data_1H6 # _chem_comp.id 1H6 _chem_comp.name "N-{3-[(4R,5S)-2-amino-5-fluoro-4-methyl-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 "C18 H15 F2 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-04 _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 371.341 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1H6 _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 4J0Y _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 1H6 C13 C13 C 0 1 N N N -15.293 -40.010 -7.468 3.723 -2.486 0.002 C13 1H6 1 1H6 C3 C3 C 0 1 Y N N -20.772 -38.691 -8.991 1.272 2.895 0.305 C3 1H6 2 1H6 C2 C2 C 0 1 Y N N -21.075 -39.303 -7.739 0.019 2.315 0.312 C2 1H6 3 1H6 C1 C1 C 0 1 Y N N -20.001 -39.722 -6.920 -0.106 0.935 0.404 C1 1H6 4 1H6 C4 C4 C 0 1 Y N N -19.423 -38.514 -9.396 2.404 2.101 0.383 C4 1H6 5 1H6 C5 C5 C 0 1 Y N N -18.361 -38.904 -8.517 2.282 0.724 0.469 C5 1H6 6 1H6 C6 C6 C 0 1 Y N N -18.679 -39.547 -7.334 1.030 0.140 0.488 C6 1H6 7 1H6 C10 C10 C 0 1 N N S -16.530 -40.003 -9.956 4.377 0.081 -0.693 C10 1H6 8 1H6 C9 C9 C 0 1 N N N -16.567 -37.453 -9.557 4.318 0.244 1.800 C9 1H6 9 1H6 C8 C8 C 0 1 N N R -16.868 -38.802 -8.933 3.515 -0.138 0.554 C8 1H6 10 1H6 C11 C11 C 0 1 N N N -16.246 -41.286 -9.186 5.438 -1.026 -0.745 C11 1H6 11 1H6 F7 F7 F 0 1 N N N -19.132 -37.926 -10.613 3.629 2.670 0.375 F7 1H6 12 1H6 O12 O12 O 0 1 N N N -15.153 -41.035 -8.295 4.759 -2.283 -0.832 O12 1H6 13 1H6 N14 N14 N 0 1 N N N -16.022 -38.939 -7.743 3.124 -1.542 0.644 N14 1H6 14 1H6 F15 F15 F 0 1 N N N -17.578 -40.242 -10.676 3.571 0.018 -1.835 F15 1H6 15 1H6 N16 N16 N 0 1 N N N -14.609 -40.063 -6.247 3.273 -3.772 0.174 N16 1H6 16 1H6 N17 N17 N 0 1 N N N -20.200 -40.375 -5.692 -1.375 0.345 0.412 N17 1H6 17 1H6 C18 C18 C 0 1 N N N -21.323 -40.995 -5.269 -2.380 0.899 -0.295 C18 1H6 18 1H6 C19 C19 C 0 1 Y N N -21.245 -41.675 -3.985 -3.750 0.344 -0.194 C19 1H6 19 1H6 O20 O20 O 0 1 N N N -22.386 -40.923 -5.863 -2.163 1.854 -1.014 O20 1H6 20 1H6 N21 N21 N 0 1 Y N N -20.192 -41.417 -3.207 -3.979 -0.696 0.599 N21 1H6 21 1H6 C22 C22 C 0 1 Y N N -19.994 -42.069 -2.073 -5.176 -1.223 0.722 C22 1H6 22 1H6 C23 C23 C 0 1 Y N N -20.919 -43.023 -1.635 -6.262 -0.700 0.012 C23 1H6 23 1H6 C24 C24 C 0 1 Y N N -22.073 -43.306 -2.441 -6.058 0.396 -0.833 C24 1H6 24 1H6 C25 C25 C 0 1 Y N N -22.195 -42.626 -3.643 -4.783 0.924 -0.929 C25 1H6 25 1H6 C26 C26 C 0 1 N N N -20.744 -43.688 -0.384 -7.565 -1.279 0.149 C26 1H6 26 1H6 N27 N27 N 0 1 N N N -20.604 -44.220 0.595 -8.599 -1.738 0.257 N27 1H6 27 1H6 H1 H1 H 0 1 N N N -21.574 -38.360 -9.635 1.370 3.968 0.234 H1 1H6 28 1H6 H2 H2 H 0 1 N N N -22.099 -39.443 -7.424 -0.864 2.934 0.248 H2 1H6 29 1H6 H3 H3 H 0 1 N N N -17.881 -39.925 -6.712 0.936 -0.933 0.555 H3 1H6 30 1H6 H4 H4 H 0 1 N N N -15.647 -39.722 -10.548 4.864 1.055 -0.639 H4 1H6 31 1H6 H5 H5 H 0 1 N N N -16.806 -36.655 -8.839 4.608 1.293 1.738 H5 1H6 32 1H6 H6 H6 H 0 1 N N N -15.500 -37.401 -9.821 3.705 0.088 2.688 H6 1H6 33 1H6 H7 H7 H 0 1 N N N -17.176 -37.325 -10.464 5.211 -0.377 1.861 H7 1H6 34 1H6 H8 H8 H 0 1 N N N -17.136 -41.581 -8.611 6.073 -0.887 -1.620 H8 1H6 35 1H6 H9 H9 H 0 1 N N N -15.979 -42.091 -9.887 6.044 -0.998 0.160 H9 1H6 36 1H6 H10 H10 H 0 1 N N N -14.040 -40.855 -6.026 3.700 -4.503 -0.299 H10 1H6 37 1H6 H11 H11 H 0 1 N N N -14.689 -39.308 -5.596 2.527 -3.950 0.769 H11 1H6 38 1H6 H12 H12 H 0 1 N N N -19.424 -40.381 -5.061 -1.531 -0.463 0.926 H12 1H6 39 1H6 H13 H13 H 0 1 N N N -19.114 -41.864 -1.482 -5.323 -2.069 1.377 H13 1H6 40 1H6 H14 H14 H 0 1 N N N -22.817 -44.021 -2.123 -6.877 0.822 -1.394 H14 1H6 41 1H6 H15 H15 H 0 1 N N N -23.021 -42.835 -4.306 -4.589 1.773 -1.568 H15 1H6 42 # 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 1H6 F15 C10 SING N N 1 1H6 F7 C4 SING N N 2 1H6 C10 C11 SING N N 3 1H6 C10 C8 SING N N 4 1H6 C9 C8 SING N N 5 1H6 C4 C3 DOUB Y N 6 1H6 C4 C5 SING Y N 7 1H6 C11 O12 SING N N 8 1H6 C3 C2 SING Y N 9 1H6 C8 C5 SING N N 10 1H6 C8 N14 SING N N 11 1H6 C5 C6 DOUB Y N 12 1H6 O12 C13 SING N N 13 1H6 N14 C13 DOUB N N 14 1H6 C2 C1 DOUB Y N 15 1H6 C13 N16 SING N N 16 1H6 C6 C1 SING Y N 17 1H6 C1 N17 SING N N 18 1H6 O20 C18 DOUB N N 19 1H6 N17 C18 SING N N 20 1H6 C18 C19 SING N N 21 1H6 C19 C25 DOUB Y N 22 1H6 C19 N21 SING Y N 23 1H6 C25 C24 SING Y N 24 1H6 N21 C22 DOUB Y N 25 1H6 C24 C23 DOUB Y N 26 1H6 C22 C23 SING Y N 27 1H6 C23 C26 SING N N 28 1H6 C26 N27 TRIP N N 29 1H6 C3 H1 SING N N 30 1H6 C2 H2 SING N N 31 1H6 C6 H3 SING N N 32 1H6 C10 H4 SING N N 33 1H6 C9 H5 SING N N 34 1H6 C9 H6 SING N N 35 1H6 C9 H7 SING N N 36 1H6 C11 H8 SING N N 37 1H6 C11 H9 SING N N 38 1H6 N16 H10 SING N N 39 1H6 N16 H11 SING N N 40 1H6 N17 H12 SING N N 41 1H6 C22 H13 SING N N 42 1H6 C24 H14 SING N N 43 1H6 C25 H15 SING N N 44 # 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 1H6 SMILES ACDLabs 12.01 "FC1C(N=C(OC1)N)(c3cc(NC(=O)c2ncc(C#N)cc2)ccc3F)C" 1H6 InChI InChI 1.03 "InChI=1S/C18H15F2N5O2/c1-18(15(20)9-27-17(22)25-18)12-6-11(3-4-13(12)19)24-16(26)14-5-2-10(7-21)8-23-14/h2-6,8,15H,9H2,1H3,(H2,22,25)(H,24,26)/t15-,18-/m1/s1" 1H6 InChIKey InChI 1.03 ALKHFUPBQSAGMS-CRAIPNDOSA-N 1H6 SMILES_CANONICAL CACTVS 3.370 "C[C@@]1(N=C(N)OC[C@H]1F)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1H6 SMILES CACTVS 3.370 "C[C]1(N=C(N)OC[CH]1F)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1H6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@]1([C@@H](COC(=N1)N)F)c2cc(ccc2F)NC(=O)c3ccc(cn3)C#N" 1H6 SMILES "OpenEye OEToolkits" 1.7.6 "CC1(C(COC(=N1)N)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 1H6 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(4R,5S)-2-amino-5-fluoro-4-methyl-5,6-dihydro-4H-1,3-oxazin-4-yl]-4-fluorophenyl}-5-cyanopyridine-2-carboxamide" 1H6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[3-[(4R,5S)-2-azanyl-5-fluoranyl-4-methyl-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 1H6 "Create component" 2013-02-04 RCSB 1H6 "Initial release" 2013-05-01 RCSB #