data_66F # _chem_comp.id 66F _chem_comp.name "N-{3-[(5R)-3-amino-2,5-dimethyl-1,1-dioxido-5,6-dihydro-2H-1,2,4-thiadiazin-5-yl]-4-fluorophenyl}-5-fluoropyridine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H17 F2 N5 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-02-03 _chem_comp.pdbx_modified_date 2016-11-04 _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 409.410 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 66F _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 5HU1 _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 66F C1 C1 C 0 1 Y N N 22.736 10.383 20.772 1.204 -1.170 -0.123 C1 66F 1 66F C2 C2 C 0 1 N N R 21.533 9.981 21.611 2.491 -0.478 -0.490 C2 66F 2 66F C3 C3 C 0 1 N N N 20.650 9.038 20.789 3.054 -1.116 -1.762 C3 66F 3 66F C4 C4 C 0 1 N N N 20.656 11.127 22.064 3.500 -0.663 0.648 C4 66F 4 66F S5 S1 S 0 1 N N N 21.552 12.213 23.145 4.912 0.442 0.319 S5 66F 5 66F N6 N1 N 0 1 N N N 22.428 11.073 24.092 4.155 1.917 0.157 N6 66F 6 66F C7 C5 C 0 1 N N N 22.368 9.682 23.853 2.941 1.944 -0.489 C7 66F 7 66F N8 N2 N 0 1 N N N 21.914 9.157 22.757 2.218 0.922 -0.748 N8 66F 8 66F N9 N3 N 0 1 N N N 22.811 8.919 24.900 2.466 3.170 -0.890 N9 66F 9 66F C10 C6 C 0 1 N N N 23.061 11.657 25.291 4.760 3.143 0.684 C10 66F 10 66F O11 O1 O 0 1 N N N 20.570 12.832 24.017 5.474 0.181 -0.960 O11 66F 11 66F O12 O2 O 0 1 N N N 22.571 12.931 22.445 5.730 0.578 1.474 O12 66F 12 66F C13 C7 C 0 1 Y N N 24.031 10.045 21.162 0.032 -0.444 -0.031 C13 66F 13 66F C14 C8 C 0 1 Y N N 25.138 10.398 20.424 -1.154 -1.082 0.308 C14 66F 14 66F C15 C9 C 0 1 Y N N 24.995 11.097 19.232 -1.159 -2.449 0.553 C15 66F 15 66F C16 C10 C 0 1 Y N N 23.717 11.444 18.831 0.014 -3.171 0.460 C16 66F 16 66F C17 C11 C 0 1 Y N N 22.618 11.111 19.598 1.195 -2.533 0.117 C17 66F 17 66F F18 F1 F 0 1 N N N 21.377 11.489 19.197 2.342 -3.241 0.027 F18 66F 18 66F N19 N4 N 0 1 N N N 26.382 9.994 20.926 -2.342 -0.348 0.401 N19 66F 19 66F C20 C12 C 0 1 Y N N 31.016 10.077 22.086 -7.109 0.082 -0.349 C20 66F 20 66F C21 C13 C 0 1 Y N N 30.751 9.082 23.007 -7.018 1.411 0.044 C21 66F 21 66F C22 C14 C 0 1 Y N N 29.478 8.561 23.058 -5.783 1.927 0.417 C22 66F 22 66F N23 N5 N 0 1 Y N N 28.482 8.976 22.258 -4.706 1.174 0.401 N23 66F 23 66F C24 C15 C 0 1 Y N N 28.760 9.948 21.383 -4.751 -0.100 0.031 C24 66F 24 66F C25 C16 C 0 1 Y N N 30.009 10.530 21.252 -5.956 -0.686 -0.350 C25 66F 25 66F C26 C17 C 0 1 N N N 27.642 10.391 20.515 -3.510 -0.907 0.029 C26 66F 26 66F O27 O3 O 0 1 N N N 27.877 11.083 19.533 -3.545 -2.075 -0.309 O27 66F 27 66F F28 F2 F 0 1 N N N 31.699 8.604 23.831 -8.119 2.193 0.064 F28 66F 28 66F H1 H1 H 0 1 N N N 19.776 8.740 21.386 2.333 -1.007 -2.572 H1 66F 29 66F H2 H2 H 0 1 N N N 20.313 9.553 19.877 3.986 -0.621 -2.035 H2 66F 30 66F H3 H3 H 0 1 N N N 21.227 8.143 20.513 3.243 -2.175 -1.584 H3 66F 31 66F H4 H4 H 0 1 N N N 20.317 11.693 21.183 3.036 -0.397 1.599 H4 66F 32 66F H5 H5 H 0 1 N N N 19.783 10.724 22.599 3.839 -1.698 0.678 H5 66F 33 66F H6 H6 H 0 1 N N N 22.791 7.921 24.835 2.983 3.972 -0.713 H6 66F 34 66F H7 H7 H 0 1 N N N 23.154 9.359 25.730 1.614 3.234 -1.349 H7 66F 35 66F H8 H8 H 0 1 N N N 22.838 12.733 25.337 5.391 3.595 -0.081 H8 66F 36 66F H9 H9 H 0 1 N N N 22.667 11.162 26.191 3.974 3.843 0.968 H9 66F 37 66F H10 H10 H 0 1 N N N 24.150 11.510 25.239 5.365 2.902 1.558 H10 66F 38 66F H11 H11 H 0 1 N N N 24.171 9.486 22.076 0.039 0.619 -0.222 H11 66F 39 66F H12 H12 H 0 1 N N N 25.856 11.362 18.636 -2.080 -2.947 0.817 H12 66F 40 66F H13 H13 H 0 1 N N N 23.577 11.983 17.905 0.011 -4.234 0.651 H13 66F 41 66F H14 H14 H 0 1 N N N 26.356 9.335 21.677 -2.324 0.563 0.734 H14 66F 42 66F H15 H15 H 0 1 N N N 32.007 10.500 22.017 -8.056 -0.343 -0.644 H15 66F 43 66F H16 H16 H 0 1 N N N 29.270 7.781 23.776 -5.708 2.959 0.724 H16 66F 44 66F H17 H17 H 0 1 N N N 30.191 11.309 20.526 -5.990 -1.723 -0.650 H17 66F 45 # 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 66F C16 C15 DOUB Y N 1 66F C16 C17 SING Y N 2 66F F18 C17 SING N N 3 66F C15 C14 SING Y N 4 66F O27 C26 DOUB N N 5 66F C17 C1 DOUB Y N 6 66F C14 N19 SING N N 7 66F C14 C13 DOUB Y N 8 66F C26 N19 SING N N 9 66F C26 C24 SING N N 10 66F C1 C13 SING Y N 11 66F C1 C2 SING N N 12 66F C3 C2 SING N N 13 66F C25 C24 DOUB Y N 14 66F C25 C20 SING Y N 15 66F C24 N23 SING Y N 16 66F C2 C4 SING N N 17 66F C2 N8 SING N N 18 66F C4 S5 SING N N 19 66F C20 C21 DOUB Y N 20 66F N23 C22 DOUB Y N 21 66F O12 S5 DOUB N N 22 66F N8 C7 DOUB N N 23 66F C21 C22 SING Y N 24 66F C21 F28 SING N N 25 66F S5 O11 DOUB N N 26 66F S5 N6 SING N N 27 66F C7 N6 SING N N 28 66F C7 N9 SING N N 29 66F N6 C10 SING N N 30 66F C3 H1 SING N N 31 66F C3 H2 SING N N 32 66F C3 H3 SING N N 33 66F C4 H4 SING N N 34 66F C4 H5 SING N N 35 66F N9 H6 SING N N 36 66F N9 H7 SING N N 37 66F C10 H8 SING N N 38 66F C10 H9 SING N N 39 66F C10 H10 SING N N 40 66F C13 H11 SING N N 41 66F C15 H12 SING N N 42 66F C16 H13 SING N N 43 66F N19 H14 SING N N 44 66F C20 H15 SING N N 45 66F C22 H16 SING N N 46 66F C25 H17 SING N N 47 # 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 66F SMILES ACDLabs 12.01 "c2(cc(NC(c1ncc(cc1)F)=O)ccc2F)C3(CS(=O)(N(C)C(N)=N3)=O)C" 66F InChI InChI 1.03 "InChI=1S/C17H17F2N5O3S/c1-17(9-28(26,27)24(2)16(20)23-17)12-7-11(4-5-13(12)19)22-15(25)14-6-3-10(18)8-21-14/h3-8H,9H2,1-2H3,(H2,20,23)(H,22,25)/t17-/m0/s1" 66F InChIKey InChI 1.03 YHYKUSGACIYRML-KRWDZBQOSA-N 66F SMILES_CANONICAL CACTVS 3.385 "CN1C(=N[C@@](C)(C[S]1(=O)=O)c2cc(NC(=O)c3ccc(F)cn3)ccc2F)N" 66F SMILES CACTVS 3.385 "CN1C(=N[C](C)(C[S]1(=O)=O)c2cc(NC(=O)c3ccc(F)cn3)ccc2F)N" 66F SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@]1(CS(=O)(=O)N(C(=N1)N)C)c2cc(ccc2F)NC(=O)c3ccc(cn3)F" 66F SMILES "OpenEye OEToolkits" 2.0.4 "CC1(CS(=O)(=O)N(C(=N1)N)C)c2cc(ccc2F)NC(=O)c3ccc(cn3)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 66F "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(5R)-3-amino-2,5-dimethyl-1,1-dioxido-5,6-dihydro-2H-1,2,4-thiadiazin-5-yl]-4-fluorophenyl}-5-fluoropyridine-2-carboxamide" 66F "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-[3-[(5~{R})-3-azanyl-2,5-dimethyl-1,1-bis(oxidanylidene)-6~{H}-1,2,4-thiadiazin-5-yl]-4-fluoranyl-phenyl]-5-fluoranyl-pyridine-2-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 66F "Create component" 2016-02-03 RCSB 66F "Initial release" 2016-11-09 RCSB #