data_1HG # _chem_comp.id 1HG _chem_comp.name "N-{3-[(4R,5R,6S)-2-amino-5-fluoro-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl]-4-fluorophenyl}-5-cyanopyridine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H14 F5 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-07 _chem_comp.pdbx_modified_date 2013-04-26 _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 439.339 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1HG _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 4J1K _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 1HG C1 C1 C 0 1 N N S -15.958 -41.574 -9.249 -3.334 -0.866 0.531 C1 1HG 1 1HG C2 C2 C 0 1 N N R -16.122 -40.201 -9.892 -3.682 0.314 -0.388 C2 1HG 2 1HG O3 O3 O 0 1 N N N -15.030 -41.423 -8.163 -3.151 -2.025 -0.289 O3 1HG 3 1HG C4 C4 C 0 1 N N N -15.010 -40.336 -7.433 -2.401 -1.887 -1.397 C4 1HG 4 1HG N5 N5 N 0 1 N N N -15.723 -39.259 -7.649 -2.090 -0.748 -1.915 N5 1HG 5 1HG C6 C6 C 0 1 N N R -16.600 -39.207 -8.824 -2.509 0.532 -1.349 C6 1HG 6 1HG C7 C7 C 0 1 Y N N -18.013 -39.588 -8.483 -1.356 1.150 -0.600 C7 1HG 7 1HG C8 C8 C 0 1 Y N N -18.314 -40.126 -7.266 -0.144 0.491 -0.534 C8 1HG 8 1HG C9 C9 C 0 1 Y N N -19.656 -40.462 -6.976 0.918 1.061 0.157 C9 1HG 9 1HG C10 C10 C 0 1 Y N N -20.701 -40.353 -7.915 0.758 2.292 0.779 C10 1HG 10 1HG C11 C11 C 0 1 Y N N -20.387 -39.810 -9.152 -0.456 2.947 0.711 C11 1HG 11 1HG C12 C12 C 0 1 Y N N -19.058 -39.407 -9.398 -1.512 2.380 0.017 C12 1HG 12 1HG F13 F13 F 0 1 N N N -18.779 -38.922 -10.608 -2.699 3.022 -0.049 F13 1HG 13 1HG N14 N14 N 0 1 N N N -14.166 -40.483 -6.380 -1.939 -3.025 -2.012 N14 1HG 14 1HG C15 C15 C 0 1 N N N -16.483 -37.822 -9.463 -2.943 1.469 -2.478 C15 1HG 15 1HG N16 N16 N 0 1 N N N -19.885 -41.022 -5.726 2.147 0.396 0.226 N16 1HG 16 1HG C17 C17 C 0 1 N N N -21.023 -41.531 -5.228 3.296 1.100 0.219 C17 1HG 17 1HG C18 C18 C 0 1 Y N N -20.912 -42.175 -3.915 4.598 0.394 0.188 C18 1HG 18 1HG O19 O19 O 0 1 N N N -22.065 -41.538 -5.858 3.264 2.315 0.238 O19 1HG 19 1HG N20 N20 N 0 1 Y N N -19.822 -41.938 -3.165 4.622 -0.934 0.162 N20 1HG 20 1HG C21 C21 C 0 1 Y N N -19.601 -42.481 -1.988 5.751 -1.605 0.133 C21 1HG 21 1HG C22 C22 C 0 1 Y N N -20.507 -43.429 -1.522 6.980 -0.936 0.130 C22 1HG 22 1HG C23 C23 C 0 1 Y N N -21.661 -43.754 -2.308 6.992 0.464 0.157 C23 1HG 23 1HG C24 C24 C 0 1 Y N N -21.891 -43.120 -3.537 5.780 1.131 0.181 C24 1HG 24 1HG C25 C25 C 0 1 N N N -20.289 -44.052 -0.237 8.207 -1.672 0.100 C25 1HG 25 1HG N26 N26 N 0 1 N N N -20.107 -44.544 0.789 9.181 -2.256 0.077 N26 1HG 26 1HG C27 C27 C 0 1 N N N -15.275 -42.507 -10.273 -4.477 -1.107 1.520 C27 1HG 27 1HG F28 F28 F 0 1 N N N -14.001 -42.113 -10.622 -5.657 -1.367 0.815 F28 1HG 28 1HG F29 F29 F 0 1 N N N -15.299 -43.795 -9.763 -4.167 -2.204 2.331 F29 1HG 29 1HG F30 F30 F 0 1 N N N -15.951 -42.487 -11.437 -4.650 0.029 2.318 F30 1HG 30 1HG F31 F31 F 0 1 N N N -14.866 -39.822 -10.364 -4.840 0.020 -1.116 F31 1HG 31 1HG H1 H1 H 0 1 N N N -16.927 -41.983 -8.926 -2.415 -0.650 1.075 H1 1HG 32 1HG H2 H2 H 0 1 N N N -16.862 -40.256 -10.704 -3.841 1.212 0.209 H2 1HG 33 1HG H3 H3 H 0 1 N N N -17.538 -40.293 -6.534 -0.022 -0.466 -1.018 H3 1HG 34 1HG H4 H4 H 0 1 N N N -21.704 -40.678 -7.681 1.582 2.737 1.317 H4 1HG 35 1HG H5 H5 H 0 1 N N N -21.146 -39.698 -9.912 -0.581 3.905 1.195 H5 1HG 36 1HG H6 H6 H 0 1 N N N -13.667 -41.340 -6.255 -2.156 -3.896 -1.646 H6 1HG 37 1HG H7 H7 H 0 1 N N N -14.044 -39.734 -5.729 -1.395 -2.957 -2.813 H7 1HG 38 1HG H8 H8 H 0 1 N N N -16.813 -37.057 -8.745 -3.251 2.426 -2.058 H8 1HG 39 1HG H9 H9 H 0 1 N N N -15.436 -37.635 -9.743 -2.108 1.624 -3.162 H9 1HG 40 1HG H10 H10 H 0 1 N N N -17.116 -37.778 -10.361 -3.777 1.023 -3.019 H10 1HG 41 1HG H11 H11 H 0 1 N N N -19.095 -41.050 -5.114 2.172 -0.572 0.278 H11 1HG 42 1HG H12 H12 H 0 1 N N N -18.740 -42.199 -1.399 5.730 -2.684 0.113 H12 1HG 43 1HG H13 H13 H 0 1 N N N -22.360 -44.495 -1.950 7.924 1.009 0.156 H13 1HG 44 1HG H14 H14 H 0 1 N N N -22.753 -43.338 -4.150 5.751 2.211 0.198 H14 1HG 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 1HG F30 C27 SING N N 1 1HG F28 C27 SING N N 2 1HG F13 C12 SING N N 3 1HG F31 C2 SING N N 4 1HG C27 F29 SING N N 5 1HG C27 C1 SING N N 6 1HG C2 C1 SING N N 7 1HG C2 C6 SING N N 8 1HG C15 C6 SING N N 9 1HG C12 C11 DOUB Y N 10 1HG C12 C7 SING Y N 11 1HG C1 O3 SING N N 12 1HG C11 C10 SING Y N 13 1HG C6 C7 SING N N 14 1HG C6 N5 SING N N 15 1HG C7 C8 DOUB Y N 16 1HG O3 C4 SING N N 17 1HG C10 C9 DOUB Y N 18 1HG N5 C4 DOUB N N 19 1HG C4 N14 SING N N 20 1HG C8 C9 SING Y N 21 1HG C9 N16 SING N N 22 1HG O19 C17 DOUB N N 23 1HG N16 C17 SING N N 24 1HG C17 C18 SING N N 25 1HG C18 C24 DOUB Y N 26 1HG C18 N20 SING Y N 27 1HG C24 C23 SING Y N 28 1HG N20 C21 DOUB Y N 29 1HG C23 C22 DOUB Y N 30 1HG C21 C22 SING Y N 31 1HG C22 C25 SING N N 32 1HG C25 N26 TRIP N N 33 1HG C1 H1 SING N N 34 1HG C2 H2 SING N N 35 1HG C8 H3 SING N N 36 1HG C10 H4 SING N N 37 1HG C11 H5 SING N N 38 1HG N14 H6 SING N N 39 1HG N14 H7 SING N N 40 1HG C15 H8 SING N N 41 1HG C15 H9 SING N N 42 1HG C15 H10 SING N N 43 1HG N16 H11 SING N N 44 1HG C21 H12 SING N N 45 1HG C23 H13 SING N N 46 1HG C24 H14 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 1HG SMILES ACDLabs 12.01 "FC1C(N=C(OC1C(F)(F)F)N)(c3cc(NC(=O)c2ncc(C#N)cc2)ccc3F)C" 1HG InChI InChI 1.03 "InChI=1S/C19H14F5N5O2/c1-18(14(21)15(19(22,23)24)31-17(26)29-18)11-6-10(3-4-12(11)20)28-16(30)13-5-2-9(7-25)8-27-13/h2-6,8,14-15H,1H3,(H2,26,29)(H,28,30)/t14-,15-,18+/m0/s1" 1HG InChIKey InChI 1.03 UMHIFKHNODSZCU-RLFYNMQTSA-N 1HG SMILES_CANONICAL CACTVS 3.370 "C[C@@]1(N=C(N)O[C@@H]([C@@H]1F)C(F)(F)F)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1HG SMILES CACTVS 3.370 "C[C]1(N=C(N)O[CH]([CH]1F)C(F)(F)F)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1HG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@]1([C@H]([C@H](OC(=N1)N)C(F)(F)F)F)c2cc(ccc2F)NC(=O)c3ccc(cn3)C#N" 1HG SMILES "OpenEye OEToolkits" 1.7.6 "CC1(C(C(OC(=N1)N)C(F)(F)F)F)c2cc(ccc2F)NC(=O)c3ccc(cn3)C#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 1HG "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(4R,5R,6S)-2-amino-5-fluoro-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl]-4-fluorophenyl}-5-cyanopyridine-2-carboxamide" 1HG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[3-[(4R,5R,6S)-2-azanyl-5-fluoranyl-4-methyl-6-(trifluoromethyl)-5,6-dihydro-1,3-oxazin-4-yl]-4-fluoranyl-phenyl]-5-cyano-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 1HG "Create component" 2013-02-07 RCSB 1HG "Initial release" 2013-05-01 RCSB #