data_YEJ
# 
_chem_comp.id                                    YEJ 
_chem_comp.name                                  "8-[[(3R,4R)-3-[[1,1-bis(oxidanylidene)thian-4-yl]methoxy]piperidin-4-yl]amino]-3-methyl-1H-1,7-naphthyridin-2-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H28 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                     2015-07-11 
_chem_comp.pdbx_modified_date                    2015-08-07 
_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                        420.526 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YEJ 
_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        5A82 
_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 
YEJ O3   O3   O 0 1 N N N -24.311 42.635 12.117 2.197  -3.248 2.265  O3   YEJ 1  
YEJ C19  C19  C 0 1 N N N -25.103 43.497 11.747 2.704  -2.715 1.293  C19  YEJ 2  
YEJ C1   C1   C 0 1 N N N -24.834 44.494 10.733 3.630  -3.444 0.512  C1   YEJ 3  
YEJ C    C    C 0 1 N N N -23.490 44.501 10.057 3.977  -4.861 0.888  C    YEJ 4  
YEJ N3   N3   N 0 1 N N N -26.343 43.573 12.277 2.364  -1.449 0.988  N3   YEJ 5  
YEJ C18  C18  C 0 1 Y N N -27.327 44.487 11.944 2.915  -0.814 -0.102 C18  YEJ 6  
YEJ C3   C3   C 0 1 Y N N -27.018 45.448 10.970 3.845  -1.494 -0.907 C3   YEJ 7  
YEJ C2   C2   C 0 1 N N N -25.721 45.434 10.344 4.206  -2.871 -0.573 C2   YEJ 8  
YEJ C6   C6   C 0 1 Y N N -28.596 44.397 12.557 2.575  0.503  -0.439 C6   YEJ 9  
YEJ N    N    N 0 1 Y N N -29.529 45.313 12.219 3.126  1.078  -1.494 N    YEJ 10 
YEJ C5   C5   C 0 1 Y N N -29.241 46.253 11.302 4.003  0.457  -2.265 C5   YEJ 11 
YEJ C4   C4   C 0 1 Y N N -28.027 46.363 10.649 4.393  -0.828 -2.013 C4   YEJ 12 
YEJ N1   N1   N 0 1 N N N -28.957 43.430 13.418 1.658  1.204  0.336  N1   YEJ 13 
YEJ C7   C7   C 0 1 N N R -30.254 43.244 14.033 1.303  2.581  -0.016 C7   YEJ 14 
YEJ C11  C11  C 0 1 N N R -30.943 42.184 13.187 -0.089 2.907  0.534  C11  YEJ 15 
YEJ C10  C10  C 0 1 N N N -32.326 41.831 13.804 -0.429 4.364  0.216  C10  YEJ 16 
YEJ N2   N2   N 0 1 N N N -32.204 41.350 15.178 0.576  5.247  0.823  N2   YEJ 17 
YEJ C9   C9   C 0 1 N N N -31.413 42.223 16.056 1.913  4.984  0.275  C9   YEJ 18 
YEJ C8   C8   C 0 1 N N N -30.123 42.759 15.473 2.323  3.545  0.595  C8   YEJ 19 
YEJ O    O    O 0 1 N N N -31.138 42.732 11.877 -1.055 2.047  -0.074 O    YEJ 20 
YEJ C12  C12  C 0 1 N N N -31.321 41.760 10.843 -2.180 1.758  0.758  C12  YEJ 21 
YEJ C13  C13  C 0 1 N N N -31.223 42.505 9.535  -3.144 0.835  0.010  C13  YEJ 22 
YEJ C17  C17  C 0 1 N N N -31.555 41.569 8.379  -4.400 0.630  0.852  C17  YEJ 23 
YEJ C16  C16  C 0 1 N N N -31.540 42.278 7.022  -5.477 -0.074 0.023  C16  YEJ 24 
YEJ S    S    S 0 1 N N N -29.910 42.851 6.667  -4.885 -1.730 -0.431 S    YEJ 25 
YEJ O1   O1   O 0 1 N N N -29.939 43.664 5.482  -5.761 -2.273 -1.409 O1   YEJ 26 
YEJ O2   O2   O 0 1 N N N -28.999 41.739 6.708  -4.631 -2.464 0.759  O2   YEJ 27 
YEJ C15  C15  C 0 1 N N N -29.628 43.882 8.071  -3.299 -1.337 -1.224 C15  YEJ 28 
YEJ C14  C14  C 0 1 N N N -29.823 43.070 9.333  -2.455 -0.498 -0.262 C14  YEJ 29 
YEJ H3   H3   H 0 1 N N N -26.573 42.901 12.981 1.723  -0.979 1.543  H3   YEJ 30 
YEJ HC1  HC1  H 0 1 N N N -23.454 45.316 9.320  3.421  -5.147 1.780  HC1  YEJ 31 
YEJ HC2  HC2  H 0 1 N N N -22.702 44.652 10.809 3.716  -5.529 0.067  HC2  YEJ 32 
YEJ HC3  HC3  H 0 1 N N N -23.331 43.539 9.548  5.046  -4.932 1.088  HC3  YEJ 33 
YEJ H2   H2   H 0 1 N N N -25.465 46.157 9.583  4.915  -3.419 -1.177 H2   YEJ 34 
YEJ H4   H4   H 0 1 N N N -27.862 47.134 9.911  5.110  -1.321 -2.652 H4   YEJ 35 
YEJ H1   H1   H 0 1 N N N -28.778 42.574 12.932 1.254  0.781  1.110  H1   YEJ 36 
YEJ H5   H5   H 0 1 N N N -30.010 46.971 11.059 4.420  0.977  -3.115 H5   YEJ 37 
YEJ H7   H7   H 0 1 N N N -30.836 44.177 14.007 1.300  2.690  -1.101 H7   YEJ 38 
YEJ H11  H11  H 0 1 N N N -30.321 41.278 13.147 -0.097 2.758  1.614  H11  YEJ 39 
YEJ H81C H81C H 0 0 N N N -29.370 41.958 15.502 2.353  3.407  1.675  H81C YEJ 40 
YEJ H82C H82C H 0 0 N N N -29.786 43.602 16.094 3.309  3.346  0.174  H82C YEJ 41 
YEJ H101 H101 H 0 0 N N N -32.958 42.731 13.797 -0.434 4.509  -0.864 H101 YEJ 42 
YEJ H102 H102 H 0 0 N N N -32.798 41.047 13.194 -1.413 4.604  0.619  H102 YEJ 43 
YEJ HA   HA   H 0 1 N N N -33.123 41.268 15.564 0.322  6.216  0.708  HA   YEJ 44 
YEJ H91C H91C H 0 0 N N N -32.041 43.083 16.330 1.897  5.126  -0.806 H91C YEJ 45 
YEJ H92C H92C H 0 0 N N N -31.161 41.651 16.961 2.630  5.674  0.720  H92C YEJ 46 
YEJ H121 H121 H 0 0 N N N -30.538 40.990 10.902 -1.841 1.266  1.670  H121 YEJ 47 
YEJ H122 H122 H 0 0 N N N -32.309 41.286 10.937 -2.691 2.686  1.015  H122 YEJ 48 
YEJ H13  H13  H 0 1 N N N -31.945 43.335 9.539  -3.420 1.297  -0.938 H13  YEJ 49 
YEJ H171 H171 H 0 0 N N N -30.814 40.757 8.360  -4.156 0.020  1.722  H171 YEJ 50 
YEJ H172 H172 H 0 0 N N N -32.557 41.147 8.545  -4.775 1.598  1.185  H172 YEJ 51 
YEJ H141 H141 H 0 0 N N N -29.590 43.716 10.192 -1.476 -0.316 -0.704 H141 YEJ 52 
YEJ H142 H142 H 0 0 N N N -29.117 42.227 9.307  -2.331 -1.039 0.676  H142 YEJ 53 
YEJ H161 H161 H 0 0 N N N -31.859 41.575 6.239  -6.391 -0.161 0.611  H161 YEJ 54 
YEJ H162 H162 H 0 0 N N N -32.230 43.134 7.049  -5.676 0.503  -0.880 H162 YEJ 55 
YEJ H151 H151 H 0 0 N N N -28.600 44.272 8.040  -2.771 -2.261 -1.462 H151 YEJ 56 
YEJ H152 H152 H 0 0 N N N -30.339 44.721 8.060  -3.479 -0.772 -2.139 H152 YEJ 57 
# 
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 
YEJ O3  C19  DOUB N N 1  
YEJ C19 C1   SING N N 2  
YEJ C19 N3   SING N N 3  
YEJ C1  C    SING N N 4  
YEJ C1  C2   DOUB N N 5  
YEJ N3  C18  SING N N 6  
YEJ C18 C3   DOUB Y N 7  
YEJ C18 C6   SING Y N 8  
YEJ C3  C2   SING N N 9  
YEJ C3  C4   SING Y N 10 
YEJ C6  N    DOUB Y N 11 
YEJ C6  N1   SING N N 12 
YEJ N   C5   SING Y N 13 
YEJ C5  C4   DOUB Y N 14 
YEJ N1  C7   SING N N 15 
YEJ C7  C11  SING N N 16 
YEJ C7  C8   SING N N 17 
YEJ C11 C10  SING N N 18 
YEJ C11 O    SING N N 19 
YEJ C10 N2   SING N N 20 
YEJ N2  C9   SING N N 21 
YEJ C9  C8   SING N N 22 
YEJ O   C12  SING N N 23 
YEJ C12 C13  SING N N 24 
YEJ C13 C17  SING N N 25 
YEJ C13 C14  SING N N 26 
YEJ C17 C16  SING N N 27 
YEJ C16 S    SING N N 28 
YEJ S   O1   DOUB N N 29 
YEJ S   O2   DOUB N N 30 
YEJ S   C15  SING N N 31 
YEJ C15 C14  SING N N 32 
YEJ N3  H3   SING N N 33 
YEJ C   HC1  SING N N 34 
YEJ C   HC2  SING N N 35 
YEJ C   HC3  SING N N 36 
YEJ C2  H2   SING N N 37 
YEJ C4  H4   SING N N 38 
YEJ N1  H1   SING N N 39 
YEJ C5  H5   SING N N 40 
YEJ C7  H7   SING N N 41 
YEJ C11 H11  SING N N 42 
YEJ C8  H81C SING N N 43 
YEJ C8  H82C SING N N 44 
YEJ C10 H101 SING N N 45 
YEJ C10 H102 SING N N 46 
YEJ N2  HA   SING N N 47 
YEJ C9  H91C SING N N 48 
YEJ C9  H92C SING N N 49 
YEJ C12 H121 SING N N 50 
YEJ C12 H122 SING N N 51 
YEJ C13 H13  SING N N 52 
YEJ C17 H171 SING N N 53 
YEJ C17 H172 SING N N 54 
YEJ C14 H141 SING N N 55 
YEJ C14 H142 SING N N 56 
YEJ C16 H161 SING N N 57 
YEJ C16 H162 SING N N 58 
YEJ C15 H151 SING N N 59 
YEJ C15 H152 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 
YEJ InChI            InChI                1.03  "InChI=1S/C20H28N4O4S/c1-13-10-15-2-7-22-19(18(15)24-20(13)25)23-16-3-6-21-11-17(16)28-12-14-4-8-29(26,27)9-5-14/h2,7,10,14,16-17,21H,3-6,8-9,11-12H2,1H3,(H,22,23)(H,24,25)/t16-,17-/m1/s1" 
YEJ InChIKey         InChI                1.03  IMRGYBMGTASFSC-IAGOWNOFSA-N                                                                                                                                                                  
YEJ SMILES_CANONICAL CACTVS               3.385 "CC1=Cc2ccnc(N[C@@H]3CCNC[C@H]3OCC4CC[S](=O)(=O)CC4)c2NC1=O"                                                                                                                                 
YEJ SMILES           CACTVS               3.385 "CC1=Cc2ccnc(N[CH]3CCNC[CH]3OCC4CC[S](=O)(=O)CC4)c2NC1=O"                                                                                                                                    
YEJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=Cc2ccnc(c2NC1=O)N[C@@H]3CCNC[C@H]3OCC4CCS(=O)(=O)CC4"                                                                                                                                   
YEJ SMILES           "OpenEye OEToolkits" 1.7.6 "CC1=Cc2ccnc(c2NC1=O)NC3CCNCC3OCC4CCS(=O)(=O)CC4"                                                                                                                                            
# 
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 
YEJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "8-[[(3R,4R)-3-[[1,1-bis(oxidanylidene)thian-4-yl]methoxy]piperidin-4-yl]amino]-3-methyl-1H-1,7-naphthyridin-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YEJ "Create component" 2015-07-11 EBI  
YEJ "Initial release"  2015-08-12 RCSB 
# 
