data_1QU # _chem_comp.id 1QU _chem_comp.name "1-cyclopentyl-N-[(2S,3R)-3-hydroxy-1-phenyl-4-{[3-(trifluoromethyl)benzyl]amino}butan-2-yl]-6-oxo-5-(2-oxopyrrolidin-1-yl)-1,6-dihydropyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H37 F3 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-((1S,2R)-1-benzyl-2-hydroxy-3-((3-trifluoromethyl)benzyl)amino)propyl)-1-cyclopentyl-6-oxo-5-(2-oxo-1-pyrrolidinyl)-1,6-dihydro-3-pyridinecarboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-30 _chem_comp.pdbx_modified_date 2021-03-13 _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 610.666 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1QU _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 4K9H _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 1QU O1 O1 O 0 1 N N N 60.616 -15.851 20.533 -1.863 3.485 -1.029 O1 1QU 1 1QU C1 C1 C 0 1 N N N 61.409 -16.410 21.322 -2.904 4.079 -0.841 C1 1QU 2 1QU C2 C2 C 0 1 N N N 60.931 -17.299 22.431 -3.118 5.555 -1.097 C2 1QU 3 1QU C3 C3 C 0 1 N N N 62.227 -17.636 23.229 -4.417 5.889 -0.327 C3 1QU 4 1QU C4 C4 C 0 1 N N N 63.393 -17.181 22.361 -5.115 4.511 -0.274 C4 1QU 5 1QU N1 N1 N 0 1 N N N 62.775 -16.360 21.307 -4.037 3.521 -0.382 N1 1QU 6 1QU C33 C33 C 0 1 N N N 63.463 -15.694 20.407 -4.172 2.167 -0.045 C33 1QU 7 1QU C13 C13 C 0 1 N N N 64.233 -14.547 20.708 -3.081 1.347 -0.038 C13 1QU 8 1QU C5 C5 C 0 1 N N N 63.344 -16.138 19.097 -5.438 1.639 0.298 C5 1QU 9 1QU O4 O4 O 0 1 N N N 62.653 -17.098 18.788 -6.418 2.364 0.295 O4 1QU 10 1QU N2 N2 N 0 1 N N N 63.975 -15.487 18.108 -5.568 0.340 0.626 N2 1QU 11 1QU C6 C6 C 0 1 N N N 63.812 -16.031 16.762 -6.889 -0.183 0.983 C6 1QU 12 1QU C7 C7 C 0 1 N N N 65.204 -16.314 16.113 -6.862 -0.754 2.411 C7 1QU 13 1QU C8 C8 C 0 1 N N N 65.191 -15.555 14.816 -7.221 -2.250 2.296 C8 1QU 14 1QU C9 C9 C 0 1 N N N 64.197 -14.431 15.062 -6.847 -2.618 0.838 C9 1QU 15 1QU C10 C10 C 0 1 N N N 63.063 -15.063 15.838 -7.264 -1.352 0.048 C10 1QU 16 1QU C11 C11 C 0 1 N N N 64.719 -14.365 18.369 -4.503 -0.484 0.638 C11 1QU 17 1QU C12 C12 C 0 1 N N N 64.897 -13.899 19.662 -3.249 -0.016 0.306 C12 1QU 18 1QU C26 C26 C 0 1 N N N 65.742 -12.615 19.881 -2.089 -0.926 0.322 C26 1QU 19 1QU O2 O2 O 0 1 N N N 66.281 -12.437 20.963 -2.236 -2.094 0.628 O2 1QU 20 1QU N3 N3 N 0 1 N N N 65.562 -11.633 18.987 -0.865 -0.464 -0.003 N3 1QU 21 1QU C27 C27 C 0 1 N N S 66.350 -10.390 19.003 0.287 -1.368 0.013 C27 1QU 22 1QU C31 C31 C 0 1 N N N 66.960 -10.181 17.590 0.373 -2.108 -1.324 C31 1QU 23 1QU C20 C20 C 0 1 Y N N 67.531 -11.504 17.010 -0.831 -3.000 -1.482 C20 1QU 24 1QU C21 C21 C 0 1 Y N N 68.316 -12.367 17.779 -1.975 -2.516 -2.087 C21 1QU 25 1QU C22 C22 C 0 1 Y N N 68.793 -13.563 17.240 -3.080 -3.334 -2.232 C22 1QU 26 1QU C23 C23 C 0 1 Y N N 68.538 -13.884 15.918 -3.041 -4.636 -1.771 C23 1QU 27 1QU C24 C24 C 0 1 Y N N 67.780 -13.017 15.153 -1.896 -5.121 -1.166 C24 1QU 28 1QU C25 C25 C 0 1 Y N N 67.266 -11.859 15.705 -0.790 -4.305 -1.026 C25 1QU 29 1QU C28 C28 C 0 1 N N R 65.668 -9.133 19.456 1.567 -0.558 0.230 C28 1QU 30 1QU O3 O3 O 0 1 N N N 66.571 -8.039 19.273 1.780 0.306 -0.887 O3 1QU 31 1QU C29 C29 C 0 1 N N N 65.296 -9.175 20.941 2.756 -1.512 0.371 C29 1QU 32 1QU N4 N4 N 0 1 N N N 64.923 -7.829 21.349 3.964 -0.743 0.699 N4 1QU 33 1QU C30 C30 C 0 1 N N N 64.881 -7.708 22.845 5.128 -1.628 0.842 C30 1QU 34 1QU C14 C14 C 0 1 Y N N 66.356 -7.557 23.362 6.346 -0.806 1.178 C14 1QU 35 1QU C15 C15 C 0 1 Y N N 67.262 -6.642 22.779 7.139 -0.300 0.164 C15 1QU 36 1QU C19 C19 C 0 1 Y N N 66.771 -8.357 24.412 6.666 -0.552 2.498 C19 1QU 37 1QU C18 C18 C 0 1 Y N N 68.096 -8.222 24.852 7.783 0.202 2.806 C18 1QU 38 1QU C17 C17 C 0 1 Y N N 68.972 -7.320 24.271 8.579 0.703 1.793 C17 1QU 39 1QU C16 C16 C 0 1 Y N N 68.565 -6.490 23.240 8.255 0.454 0.472 C16 1QU 40 1QU C32 C32 C 0 1 N N N 69.567 -5.456 22.574 9.120 1.005 -0.632 C32 1QU 41 1QU F2 F2 F 0 1 N N N 70.702 -5.266 23.226 8.655 2.272 -1.001 F2 1QU 42 1QU F3 F3 F 0 1 N N N 69.064 -4.237 22.388 10.441 1.106 -0.184 F3 1QU 43 1QU F1 F1 F 0 1 N N N 69.856 -5.964 21.401 9.067 0.149 -1.737 F1 1QU 44 1QU H1 H1 H 0 1 N N N 60.205 -16.773 23.068 -2.282 6.135 -0.705 H1 1QU 45 1QU H2 H2 H 0 1 N N N 60.471 -18.213 22.028 -3.247 5.742 -2.163 H2 1QU 46 1QU H3 H3 H 0 1 N N N 62.290 -18.718 23.414 -4.193 6.252 0.676 H3 1QU 47 1QU H4 H4 H 0 1 N N N 62.234 -17.099 24.189 -5.020 6.612 -0.876 H4 1QU 48 1QU H5 H5 H 0 1 N N N 63.912 -18.047 21.924 -5.646 4.394 0.670 H5 1QU 49 1QU H6 H6 H 0 1 N N N 64.105 -16.585 22.950 -5.805 4.406 -1.111 H6 1QU 50 1QU H7 H7 H 0 1 N N N 64.306 -14.180 21.721 -2.105 1.732 -0.293 H7 1QU 51 1QU H8 H8 H 0 1 N N N 63.253 -16.977 16.810 -7.636 0.607 0.910 H8 1QU 52 1QU H9 H9 H 0 1 N N N 65.333 -17.391 15.929 -5.866 -0.641 2.840 H9 1QU 53 1QU H10 H10 H 0 1 N N N 66.014 -15.953 16.764 -7.596 -0.240 3.033 H10 1QU 54 1QU H11 H11 H 0 1 N N N 64.857 -16.199 13.989 -6.634 -2.838 3.000 H11 1QU 55 1QU H12 H12 H 0 1 N N N 66.189 -15.152 14.588 -8.287 -2.401 2.466 H12 1QU 56 1QU H13 H13 H 0 1 N N N 64.663 -13.626 15.649 -5.776 -2.796 0.747 H13 1QU 57 1QU H14 H14 H 0 1 N N N 63.831 -14.025 14.108 -7.414 -3.487 0.502 H14 1QU 58 1QU H15 H15 H 0 1 N N N 62.505 -14.311 16.415 -8.337 -1.358 -0.145 H15 1QU 59 1QU H16 H16 H 0 1 N N N 62.373 -15.600 15.171 -6.708 -1.286 -0.888 H16 1QU 60 1QU H17 H17 H 0 1 N N N 65.177 -13.832 17.548 -4.633 -1.523 0.906 H17 1QU 61 1QU H18 H18 H 0 1 N N N 64.864 -11.749 18.280 -0.748 0.468 -0.247 H18 1QU 62 1QU H19 H19 H 0 1 N N N 67.199 -10.554 19.683 0.172 -2.090 0.821 H19 1QU 63 1QU H20 H20 H 0 1 N N N 67.772 -9.442 17.658 0.399 -1.385 -2.138 H20 1QU 64 1QU H21 H21 H 0 1 N N N 66.177 -9.805 16.916 1.279 -2.714 -1.346 H21 1QU 65 1QU H22 H22 H 0 1 N N N 68.556 -12.106 18.799 -2.006 -1.498 -2.447 H22 1QU 66 1QU H23 H23 H 0 1 N N N 69.364 -14.241 17.857 -3.974 -2.955 -2.705 H23 1QU 67 1QU H24 H24 H 0 1 N N N 68.925 -14.797 15.491 -3.904 -5.275 -1.884 H24 1QU 68 1QU H25 H25 H 0 1 N N N 67.588 -13.247 14.115 -1.864 -6.140 -0.810 H25 1QU 69 1QU H26 H26 H 0 1 N N N 66.642 -11.218 15.100 0.104 -4.683 -0.553 H26 1QU 70 1QU H27 H27 H 0 1 N N N 64.755 -8.979 18.863 1.470 0.038 1.138 H27 1QU 71 1QU H28 H28 H 0 1 N N N 66.154 -7.233 19.555 1.876 -0.157 -1.730 H28 1QU 72 1QU H29 H29 H 0 1 N N N 64.449 -9.860 21.094 2.554 -2.229 1.167 H29 1QU 73 1QU H30 H30 H 0 1 N N N 66.158 -9.519 21.532 2.908 -2.045 -0.567 H30 1QU 74 1QU H31 H31 H 0 1 N N N 65.594 -7.181 20.988 4.136 -0.028 0.009 H31 1QU 75 1QU H33 H33 H 0 1 N N N 64.293 -6.824 23.131 4.943 -2.345 1.642 H33 1QU 76 1QU H34 H34 H 0 1 N N N 64.424 -8.609 23.280 5.296 -2.161 -0.093 H34 1QU 77 1QU H35 H35 H 0 1 N N N 66.930 -6.040 21.946 6.886 -0.494 -0.867 H35 1QU 78 1QU H36 H36 H 0 1 N N N 66.097 -9.062 24.877 6.044 -0.943 3.289 H36 1QU 79 1QU H37 H37 H 0 1 N N N 68.443 -8.839 25.667 8.034 0.400 3.838 H37 1QU 80 1QU H38 H38 H 0 1 N N N 69.990 -7.263 24.628 9.452 1.292 2.033 H38 1QU 81 # # 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 1QU C8 C9 SING N N 1 1QU C8 C7 SING N N 2 1QU C9 C10 SING N N 3 1QU C24 C25 DOUB Y N 4 1QU C24 C23 SING Y N 5 1QU C25 C20 SING Y N 6 1QU C10 C6 SING N N 7 1QU C23 C22 DOUB Y N 8 1QU C7 C6 SING N N 9 1QU C6 N2 SING N N 10 1QU C20 C31 SING N N 11 1QU C20 C21 DOUB Y N 12 1QU C22 C21 SING Y N 13 1QU C31 C27 SING N N 14 1QU N2 C11 SING N N 15 1QU N2 C5 SING N N 16 1QU C11 C12 DOUB N N 17 1QU O4 C5 DOUB N N 18 1QU N3 C27 SING N N 19 1QU N3 C26 SING N N 20 1QU C27 C28 SING N N 21 1QU C5 C33 SING N N 22 1QU O3 C28 SING N N 23 1QU C28 C29 SING N N 24 1QU C12 C26 SING N N 25 1QU C12 C13 SING N N 26 1QU C26 O2 DOUB N N 27 1QU C33 C13 DOUB N N 28 1QU C33 N1 SING N N 29 1QU O1 C1 DOUB N N 30 1QU C29 N4 SING N N 31 1QU N1 C1 SING N N 32 1QU N1 C4 SING N N 33 1QU C1 C2 SING N N 34 1QU N4 C30 SING N N 35 1QU F1 C32 SING N N 36 1QU C4 C3 SING N N 37 1QU F3 C32 SING N N 38 1QU C2 C3 SING N N 39 1QU C32 F2 SING N N 40 1QU C32 C16 SING N N 41 1QU C15 C16 DOUB Y N 42 1QU C15 C14 SING Y N 43 1QU C30 C14 SING N N 44 1QU C16 C17 SING Y N 45 1QU C14 C19 DOUB Y N 46 1QU C17 C18 DOUB Y N 47 1QU C19 C18 SING Y N 48 1QU C2 H1 SING N N 49 1QU C2 H2 SING N N 50 1QU C3 H3 SING N N 51 1QU C3 H4 SING N N 52 1QU C4 H5 SING N N 53 1QU C4 H6 SING N N 54 1QU C13 H7 SING N N 55 1QU C6 H8 SING N N 56 1QU C7 H9 SING N N 57 1QU C7 H10 SING N N 58 1QU C8 H11 SING N N 59 1QU C8 H12 SING N N 60 1QU C9 H13 SING N N 61 1QU C9 H14 SING N N 62 1QU C10 H15 SING N N 63 1QU C10 H16 SING N N 64 1QU C11 H17 SING N N 65 1QU N3 H18 SING N N 66 1QU C27 H19 SING N N 67 1QU C31 H20 SING N N 68 1QU C31 H21 SING N N 69 1QU C21 H22 SING N N 70 1QU C22 H23 SING N N 71 1QU C23 H24 SING N N 72 1QU C24 H25 SING N N 73 1QU C25 H26 SING N N 74 1QU C28 H27 SING N N 75 1QU O3 H28 SING N N 76 1QU C29 H29 SING N N 77 1QU C29 H30 SING N N 78 1QU N4 H31 SING N N 79 1QU C30 H33 SING N N 80 1QU C30 H34 SING N N 81 1QU C15 H35 SING N N 82 1QU C19 H36 SING N N 83 1QU C18 H37 SING N N 84 1QU C17 H38 SING N N 85 # # 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 1QU SMILES ACDLabs 12.01 "FC(F)(F)c1cccc(c1)CNCC(O)C(NC(=O)C2=CN(C(=O)C(=C2)N3C(=O)CCC3)C4CCCC4)Cc5ccccc5" 1QU InChI InChI 1.03 "InChI=1S/C33H37F3N4O4/c34-33(35,36)25-11-6-10-23(16-25)19-37-20-29(41)27(17-22-8-2-1-3-9-22)38-31(43)24-18-28(39-15-7-14-30(39)42)32(44)40(21-24)26-12-4-5-13-26/h1-3,6,8-11,16,18,21,26-27,29,37,41H,4-5,7,12-15,17,19-20H2,(H,38,43)/t27-,29+/m0/s1" 1QU InChIKey InChI 1.03 QKLJNYJRYSKKKP-LMSSTIIKSA-N 1QU SMILES_CANONICAL CACTVS 3.370 "O[C@H](CNCc1cccc(c1)C(F)(F)F)[C@H](Cc2ccccc2)NC(=O)C3=CN(C4CCCC4)C(=O)C(=C3)N5CCCC5=O" 1QU SMILES CACTVS 3.370 "O[CH](CNCc1cccc(c1)C(F)(F)F)[CH](Cc2ccccc2)NC(=O)C3=CN(C4CCCC4)C(=O)C(=C3)N5CCCC5=O" 1QU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C[C@@H]([C@@H](CNCc2cccc(c2)C(F)(F)F)O)NC(=O)C3=CN(C(=O)C(=C3)N4CCCC4=O)C5CCCC5" 1QU SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CC(C(CNCc2cccc(c2)C(F)(F)F)O)NC(=O)C3=CN(C(=O)C(=C3)N4CCCC4=O)C5CCCC5" # # 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 1QU "SYSTEMATIC NAME" ACDLabs 12.01 "1-cyclopentyl-N-[(2S,3R)-3-hydroxy-1-phenyl-4-{[3-(trifluoromethyl)benzyl]amino}butan-2-yl]-6-oxo-5-(2-oxopyrrolidin-1-yl)-1,6-dihydropyridine-3-carboxamide" 1QU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-cyclopentyl-6-oxidanylidene-5-(2-oxidanylidenepyrrolidin-1-yl)-N-[(2S,3R)-3-oxidanyl-1-phenyl-4-[[3-(trifluoromethyl)phenyl]methylamino]butan-2-yl]pyridine-3-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 1QU "Create component" 2013-04-30 RCSB 1QU "Initial release" 2013-07-10 RCSB 1QU "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1QU _pdbx_chem_comp_synonyms.name "N-((1S,2R)-1-benzyl-2-hydroxy-3-((3-trifluoromethyl)benzyl)amino)propyl)-1-cyclopentyl-6-oxo-5-(2-oxo-1-pyrrolidinyl)-1,6-dihydro-3-pyridinecarboxamide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##