data_2XF
# 
_chem_comp.id                                    2XF 
_chem_comp.name                                  "tert-butyl {(3S,5R)-5-[cyclopropyl(2,3-dichlorobenzyl)carbamoyl]piperidin-3-yl}carbamate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H29 Cl2 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-04-04 
_chem_comp.pdbx_modified_date                    2014-10-03 
_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                        442.379 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2XF 
_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        4PYV 
_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 
2XF C1  C1  C  0 1 N N S 40.512 110.125 10.385 -2.878 0.061  -0.174 C1  2XF 1  
2XF C2  C2  C  0 1 N N N 40.826 110.347 8.876  -2.488 -0.440 -1.566 C2  2XF 2  
2XF N3  N3  N  0 1 N N N 42.262 110.098 8.553  -1.299 0.285  -2.033 N3  2XF 3  
2XF C4  C4  C  0 1 N N N 42.902 108.856 9.071  -0.151 0.047  -1.150 C4  2XF 4  
2XF C5  C5  C  0 1 N N R 42.758 108.937 10.606 -0.471 0.562  0.255  C5  2XF 5  
2XF C6  C6  C  0 1 N N N 41.221 108.839 10.902 -1.709 -0.163 0.790  C6  2XF 6  
2XF C7  C7  C  0 1 N N N 43.527 107.899 11.428 0.699  0.298  1.167  C7  2XF 7  
2XF N8  N8  N  0 1 N N N 44.551 108.163 12.318 1.847  0.986  1.007  N8  2XF 8  
2XF O9  O9  O  0 1 N N N 43.110 106.758 11.310 0.609  -0.534 2.045  O9  2XF 9  
2XF N10 N10 N  0 1 N N N 39.047 110.160 10.616 -4.051 -0.678 0.301  N10 2XF 10 
2XF C11 C11 C  0 1 N N N 45.067 109.515 12.594 1.923  2.062  0.016  C11 2XF 11 
2XF C12 C12 C  0 1 N N N 44.971 107.067 13.201 3.018  0.659  1.824  C12 2XF 12 
2XF C13 C13 C  0 1 N N N 46.603 109.721 12.626 1.079  3.314  0.265  C13 2XF 13 
2XF C14 C14 C  0 1 N N N 45.786 110.287 11.462 2.598  3.368  0.441  C14 2XF 14 
2XF C15 C15 C  0 1 Y N N 46.199 106.190 12.937 3.764  -0.489 1.195  C15 2XF 15 
2XF C16 C16 C  0 1 Y N N 46.733 105.951 11.662 3.578  -1.776 1.665  C16 2XF 16 
2XF C17 C17 C  0 1 Y N N 47.820 105.059 11.533 4.262  -2.830 1.089  C17 2XF 17 
2XF C18 C18 C  0 1 Y N N 48.375 104.398 12.645 5.134  -2.598 0.041  C18 2XF 18 
2XF C19 C19 C  0 1 Y N N 47.817 104.607 13.914 5.321  -1.312 -0.431 C19 2XF 19 
2XF C20 C20 C  0 1 Y N N 46.731 105.490 14.048 4.631  -0.257 0.143  C20 2XF 20 
2XF CL1 CL1 CL 0 0 N N N 46.048 105.721 15.646 4.860  1.357  -0.454 CL1 2XF 21 
2XF CL2 CL2 CL 0 0 N N N 48.446 103.758 15.324 6.416  -1.020 -1.746 CL2 2XF 22 
2XF C23 C23 C  0 1 N N N 38.554 111.265 11.253 -5.289 -0.271 -0.046 C23 2XF 23 
2XF O24 O24 O  0 1 N N N 39.272 112.172 11.664 -5.431 0.708  -0.752 O24 2XF 24 
2XF O25 O25 O  0 1 N N N 37.210 111.266 11.387 -6.367 -0.949 0.390  O25 2XF 25 
2XF C26 C26 C  0 1 N N N 36.472 112.397 11.985 -7.668 -0.454 -0.023 C26 2XF 26 
2XF C27 C27 C  0 1 N N N 36.955 112.906 13.395 -8.763 -1.347 0.565  C27 2XF 27 
2XF C28 C28 C  0 1 N N N 36.559 113.571 10.946 -7.852 0.978  0.481  C28 2XF 28 
2XF C29 C29 C  0 1 N N N 34.964 112.038 12.125 -7.760 -0.474 -1.550 C29 2XF 29 
2XF H1  H1  H  0 1 N N N 40.955 110.972 10.929 -3.112 1.124  -0.221 H1  2XF 30 
2XF H2  H2  H  0 1 N N N 40.579 111.386 8.613  -2.268 -1.507 -1.520 H2  2XF 31 
2XF H3  H3  H  0 1 N N N 40.206 109.661 8.281  -3.313 -0.269 -2.258 H3  2XF 32 
2XF H4  H4  H  0 1 N N N 42.341 110.077 7.556  -1.078 0.040  -2.987 H4  2XF 33 
2XF H6  H6  H  0 1 N N N 42.387 107.965 8.682  0.058  -1.022 -1.105 H6  2XF 34 
2XF H7  H7  H  0 1 N N N 43.963 108.821 8.784  0.722  0.571  -1.539 H7  2XF 35 
2XF H8  H8  H  0 1 N N N 43.093 109.936 10.923 -0.667 1.633  0.214  H8  2XF 36 
2XF H9  H9  H  0 1 N N N 41.061 108.743 11.986 -1.967 0.231  1.773  H9  2XF 37 
2XF H10 H10 H  0 1 N N N 40.804 107.959 10.390 -1.501 -1.230 0.868  H10 2XF 38 
2XF H11 H11 H  0 1 N N N 38.450 109.414 10.321 -3.938 -1.459 0.864  H11 2XF 39 
2XF H12 H12 H  0 1 N N N 44.492 110.133 13.299 2.054  1.741  -1.018 H12 2XF 40 
2XF H13 H13 H  0 1 N N N 45.134 107.523 14.189 3.673  1.528  1.885  H13 2XF 41 
2XF H14 H14 H  0 1 N N N 44.115 106.378 13.252 2.694  0.376  2.826  H14 2XF 42 
2XF H15 H15 H  0 1 N N N 47.275 108.866 12.461 0.655  3.816  -0.604 H15 2XF 43 
2XF H16 H16 H  0 1 N N N 47.051 110.402 13.365 0.467  3.336  1.166  H16 2XF 44 
2XF H17 H17 H  0 1 N N N 45.873 109.838 10.461 2.985  3.426  1.458  H17 2XF 45 
2XF H18 H18 H  0 1 N N N 45.648 111.374 11.366 3.173  3.906  -0.312 H18 2XF 46 
2XF H19 H19 H  0 1 N N N 46.319 106.441 10.793 2.897  -1.958 2.484  H19 2XF 47 
2XF H20 H20 H  0 1 N N N 48.237 104.879 10.553 4.115  -3.834 1.457  H20 2XF 48 
2XF H21 H21 H  0 1 N N N 49.221 103.738 12.522 5.668  -3.422 -0.408 H21 2XF 49 
2XF H22 H22 H  0 1 N N N 36.894 112.084 14.123 -8.697 -1.333 1.653  H22 2XF 50 
2XF H23 H23 H  0 1 N N N 37.996 113.255 13.322 -9.740 -0.975 0.255  H23 2XF 51 
2XF H24 H24 H  0 1 N N N 36.313 113.736 13.725 -8.632 -2.368 0.206  H24 2XF 52 
2XF H25 H25 H  0 1 N N N 36.024 114.448 11.338 -7.072 1.614  0.062  H25 2XF 53 
2XF H26 H26 H  0 1 N N N 37.614 113.832 10.775 -8.829 1.350  0.171  H26 2XF 54 
2XF H27 H27 H  0 1 N N N 36.101 113.255 9.997  -7.787 0.992  1.569  H27 2XF 55 
2XF H28 H28 H  0 1 N N N 34.848 111.216 12.846 -7.629 -1.495 -1.909 H28 2XF 56 
2XF H29 H29 H  0 1 N N N 34.409 112.919 12.481 -8.737 -0.102 -1.860 H29 2XF 57 
2XF H30 H30 H  0 1 N N N 34.569 111.726 11.147 -6.980 0.162  -1.969 H30 2XF 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 
2XF N3  C2  SING N N 1  
2XF N3  C4  SING N N 2  
2XF C2  C1  SING N N 3  
2XF C4  C5  SING N N 4  
2XF C1  N10 SING N N 5  
2XF C1  C6  SING N N 6  
2XF C5  C6  SING N N 7  
2XF C5  C7  SING N N 8  
2XF N10 C23 SING N N 9  
2XF C28 C26 SING N N 10 
2XF C23 O25 SING N N 11 
2XF C23 O24 DOUB N N 12 
2XF O9  C7  DOUB N N 13 
2XF O25 C26 SING N N 14 
2XF C7  N8  SING N N 15 
2XF C14 C11 SING N N 16 
2XF C14 C13 SING N N 17 
2XF C17 C16 DOUB Y N 18 
2XF C17 C18 SING Y N 19 
2XF C16 C15 SING Y N 20 
2XF C26 C29 SING N N 21 
2XF C26 C27 SING N N 22 
2XF N8  C11 SING N N 23 
2XF N8  C12 SING N N 24 
2XF C11 C13 SING N N 25 
2XF C18 C19 DOUB Y N 26 
2XF C15 C12 SING N N 27 
2XF C15 C20 DOUB Y N 28 
2XF C19 C20 SING Y N 29 
2XF C19 CL2 SING N N 30 
2XF C20 CL1 SING N N 31 
2XF C1  H1  SING N N 32 
2XF C2  H2  SING N N 33 
2XF C2  H3  SING N N 34 
2XF N3  H4  SING N N 35 
2XF C4  H6  SING N N 36 
2XF C4  H7  SING N N 37 
2XF C5  H8  SING N N 38 
2XF C6  H9  SING N N 39 
2XF C6  H10 SING N N 40 
2XF N10 H11 SING N N 41 
2XF C11 H12 SING N N 42 
2XF C12 H13 SING N N 43 
2XF C12 H14 SING N N 44 
2XF C13 H15 SING N N 45 
2XF C13 H16 SING N N 46 
2XF C14 H17 SING N N 47 
2XF C14 H18 SING N N 48 
2XF C16 H19 SING N N 49 
2XF C17 H20 SING N N 50 
2XF C18 H21 SING N N 51 
2XF C27 H22 SING N N 52 
2XF C27 H23 SING N N 53 
2XF C27 H24 SING N N 54 
2XF C28 H25 SING N N 55 
2XF C28 H26 SING N N 56 
2XF C28 H27 SING N N 57 
2XF C29 H28 SING N N 58 
2XF C29 H29 SING N N 59 
2XF C29 H30 SING N N 60 
# 
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 
2XF SMILES           ACDLabs              12.01 "Clc1cccc(c1Cl)CN(C(=O)C2CNCC(NC(=O)OC(C)(C)C)C2)C3CC3"                                                                                                               
2XF InChI            InChI                1.03  "InChI=1S/C21H29Cl2N3O3/c1-21(2,3)29-20(28)25-15-9-14(10-24-11-15)19(27)26(16-7-8-16)12-13-5-4-6-17(22)18(13)23/h4-6,14-16,24H,7-12H2,1-3H3,(H,25,28)/t14-,15+/m1/s1" 
2XF InChIKey         InChI                1.03  VPHFZAIDKCROMZ-CABCVRRESA-N                                                                                                                                           
2XF SMILES_CANONICAL CACTVS               3.385 "CC(C)(C)OC(=O)N[C@@H]1CNC[C@@H](C1)C(=O)N(Cc2cccc(Cl)c2Cl)C3CC3"                                                                                                     
2XF SMILES           CACTVS               3.385 "CC(C)(C)OC(=O)N[CH]1CNC[CH](C1)C(=O)N(Cc2cccc(Cl)c2Cl)C3CC3"                                                                                                         
2XF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)OC(=O)N[C@H]1C[C@H](CNC1)C(=O)N(Cc2cccc(c2Cl)Cl)C3CC3"                                                                                                       
2XF SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C)(C)OC(=O)NC1CC(CNC1)C(=O)N(Cc2cccc(c2Cl)Cl)C3CC3"                                                                                                               
# 
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 
2XF "SYSTEMATIC NAME" ACDLabs              12.01 "tert-butyl {(3S,5R)-5-[cyclopropyl(2,3-dichlorobenzyl)carbamoyl]piperidin-3-yl}carbamate"                 
2XF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "tert-butyl N-[(3S,5R)-5-[[2,3-bis(chloranyl)phenyl]methyl-cyclopropyl-carbamoyl]piperidin-3-yl]carbamate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
2XF "Create component" 2014-04-04 RCSB 
2XF "Initial release"  2014-10-08 RCSB 
# 
