data_5QE
# 
_chem_comp.id                                    5QE 
_chem_comp.name                                  "~{N}-[4-[2-[[5-cyano-8-[(2~{S},6~{R})-2,6-dimethylmorpholin-4-yl]-3,3-dimethyl-1,4-dihydropyrano[3,4-c]pyridin-6-yl]sulfanyl]ethyl]phenyl]ethanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H34 N4 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-11-10 
_chem_comp.pdbx_modified_date                    2016-04-01 
_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                        494.649 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5QE 
_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        5ENQ 
_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 
5QE O30 O1  O 0 1 N N N 18.128 15.891 2.116  -6.745 -1.126 -1.347 O30 5QE 1  
5QE C28 C1  C 0 1 N N N 19.131 15.439 2.684  -7.479 -0.973 -0.394 C28 5QE 2  
5QE C20 C2  C 0 1 N N N 20.287 15.017 1.844  -8.689 -1.856 -0.225 C20 5QE 3  
5QE N27 N1  N 0 1 N N N 19.242 15.294 3.976  -7.211 -0.017 0.517  N27 5QE 4  
5QE C14 C3  C 0 1 Y N N 18.139 15.584 4.885  -6.035 0.734  0.416  C14 5QE 5  
5QE C15 C4  C 0 1 Y N N 17.947 14.750 5.999  -5.529 1.072  -0.832 C15 5QE 6  
5QE C16 C5  C 0 1 Y N N 16.882 14.898 6.952  -4.368 1.814  -0.928 C16 5QE 7  
5QE C13 C6  C 0 1 Y N N 17.204 16.616 4.723  -5.373 1.149  1.565  C13 5QE 8  
5QE C12 C7  C 0 1 Y N N 16.172 16.785 5.665  -4.213 1.891  1.463  C12 5QE 9  
5QE C11 C8  C 0 1 Y N N 16.009 15.941 6.765  -3.709 2.221  0.218  C11 5QE 10 
5QE C10 C9  C 0 1 N N N 14.889 16.167 7.752  -2.443 3.031  0.110  C10 5QE 11 
5QE C9  C10 C 0 1 N N N 15.079 17.448 8.622  -1.238 2.089  0.064  C9  5QE 12 
5QE S8  S1  S 0 1 N N N 13.841 17.495 9.886  0.283  3.062  -0.065 S8  5QE 13 
5QE C7  C11 C 0 1 Y N N 12.481 18.211 9.166  1.474  1.764  -0.097 C7  5QE 14 
5QE N6  N2  N 0 1 Y N N 12.524 18.386 7.811  1.077  0.502  -0.035 N6  5QE 15 
5QE C5  C12 C 0 1 Y N N 11.538 18.947 7.093  1.939  -0.502 -0.060 C5  5QE 16 
5QE C4  C13 C 0 1 Y N N 10.386 19.394 7.793  3.314  -0.271 -0.153 C4  5QE 17 
5QE C3  C14 C 0 1 Y N N 10.281 19.225 9.189  3.774  1.022  -0.224 C3  5QE 18 
5QE C6  C15 C 0 1 N N N 9.051  19.690 9.980  5.242  1.334  -0.338 C6  5QE 19 
5QE C30 C16 C 0 1 N N N 7.953  20.239 9.094  6.062  0.106  0.064  C30 5QE 20 
5QE C26 C17 C 0 1 N N N 7.056  19.101 8.638  7.529  0.322  -0.313 C26 5QE 21 
5QE C25 C18 C 0 1 N N N 7.074  21.216 9.849  5.947  -0.117 1.574  C25 5QE 22 
5QE O8  O2  O 0 1 N N N 8.566  20.958 8.015  5.545  -1.034 -0.631 O8  5QE 23 
5QE C8  C19 C 0 1 N N N 9.250  20.137 7.090  4.259  -1.443 -0.166 C8  5QE 24 
5QE C2  C20 C 0 1 Y N N 11.350 18.643 9.877  2.843  2.072  -0.195 C2  5QE 25 
5QE C1  C21 C 0 1 N N N 11.329 18.443 11.144 3.279  3.434  -0.269 C1  5QE 26 
5QE N1  N3  N 0 1 N N N 11.289 18.251 12.300 3.625  4.514  -0.328 N1  5QE 27 
5QE N17 N4  N 0 1 N N N 11.743 19.034 5.694  1.471  -1.804 0.009  N17 5QE 28 
5QE C18 C22 C 0 1 N N N 10.576 19.142 4.763  0.669  -2.136 -1.180 C18 5QE 29 
5QE C19 C23 C 0 1 N N R 10.912 18.831 3.332  0.321  -3.625 -1.139 C19 5QE 30 
5QE C17 C24 C 0 1 N N N 9.756  19.120 2.366  1.559  -4.455 -1.480 C17 5QE 31 
5QE O20 O3  O 0 1 N N N 12.133 19.391 2.907  -0.231 -4.002 0.105  O20 5QE 32 
5QE C21 C25 C 0 1 N N S 13.217 18.820 3.624  0.251  -3.475 1.322  C21 5QE 33 
5QE C24 C26 C 0 1 N N N 14.579 19.269 3.155  1.430  -4.293 1.856  C24 5QE 34 
5QE C22 C27 C 0 1 N N N 13.088 18.847 5.156  0.652  -2.006 1.214  C22 5QE 35 
5QE H1  H1  H 0 1 N N N 20.051 15.185 0.783  -8.417 -2.737 0.356  H1  5QE 36 
5QE H2  H2  H 0 1 N N N 21.174 15.606 2.119  -9.472 -1.305 0.295  H2  5QE 37 
5QE H3  H3  H 0 1 N N N 20.490 13.949 2.010  -9.052 -2.166 -1.205 H3  5QE 38 
5QE H4  H4  H 0 1 N N N 20.110 14.974 4.355  -7.832 0.150  1.242  H4  5QE 39 
5QE H5  H5  H 0 1 N N N 18.648 13.942 6.149  -6.043 0.754  -1.727 H5  5QE 40 
5QE H6  H6  H 0 1 N N N 16.773 14.216 7.782  -3.974 2.077  -1.899 H6  5QE 41 
5QE H7  H7  H 0 1 N N N 17.276 17.281 3.875  -5.766 0.891  2.538  H7  5QE 42 
5QE H8  H8  H 0 1 N N N 15.478 17.601 5.531  -3.698 2.214  2.356  H8  5QE 43 
5QE H9  H9  H 0 1 N N N 13.946 16.261 7.194  -2.471 3.629  -0.801 H9  5QE 44 
5QE H10 H10 H 0 1 N N N 14.833 15.296 8.421  -2.358 3.689  0.974  H10 5QE 45 
5QE H11 H11 H 0 1 N N N 16.076 17.431 9.086  -1.210 1.491  0.975  H11 5QE 46 
5QE H12 H12 H 0 1 N N N 14.986 18.340 7.985  -1.323 1.431  -0.800 H12 5QE 47 
5QE H13 H13 H 0 1 N N N 9.362  20.478 10.682 5.476  1.605  -1.367 H13 5QE 48 
5QE H14 H14 H 0 1 N N N 8.652  18.834 10.544 5.488  2.166  0.322  H14 5QE 49 
5QE H15 H15 H 0 1 N N N 6.624  18.599 9.516  8.110  -0.557 -0.031 H15 5QE 50 
5QE H16 H16 H 0 1 N N N 6.247  19.501 8.010  7.608  0.481  -1.388 H16 5QE 51 
5QE H17 H17 H 0 1 N N N 7.648  18.378 8.057  7.914  1.196  0.213  H17 5QE 52 
5QE H18 H18 H 0 1 N N N 6.585  20.698 10.687 4.902  -0.277 1.839  H18 5QE 53 
5QE H19 H19 H 0 1 N N N 7.691  22.040 10.237 6.532  -0.992 1.857  H19 5QE 54 
5QE H20 H20 H 0 1 N N N 6.308  21.619 9.171  6.325  0.760  2.100  H20 5QE 55 
5QE H21 H21 H 0 1 N N N 9.666  20.762 6.286  4.351  -1.844 0.843  H21 5QE 56 
5QE H22 H22 H 0 1 N N N 8.547  19.407 6.661  3.865  -2.216 -0.825 H22 5QE 57 
5QE H23 H23 H 0 1 N N N 10.187 20.170 4.813  -0.245 -1.544 -1.179 H23 5QE 58 
5QE H24 H24 H 0 1 N N N 9.799  18.439 5.098  1.246  -1.919 -2.079 H24 5QE 59 
5QE H25 H25 H 0 1 N N N 11.044 17.740 3.297  -0.432 -3.813 -1.926 H25 5QE 60 
5QE H26 H26 H 0 1 N N N 8.833  18.660 2.749  2.346  -4.249 -0.754 H26 5QE 61 
5QE H27 H27 H 0 1 N N N 9.614  20.207 2.279  1.306  -5.515 -1.449 H27 5QE 62 
5QE H28 H28 H 0 1 N N N 9.991  18.700 1.377  1.909  -4.194 -2.478 H28 5QE 63 
5QE H29 H29 H 0 1 N N N 13.189 17.748 3.377  -0.559 -3.544 2.073  H29 5QE 64 
5QE H30 H30 H 0 1 N N N 15.356 18.781 3.762  2.241  -4.280 1.128  H30 5QE 65 
5QE H31 H31 H 0 1 N N N 14.712 18.993 2.098  1.778  -3.861 2.794  H31 5QE 66 
5QE H32 H32 H 0 1 N N N 14.662 20.361 3.263  1.111  -5.322 2.026  H32 5QE 67 
5QE H33 H33 H 0 1 N N N 13.472 17.890 5.541  1.226  -1.715 2.094  H33 5QE 68 
5QE H34 H34 H 0 1 N N N 13.715 19.670 5.530  -0.244 -1.386 1.149  H34 5QE 69 
# 
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 
5QE C20 C28 SING N N 1  
5QE O30 C28 DOUB N N 2  
5QE C17 C19 SING N N 3  
5QE C28 N27 SING N N 4  
5QE O20 C19 SING N N 5  
5QE O20 C21 SING N N 6  
5QE C24 C21 SING N N 7  
5QE C19 C18 SING N N 8  
5QE C21 C22 SING N N 9  
5QE N27 C14 SING N N 10 
5QE C13 C14 DOUB Y N 11 
5QE C13 C12 SING Y N 12 
5QE C18 N17 SING N N 13 
5QE C14 C15 SING Y N 14 
5QE C22 N17 SING N N 15 
5QE C12 C11 DOUB Y N 16 
5QE N17 C5  SING N N 17 
5QE C15 C16 DOUB Y N 18 
5QE C11 C16 SING Y N 19 
5QE C11 C10 SING N N 20 
5QE C8  C4  SING N N 21 
5QE C8  O8  SING N N 22 
5QE C5  C4  DOUB Y N 23 
5QE C5  N6  SING Y N 24 
5QE C10 C9  SING N N 25 
5QE C4  C3  SING Y N 26 
5QE N6  C7  DOUB Y N 27 
5QE O8  C30 SING N N 28 
5QE C9  S8  SING N N 29 
5QE C26 C30 SING N N 30 
5QE C30 C25 SING N N 31 
5QE C30 C6  SING N N 32 
5QE C7  C2  SING Y N 33 
5QE C7  S8  SING N N 34 
5QE C3  C2  DOUB Y N 35 
5QE C3  C6  SING N N 36 
5QE C2  C1  SING N N 37 
5QE C1  N1  TRIP N N 38 
5QE C20 H1  SING N N 39 
5QE C20 H2  SING N N 40 
5QE C20 H3  SING N N 41 
5QE N27 H4  SING N N 42 
5QE C15 H5  SING N N 43 
5QE C16 H6  SING N N 44 
5QE C13 H7  SING N N 45 
5QE C12 H8  SING N N 46 
5QE C10 H9  SING N N 47 
5QE C10 H10 SING N N 48 
5QE C9  H11 SING N N 49 
5QE C9  H12 SING N N 50 
5QE C6  H13 SING N N 51 
5QE C6  H14 SING N N 52 
5QE C26 H15 SING N N 53 
5QE C26 H16 SING N N 54 
5QE C26 H17 SING N N 55 
5QE C25 H18 SING N N 56 
5QE C25 H19 SING N N 57 
5QE C25 H20 SING N N 58 
5QE C8  H21 SING N N 59 
5QE C8  H22 SING N N 60 
5QE C18 H23 SING N N 61 
5QE C18 H24 SING N N 62 
5QE C19 H25 SING N N 63 
5QE C17 H26 SING N N 64 
5QE C17 H27 SING N N 65 
5QE C17 H28 SING N N 66 
5QE C21 H29 SING N N 67 
5QE C24 H30 SING N N 68 
5QE C24 H31 SING N N 69 
5QE C24 H32 SING N N 70 
5QE C22 H33 SING N N 71 
5QE C22 H34 SING N N 72 
# 
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 
5QE InChI            InChI                1.03  "InChI=1S/C27H34N4O3S/c1-17-14-31(15-18(2)34-17)25-24-16-33-27(4,5)12-22(24)23(13-28)26(30-25)35-11-10-20-6-8-21(9-7-20)29-19(3)32/h6-9,17-18H,10-12,14-16H2,1-5H3,(H,29,32)/t17-,18+" 
5QE InChIKey         InChI                1.03  CURFTJWFXMRQDQ-HDICACEKSA-N                                                                                                                                                            
5QE SMILES_CANONICAL CACTVS               3.385 "C[C@@H]1CN(C[C@H](C)O1)c2nc(SCCc3ccc(NC(C)=O)cc3)c(C#N)c4CC(C)(C)OCc24"                                                                                                               
5QE SMILES           CACTVS               3.385 "C[CH]1CN(C[CH](C)O1)c2nc(SCCc3ccc(NC(C)=O)cc3)c(C#N)c4CC(C)(C)OCc24"                                                                                                                  
5QE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@@H]1CN(C[C@@H](O1)C)c2c3c(c(c(n2)SCCc4ccc(cc4)NC(=O)C)C#N)CC(OC3)(C)C"                                                                                                            
5QE SMILES           "OpenEye OEToolkits" 2.0.4 "CC1CN(CC(O1)C)c2c3c(c(c(n2)SCCc4ccc(cc4)NC(=O)C)C#N)CC(OC3)(C)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 
5QE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-[4-[2-[[5-cyano-8-[(2~{S},6~{R})-2,6-dimethylmorpholin-4-yl]-3,3-dimethyl-1,4-dihydropyrano[3,4-c]pyridin-6-yl]sulfanyl]ethyl]phenyl]ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5QE "Create component" 2015-11-10 EBI  
5QE "Initial release"  2016-04-06 RCSB 
# 
