data_6T9 # _chem_comp.id 6T9 _chem_comp.name "5-Ethoxy-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H19 F3 N4 O3" _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 2014-09-05 _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 408.374 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6T9 _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 3ZLQ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 6T9 C1 C1 C 0 1 N N N 5.236 24.025 14.713 -5.522 1.561 -0.287 C1 6T9 1 6T9 C2 C2 C 0 1 N N N 4.588 25.127 15.555 -4.596 0.360 -0.530 C2 6T9 2 6T9 O3 O3 O 0 1 N N N 6.663 24.151 14.757 -4.720 2.747 -0.306 O3 6T9 3 6T9 C4 C4 C 0 1 N N N 7.179 24.541 15.941 -3.569 2.727 0.390 C4 6T9 4 6T9 N5 N5 N 0 1 N N N 6.518 24.944 16.972 -3.009 1.647 0.817 N5 6T9 5 6T9 C6 C6 C 0 1 N N R 5.047 25.040 17.004 -3.567 0.315 0.604 C6 6T9 6 6T9 C7 C7 C 0 1 Y N N 4.427 23.821 17.635 -2.460 -0.640 0.238 C7 6T9 7 6T9 C8 C8 C 0 1 Y N N 5.214 22.767 17.888 -1.159 -0.186 0.147 C8 6T9 8 6T9 C9 C9 C 0 1 Y N N 4.671 21.660 18.498 -0.139 -1.066 -0.190 C9 6T9 9 6T9 C10 C10 C 0 1 Y N N 3.319 21.575 18.824 -0.430 -2.401 -0.435 C10 6T9 10 6T9 C11 C11 C 0 1 Y N N 2.512 22.649 18.547 -1.732 -2.852 -0.344 C11 6T9 11 6T9 C12 C12 C 0 1 Y N N 3.080 23.768 17.934 -2.747 -1.973 -0.002 C12 6T9 12 6T9 F13 F13 F 0 1 N N N 2.303 24.832 17.634 -4.019 -2.417 0.092 F13 6T9 13 6T9 N14 N14 N 0 1 N N N 8.521 24.510 16.026 -2.956 3.925 0.662 N14 6T9 14 6T9 C15 C15 C 0 1 N N N 4.529 26.284 17.739 -4.246 -0.164 1.888 C15 6T9 15 6T9 N16 N16 N 0 1 N N N 5.558 20.607 18.714 1.180 -0.607 -0.282 N16 6T9 16 6T9 C17 C17 C 0 1 N N N 5.199 19.458 19.333 2.199 -1.406 0.091 C17 6T9 17 6T9 C18 C18 C 0 1 Y N N 6.275 18.449 19.416 3.584 -0.888 0.090 C18 6T9 18 6T9 O19 O19 O 0 1 N N N 4.063 19.253 19.719 1.980 -2.553 0.429 O19 6T9 19 6T9 N20 N20 N 0 1 Y N N 7.487 18.951 19.315 3.816 0.366 -0.280 N20 6T9 20 6T9 C21 C21 C 0 1 Y N N 8.558 18.227 19.346 5.030 0.868 -0.295 C21 6T9 21 6T9 C22 C22 C 0 1 Y N N 8.430 16.871 19.447 6.126 0.095 0.080 C22 6T9 22 6T9 C23 C23 C 0 1 Y N N 7.175 16.273 19.534 5.924 -1.225 0.475 C23 6T9 23 6T9 C24 C24 C 0 1 Y N N 6.046 17.076 19.505 4.633 -1.719 0.484 C24 6T9 24 6T9 O25 O25 O 0 1 N N N 9.567 16.155 19.441 7.377 0.622 0.061 O25 6T9 25 6T9 F26 F26 F 0 1 N N N 4.863 26.422 15.150 -5.346 -0.821 -0.535 F26 6T9 26 6T9 F27 F27 F 0 1 N N N 3.226 24.945 15.519 -3.941 0.509 -1.758 F27 6T9 27 6T9 C28 C28 C 0 1 N N N 10.821 16.778 19.166 7.501 1.983 -0.356 C28 6T9 28 6T9 C29 C29 C 0 1 N N N 11.816 16.303 20.222 8.973 2.398 -0.314 C29 6T9 29 6T9 H11C H11C H 0 0 N N N 4.944 23.042 15.112 -6.274 1.612 -1.075 H11C 6T9 30 6T9 H12C H12C H 0 0 N N N 4.894 24.114 13.671 -6.009 1.460 0.682 H12C 6T9 31 6T9 H141 H141 H 0 0 N N N 9.065 24.212 15.242 -3.354 4.754 0.354 H141 6T9 32 6T9 H142 H142 H 0 0 N N N 8.975 24.785 16.873 -2.125 3.942 1.162 H142 6T9 33 6T9 H151 H151 H 0 0 N N N 4.847 26.248 18.791 -4.659 -1.161 1.731 H151 6T9 34 6T9 H152 H152 H 0 0 N N N 4.938 27.188 17.264 -3.515 -0.197 2.696 H152 6T9 35 6T9 H153 H153 H 0 0 N N N 3.430 26.309 17.688 -5.049 0.524 2.153 H153 6T9 36 6T9 H8 H8 H 0 1 N N N 6.259 22.786 17.617 -0.935 0.853 0.338 H8 6T9 37 6T9 H10 H10 H 0 1 N N N 2.916 20.685 19.284 0.362 -3.087 -0.698 H10 6T9 38 6T9 H16 H16 H 0 1 N N N 6.502 20.705 18.398 1.361 0.286 -0.615 H16 6T9 39 6T9 H11 H11 H 0 1 N N N 1.462 22.630 18.797 -1.959 -3.890 -0.535 H11 6T9 40 6T9 H24 H24 H 0 1 N N N 5.049 16.664 19.549 4.439 -2.737 0.788 H24 6T9 41 6T9 H21 H21 H 0 1 N N N 9.534 18.686 19.293 5.180 1.893 -0.602 H21 6T9 42 6T9 H23 H23 H 0 1 N N N 7.083 15.201 19.623 6.756 -1.847 0.770 H23 6T9 43 6T9 H281 H281 H 0 0 N N N 11.171 16.489 18.164 7.123 2.087 -1.374 H281 6T9 44 6T9 H282 H282 H 0 0 N N N 10.715 17.872 19.216 6.924 2.622 0.312 H282 6T9 45 6T9 H291 H291 H 0 0 N N N 12.796 16.767 20.038 9.067 3.436 -0.632 H291 6T9 46 6T9 H292 H292 H 0 0 N N N 11.456 16.591 21.221 9.350 2.294 0.703 H292 6T9 47 6T9 H293 H293 H 0 0 N N N 11.912 15.209 20.169 9.550 1.759 -0.983 H293 6T9 48 # 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 6T9 C1 C2 SING N N 1 6T9 C1 O3 SING N N 2 6T9 C2 C6 SING N N 3 6T9 C2 F26 SING N N 4 6T9 C2 F27 SING N N 5 6T9 O3 C4 SING N N 6 6T9 C4 N5 DOUB N N 7 6T9 C4 N14 SING N N 8 6T9 N5 C6 SING N N 9 6T9 C6 C7 SING N N 10 6T9 C6 C15 SING N N 11 6T9 C7 C8 SING Y N 12 6T9 C7 C12 DOUB Y N 13 6T9 C8 C9 DOUB Y N 14 6T9 C9 C10 SING Y N 15 6T9 C9 N16 SING N N 16 6T9 C10 C11 DOUB Y N 17 6T9 C11 C12 SING Y N 18 6T9 C12 F13 SING N N 19 6T9 N16 C17 SING N N 20 6T9 C17 C18 SING N N 21 6T9 C17 O19 DOUB N N 22 6T9 C18 N20 DOUB Y N 23 6T9 C18 C24 SING Y N 24 6T9 N20 C21 SING Y N 25 6T9 C21 C22 DOUB Y N 26 6T9 C22 C23 SING Y N 27 6T9 C22 O25 SING N N 28 6T9 C23 C24 DOUB Y N 29 6T9 O25 C28 SING N N 30 6T9 C28 C29 SING N N 31 6T9 C1 H11C SING N N 32 6T9 C1 H12C SING N N 33 6T9 N14 H141 SING N N 34 6T9 N14 H142 SING N N 35 6T9 C15 H151 SING N N 36 6T9 C15 H152 SING N N 37 6T9 C15 H153 SING N N 38 6T9 C8 H8 SING N N 39 6T9 C10 H10 SING N N 40 6T9 N16 H16 SING N N 41 6T9 C11 H11 SING N N 42 6T9 C24 H24 SING N N 43 6T9 C21 H21 SING N N 44 6T9 C23 H23 SING N N 45 6T9 C28 H281 SING N N 46 6T9 C28 H282 SING N N 47 6T9 C29 H291 SING N N 48 6T9 C29 H292 SING N N 49 6T9 C29 H293 SING N N 50 # 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 6T9 SMILES ACDLabs 12.01 "FC1(F)C(N=C(OC1)N)(c3cc(NC(=O)c2ncc(OCC)cc2)ccc3F)C" 6T9 InChI InChI 1.03 "InChI=1S/C19H19F3N4O3/c1-3-28-12-5-7-15(24-9-12)16(27)25-11-4-6-14(20)13(8-11)18(2)19(21,22)10-29-17(23)26-18/h4-9H,3,10H2,1-2H3,(H2,23,26)(H,25,27)/t18-/m1/s1" 6T9 InChIKey InChI 1.03 DWKGLYKXNUIYDM-GOSISDBHSA-N 6T9 SMILES_CANONICAL CACTVS 3.385 "CCOc1ccc(nc1)C(=O)Nc2ccc(F)c(c2)[C@@]3(C)N=C(N)OCC3(F)F" 6T9 SMILES CACTVS 3.385 "CCOc1ccc(nc1)C(=O)Nc2ccc(F)c(c2)[C]3(C)N=C(N)OCC3(F)F" 6T9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCOc1ccc(nc1)C(=O)Nc2ccc(c(c2)[C@@]3(C(COC(=N3)N)(F)F)C)F" 6T9 SMILES "OpenEye OEToolkits" 1.9.2 "CCOc1ccc(nc1)C(=O)Nc2ccc(c(c2)C3(C(COC(=N3)N)(F)F)C)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 6T9 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(4R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-1,3-oxazin-4-yl]-4-fluorophenyl}-5-ethoxypyridine-2-carboxamide" 6T9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[3-[(4R)-2-azanyl-5,5-bis(fluoranyl)-4-methyl-6H-1,3-oxazin-4-yl]-4-fluoranyl-phenyl]-5-ethoxy-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 6T9 "Create component" 2013-02-04 EBI 6T9 "Initial release" 2013-05-01 RCSB 6T9 "Modify descriptor" 2014-09-05 RCSB #