data_BXQ # _chem_comp.id BXQ _chem_comp.name "(3S,4S,5R)-3-{4-amino-3-fluoro-5-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]benzyl}-5-[(3-tert-butylbenzyl)amino]tetrahydro-2H-thiopyran-4-ol 1,1-dioxide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H34 F4 N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-13 _chem_comp.pdbx_modified_date 2012-11-16 _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 546.618 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BXQ _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 4D88 _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 BXQ F1 F1 F 0 1 N N N 29.064 80.811 18.198 6.114 -3.787 0.041 F1 BXQ 1 BXQ C2 C2 C 0 1 N N N 28.591 79.594 17.815 6.619 -2.718 -0.708 C2 BXQ 2 BXQ F3 F3 F 0 1 N N N 27.322 79.418 18.275 7.893 -2.382 -0.240 F3 BXQ 3 BXQ F4 F4 F 0 1 N N N 28.583 79.516 16.455 6.699 -3.090 -2.054 F4 BXQ 4 BXQ C5 C5 C 0 1 N N S 29.525 78.516 18.413 5.688 -1.512 -0.566 C5 BXQ 5 BXQ O7 O7 O 0 1 N N N 30.845 78.624 17.849 4.386 -1.856 -1.044 O7 BXQ 6 BXQ C9 C9 C 0 1 N N N 29.601 78.594 19.971 5.600 -1.106 0.906 C9 BXQ 7 BXQ C12 C12 C 0 1 Y N N 30.247 77.311 20.518 4.783 0.154 1.031 C12 BXQ 8 BXQ C13 C13 C 0 1 Y N N 31.515 77.262 21.170 5.363 1.387 0.762 C13 BXQ 9 BXQ C14 C14 C 0 1 Y N N 32.006 76.009 21.625 4.605 2.548 0.879 C14 BXQ 10 BXQ C15 C15 C 0 1 Y N N 31.259 74.821 21.437 3.279 2.469 1.263 C15 BXQ 11 BXQ C17 C17 C 0 1 Y N N 30.001 74.873 20.786 2.707 1.239 1.531 C17 BXQ 12 BXQ C18 C18 C 0 1 Y N N 29.508 76.118 20.341 3.456 0.083 1.409 C18 BXQ 13 BXQ C20 C20 C 0 1 N N N 29.165 73.604 20.533 1.262 1.157 1.949 C20 BXQ 14 BXQ C23 C23 C 0 1 N N S 29.745 72.748 19.349 0.379 1.012 0.708 C23 BXQ 15 BXQ C25 C25 C 0 1 N N S 28.826 71.586 18.854 -1.069 0.799 1.139 C25 BXQ 16 BXQ C27 C27 C 0 1 N N R 29.557 70.659 17.825 -1.933 0.403 -0.055 C27 BXQ 17 BXQ C29 C29 C 0 1 N N N 30.063 71.384 16.542 -2.099 1.596 -1.000 C29 BXQ 18 BXQ S32 S32 S 0 1 N N N 31.199 72.699 17.011 -0.472 2.049 -1.670 S32 BXQ 19 BXQ C33 C33 C 0 1 N N N 30.148 73.639 18.119 0.488 2.278 -0.144 C33 BXQ 20 BXQ O36 O36 O 0 1 N N N 32.319 72.154 17.751 0.055 0.935 -2.377 O36 BXQ 21 BXQ O37 O37 O 0 1 N N N 31.505 73.514 15.849 -0.585 3.302 -2.330 O37 BXQ 22 BXQ N38 N38 N 0 1 N N N 28.750 69.454 17.497 -3.255 -0.026 0.421 N38 BXQ 23 BXQ C40 C40 C 0 1 N N N 29.355 68.250 16.856 -3.889 -0.939 -0.539 C40 BXQ 24 BXQ C43 C43 C 0 1 Y N N 30.503 67.750 17.752 -5.240 -1.357 -0.018 C43 BXQ 25 BXQ C44 C44 C 0 1 Y N N 30.219 67.164 19.009 -6.363 -0.616 -0.335 C44 BXQ 26 BXQ C46 C46 C 0 1 Y N N 31.238 66.685 19.889 -7.602 -0.999 0.143 C46 BXQ 27 BXQ C47 C47 C 0 1 Y N N 32.582 66.830 19.426 -7.718 -2.124 0.938 C47 BXQ 28 BXQ C49 C49 C 0 1 Y N N 32.890 67.411 18.172 -6.596 -2.866 1.254 C49 BXQ 29 BXQ C51 C51 C 0 1 Y N N 31.849 67.872 17.332 -5.357 -2.486 0.772 C51 BXQ 30 BXQ C53 C53 C 0 1 N N N 30.854 66.046 21.279 -8.826 -0.190 -0.202 C53 BXQ 31 BXQ C54 C54 C 0 1 N N N 32.050 65.274 21.921 -9.008 -0.163 -1.721 C54 BXQ 32 BXQ C58 C58 C 0 1 N N N 30.408 67.146 22.298 -10.057 -0.825 0.447 C58 BXQ 33 BXQ C62 C62 C 0 1 N N N 29.656 65.040 21.185 -8.655 1.239 0.317 C62 BXQ 34 BXQ O66 O66 O 0 1 N N N 28.428 70.698 19.914 -1.121 -0.236 2.122 O66 BXQ 35 BXQ F68 F68 F 0 1 N N N 33.189 75.943 22.235 5.164 3.750 0.618 F68 BXQ 36 BXQ N69 N69 N 0 1 N N N 32.285 78.362 21.378 6.704 1.462 0.375 N69 BXQ 37 BXQ H1 H1 H 0 1 N N N 29.106 77.533 18.153 6.081 -0.680 -1.150 H1 BXQ 38 BXQ H2 H2 H 0 1 N N N 31.406 77.956 18.225 3.975 -2.592 -0.570 H2 BXQ 39 BXQ H3 H3 H 0 1 N N N 30.207 79.464 20.265 5.125 -1.905 1.476 H3 BXQ 40 BXQ H4 H4 H 0 1 N N N 28.586 78.698 20.383 6.603 -0.929 1.295 H4 BXQ 41 BXQ H5 H5 H 0 1 N N N 31.647 73.877 21.789 2.690 3.370 1.354 H5 BXQ 42 BXQ H6 H6 H 0 1 N N N 28.545 76.161 19.854 3.005 -0.876 1.614 H6 BXQ 43 BXQ H7 H7 H 0 1 N N N 28.135 73.900 20.287 1.120 0.294 2.599 H7 BXQ 44 BXQ H8 H8 H 0 1 N N N 29.162 72.992 21.447 0.987 2.065 2.486 H8 BXQ 45 BXQ H9 H9 H 0 1 N N N 30.671 72.284 19.719 0.712 0.154 0.125 H9 BXQ 46 BXQ H10 H10 H 0 1 N N N 27.940 72.021 18.367 -1.455 1.723 1.570 H10 BXQ 47 BXQ H11 H11 H 0 1 N N N 30.460 70.299 18.340 -1.457 -0.419 -0.589 H11 BXQ 48 BXQ H12 H12 H 0 1 N N N 29.207 71.813 16.001 -2.766 1.323 -1.817 H12 BXQ 49 BXQ H13 H13 H 0 1 N N N 30.583 70.663 15.893 -2.516 2.441 -0.452 H13 BXQ 50 BXQ H14 H14 H 0 1 N N N 30.692 74.527 18.473 0.093 3.129 0.411 H14 BXQ 51 BXQ H15 H15 H 0 1 N N N 29.241 73.954 17.583 1.534 2.458 -0.395 H15 BXQ 52 BXQ H16 H16 H 0 1 N N N 28.023 69.762 16.884 -3.848 0.769 0.609 H16 BXQ 53 BXQ H18 H18 H 0 1 N N N 28.594 67.462 16.752 -4.010 -0.433 -1.497 H18 BXQ 54 BXQ H19 H19 H 0 1 N N N 29.747 68.515 15.863 -3.262 -1.821 -0.671 H19 BXQ 55 BXQ H20 H20 H 0 1 N N N 29.187 67.075 19.316 -6.272 0.264 -0.956 H20 BXQ 56 BXQ H21 H21 H 0 1 N N N 33.390 66.485 20.054 -8.686 -2.423 1.311 H21 BXQ 57 BXQ H22 H22 H 0 1 N N N 33.919 67.502 17.857 -6.687 -3.744 1.876 H22 BXQ 58 BXQ H23 H23 H 0 1 N N N 32.080 68.315 16.375 -4.481 -3.068 1.015 H23 BXQ 59 BXQ H24 H24 H 0 1 N N N 31.736 64.847 22.885 -9.129 -1.181 -2.091 H24 BXQ 60 BXQ H25 H25 H 0 1 N N N 32.367 64.464 21.248 -9.893 0.422 -1.971 H25 BXQ 61 BXQ H26 H26 H 0 1 N N N 32.889 65.967 22.082 -8.131 0.289 -2.184 H26 BXQ 62 BXQ H27 H27 H 0 1 N N N 30.146 66.674 23.257 -9.927 -0.845 1.530 H27 BXQ 63 BXQ H28 H28 H 0 1 N N N 31.232 67.858 22.453 -10.942 -0.240 0.198 H28 BXQ 64 BXQ H29 H29 H 0 1 N N N 29.532 67.680 21.901 -10.178 -1.843 0.078 H29 BXQ 65 BXQ H30 H30 H 0 1 N N N 29.440 64.632 22.183 -7.778 1.692 -0.147 H30 BXQ 66 BXQ H31 H31 H 0 1 N N N 28.767 65.563 20.802 -9.541 1.824 0.067 H31 BXQ 67 BXQ H32 H32 H 0 1 N N N 29.920 64.218 20.503 -8.526 1.220 1.399 H32 BXQ 68 BXQ H33 H33 H 0 1 N N N 27.972 71.191 20.586 -2.012 -0.428 2.445 H33 BXQ 69 BXQ H34 H34 H 0 1 N N N 33.126 78.096 21.849 7.231 0.651 0.294 H34 BXQ 70 BXQ H35 H35 H 0 1 N N N 32.513 78.780 20.499 7.108 2.323 0.187 H35 BXQ 71 # 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 BXQ O37 S32 DOUB N N 1 BXQ F4 C2 SING N N 2 BXQ C29 S32 SING N N 3 BXQ C29 C27 SING N N 4 BXQ C40 N38 SING N N 5 BXQ C40 C43 SING N N 6 BXQ S32 O36 DOUB N N 7 BXQ S32 C33 SING N N 8 BXQ C51 C43 DOUB Y N 9 BXQ C51 C49 SING Y N 10 BXQ N38 C27 SING N N 11 BXQ C43 C44 SING Y N 12 BXQ C2 F1 SING N N 13 BXQ C2 F3 SING N N 14 BXQ C2 C5 SING N N 15 BXQ C27 C25 SING N N 16 BXQ O7 C5 SING N N 17 BXQ C33 C23 SING N N 18 BXQ C49 C47 DOUB Y N 19 BXQ C5 C9 SING N N 20 BXQ C25 C23 SING N N 21 BXQ C25 O66 SING N N 22 BXQ C44 C46 DOUB Y N 23 BXQ C23 C20 SING N N 24 BXQ C47 C46 SING Y N 25 BXQ C46 C53 SING N N 26 BXQ C9 C12 SING N N 27 BXQ C18 C12 DOUB Y N 28 BXQ C18 C17 SING Y N 29 BXQ C12 C13 SING Y N 30 BXQ C20 C17 SING N N 31 BXQ C17 C15 DOUB Y N 32 BXQ C13 N69 SING N N 33 BXQ C13 C14 DOUB Y N 34 BXQ C62 C53 SING N N 35 BXQ C53 C54 SING N N 36 BXQ C53 C58 SING N N 37 BXQ C15 C14 SING Y N 38 BXQ C14 F68 SING N N 39 BXQ C5 H1 SING N N 40 BXQ O7 H2 SING N N 41 BXQ C9 H3 SING N N 42 BXQ C9 H4 SING N N 43 BXQ C15 H5 SING N N 44 BXQ C18 H6 SING N N 45 BXQ C20 H7 SING N N 46 BXQ C20 H8 SING N N 47 BXQ C23 H9 SING N N 48 BXQ C25 H10 SING N N 49 BXQ C27 H11 SING N N 50 BXQ C29 H12 SING N N 51 BXQ C29 H13 SING N N 52 BXQ C33 H14 SING N N 53 BXQ C33 H15 SING N N 54 BXQ N38 H16 SING N N 55 BXQ C40 H18 SING N N 56 BXQ C40 H19 SING N N 57 BXQ C44 H20 SING N N 58 BXQ C47 H21 SING N N 59 BXQ C49 H22 SING N N 60 BXQ C51 H23 SING N N 61 BXQ C54 H24 SING N N 62 BXQ C54 H25 SING N N 63 BXQ C54 H26 SING N N 64 BXQ C58 H27 SING N N 65 BXQ C58 H28 SING N N 66 BXQ C58 H29 SING N N 67 BXQ C62 H30 SING N N 68 BXQ C62 H31 SING N N 69 BXQ C62 H32 SING N N 70 BXQ O66 H33 SING N N 71 BXQ N69 H34 SING N N 72 BXQ N69 H35 SING N N 73 # 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 BXQ SMILES ACDLabs 12.01 "O=S2(=O)CC(C(O)C(NCc1cccc(c1)C(C)(C)C)C2)Cc3cc(c(N)c(F)c3)CC(O)C(F)(F)F" BXQ InChI InChI 1.03 "InChI=1S/C26H34F4N2O4S/c1-25(2,3)19-6-4-5-15(9-19)12-32-21-14-37(35,36)13-18(24(21)34)8-16-7-17(23(31)20(27)10-16)11-22(33)26(28,29)30/h4-7,9-10,18,21-22,24,32-34H,8,11-14,31H2,1-3H3/t18-,21+,22+,24+/m1/s1" BXQ InChIKey InChI 1.03 GCVKLIOGBJALOK-VPJOFFEXSA-N BXQ SMILES_CANONICAL CACTVS 3.370 "CC(C)(C)c1cccc(CN[C@H]2C[S](=O)(=O)C[C@@H](Cc3cc(F)c(N)c(C[C@H](O)C(F)(F)F)c3)[C@@H]2O)c1" BXQ SMILES CACTVS 3.370 "CC(C)(C)c1cccc(CN[CH]2C[S](=O)(=O)C[CH](Cc3cc(F)c(N)c(C[CH](O)C(F)(F)F)c3)[CH]2O)c1" BXQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)c1cccc(c1)CN[C@H]2CS(=O)(=O)C[C@H]([C@@H]2O)Cc3cc(c(c(c3)F)N)C[C@@H](C(F)(F)F)O" BXQ SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C)c1cccc(c1)CNC2CS(=O)(=O)CC(C2O)Cc3cc(c(c(c3)F)N)CC(C(F)(F)F)O" # 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 BXQ "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,4S,5R)-3-{4-amino-3-fluoro-5-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]benzyl}-5-[(3-tert-butylbenzyl)amino]tetrahydro-2H-thiopyran-4-ol 1,1-dioxide" BXQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S,4S,5R)-3-[[4-azanyl-3-fluoranyl-5-[(2S)-3,3,3-tris(fluoranyl)-2-oxidanyl-propyl]phenyl]methyl]-5-[(3-tert-butylphenyl)methylamino]-1,1-bis(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 BXQ "Create component" 2012-01-13 RCSB BXQ "Initial release" 2012-11-16 RCSB #