data_CRL
# 
_chem_comp.id                                    CRL 
_chem_comp.name                                  N-{(1R)-2-[(4-CYANO-1,1-DIOXIDOTETRAHYDRO-2H-THIOPYRAN-4-YL)AMINO]-2-OXO-1-[(TRIMETHYLSILYL)METHYL]ETHYL}MORPHOLINE-4-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H30 N4 O5 S Si" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-01-31 
_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                        430.594 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CRL 
_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        2FUD 
_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 
CRL N1   N1   N  0 1 N N N 50.858 56.878 14.843 0.941  3.614  -1.282 N1   CRL 1  
CRL C1   C1   C  0 1 N N N 50.918 56.175 13.679 0.224  2.463  -1.588 C1   CRL 2  
CRL O1   O1   O  0 1 N N N 50.047 55.302 13.512 -1.012 2.454  -1.609 O1   CRL 3  
CRL N2   N2   N  0 1 N N N 51.869 56.374 12.716 0.998  1.323  -1.862 N2   CRL 4  
CRL C2   C2   C  0 1 N N N 52.986 57.339 12.859 2.466  1.251  -1.859 C2   CRL 5  
CRL C3   C3   C  0 1 N N N 53.186 58.176 11.556 2.969  0.399  -3.019 C3   CRL 6  
CRL O2   O2   O  0 1 N N N 53.238 57.320 10.382 2.335  -0.881 -3.020 O2   CRL 7  
CRL C4   C4   C  0 1 N N N 52.071 56.486 10.210 0.923  -0.746 -3.191 C4   CRL 8  
CRL C5   C5   C  0 1 N N N 51.875 55.572 11.460 0.330  0.030  -2.026 C5   CRL 9  
CRL C6   C6   C  0 1 N N R 49.894 56.747 15.941 0.289  4.866  -0.970 C6   CRL 10 
CRL C7   C7   C  0 1 N N N 48.602 57.211 15.434 0.026  5.577  -2.295 C7   CRL 11 
CRL O3   O3   O  0 1 N N N 48.541 58.297 14.856 0.792  5.510  -3.254 O3   CRL 12 
CRL N3   N3   N  0 1 N N N 47.525 56.423 15.595 -1.136 6.336  -2.258 N3   CRL 13 
CRL C8   C8   C  0 1 N N N 46.102 56.521 15.215 -1.583 7.150  -3.372 C8   CRL 14 
CRL C9   C9   C  0 1 N N N 45.456 57.601 15.974 -1.790 6.248  -4.526 C9   CRL 15 
CRL N4   N4   N  0 1 N N N 44.249 58.043 15.791 -1.953 5.541  -5.431 N4   CRL 16 
CRL C10  C10  C  0 1 N N N 46.048 56.794 13.652 -0.502 8.189  -3.744 C10  CRL 17 
CRL C11  C11  C  0 1 N N N 46.705 55.716 12.757 -0.219 9.210  -2.649 C11  CRL 18 
CRL S1   S1   S  0 1 N N N 46.000 54.097 13.107 -1.678 10.124 -2.206 S1   CRL 19 
CRL O4   O4   O  0 1 N N N 46.949 52.978 12.504 -1.411 10.807 -0.955 O4   CRL 20 
CRL O5   O5   O  0 1 N N N 44.541 54.019 12.492 -2.129 10.858 -3.372 O5   CRL 21 
CRL C12  C12  C  0 1 N N N 45.895 53.903 14.910 -2.845 8.824  -1.877 C12  CRL 22 
CRL C13  C13  C  0 1 N N N 45.311 55.195 15.556 -2.928 7.832  -3.031 C13  CRL 23 
CRL C14  C14  C  0 1 N N N 50.392 57.536 17.216 1.141  5.751  -0.050 C14  CRL 24 
CRL SI1  SI1  SI 0 0 N N N 51.844 56.903 18.088 1.491  5.079  1.665  SI1  CRL 25 
CRL C15  C15  C  0 1 N N N 51.682 57.289 19.840 -0.128 4.696  2.529  C15  CRL 26 
CRL C16  C16  C  0 1 N N N 52.025 55.121 17.936 2.512  3.512  1.527  C16  CRL 27 
CRL C17  C17  C  0 1 N N N 53.344 57.718 17.498 2.441  6.357  2.656  C17  CRL 28 
CRL HN1  HN1  H  0 1 N N N 51.564 57.576 14.966 1.946  3.595  -1.181 HN1  CRL 29 
CRL H21  1H2  H  0 1 N N N 53.910 56.775 13.054 2.749  0.796  -0.902 H21  CRL 30 
CRL H22  2H2  H  0 1 N N N 52.760 58.024 13.690 2.929  2.236  -1.925 H22  CRL 31 
CRL H31  1H3  H  0 1 N N N 54.139 58.719 11.634 2.786  0.892  -3.981 H31  CRL 32 
CRL H32  2H3  H  0 1 N N N 52.344 58.875 11.449 4.048  0.240  -2.926 H32  CRL 33 
CRL H41  1H4  H  0 1 N N N 52.208 55.854 9.320  0.492  -1.751 -3.232 H41  CRL 34 
CRL H42  2H4  H  0 1 N N N 51.184 57.125 10.085 0.717  -0.254 -4.149 H42  CRL 35 
CRL H51  1H5  H  0 1 N N N 50.907 55.057 11.369 -0.748 0.153  -2.161 H51  CRL 36 
CRL H52  2H5  H  0 1 N N N 52.700 54.846 11.504 0.490  -0.518 -1.089 H52  CRL 37 
CRL H6   H6   H  0 1 N N N 49.791 55.703 16.273 -0.673 4.614  -0.507 H6   CRL 38 
CRL HN3  HN3  H  0 1 N N N 47.736 55.577 16.084 -1.698 6.320  -1.413 HN3  CRL 39 
CRL H101 1H10 H  0 0 N N N 46.623 57.717 13.486 -0.802 8.720  -4.658 H101 CRL 40 
CRL H102 2H10 H  0 0 N N N 44.988 56.858 13.365 0.440  7.677  -3.985 H102 CRL 41 
CRL H111 1H11 H  0 0 N N N 47.785 55.688 12.964 0.158  8.730  -1.741 H111 CRL 42 
CRL H112 2H11 H  0 0 N N N 46.528 55.966 11.701 0.526  9.938  -2.984 H112 CRL 43 
CRL H121 1H12 H  0 0 N N N 46.903 53.724 15.312 -3.816 9.299  -1.707 H121 CRL 44 
CRL H122 2H12 H  0 0 N N N 45.239 53.052 15.145 -2.538 8.333  -0.948 H122 CRL 45 
CRL H131 1H13 H  0 0 N N N 44.298 55.320 15.146 -3.677 7.071  -2.774 H131 CRL 46 
CRL H132 2H13 H  0 0 N N N 45.332 55.063 16.648 -3.312 8.351  -3.919 H132 CRL 47 
CRL H141 1H14 H  0 0 N N N 49.569 57.449 17.940 2.101  5.967  -0.536 H141 CRL 48 
CRL H142 2H14 H  0 0 N N N 50.641 58.554 16.882 0.646  6.720  0.084  H142 CRL 49 
CRL H151 1H15 H  0 0 N N N 50.754 57.856 20.006 -0.187 3.640  2.809  H151 CRL 50 
CRL H152 2H15 H  0 0 N N N 52.544 57.891 20.164 -0.239 5.288  3.443  H152 CRL 51 
CRL H153 3H15 H  0 0 N N N 51.649 56.355 20.420 -0.983 4.918  1.883  H153 CRL 52 
CRL H161 1H16 H  0 0 N N N 51.168 54.624 18.414 1.872  2.633  1.402  H161 CRL 53 
CRL H162 2H16 H  0 0 N N N 52.956 54.804 18.429 3.188  3.555  0.668  H162 CRL 54 
CRL H163 3H16 H  0 0 N N N 52.062 54.845 16.872 3.121  3.356  2.422  H163 CRL 55 
CRL H171 1H17 H  0 0 N N N 54.215 57.082 17.712 3.017  5.888  3.459  H171 CRL 56 
CRL H172 2H17 H  0 0 N N N 53.461 58.685 18.009 3.143  6.908  2.022  H172 CRL 57 
CRL H173 3H17 H  0 0 N N N 53.269 57.884 16.413 1.765  7.086  3.113  H173 CRL 58 
# 
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 
CRL N1  C1   SING N N 1  
CRL N1  C6   SING N N 2  
CRL N1  HN1  SING N N 3  
CRL C1  O1   DOUB N N 4  
CRL C1  N2   SING N N 5  
CRL N2  C2   SING N N 6  
CRL N2  C5   SING N N 7  
CRL C2  C3   SING N N 8  
CRL C2  H21  SING N N 9  
CRL C2  H22  SING N N 10 
CRL C3  O2   SING N N 11 
CRL C3  H31  SING N N 12 
CRL C3  H32  SING N N 13 
CRL O2  C4   SING N N 14 
CRL C4  C5   SING N N 15 
CRL C4  H41  SING N N 16 
CRL C4  H42  SING N N 17 
CRL C5  H51  SING N N 18 
CRL C5  H52  SING N N 19 
CRL C6  C7   SING N N 20 
CRL C6  C14  SING N N 21 
CRL C6  H6   SING N N 22 
CRL C7  O3   DOUB N N 23 
CRL C7  N3   SING N N 24 
CRL N3  C8   SING N N 25 
CRL N3  HN3  SING N N 26 
CRL C8  C9   SING N N 27 
CRL C8  C10  SING N N 28 
CRL C8  C13  SING N N 29 
CRL C9  N4   TRIP N N 30 
CRL C10 C11  SING N N 31 
CRL C10 H101 SING N N 32 
CRL C10 H102 SING N N 33 
CRL C11 S1   SING N N 34 
CRL C11 H111 SING N N 35 
CRL C11 H112 SING N N 36 
CRL S1  O4   DOUB N N 37 
CRL S1  O5   DOUB N N 38 
CRL S1  C12  SING N N 39 
CRL C12 C13  SING N N 40 
CRL C12 H121 SING N N 41 
CRL C12 H122 SING N N 42 
CRL C13 H131 SING N N 43 
CRL C13 H132 SING N N 44 
CRL C14 SI1  SING N N 45 
CRL C14 H141 SING N N 46 
CRL C14 H142 SING N N 47 
CRL SI1 C15  SING N N 48 
CRL SI1 C16  SING N N 49 
CRL SI1 C17  SING N N 50 
CRL C15 H151 SING N N 51 
CRL C15 H152 SING N N 52 
CRL C15 H153 SING N N 53 
CRL C16 H161 SING N N 54 
CRL C16 H162 SING N N 55 
CRL C16 H163 SING N N 56 
CRL C17 H171 SING N N 57 
CRL C17 H172 SING N N 58 
CRL C17 H173 SING N N 59 
# 
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 
CRL SMILES           ACDLabs              10.04 O=S2(=O)CCC(C#N)(NC(=O)C(NC(=O)N1CCOCC1)C[Si](C)(C)C)CC2                                                                                                          
CRL InChI            InChI                1.02b InChI=1/C17H30N4O5SSi/c1-28(2,3)12-14(19-16(23)21-6-8-26-9-7-21)15(22)20-17(13-18)4-10-27(24,25)11-5-17/h14H,4-12H2,1-3H3,(H,19,23)(H,20,22)/t14-/m0/s1/f/h19-20H 
CRL InChIKey         InChI                1.02b VASVHRZIUGJLOH-VOMURDEEDB                                                                                                                                         
CRL SMILES_CANONICAL CACTVS               3.341 C[Si](C)(C)C[C@H](NC(=O)N1CCOCC1)C(=O)NC2(CC[S](=O)(=O)CC2)C#N                                                                                                    
CRL SMILES           CACTVS               3.341 C[Si](C)(C)C[CH](NC(=O)N1CCOCC1)C(=O)NC2(CC[S](=O)(=O)CC2)C#N                                                                                                     
CRL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[Si](C)(C)C[C@@H](C(=O)NC1(CCS(=O)(=O)CC1)C#N)NC(=O)N2CCOCC2                                                                                                     
CRL SMILES           "OpenEye OEToolkits" 1.5.0 C[Si](C)(C)CC(C(=O)NC1(CCS(=O)(=O)CC1)C#N)NC(=O)N2CCOCC2                                                                                                          
# 
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 
CRL "SYSTEMATIC NAME" ACDLabs              10.04 N-{(1R)-2-[(4-cyano-1,1-dioxidotetrahydro-2H-thiopyran-4-yl)amino]-2-oxo-1-[(trimethylsilyl)methyl]ethyl}morpholine-4-carboxamide 
CRL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2R)-1-[(4-cyano-1,1-dioxo-thian-4-yl)amino]-1-oxo-3-trimethylsilyl-propan-2-yl]morpholine-4-carboxamide                       
# 
