data_D78 # _chem_comp.id D78 _chem_comp.name ;(5S)-N-[(1S,2R)-2-Hydroxy-3-[[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino]-1-(phenylmethyl)propyl]-2-oxo-3-[3-(trif luoromethyl)phenyl]-5-oxazolidinecarboxamide ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H36 F3 N3 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(5S)-N-[(1S,2R)-1-benzyl-2-hydroxy-3-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}propyl]-2-oxo-3-[3-(trifluoromet hyl)phenyl]-1,3-oxazolidine-5-carboxamide ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-03-06 _chem_comp.pdbx_modified_date 2020-06-17 _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 663.704 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D78 _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 3GI6 _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 D78 O9 O9 O 0 1 N N N 18.530 33.221 13.705 -5.959 -2.150 1.395 O9 D78 1 D78 S8 S8 S 0 1 N N N 18.001 32.380 14.754 -4.689 -1.513 1.405 S8 D78 2 D78 O10 O10 O 0 1 N N N 17.175 31.354 14.209 -4.066 -1.041 2.592 O10 D78 3 D78 C5 C5 C 0 1 Y N N 17.137 33.276 15.791 -3.558 -2.643 0.665 C5 D78 4 D78 C4 C4 C 0 1 Y N N 17.380 34.646 15.935 -2.208 -2.554 0.949 C4 D78 5 D78 C3 C3 C 0 1 Y N N 16.649 35.422 16.843 -1.319 -3.439 0.370 C3 D78 6 D78 C2 C2 C 0 1 Y N N 15.658 34.823 17.642 -1.783 -4.418 -0.497 C2 D78 7 D78 O19 O19 O 0 1 N N N 14.913 35.512 18.565 -0.911 -5.290 -1.068 O19 D78 8 D78 C18 C18 C 0 1 N N N 15.093 36.909 18.842 -1.459 -6.272 -1.950 C18 D78 9 D78 C7 C7 C 0 1 Y N N 15.415 33.464 17.503 -3.138 -4.506 -0.780 C7 D78 10 D78 C6 C6 C 0 1 Y N N 16.147 32.698 16.588 -4.023 -3.622 -0.194 C6 D78 11 D78 N11 N11 N 0 1 N N N 19.317 31.742 15.477 -4.813 -0.209 0.391 N11 D78 12 D78 C12 C12 C 0 1 N N N 20.050 32.740 16.291 -5.828 -0.195 -0.664 C12 D78 13 D78 C13 C13 C 0 1 N N N 21.546 32.394 16.342 -7.075 0.538 -0.164 C13 D78 14 D78 C14 C14 C 0 1 N N N 22.184 32.332 14.954 -8.086 0.661 -1.305 C14 D78 15 D78 C15 C15 C 0 1 N N N 22.287 33.394 17.217 -7.700 -0.249 0.990 C15 D78 16 D78 C16 C16 C 0 1 N N N 19.069 30.474 16.199 -3.907 0.931 0.551 C16 D78 17 D78 C17 C17 C 0 1 N N R 19.910 29.334 15.616 -2.715 0.771 -0.395 C17 D78 18 D78 O18 O18 O 0 1 N N N 19.811 28.218 16.518 -3.169 0.835 -1.749 O18 D78 19 D78 C19 C19 C 0 1 N N S 19.455 29.009 14.189 -1.708 1.895 -0.141 C19 D78 20 D78 C32 C32 C 0 1 N N N 18.136 28.220 14.113 -2.339 3.239 -0.510 C32 D78 21 D78 C38 C38 C 0 1 Y N N 17.794 27.891 12.664 -1.395 4.355 -0.146 C38 D78 22 D78 C33 C33 C 0 1 Y N N 17.935 26.587 12.180 -0.465 4.801 -1.066 C33 D78 23 D78 C34 C34 C 0 1 Y N N 17.644 26.286 10.854 0.402 5.825 -0.732 C34 D78 24 D78 C35 C35 C 0 1 Y N N 17.206 27.278 9.984 0.339 6.403 0.522 C35 D78 25 D78 C36 C36 C 0 1 Y N N 17.063 28.573 10.456 -0.592 5.956 1.442 C36 D78 26 D78 C37 C37 C 0 1 Y N N 17.358 28.883 11.789 -1.461 4.936 1.107 C37 D78 27 D78 N20 N20 N 0 1 N N N 20.367 28.151 13.425 -0.514 1.675 -0.961 N20 D78 28 D78 C21 C21 C 0 1 N N N 21.091 28.600 12.391 0.671 2.191 -0.578 C21 D78 29 D78 O22 O22 O 0 1 N N N 21.150 29.772 12.035 0.749 2.836 0.445 O22 D78 30 D78 C29 C29 C 0 1 N N S 21.876 27.581 11.609 1.899 1.965 -1.422 C29 D78 31 D78 O28 O28 O 0 1 N N N 21.837 26.260 12.180 3.041 2.678 -0.864 O28 D78 32 D78 C26 C26 C 0 1 N N N 21.493 25.360 11.106 3.995 1.802 -0.530 C26 D78 33 D78 O27 O27 O 0 1 N N N 21.615 24.161 11.298 5.057 2.132 -0.041 O27 D78 34 D78 C25 C25 C 0 1 N N N 21.227 27.475 10.218 2.324 0.484 -1.372 C25 D78 35 D78 N24 N24 N 0 1 N N N 21.110 26.040 10.013 3.672 0.526 -0.785 N24 D78 36 D78 C43 C43 C 0 1 Y N N 20.725 25.522 8.790 4.486 -0.585 -0.534 C43 D78 37 D78 C44 C44 C 0 1 Y N N 21.137 24.252 8.367 4.035 -1.861 -0.845 C44 D78 38 D78 C45 C45 C 0 1 Y N N 20.745 23.738 7.124 4.841 -2.955 -0.596 C45 D78 39 D78 C40 C40 C 0 1 Y N N 19.951 24.488 6.268 6.094 -2.781 -0.038 C40 D78 40 D78 C42 C42 C 0 1 Y N N 19.915 26.270 7.901 5.747 -0.412 0.020 C42 D78 41 D78 C41 C41 C 0 1 Y N N 19.521 25.759 6.653 6.545 -1.511 0.272 C41 D78 42 D78 C46 C46 C 0 1 N N N 18.643 26.569 5.722 7.911 -1.326 0.881 C46 D78 43 D78 F1 F1 F 0 1 N N N 17.383 26.482 6.088 8.526 -2.573 1.034 F1 D78 44 D78 F2 F2 F 0 1 N N N 18.716 26.128 4.491 8.690 -0.521 0.042 F2 D78 45 D78 F3 F3 F 0 1 N N N 18.995 27.838 5.726 7.785 -0.711 2.131 F3 D78 46 D78 H4 H4 H 0 1 N N N 18.146 35.114 15.335 -1.848 -1.792 1.624 H4 D78 47 D78 H3 H3 H 0 1 N N N 16.846 36.480 16.930 -0.265 -3.368 0.591 H3 D78 48 D78 H18 H18 H 0 1 N N N 15.139 37.065 19.930 -2.176 -6.888 -1.408 H18 D78 49 D78 H18A H18A H 0 0 N N N 16.030 37.256 18.382 -1.961 -5.774 -2.780 H18A D78 50 D78 H18B H18B H 0 0 N N N 14.248 37.477 18.426 -0.657 -6.902 -2.336 H18B D78 51 D78 H7 H7 H 0 1 N N N 14.654 32.993 18.107 -3.502 -5.267 -1.455 H7 D78 52 D78 H6 H6 H 0 1 N N N 15.942 31.641 16.497 -5.079 -3.692 -0.410 H6 D78 53 D78 H12 H12 H 0 1 N N N 19.925 33.736 15.841 -5.433 0.317 -1.542 H12 D78 54 D78 H12A H12A H 0 0 N N N 19.646 32.733 17.314 -6.091 -1.220 -0.929 H12A D78 55 D78 H13 H13 H 0 1 N N N 21.629 31.388 16.779 -6.796 1.532 0.184 H13 D78 56 D78 H14 H14 H 0 1 N N N 21.395 32.317 14.188 -8.365 -0.334 -1.653 H14 D78 57 D78 H14A H14A H 0 0 N N N 22.823 33.215 14.805 -8.974 1.183 -0.948 H14A D78 58 D78 H14B H14B H 0 0 N N N 22.793 31.420 14.871 -7.641 1.221 -2.127 H14B D78 59 D78 H15 H15 H 0 1 N N N 22.466 32.953 18.209 -6.979 -0.337 1.803 H15 D78 60 D78 H15A H15A H 0 0 N N N 23.250 33.647 16.749 -8.588 0.273 1.346 H15A D78 61 D78 H15B H15B H 0 0 N N N 21.681 34.305 17.326 -7.979 -1.244 0.642 H15B D78 62 D78 H16 H16 H 0 1 N N N 19.335 30.608 17.258 -4.437 1.853 0.313 H16 D78 63 D78 H16A H16A H 0 0 N N N 18.005 30.214 16.094 -3.551 0.972 1.580 H16A D78 64 D78 H17 H17 H 0 1 N N N 20.969 29.616 15.527 -2.237 -0.192 -0.217 H17 D78 65 D78 HO18 HO18 H 0 0 N N N 19.789 27.409 16.020 -3.605 1.667 -1.978 HO18 D78 66 D78 H19 H19 H 0 1 N N N 19.384 30.026 13.775 -1.429 1.901 0.912 H19 D78 67 D78 H32 H32 H 0 1 N N N 18.243 27.283 14.680 -2.537 3.265 -1.582 H32 D78 68 D78 H32A H32A H 0 0 N N N 17.329 28.833 14.539 -3.275 3.362 0.035 H32A D78 69 D78 H33 H33 H 0 1 N N N 18.274 25.805 12.843 -0.416 4.351 -2.046 H33 D78 70 D78 H34 H34 H 0 1 N N N 17.759 25.273 10.497 1.128 6.174 -1.451 H34 D78 71 D78 H35 H35 H 0 1 N N N 16.980 27.043 8.954 1.016 7.202 0.784 H35 D78 72 D78 H36 H36 H 0 1 N N N 16.721 29.351 9.789 -0.641 6.407 2.423 H36 D78 73 D78 H37 H37 H 0 1 N N N 17.247 29.898 12.141 -2.191 4.590 1.824 H37 D78 74 D78 HN20 HN20 H 0 0 N N N 20.452 27.190 13.687 -0.576 1.159 -1.780 HN20 D78 75 D78 H29 H29 H 0 1 N N N 22.924 27.915 11.596 1.718 2.278 -2.450 H29 D78 76 D78 H25 H25 H 0 1 N N N 20.245 27.969 10.191 1.647 -0.087 -0.736 H25 D78 77 D78 H25A H25A H 0 0 N N N 21.814 27.973 9.432 2.356 0.061 -2.376 H25A D78 78 D78 H44 H44 H 0 1 N N N 21.769 23.658 9.011 3.056 -1.998 -1.280 H44 D78 79 D78 H45 H45 H 0 1 N N N 21.064 22.749 6.829 4.491 -3.948 -0.837 H45 D78 80 D78 H40 H40 H 0 1 N N N 19.666 24.089 5.306 6.721 -3.638 0.155 H40 D78 81 D78 H42 H42 H 0 1 N N N 19.592 27.259 8.190 6.102 0.580 0.258 H42 D78 82 # # 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 D78 O9 S8 DOUB N N 1 D78 S8 O10 DOUB N N 2 D78 S8 C5 SING N N 3 D78 S8 N11 SING N N 4 D78 C5 C4 DOUB Y N 5 D78 C5 C6 SING Y N 6 D78 C4 C3 SING Y N 7 D78 C3 C2 DOUB Y N 8 D78 C2 O19 SING N N 9 D78 C2 C7 SING Y N 10 D78 O19 C18 SING N N 11 D78 C7 C6 DOUB Y N 12 D78 N11 C12 SING N N 13 D78 N11 C16 SING N N 14 D78 C12 C13 SING N N 15 D78 C13 C14 SING N N 16 D78 C13 C15 SING N N 17 D78 C16 C17 SING N N 18 D78 C17 O18 SING N N 19 D78 C17 C19 SING N N 20 D78 C19 C32 SING N N 21 D78 C19 N20 SING N N 22 D78 C32 C38 SING N N 23 D78 C38 C33 DOUB Y N 24 D78 C38 C37 SING Y N 25 D78 C33 C34 SING Y N 26 D78 C34 C35 DOUB Y N 27 D78 C35 C36 SING Y N 28 D78 C36 C37 DOUB Y N 29 D78 N20 C21 SING N N 30 D78 C21 O22 DOUB N N 31 D78 C21 C29 SING N N 32 D78 C29 O28 SING N N 33 D78 C29 C25 SING N N 34 D78 O28 C26 SING N N 35 D78 C26 O27 DOUB N N 36 D78 C26 N24 SING N N 37 D78 C25 N24 SING N N 38 D78 N24 C43 SING N N 39 D78 C43 C44 DOUB Y N 40 D78 C43 C42 SING Y N 41 D78 C44 C45 SING Y N 42 D78 C45 C40 DOUB Y N 43 D78 C40 C41 SING Y N 44 D78 C42 C41 DOUB Y N 45 D78 C41 C46 SING N N 46 D78 C46 F1 SING N N 47 D78 C46 F2 SING N N 48 D78 C46 F3 SING N N 49 D78 C4 H4 SING N N 50 D78 C3 H3 SING N N 51 D78 C18 H18 SING N N 52 D78 C18 H18A SING N N 53 D78 C18 H18B SING N N 54 D78 C7 H7 SING N N 55 D78 C6 H6 SING N N 56 D78 C12 H12 SING N N 57 D78 C12 H12A SING N N 58 D78 C13 H13 SING N N 59 D78 C14 H14 SING N N 60 D78 C14 H14A SING N N 61 D78 C14 H14B SING N N 62 D78 C15 H15 SING N N 63 D78 C15 H15A SING N N 64 D78 C15 H15B SING N N 65 D78 C16 H16 SING N N 66 D78 C16 H16A SING N N 67 D78 C17 H17 SING N N 68 D78 O18 HO18 SING N N 69 D78 C19 H19 SING N N 70 D78 C32 H32 SING N N 71 D78 C32 H32A SING N N 72 D78 C33 H33 SING N N 73 D78 C34 H34 SING N N 74 D78 C35 H35 SING N N 75 D78 C36 H36 SING N N 76 D78 C37 H37 SING N N 77 D78 N20 HN20 SING N N 78 D78 C29 H29 SING N N 79 D78 C25 H25 SING N N 80 D78 C25 H25A SING N N 81 D78 C44 H44 SING N N 82 D78 C45 H45 SING N N 83 D78 C40 H40 SING N N 84 D78 C42 H42 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 D78 SMILES ACDLabs 10.04 "O=C4OC(C(=O)NC(Cc1ccccc1)C(O)CN(CC(C)C)S(=O)(=O)c2ccc(OC)cc2)CN4c3cccc(c3)C(F)(F)F" D78 SMILES_CANONICAL CACTVS 3.341 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)[C@@H]3CN(C(=O)O3)c4cccc(c4)C(F)(F)F" D78 SMILES CACTVS 3.341 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](Cc2ccccc2)NC(=O)[CH]3CN(C(=O)O3)c4cccc(c4)C(F)(F)F" D78 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)C[N@@](C[C@H]([C@H](Cc1ccccc1)NC(=O)[C@@H]2CN(C(=O)O2)c3cccc(c3)C(F)(F)F)O)S(=O)(=O)c4ccc(cc4)OC" D78 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)CN(CC(C(Cc1ccccc1)NC(=O)C2CN(C(=O)O2)c3cccc(c3)C(F)(F)F)O)S(=O)(=O)c4ccc(cc4)OC" D78 InChI InChI 1.03 "InChI=1S/C32H36F3N3O7S/c1-21(2)18-37(46(42,43)26-14-12-25(44-3)13-15-26)19-28(39)27(16-22-8-5-4-6-9-22)36-30(40)29-20-38(31(41)45-29)24-11-7-10-23(17-24)32(33,34)35/h4-15,17,21,27-29,39H,16,18-20H2,1-3H3,(H,36,40)/t27-,28+,29-/m0/s1" D78 InChIKey InChI 1.03 DDUYAVRQCCSESZ-NHKHRBQYSA-N # # 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 D78 "SYSTEMATIC NAME" ACDLabs 10.04 "(5S)-N-[(1S,2R)-1-benzyl-2-hydroxy-3-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}propyl]-2-oxo-3-[3-(trifluoromethyl)phenyl]-1,3-oxazolidine-5-carboxamide" D78 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5S)-N-[(2S,3R)-3-hydroxy-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]-1-phenyl-butan-2-yl]-2-oxo-3-[3-(trifluoromethyl)phenyl]-1,3-oxazolidine-5-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 D78 "Create component" 2009-03-06 RCSB D78 "Modify aromatic_flag" 2011-06-04 RCSB D78 "Modify descriptor" 2011-06-04 RCSB D78 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id D78 _pdbx_chem_comp_synonyms.name "(5S)-N-[(1S,2R)-1-benzyl-2-hydroxy-3-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}propyl]-2-oxo-3-[3-(trifluoromethyl)phenyl]-1,3-oxazolidine-5-carboxamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##