data_DJS
# 
_chem_comp.id                                    DJS 
_chem_comp.name                                  "2-{[(2S)-butan-2-yl]amino}-N-{(1R,2S)-1-hydroxy-3-phenyl-1-[(2R)-pyrrolidin-2-yl]propan-2-yl}-6-(methylsulfonyl)pyridine-4-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H34 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                     2017-10-28 
_chem_comp.pdbx_modified_date                    2017-11-10 
_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                        474.616 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DJS 
_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        6BFD 
_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 
DJS C6  C1  C 0 1 Y N N 27.202 58.835 90.780 -3.382 1.290  0.455  C6  DJS 1  
DJS N1  N1  N 0 1 N N N 24.017 55.942 89.382 1.197  -0.145 -0.237 N1  DJS 2  
DJS C5  C2  C 0 1 Y N N 25.843 58.636 90.582 -2.028 1.533  0.569  C5  DJS 3  
DJS C4  C3  C 0 1 Y N N 25.544 57.720 89.576 -1.121 0.571  0.108  C4  DJS 4  
DJS C2  C4  C 0 1 N N N 24.144 57.311 89.323 0.340  0.793  0.212  C2  DJS 5  
DJS O3  O1  O 0 1 N N N 23.217 58.096 89.187 0.766  1.820  0.702  O3  DJS 6  
DJS N7  N2  N 0 1 Y N N 28.216 58.210 90.174 -3.828 0.168  -0.074 N7  DJS 7  
DJS C8  C5  C 0 1 Y N N 27.898 57.315 89.227 -3.009 -0.770 -0.522 C8  DJS 8  
DJS C9  C6  C 0 1 Y N N 26.566 57.078 88.893 -1.630 -0.602 -0.451 C9  DJS 9  
DJS N10 N3  N 0 1 N N N 28.990 56.662 88.638 -3.532 -1.935 -1.071 N10 DJS 10 
DJS C11 C7  C 0 1 N N S 28.731 55.557 87.698 -2.632 -2.978 -1.570 C11 DJS 11 
DJS C13 C8  C 0 1 N N N 28.875 56.133 86.303 -2.211 -3.886 -0.412 C13 DJS 12 
DJS C14 C9  C 0 1 N N N 29.835 54.530 87.848 -3.353 -3.809 -2.633 C14 DJS 13 
DJS C15 C10 C 0 1 N N N 29.742 53.684 89.088 -3.663 -2.927 -3.845 C15 DJS 14 
DJS S16 S1  S 0 1 N N N 27.875 59.926 92.021 -4.531 2.494  1.033  S16 DJS 15 
DJS O17 O2  O 0 1 N N N 28.782 59.189 92.903 -5.696 1.745  1.348  O17 DJS 16 
DJS O18 O3  O 0 1 N N N 28.527 60.988 91.239 -3.820 3.202  2.040  O18 DJS 17 
DJS C19 C11 C 0 1 N N N 26.520 60.641 92.769 -4.829 3.561  -0.404 C19 DJS 18 
DJS C20 C12 C 0 1 N N S 22.825 55.228 88.987 2.642  0.074  -0.135 C20 DJS 19 
DJS C22 C13 C 0 1 N N R 22.248 54.425 90.162 3.129  0.849  -1.361 C22 DJS 20 
DJS O24 O4  O 0 1 N N N 21.098 53.667 89.758 2.956  0.047  -2.531 O24 DJS 21 
DJS C25 C14 C 0 1 N N R 21.852 55.282 91.367 4.610  1.193  -1.193 C25 DJS 22 
DJS C27 C15 C 0 1 N N N 20.803 56.328 91.045 5.081  2.126  -2.336 C27 DJS 23 
DJS C28 C16 C 0 1 N N N 20.090 56.519 92.364 6.298  2.832  -1.683 C28 DJS 24 
DJS C29 C17 C 0 1 N N N 20.282 55.235 93.135 5.862  2.986  -0.210 C29 DJS 25 
DJS N30 N4  N 0 1 N N N 21.275 54.432 92.408 4.819  1.975  0.044  N30 DJS 26 
DJS C31 C18 C 0 1 N N N 23.125 54.327 87.766 3.359  -1.276 -0.067 C31 DJS 27 
DJS C32 C19 C 0 1 Y N N 23.922 54.988 86.680 2.973  -1.987 1.204  C32 DJS 28 
DJS C33 C20 C 0 1 Y N N 25.035 54.329 86.183 1.877  -2.829 1.219  C33 DJS 29 
DJS C34 C21 C 0 1 Y N N 25.782 54.882 85.161 1.522  -3.481 2.385  C34 DJS 30 
DJS C35 C22 C 0 1 Y N N 25.437 56.123 84.632 2.263  -3.290 3.537  C35 DJS 31 
DJS C36 C23 C 0 1 Y N N 24.330 56.785 85.138 3.359  -2.448 3.522  C36 DJS 32 
DJS C37 C24 C 0 1 Y N N 23.569 56.222 86.151 3.717  -1.801 2.354  C37 DJS 33 
DJS H1  H1  H 0 1 N N N 24.795 55.411 89.718 0.858  -0.965 -0.628 H1  DJS 34 
DJS H2  H2  H 0 1 N N N 25.084 59.146 91.157 -1.673 2.454  1.007  H2  DJS 35 
DJS H3  H3  H 0 1 N N N 26.328 56.389 88.096 -0.964 -1.368 -0.818 H3  DJS 36 
DJS H4  H4  H 0 1 N N N 29.547 56.292 89.381 -4.492 -2.058 -1.123 H4  DJS 37 
DJS H5  H5  H 0 1 N N N 27.738 55.108 87.849 -1.747 -2.516 -2.008 H5  DJS 38 
DJS H6  H6  H 0 1 N N N 28.094 56.890 86.136 -1.542 -4.662 -0.783 H6  DJS 39 
DJS H7  H7  H 0 1 N N N 29.866 56.599 86.199 -1.697 -3.294 0.345  H7  DJS 40 
DJS H8  H8  H 0 1 N N N 28.770 55.328 85.561 -3.096 -4.348 0.026  H8  DJS 41 
DJS H9  H9  H 0 1 N N N 29.803 53.862 86.974 -2.716 -4.638 -2.940 H9  DJS 42 
DJS H10 H10 H 0 1 N N N 30.798 55.062 87.868 -4.283 -4.198 -2.220 H10 DJS 43 
DJS H11 H11 H 0 1 N N N 30.580 52.972 89.111 -4.300 -2.098 -3.538 H11 DJS 44 
DJS H12 H12 H 0 1 N N N 29.786 54.330 89.977 -2.732 -2.537 -4.258 H12 DJS 45 
DJS H13 H13 H 0 1 N N N 28.791 53.131 89.084 -4.177 -3.519 -4.603 H13 DJS 46 
DJS H14 H14 H 0 1 N N N 26.857 61.334 93.554 -5.239 2.966  -1.219 H14 DJS 47 
DJS H15 H15 H 0 1 N N N 25.936 61.194 92.018 -5.537 4.344  -0.134 H15 DJS 48 
DJS H16 H16 H 0 1 N N N 25.892 59.857 93.217 -3.890 4.014  -0.721 H16 DJS 49 
DJS H17 H17 H 0 1 N N N 22.063 55.958 88.678 2.860  0.646  0.767  H17 DJS 50 
DJS H18 H18 H 0 1 N N N 23.029 53.727 90.497 2.552  1.768  -1.463 H18 DJS 51 
DJS H19 H19 H 0 1 N N N 20.761 53.181 90.502 3.442  -0.789 -2.510 H19 DJS 52 
DJS H20 H20 H 0 1 N N N 22.751 55.784 91.755 5.210  0.283  -1.172 H20 DJS 53 
DJS H21 H21 H 0 1 N N N 21.271 57.266 90.710 5.385  1.551  -3.210 H21 DJS 54 
DJS H22 H22 H 0 1 N N N 20.110 55.967 90.271 4.305  2.847  -2.595 H22 DJS 55 
DJS H23 H23 H 0 1 N N N 20.528 57.364 92.915 7.190  2.210  -1.758 H23 DJS 56 
DJS H24 H24 H 0 1 N N N 19.019 56.706 92.195 6.468  3.808  -2.138 H24 DJS 57 
DJS H25 H25 H 0 1 N N N 20.646 55.456 94.149 6.714  2.813  0.448  H25 DJS 58 
DJS H26 H26 H 0 1 N N N 19.330 54.688 93.199 5.462  3.985  -0.044 H26 DJS 59 
DJS H27 H27 H 0 1 N N N 20.833 53.637 91.993 3.961  2.410  0.347  H27 DJS 60 
DJS H29 H29 H 0 1 N N N 22.166 54.001 87.337 3.071  -1.884 -0.925 H29 DJS 61 
DJS H30 H30 H 0 1 N N N 23.687 53.449 88.118 4.437  -1.116 -0.081 H30 DJS 62 
DJS H31 H31 H 0 1 N N N 25.321 53.374 86.599 1.298  -2.978 0.320  H31 DJS 63 
DJS H32 H32 H 0 1 N N N 26.637 54.350 84.771 0.665  -4.139 2.397  H32 DJS 64 
DJS H33 H33 H 0 1 N N N 26.024 56.563 83.839 1.983  -3.796 4.449  H33 DJS 65 
DJS H34 H34 H 0 1 N N N 24.057 57.751 84.739 3.938  -2.299 4.421  H34 DJS 66 
DJS H35 H35 H 0 1 N N N 22.702 56.743 86.528 4.574  -1.143 2.342  H35 DJS 67 
# 
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 
DJS C35 C36 DOUB Y N 1  
DJS C35 C34 SING Y N 2  
DJS C36 C37 SING Y N 3  
DJS C34 C33 DOUB Y N 4  
DJS C37 C32 DOUB Y N 5  
DJS C33 C32 SING Y N 6  
DJS C13 C11 SING N N 7  
DJS C32 C31 SING N N 8  
DJS C11 C14 SING N N 9  
DJS C11 N10 SING N N 10 
DJS C31 C20 SING N N 11 
DJS C14 C15 SING N N 12 
DJS N10 C8  SING N N 13 
DJS C9  C8  DOUB Y N 14 
DJS C9  C4  SING Y N 15 
DJS C20 N1  SING N N 16 
DJS C20 C22 SING N N 17 
DJS O3  C2  DOUB N N 18 
DJS C8  N7  SING Y N 19 
DJS C2  N1  SING N N 20 
DJS C2  C4  SING N N 21 
DJS C4  C5  DOUB Y N 22 
DJS O24 C22 SING N N 23 
DJS C22 C25 SING N N 24 
DJS N7  C6  DOUB Y N 25 
DJS C5  C6  SING Y N 26 
DJS C6  S16 SING N N 27 
DJS C27 C25 SING N N 28 
DJS C27 C28 SING N N 29 
DJS O18 S16 DOUB N N 30 
DJS C25 N30 SING N N 31 
DJS S16 C19 SING N N 32 
DJS S16 O17 DOUB N N 33 
DJS C28 C29 SING N N 34 
DJS N30 C29 SING N N 35 
DJS N1  H1  SING N N 36 
DJS C5  H2  SING N N 37 
DJS C9  H3  SING N N 38 
DJS N10 H4  SING N N 39 
DJS C11 H5  SING N N 40 
DJS C13 H6  SING N N 41 
DJS C13 H7  SING N N 42 
DJS C13 H8  SING N N 43 
DJS C14 H9  SING N N 44 
DJS C14 H10 SING N N 45 
DJS C15 H11 SING N N 46 
DJS C15 H12 SING N N 47 
DJS C15 H13 SING N N 48 
DJS C19 H14 SING N N 49 
DJS C19 H15 SING N N 50 
DJS C19 H16 SING N N 51 
DJS C20 H17 SING N N 52 
DJS C22 H18 SING N N 53 
DJS O24 H19 SING N N 54 
DJS C25 H20 SING N N 55 
DJS C27 H21 SING N N 56 
DJS C27 H22 SING N N 57 
DJS C28 H23 SING N N 58 
DJS C28 H24 SING N N 59 
DJS C29 H25 SING N N 60 
DJS C29 H26 SING N N 61 
DJS N30 H27 SING N N 62 
DJS C31 H29 SING N N 63 
DJS C31 H30 SING N N 64 
DJS C33 H31 SING N N 65 
DJS C34 H32 SING N N 66 
DJS C35 H33 SING N N 67 
DJS C36 H34 SING N N 68 
DJS C37 H35 SING N N 69 
# 
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 
DJS SMILES           ACDLabs              12.01 "c3(S(C)(=O)=O)cc(C(NC(C(C1NCCC1)O)Cc2ccccc2)=O)cc(n3)NC(CC)C" 
DJS InChI            InChI                1.03  
"InChI=1S/C24H34N4O4S/c1-4-16(2)26-21-14-18(15-22(28-21)33(3,31)32)24(30)27-20(13-17-9-6-5-7-10-17)23(29)19-11-8-12-25-19/h5-7,9-10,14-16,19-20,23,25,29H,4,8,11-13H2,1-3H3,(H,26,28)(H,27,30)/t16-,19+,20-,23+/m0/s1" 
DJS InChIKey         InChI                1.03  CNZLAHITQXPOEJ-YLTWVVNKSA-N 
DJS SMILES_CANONICAL CACTVS               3.385 "CC[C@H](C)Nc1cc(cc(n1)[S](C)(=O)=O)C(=O)N[C@@H](Cc2ccccc2)[C@H](O)[C@H]3CCCN3" 
DJS SMILES           CACTVS               3.385 "CC[CH](C)Nc1cc(cc(n1)[S](C)(=O)=O)C(=O)N[CH](Cc2ccccc2)[CH](O)[CH]3CCCN3" 
DJS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC[C@H](C)Nc1cc(cc(n1)S(=O)(=O)C)C(=O)N[C@@H](Cc2ccccc2)[C@@H]([C@H]3CCCN3)O" 
DJS SMILES           "OpenEye OEToolkits" 2.0.6 "CCC(C)Nc1cc(cc(n1)S(=O)(=O)C)C(=O)NC(Cc2ccccc2)C(C3CCCN3)O" 
# 
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 
DJS "SYSTEMATIC NAME" ACDLabs              12.01 "2-{[(2S)-butan-2-yl]amino}-N-{(1R,2S)-1-hydroxy-3-phenyl-1-[(2R)-pyrrolidin-2-yl]propan-2-yl}-6-(methylsulfonyl)pyridine-4-carboxamide"               
DJS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[[(2~{S})-butan-2-yl]amino]-6-methylsulfonyl-~{N}-[(1~{R},2~{S})-1-oxidanyl-3-phenyl-1-[(2~{R})-pyrrolidin-2-yl]propan-2-yl]pyridine-4-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
DJS "Create component" 2017-10-28 RCSB 
DJS "Initial release"  2017-11-15 RCSB 
# 
