data_74B # _chem_comp.id 74B _chem_comp.name "(4aR,6R,8aS)-8a-(2,4-difluoro-5-{[(2,2,2-trifluoroethyl)amino]methyl}phenyl)-6-(fluoromethyl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 F6 N3 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-23 _chem_comp.pdbx_modified_date 2017-01-06 _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 427.408 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 74B _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 5T1W _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 74B O1 O1 O 0 1 N N N 16.329 -36.410 9.619 -3.555 0.099 -1.898 O1 74B 1 74B C2 C1 C 0 1 Y N N 21.228 -38.901 6.806 1.708 0.590 0.893 C2 74B 2 74B C3 C2 C 0 1 Y N N 22.122 -38.627 7.821 1.760 1.966 1.041 C3 74B 3 74B C4 C3 C 0 1 Y N N 21.735 -38.087 9.019 0.632 2.731 0.800 C4 74B 4 74B C5 C4 C 0 1 Y N N 20.398 -37.846 9.196 -0.548 2.119 0.413 C5 74B 5 74B C6 C5 C 0 1 Y N N 19.428 -38.134 8.245 -0.598 0.743 0.266 C6 74B 6 74B C7 C6 C 0 1 N N S 17.918 -37.992 8.555 -1.882 0.077 -0.155 C7 74B 7 74B C10 C7 C 0 1 N N N 16.282 -38.654 10.492 -4.308 -0.119 0.389 C10 74B 8 74B C12 C8 C 0 1 N N N 17.570 -40.459 9.242 -2.607 -0.189 2.220 C12 74B 9 74B C13 C9 C 0 1 N N N 16.378 -39.140 7.053 -1.959 -2.265 0.593 C13 74B 10 74B C16 C10 C 0 1 N N N 21.198 -41.946 5.080 5.090 -0.885 0.243 C16 74B 11 74B C17 C11 C 0 1 N N N 22.120 -42.146 3.835 6.041 -0.697 -0.941 C17 74B 12 74B C14 C12 C 0 1 N N N 14.816 -36.801 11.276 -5.927 -0.154 -1.515 C14 74B 13 74B C8 C13 C 0 1 N N N 17.610 -36.512 8.985 -2.281 0.631 -1.526 C8 74B 14 74B C1 C14 C 0 1 Y N N 19.876 -38.642 7.026 0.530 -0.019 0.506 C1 74B 15 74B C9 C15 C 0 1 N N R 16.215 -37.175 10.815 -4.615 0.442 -1.003 C9 74B 16 74B C11 C16 C 0 1 N N R 17.563 -39.010 9.723 -2.960 0.431 0.864 C11 74B 17 74B S1 S1 S 0 1 N N N 16.473 -40.750 7.836 -2.809 -1.985 2.088 S1 74B 18 74B N1 N1 N 0 1 N N N 17.026 -38.058 7.386 -1.646 -1.347 -0.241 N1 74B 19 74B N2 N2 N 0 1 N N N 15.562 -39.172 5.999 -1.601 -3.560 0.295 N2 74B 20 74B F1 F1 F 0 1 N N N 14.869 -35.480 11.621 -6.266 0.442 -2.734 F1 74B 21 74B F2 F2 F 0 1 N N N 20.015 -37.235 10.341 -1.650 2.864 0.179 F2 74B 22 74B F3 F3 F 0 1 N N N 23.421 -38.979 7.651 2.912 2.562 1.419 F3 74B 23 74B C15 C17 C 0 1 N N N 21.700 -39.541 5.528 2.938 -0.242 1.148 C15 74B 24 74B N3 N3 N 0 1 N N N 20.779 -40.550 5.009 3.876 -0.086 0.029 N3 74B 25 74B F4 F4 F 0 1 N N N 23.275 -41.506 3.974 6.385 0.655 -1.052 F4 74B 26 74B F5 F5 F 0 1 N N N 22.423 -43.419 3.635 7.197 -1.457 -0.736 F5 74B 27 74B F6 F6 F 0 1 N N N 21.537 -41.721 2.706 5.409 -1.115 -2.117 F6 74B 28 74B H1 H1 H 0 1 N N N 22.454 -37.861 9.792 0.672 3.804 0.916 H1 74B 29 74B H2 H2 H 0 1 N N N 15.411 -38.925 9.878 -5.091 0.184 1.085 H2 74B 30 74B H3 H3 H 0 1 N N N 16.260 -39.225 11.432 -4.263 -1.207 0.342 H3 74B 31 74B H4 H4 H 0 1 N N N 17.251 -41.105 10.073 -1.574 0.047 2.475 H4 74B 32 74B H5 H5 H 0 1 N N N 18.596 -40.724 8.945 -3.274 0.202 2.989 H5 74B 33 74B H6 H6 H 0 1 N N N 20.327 -42.616 5.029 4.822 -1.937 0.330 H6 74B 34 74B H7 H7 H 0 1 N N N 21.754 -42.137 6.010 5.582 -0.558 1.160 H7 74B 35 74B H8 H8 H 0 1 N N N 14.093 -36.954 10.462 -5.808 -1.229 -1.656 H8 74B 36 74B H9 H9 H 0 1 N N N 14.525 -37.411 12.144 -6.718 0.031 -0.788 H9 74B 37 74B H10 H10 H 0 1 N N N 18.386 -36.174 9.688 -1.536 0.341 -2.267 H10 74B 38 74B H11 H11 H 0 1 N N N 17.620 -35.870 8.092 -2.341 1.718 -1.476 H11 74B 39 74B H12 H12 H 0 1 N N N 19.163 -38.838 6.239 0.490 -1.092 0.391 H12 74B 40 74B H13 H13 H 0 1 N N N 16.968 -36.898 11.568 -4.706 1.526 -0.945 H13 74B 41 74B H14 H14 H 0 1 N N N 18.386 -38.924 10.448 -3.023 1.514 0.965 H14 74B 42 74B H15 H15 H 0 1 N N N 15.434 -38.352 5.441 -1.125 -3.754 -0.528 H15 74B 43 74B H16 H16 H 0 1 N N N 15.078 -40.016 5.767 -1.825 -4.278 0.907 H16 74B 44 74B H17 H17 H 0 1 N N N 22.672 -40.020 5.716 3.415 0.089 2.071 H17 74B 45 74B H18 H18 H 0 1 N N N 21.820 -38.755 4.768 2.655 -1.290 1.241 H18 74B 46 74B H19 H19 H 0 1 N N N 20.612 -40.336 4.047 4.104 0.886 -0.119 H19 74B 47 # 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 74B F6 C17 SING N N 1 74B F5 C17 SING N N 2 74B C17 F4 SING N N 3 74B C17 C16 SING N N 4 74B N3 C16 SING N N 5 74B N3 C15 SING N N 6 74B C15 C2 SING N N 7 74B N2 C13 SING N N 8 74B C2 C1 DOUB Y N 9 74B C2 C3 SING Y N 10 74B C1 C6 SING Y N 11 74B C13 N1 DOUB N N 12 74B C13 S1 SING N N 13 74B N1 C7 SING N N 14 74B F3 C3 SING N N 15 74B C3 C4 DOUB Y N 16 74B S1 C12 SING N N 17 74B C6 C7 SING N N 18 74B C6 C5 DOUB Y N 19 74B C7 C8 SING N N 20 74B C7 C11 SING N N 21 74B C8 O1 SING N N 22 74B C4 C5 SING Y N 23 74B C5 F2 SING N N 24 74B C12 C11 SING N N 25 74B O1 C9 SING N N 26 74B C11 C10 SING N N 27 74B C10 C9 SING N N 28 74B C9 C14 SING N N 29 74B C14 F1 SING N N 30 74B C4 H1 SING N N 31 74B C10 H2 SING N N 32 74B C10 H3 SING N N 33 74B C12 H4 SING N N 34 74B C12 H5 SING N N 35 74B C16 H6 SING N N 36 74B C16 H7 SING N N 37 74B C14 H8 SING N N 38 74B C14 H9 SING N N 39 74B C8 H10 SING N N 40 74B C8 H11 SING N N 41 74B C1 H12 SING N N 42 74B C9 H13 SING N N 43 74B C11 H14 SING N N 44 74B N2 H15 SING N N 45 74B N2 H16 SING N N 46 74B C15 H17 SING N N 47 74B C15 H18 SING N N 48 74B N3 H19 SING N N 49 # 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 74B SMILES ACDLabs 12.01 "O2C(CC3C(c1c(cc(c(c1)CNCC(F)(F)F)F)F)(C2)N=C(SC3)N)CF" 74B InChI InChI 1.03 "InChI=1S/C17H19F6N3OS/c18-4-11-2-10-6-28-15(24)26-16(10,8-27-11)12-1-9(13(19)3-14(12)20)5-25-7-17(21,22)23/h1,3,10-11,25H,2,4-8H2,(H2,24,26)/t10-,11+,16-/m0/s1" 74B InChIKey InChI 1.03 KXRWMDHPUURSND-USBNGQNGSA-N 74B SMILES_CANONICAL CACTVS 3.385 "NC1=N[C@]2(CO[C@@H](CF)C[C@H]2CS1)c3cc(CNCC(F)(F)F)c(F)cc3F" 74B SMILES CACTVS 3.385 "NC1=N[C]2(CO[CH](CF)C[CH]2CS1)c3cc(CNCC(F)(F)F)c(F)cc3F" 74B SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1c(c(cc(c1[C@]23CO[C@H](C[C@H]2CSC(=N3)N)CF)F)F)CNCC(F)(F)F" 74B SMILES "OpenEye OEToolkits" 2.0.5 "c1c(c(cc(c1C23COC(CC2CSC(=N3)N)CF)F)F)CNCC(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 74B "SYSTEMATIC NAME" ACDLabs 12.01 "(4aR,6R,8aS)-8a-(2,4-difluoro-5-{[(2,2,2-trifluoroethyl)amino]methyl}phenyl)-6-(fluoromethyl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-amine" 74B "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(4~{a}~{R},6~{R},8~{a}~{S})-8~{a}-[2,4-bis(fluoranyl)-5-[[2,2,2-tris(fluoranyl)ethylamino]methyl]phenyl]-6-(fluoranylmethyl)-4~{a},5,6,8-tetrahydro-4~{H}-pyrano[3,4-d][1,3]thiazin-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 74B "Create component" 2016-08-23 RCSB 74B "Initial release" 2017-01-11 RCSB #