data_SX5
# 
_chem_comp.id                                    SX5 
_chem_comp.name                                  "4-[(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)amino]-4-oxobutanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H23 Br N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-13 
_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                        411.290 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SX5 
_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        3CJ4 
_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 
SX5 O3   O3   O  0 1 N N N 17.677 -2.101  87.933 -6.538 0.629  -0.604 O3   SX5 1  
SX5 C18  C18  C  0 1 N N N 18.106 -3.148  88.384 -6.262 1.394  0.290  C18  SX5 2  
SX5 O4   O4   O  0 1 N N N 19.431 -3.307  88.600 -7.240 1.967  1.008  O4   SX5 3  
SX5 C17  C17  C  0 1 N N N 17.296 -4.360  88.749 -4.819 1.698  0.602  C17  SX5 4  
SX5 C16  C16  C  0 1 N N N 18.042 -5.659  88.452 -3.915 0.916  -0.352 C16  SX5 5  
SX5 C15  C15  C  0 1 N N N 18.435 -5.825  86.995 -2.472 1.220  -0.040 C15  SX5 6  
SX5 O2   O2   O  0 1 N N N 18.036 -5.094  86.090 -2.195 1.988  0.858  O2   SX5 7  
SX5 N2   N2   N  0 1 N N N 19.299 -6.890  86.831 -1.490 0.640  -0.757 N2   SX5 8  
SX5 C14  C14  C  0 1 Y N N 19.836 -7.330  85.598 -0.164 1.014  -0.553 C14  SX5 9  
SX5 C13  C13  C  0 1 Y N N 20.372 -6.436  84.657 0.136  2.268  -0.039 C13  SX5 10 
SX5 C12  C12  C  0 1 Y N N 20.869 -6.911  83.439 1.451  2.636  0.164  C12  SX5 11 
SX5 C11  C11  C  0 1 Y N N 20.821 -8.282  83.152 2.480  1.761  -0.144 C11  SX5 12 
SX5 BR1  BR1  BR 0 0 N N N 21.481 -8.958  81.510 4.276  2.282  0.139  BR1  SX5 13 
SX5 C10  C10  C  0 1 Y N N 20.287 -9.182  84.065 2.201  0.510  -0.655 C10  SX5 14 
SX5 C9   C9   C  0 1 Y N N 19.780 -8.718  85.285 0.875  0.122  -0.860 C9   SX5 15 
SX5 C8   C8   C  0 1 N N N 19.232 -9.733  86.228 0.569  -1.214 -1.406 C8   SX5 16 
SX5 O1   O1   O  0 1 N N N 20.046 -10.528 86.706 0.022  -1.317 -2.487 O1   SX5 17 
SX5 N1   N1   N  0 1 N N N 17.874 -9.765  86.569 0.896  -2.319 -0.707 N1   SX5 18 
SX5 C6   C6   C  0 1 N N N 16.802 -9.124  85.771 1.643  -2.213 0.553  C6   SX5 19 
SX5 C4   C4   C  0 1 N N R 15.624 -10.013 85.364 0.872  -2.958 1.647  C4   SX5 20 
SX5 C5   C5   C  0 1 N N N 14.438 -9.145  84.975 1.700  -2.975 2.934  C5   SX5 21 
SX5 C3   C3   C  0 1 N N N 15.184 -10.974 86.466 0.608  -4.395 1.191  C3   SX5 22 
SX5 C7   C7   C  0 1 N N N 17.464 -10.859 87.476 0.506  -3.651 -1.188 C7   SX5 23 
SX5 C2   C2   C  0 1 N N S 16.371 -11.789 86.947 -0.248 -4.380 -0.077 C2   SX5 24 
SX5 C1   C1   C  0 1 N N N 15.908 -12.779 88.008 -0.539 -5.817 -0.514 C1   SX5 25 
SX5 HO4  HO4  H  0 1 N N N 19.890 -2.514  88.350 -8.149 1.738  0.773  HO4  SX5 26 
SX5 H17  H17  H  0 1 N N N 17.072 -4.322  89.825 -4.639 2.766  0.480  H17  SX5 27 
SX5 H17A H17A H  0 0 N N N 16.377 -4.350  88.145 -4.601 1.408  1.630  H17A SX5 28 
SX5 H16  H16  H  0 1 N N N 18.962 -5.668  89.055 -4.095 -0.152 -0.230 H16  SX5 29 
SX5 H16A H16A H  0 0 N N N 17.358 -6.485  88.696 -4.133 1.206  -1.380 H16A SX5 30 
SX5 HN2  HN2  H  0 1 N N N 19.568 -7.392  87.653 -1.707 -0.038 -1.417 HN2  SX5 31 
SX5 H13  H13  H  0 1 N N N 20.401 -5.379  84.874 -0.660 2.956  0.203  H13  SX5 32 
SX5 H12  H12  H  0 1 N N N 21.289 -6.222  82.721 1.679  3.613  0.563  H12  SX5 33 
SX5 H10  H10  H  0 1 N N N 20.263 -10.237 83.835 3.006  -0.169 -0.893 H10  SX5 34 
SX5 H6   H6   H  0 1 N N N 16.394 -8.302  86.377 2.630  -2.661 0.431  H6   SX5 35 
SX5 H6A  H6A  H  0 1 N N N 17.280 -8.820  84.828 1.750  -1.164 0.828  H6A  SX5 36 
SX5 H4   H4   H  0 1 N N N 15.971 -10.619 84.514 -0.076 -2.454 1.831  H4   SX5 37 
SX5 H5   H5   H  0 1 N N N 13.828 -8.935  85.866 1.891  -1.951 3.257  H5   SX5 38 
SX5 H5A  H5A  H  0 1 N N N 14.801 -8.198  84.548 1.151  -3.505 3.712  H5A  SX5 39 
SX5 H5B  H5B  H  0 1 N N N 13.826 -9.673  84.229 2.648  -3.480 2.750  H5B  SX5 40 
SX5 H3   H3   H  0 1 N N N 14.773 -10.398 87.308 1.556  -4.891 0.984  H3   SX5 41 
SX5 H3A  H3A  H  0 1 N N N 14.416 -11.654 86.068 0.081  -4.934 1.979  H3A  SX5 42 
SX5 H7   H7   H  0 1 N N N 18.354 -11.475 87.672 -0.140 -3.550 -2.061 H7   SX5 43 
SX5 H7A  H7A  H  0 1 N N N 17.041 -10.371 88.366 1.397  -4.218 -1.457 H7A  SX5 44 
SX5 H2   H2   H  0 1 N N N 16.799 -12.360 86.110 -1.186 -3.863 0.123  H2   SX5 45 
SX5 H1   H1   H  0 1 N N N 15.796 -13.776 87.556 -1.076 -6.336 0.280  H1   SX5 46 
SX5 H1A  H1A  H  0 1 N N N 16.652 -12.824 88.817 -1.148 -5.806 -1.417 H1A  SX5 47 
SX5 H1B  H1B  H  0 1 N N N 14.941 -12.452 88.417 0.400  -6.333 -0.715 H1B  SX5 48 
# 
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 
SX5 O3  C18  DOUB N N 1  
SX5 C18 O4   SING N N 2  
SX5 C18 C17  SING N N 3  
SX5 O4  HO4  SING N N 4  
SX5 C16 C17  SING N N 5  
SX5 C17 H17  SING N N 6  
SX5 C17 H17A SING N N 7  
SX5 C15 C16  SING N N 8  
SX5 C16 H16  SING N N 9  
SX5 C16 H16A SING N N 10 
SX5 O2  C15  DOUB N N 11 
SX5 N2  C15  SING N N 12 
SX5 C14 N2   SING N N 13 
SX5 N2  HN2  SING N N 14 
SX5 C13 C14  DOUB Y N 15 
SX5 C9  C14  SING N N 16 
SX5 C12 C13  SING Y N 17 
SX5 C13 H13  SING N N 18 
SX5 C11 C12  DOUB Y N 19 
SX5 C12 H12  SING Y N 20 
SX5 BR1 C11  SING N N 21 
SX5 C11 C10  SING Y N 22 
SX5 C10 C9   DOUB N N 23 
SX5 C10 H10  SING Y N 24 
SX5 C9  C8   SING N N 25 
SX5 C8  N1   SING N N 26 
SX5 C8  O1   DOUB N N 27 
SX5 C6  N1   SING N N 28 
SX5 N1  C7   SING N N 29 
SX5 C4  C6   SING N N 30 
SX5 C6  H6   SING N N 31 
SX5 C6  H6A  SING N N 32 
SX5 C5  C4   SING N N 33 
SX5 C4  C3   SING N N 34 
SX5 C4  H4   SING N N 35 
SX5 C5  H5   SING N N 36 
SX5 C5  H5A  SING N N 37 
SX5 C5  H5B  SING N N 38 
SX5 C3  C2   SING N N 39 
SX5 C3  H3   SING N N 40 
SX5 C3  H3A  SING N N 41 
SX5 C2  C7   SING N N 42 
SX5 C7  H7   SING N N 43 
SX5 C7  H7A  SING N N 44 
SX5 C2  C1   SING N N 45 
SX5 C2  H2   SING N N 46 
SX5 C1  H1   SING N N 47 
SX5 C1  H1A  SING N N 48 
SX5 C1  H1B  SING N N 49 
# 
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 
SX5 SMILES           ACDLabs              10.04 O=C(c1cc(Br)ccc1NC(=O)CCC(=O)O)N2CC(CC(C)C2)C                                                                                                                      
SX5 InChI            InChI                1.02b InChI=1/C18H23BrN2O4/c1-11-7-12(2)10-21(9-11)18(25)14-8-13(19)3-4-15(14)20-16(22)5-6-17(23)24/h3-4,8,11-12H,5-7,9-10H2,1-2H3,(H,20,22)(H,23,24)/t11-,12+/f/h20,23H 
SX5 InChIKey         InChI                1.02b JSVSGWHGYIDZFX-IDSRGJNZDE                                                                                                                                          
SX5 SMILES_CANONICAL CACTVS               3.341 C[C@@H]1C[C@H](C)CN(C1)C(=O)c2cc(Br)ccc2NC(=O)CCC(O)=O                                                                                                             
SX5 SMILES           CACTVS               3.341 C[CH]1C[CH](C)CN(C1)C(=O)c2cc(Br)ccc2NC(=O)CCC(O)=O                                                                                                                
SX5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1C[C@@H](CN(C1)C(=O)c2cc(ccc2NC(=O)CCC(=O)O)Br)C                                                                                                            
SX5 SMILES           "OpenEye OEToolkits" 1.5.0 CC1CC(CN(C1)C(=O)c2cc(ccc2NC(=O)CCC(=O)O)Br)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 
SX5 "SYSTEMATIC NAME" ACDLabs              10.04 "4-[(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)amino]-4-oxobutanoic acid" 
SX5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[4-bromo-2-[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl-phenyl]amino]-4-oxo-butanoic acid" 
# 
