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 #