data_1YU # _chem_comp.id 1YU _chem_comp.name "(1S,3S,4S,5R)-3-{4-amino-3-fluoro-5-[(1,1,1,3,3,3-hexafluoropropan-2-yl)oxy]benzyl}-5-[(3-tert-butylbenzyl)amino]tetrahydro-2H-thiopyran-4-ol 1-oxide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H31 F7 N2 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-08 _chem_comp.pdbx_modified_date 2013-08-23 _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 584.590 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1YU _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 4LXM _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 1YU F1 F1 F 0 1 N N N 27.838 8.243 20.011 -6.236 2.492 1.157 F1 1YU 1 1YU C2 C2 C 0 1 N N N 28.564 9.237 19.440 -4.863 2.341 0.941 C2 1YU 2 1YU F3 F3 F 0 1 N N N 27.996 9.511 18.240 -4.266 3.602 0.830 F3 1YU 3 1YU F4 F4 F 0 1 N N N 28.508 10.358 20.210 -4.294 1.649 2.015 F4 1YU 4 1YU C5 C5 C 0 1 N N N 30.032 8.778 19.222 -4.634 1.554 -0.352 C5 1YU 5 1YU O7 O7 O 0 1 N N N 30.774 9.773 18.483 -5.243 0.266 -0.239 O7 1YU 6 1YU C8 C8 C 0 1 Y N N 31.100 9.550 17.146 -4.465 -0.746 0.230 C8 1YU 7 1YU C9 C9 C 0 1 Y N N 30.781 10.554 16.197 -4.955 -2.049 0.253 C9 1YU 8 1YU C10 C10 C 0 1 Y N N 31.100 10.350 14.828 -4.155 -3.079 0.734 C10 1YU 9 1YU C11 C11 C 0 1 Y N N 31.724 9.148 14.407 -2.877 -2.806 1.188 C11 1YU 10 1YU C13 C13 C 0 1 Y N N 32.031 8.142 15.362 -2.393 -1.511 1.165 C13 1YU 11 1YU C14 C14 C 0 1 Y N N 31.726 8.350 16.725 -3.182 -0.483 0.682 C14 1YU 12 1YU C16 C16 C 0 1 N N N 32.676 6.805 14.955 -1.001 -1.220 1.662 C16 1YU 13 1YU C19 C19 C 0 1 N N S 31.658 5.854 14.222 -0.010 -1.339 0.502 C19 1YU 14 1YU C21 C21 C 0 1 N N S 32.197 4.415 13.924 1.377 -0.913 0.974 C21 1YU 15 1YU C23 C23 C 0 1 N N R 31.176 3.525 13.137 2.328 -0.762 -0.209 C23 1YU 16 1YU C25 C25 C 0 1 N N N 29.770 3.396 13.797 2.662 -2.139 -0.789 C25 1YU 17 1YU S28 S28 S 0 1 N N S 29.047 5.030 13.959 1.136 -2.896 -1.423 S28 1YU 18 1YU C29 C29 C 0 1 N N N 30.298 5.771 14.994 0.028 -2.790 0.013 C29 1YU 19 1YU O32 O32 O 0 1 N N N 27.822 4.877 14.807 1.378 -4.261 -1.735 O32 1YU 20 1YU N33 N33 N 0 1 N N N 31.725 2.194 12.755 3.564 -0.108 0.239 N33 1YU 21 1YU C35 C35 C 0 1 N N N 31.088 1.361 11.683 4.224 0.589 -0.874 C35 1YU 22 1YU C38 C38 C 0 1 Y N N 30.932 2.200 10.396 5.486 1.246 -0.377 C38 1YU 23 1YU C39 C39 C 0 1 Y N N 32.088 2.594 9.683 6.682 0.555 -0.405 C39 1YU 24 1YU C41 C41 C 0 1 Y N N 32.034 3.377 8.498 7.840 1.158 0.051 C41 1YU 25 1YU C42 C42 C 0 1 Y N N 30.734 3.750 8.053 7.800 2.452 0.535 C42 1YU 26 1YU C44 C44 C 0 1 Y N N 29.558 3.367 8.744 6.604 3.144 0.562 C44 1YU 27 1YU C46 C46 C 0 1 Y N N 29.654 2.589 9.920 5.447 2.543 0.101 C46 1YU 28 1YU C48 C48 C 0 1 N N N 33.354 3.789 7.758 9.144 0.404 0.021 C48 1YU 29 1YU C49 C49 C 0 1 N N N 34.278 2.550 7.579 10.259 1.292 0.577 C49 1YU 30 1YU C53 C53 C 0 1 N N N 33.136 4.407 6.336 9.023 -0.859 0.877 C53 1YU 31 1YU C57 C57 C 0 1 N N N 34.131 4.860 8.591 9.474 0.013 -1.420 C57 1YU 32 1YU O61 O61 O 0 1 N N N 33.394 4.439 13.123 1.276 0.338 1.658 O61 1YU 33 1YU F63 F63 F 0 1 N N N 30.806 11.291 13.935 -4.626 -4.345 0.758 F63 1YU 34 1YU N64 N64 N 0 1 N N N 30.173 11.695 16.597 -6.250 -2.321 -0.207 N64 1YU 35 1YU C67 C67 C 0 1 N N N 30.853 8.505 20.507 -5.255 2.311 -1.527 C67 1YU 36 1YU F68 F68 F 0 1 N N N 30.187 7.659 21.334 -6.629 2.463 -1.310 F68 1YU 37 1YU F69 F69 F 0 1 N N N 31.119 9.665 21.150 -4.659 3.572 -1.637 F69 1YU 38 1YU F70 F70 F 0 1 N N N 32.039 7.926 20.183 -5.046 1.592 -2.708 F70 1YU 39 1YU H1 H1 H 0 1 N N N 30.006 7.846 18.639 -3.563 1.436 -0.520 H1 1YU 40 1YU H2 H2 H 0 1 N N N 31.965 8.998 13.365 -2.256 -3.607 1.562 H2 1YU 41 1YU H3 H3 H 0 1 N N N 31.971 7.590 17.452 -2.800 0.527 0.665 H3 1YU 42 1YU H4 H4 H 0 1 N N N 33.045 6.300 15.860 -0.964 -0.210 2.069 H4 1YU 43 1YU H5 H5 H 0 1 N N N 33.520 7.010 14.279 -0.736 -1.936 2.441 H5 1YU 44 1YU H6 H6 H 0 1 N N N 31.440 6.318 13.248 -0.329 -0.691 -0.314 H6 1YU 45 1YU H7 H7 H 0 1 N N N 32.406 3.924 14.886 1.770 -1.665 1.658 H7 1YU 46 1YU H8 H8 H 0 1 N N N 31.001 4.060 12.192 1.855 -0.152 -0.978 H8 1YU 47 1YU H9 H9 H 0 1 N N N 29.123 2.768 13.167 3.381 -2.029 -1.601 H9 1YU 48 1YU H10 H10 H 0 1 N N N 29.870 2.937 14.792 3.086 -2.771 -0.008 H10 1YU 49 1YU H11 H11 H 0 1 N N N 29.980 6.784 15.280 0.400 -3.434 0.810 H11 1YU 50 1YU H12 H12 H 0 1 N N N 30.430 5.159 15.899 -0.975 -3.104 -0.276 H12 1YU 51 1YU H14 H14 H 0 1 N N N 31.719 1.637 13.586 4.189 -0.773 0.670 H14 1YU 52 1YU H16 H16 H 0 1 N N N 30.097 1.024 12.022 4.471 -0.128 -1.656 H16 1YU 53 1YU H17 H17 H 0 1 N N N 31.722 0.486 11.475 3.553 1.348 -1.276 H17 1YU 54 1YU H18 H18 H 0 1 N N N 33.054 2.286 10.055 6.713 -0.456 -0.783 H18 1YU 55 1YU H19 H19 H 0 1 N N N 30.641 4.346 7.157 8.705 2.923 0.892 H19 1YU 56 1YU H20 H20 H 0 1 N N N 28.590 3.669 8.373 6.573 4.155 0.940 H20 1YU 57 1YU H21 H21 H 0 1 N N N 28.762 2.293 10.452 4.513 3.083 0.123 H21 1YU 58 1YU H22 H22 H 0 1 N N N 34.459 2.082 8.558 10.024 1.570 1.605 H22 1YU 59 1YU H23 H23 H 0 1 N N N 33.792 1.824 6.910 11.203 0.746 0.556 H23 1YU 60 1YU H24 H24 H 0 1 N N N 35.236 2.867 7.142 10.346 2.191 -0.032 H24 1YU 61 1YU H25 H25 H 0 1 N N N 32.485 5.290 6.415 8.229 -1.491 0.481 H25 1YU 62 1YU H26 H26 H 0 1 N N N 34.107 4.704 5.913 9.967 -1.404 0.856 H26 1YU 63 1YU H27 H27 H 0 1 N N N 32.663 3.661 5.681 8.788 -0.580 1.904 H27 1YU 64 1YU H28 H28 H 0 1 N N N 34.312 4.476 9.606 9.561 0.912 -2.030 H28 1YU 65 1YU H29 H29 H 0 1 N N N 35.093 5.076 8.104 10.418 -0.533 -1.442 H29 1YU 66 1YU H30 H30 H 0 1 N N N 33.534 5.782 8.650 8.680 -0.620 -1.816 H30 1YU 67 1YU H31 H31 H 0 1 N N N 34.054 4.969 13.555 2.121 0.675 1.988 H31 1YU 68 1YU H32 H32 H 0 1 N N N 30.026 11.666 17.586 -6.807 -1.601 -0.543 H32 1YU 69 1YU H33 H33 H 0 1 N N N 30.751 12.478 16.368 -6.590 -3.230 -0.191 H33 1YU 70 # 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 1YU C53 C48 SING N N 1 1YU C49 C48 SING N N 2 1YU C48 C41 SING N N 3 1YU C48 C57 SING N N 4 1YU C42 C41 DOUB Y N 5 1YU C42 C44 SING Y N 6 1YU C41 C39 SING Y N 7 1YU C44 C46 DOUB Y N 8 1YU C39 C38 DOUB Y N 9 1YU C46 C38 SING Y N 10 1YU C38 C35 SING N N 11 1YU C35 N33 SING N N 12 1YU N33 C23 SING N N 13 1YU O61 C21 SING N N 14 1YU C23 C25 SING N N 15 1YU C23 C21 SING N N 16 1YU C25 S28 SING N N 17 1YU C21 C19 SING N N 18 1YU F63 C10 SING N N 19 1YU S28 O32 DOUB N N 20 1YU S28 C29 SING N N 21 1YU C19 C16 SING N N 22 1YU C19 C29 SING N N 23 1YU C11 C10 DOUB Y N 24 1YU C11 C13 SING Y N 25 1YU C10 C9 SING Y N 26 1YU C16 C13 SING N N 27 1YU C13 C14 DOUB Y N 28 1YU C9 N64 SING N N 29 1YU C9 C8 DOUB Y N 30 1YU C14 C8 SING Y N 31 1YU C8 O7 SING N N 32 1YU F3 C2 SING N N 33 1YU O7 C5 SING N N 34 1YU C5 C2 SING N N 35 1YU C5 C67 SING N N 36 1YU C2 F1 SING N N 37 1YU C2 F4 SING N N 38 1YU F70 C67 SING N N 39 1YU C67 F69 SING N N 40 1YU C67 F68 SING N N 41 1YU C5 H1 SING N N 42 1YU C11 H2 SING N N 43 1YU C14 H3 SING N N 44 1YU C16 H4 SING N N 45 1YU C16 H5 SING N N 46 1YU C19 H6 SING N N 47 1YU C21 H7 SING N N 48 1YU C23 H8 SING N N 49 1YU C25 H9 SING N N 50 1YU C25 H10 SING N N 51 1YU C29 H11 SING N N 52 1YU C29 H12 SING N N 53 1YU N33 H14 SING N N 54 1YU C35 H16 SING N N 55 1YU C35 H17 SING N N 56 1YU C39 H18 SING N N 57 1YU C42 H19 SING N N 58 1YU C44 H20 SING N N 59 1YU C46 H21 SING N N 60 1YU C49 H22 SING N N 61 1YU C49 H23 SING N N 62 1YU C49 H24 SING N N 63 1YU C53 H25 SING N N 64 1YU C53 H26 SING N N 65 1YU C53 H27 SING N N 66 1YU C57 H28 SING N N 67 1YU C57 H29 SING N N 68 1YU C57 H30 SING N N 69 1YU O61 H31 SING N N 70 1YU N64 H32 SING N N 71 1YU N64 H33 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 1YU SMILES ACDLabs 12.01 "O=S2CC(C(O)C(NCc1cccc(c1)C(C)(C)C)C2)Cc3cc(F)c(N)c(OC(C(F)(F)F)C(F)(F)F)c3" 1YU InChI InChI 1.03 "InChI=1S/C26H31F7N2O3S/c1-24(2,3)17-6-4-5-14(8-17)11-35-19-13-39(37)12-16(22(19)36)7-15-9-18(27)21(34)20(10-15)38-23(25(28,29)30)26(31,32)33/h4-6,8-10,16,19,22-23,35-36H,7,11-13,34H2,1-3H3/t16-,19+,22+,39+/m1/s1" 1YU InChIKey InChI 1.03 SVZBUJIOBQPGEC-DAMLKHMOSA-N 1YU SMILES_CANONICAL CACTVS 3.385 "CC(C)(C)c1cccc(CN[C@H]2C[S@@](=O)C[C@@H](Cc3cc(F)c(N)c(OC(C(F)(F)F)C(F)(F)F)c3)[C@@H]2O)c1" 1YU SMILES CACTVS 3.385 "CC(C)(C)c1cccc(CN[CH]2C[S](=O)C[CH](Cc3cc(F)c(N)c(OC(C(F)(F)F)C(F)(F)F)c3)[CH]2O)c1" 1YU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)c1cccc(c1)CN[C@H]2C[S@@](=O)C[C@H]([C@@H]2O)Cc3cc(c(c(c3)F)N)OC(C(F)(F)F)C(F)(F)F" 1YU SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C)c1cccc(c1)CNC2CS(=O)CC(C2O)Cc3cc(c(c(c3)F)N)OC(C(F)(F)F)C(F)(F)F" # 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 1YU "SYSTEMATIC NAME" ACDLabs 12.01 "(1S,3S,4S,5R)-3-{4-amino-3-fluoro-5-[(1,1,1,3,3,3-hexafluoropropan-2-yl)oxy]benzyl}-5-[(3-tert-butylbenzyl)amino]tetrahydro-2H-thiopyran-4-ol 1-oxide" 1YU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1S,3S,4S,5R)-3-[[4-azanyl-3-fluoranyl-5-[1,1,1,3,3,3-hexakis(fluoranyl)propan-2-yloxy]phenyl]methyl]-5-[(3-tert-butylphenyl)methylamino]-1-oxidanylidene-thian-4-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1YU "Create component" 2013-08-08 RCSB 1YU "Initial release" 2013-08-28 RCSB #