOWTSQ-RSUFVGLCDO                                                                                                                                             
TRL SMILES_CANONICAL CACTVS               3.341 CC[C@H](C=O)[C@@H]1[C@H](CCN1C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)C)N[S](C)(=O)=O                                                                                          
TRL SMILES           CACTVS               3.341 CC[CH](C=O)[CH]1[CH](CCN1C(=O)[CH](NC(=O)OC(C)(C)C)C(C)C)N[S](C)(=O)=O                                                                                                
TRL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](C=O)[C@@H]1[C@H](CCN1C(=O)[C@H](C(C)C)NC(=O)OC(C)(C)C)NS(=O)(=O)C                                                                                             
TRL SMILES           "OpenEye OEToolkits" 1.5.0 CCC(C=O)C1C(CCN1C(=O)C(C(C)C)NC(=O)OC(C)(C)C)NS(=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 
TRL "SYSTEMATIC NAME" ACDLabs              10.04 "tert-butyl [(1S)-1-({(2R,3S)-2-[(1S)-1-formylpropyl]-3-[(methylsulfonyl)amino]pyrrolidin-1-yl}carbonyl)-2-methylpropyl]carbamate"   
TRL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "tert-butyl N-[(2S)-3-methyl-1-[(2R,3S)-3-(methylsulfonylamino)-2-[(2S)-1-oxobutan-2-yl]pyrrolidin-1-yl]-1-oxo-butan-2-yl]carbamate" 
# 
