data_1HJ # _chem_comp.id 1HJ _chem_comp.name "N-{3-[(4S,6R)-2-amino-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 H15 F4 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 421.348 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1HJ _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 4J1H _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 1HJ C1 C1 C 0 1 N N R 14.652 40.989 -9.798 -4.616 -0.707 -0.223 C1 1HJ 1 1HJ C2 C2 C 0 1 N N N 16.030 40.354 -9.992 -3.540 0.321 0.155 C2 1HJ 2 1HJ O3 O3 O 0 1 N N N 14.546 41.395 -8.410 -4.004 -2.001 -0.237 O3 1HJ 3 1HJ C4 C4 C 0 1 N N N 14.681 40.391 -7.562 -2.817 -2.118 -0.860 C4 1HJ 4 1HJ N5 N5 N 0 1 N N N 15.458 39.383 -7.773 -2.073 -1.115 -1.178 N5 1HJ 5 1HJ C6 C6 C 0 1 N N S 16.263 39.209 -8.967 -2.439 0.273 -0.910 C6 1HJ 6 1HJ C7 C7 C 0 1 Y N N 17.680 39.392 -8.539 -1.230 1.024 -0.414 C7 1HJ 7 1HJ C8 C8 C 0 1 Y N N 17.956 39.951 -7.319 -0.021 0.371 -0.277 C8 1HJ 8 1HJ C9 C9 C 0 1 Y N N 19.297 40.126 -6.978 1.093 1.063 0.180 C9 1HJ 9 1HJ C10 C10 C 0 1 Y N N 20.362 39.859 -7.860 0.989 2.411 0.497 C10 1HJ 10 1HJ C11 C11 C 0 1 Y N N 20.053 39.316 -9.086 -0.222 3.060 0.358 C11 1HJ 11 1HJ C12 C12 C 0 1 Y N N 18.732 39.101 -9.421 -1.331 2.369 -0.103 C12 1HJ 12 1HJ F13 F13 F 0 1 N N N 18.500 38.574 -10.632 -2.514 3.007 -0.238 F13 1HJ 13 1HJ N14 N14 N 0 1 N N N 13.960 40.461 -6.395 -2.372 -3.379 -1.174 N14 1HJ 14 1HJ C15 C15 C 0 1 N N N 15.951 37.857 -9.651 -2.949 0.923 -2.198 C15 1HJ 15 1HJ N16 N16 N 0 1 N N N 19.575 40.730 -5.780 2.319 0.403 0.320 N16 1HJ 16 1HJ C17 C17 C 0 1 N N N 20.754 41.273 -5.400 3.469 1.056 0.063 C17 1HJ 17 1HJ C18 C18 C 0 1 Y N N 20.710 41.984 -4.110 4.760 0.331 0.112 C18 1HJ 18 1HJ O19 O19 O 0 1 N N N 21.774 41.257 -6.081 3.448 2.240 -0.209 O19 1HJ 19 1HJ N20 N20 N 0 1 Y N N 19.659 41.776 -3.321 4.773 -0.965 0.405 N20 1HJ 20 1HJ C21 C21 C 0 1 Y N N 19.504 42.396 -2.169 5.892 -1.651 0.460 C21 1HJ 21 1HJ C22 C22 C 0 1 Y N N 20.450 43.338 -1.779 7.122 -1.033 0.210 C22 1HJ 22 1HJ C23 C23 C 0 1 Y N N 21.595 43.637 -2.595 7.146 0.331 -0.102 C23 1HJ 23 1HJ C24 C24 C 0 1 Y N N 21.717 42.925 -3.796 5.944 1.015 -0.155 C24 1HJ 24 1HJ C25 C25 C 0 1 N N N 20.259 43.980 -0.522 8.338 -1.786 0.272 C25 1HJ 25 1HJ N26 N26 N 0 1 N N N 20.086 44.479 0.474 9.303 -2.382 0.321 N26 1HJ 26 1HJ C27 C27 C 0 1 N N N 14.627 42.298 -10.594 -5.745 -0.680 0.808 C27 1HJ 27 1HJ F28 F28 F 0 1 N N N 14.715 41.973 -11.938 -6.705 -1.642 0.475 F28 1HJ 28 1HJ F29 F29 F 0 1 N N N 13.345 42.836 -10.422 -5.225 -0.959 2.077 F29 1HJ 29 1HJ F30 F30 F 0 1 N N N 15.682 43.202 -10.192 -6.339 0.587 0.816 F30 1HJ 30 1HJ H1 H1 H 0 1 N N N 13.844 40.310 -10.109 -5.014 -0.477 -1.212 H1 1HJ 31 1HJ H2 H2 H 0 1 N N N 16.098 39.945 -11.011 -3.979 1.319 0.186 H2 1HJ 32 1HJ H3 H3 H 0 1 N N N 16.804 41.124 -9.854 -3.121 0.073 1.130 H3 1HJ 33 1HJ H4 H4 H 0 1 N N N 17.164 40.245 -6.646 0.058 -0.678 -0.524 H4 1HJ 34 1HJ H5 H5 H 0 1 N N N 21.384 40.073 -7.584 1.854 2.951 0.852 H5 1HJ 35 1HJ H6 H6 H 0 1 N N N 20.839 39.060 -9.781 -0.304 4.108 0.605 H6 1HJ 36 1HJ H7 H7 H 0 1 N N N 13.367 41.247 -6.220 -2.910 -4.154 -0.946 H7 1HJ 37 1HJ H8 H8 H 0 1 N N N 14.028 39.726 -5.721 -1.520 -3.495 -1.623 H8 1HJ 38 1HJ H9 H9 H 0 1 N N N 16.112 37.037 -8.935 -3.218 1.960 -2.000 H9 1HJ 39 1HJ H10 H10 H 0 1 N N N 14.904 37.849 -9.987 -2.166 0.889 -2.956 H10 1HJ 40 1HJ H11 H11 H 0 1 N N N 16.615 37.723 -10.518 -3.825 0.382 -2.556 H11 1HJ 41 1HJ H12 H12 H 0 1 N N N 18.828 40.774 -5.117 2.341 -0.525 0.603 H12 1HJ 42 1HJ H13 H13 H 0 1 N N N 18.656 42.176 -1.537 5.862 -2.703 0.701 H13 1HJ 43 1HJ H14 H14 H 0 1 N N N 22.326 44.374 -2.297 8.080 0.837 -0.300 H14 1HJ 44 1HJ H15 H15 H 0 1 N N N 22.553 43.090 -4.460 5.924 2.068 -0.396 H15 1HJ 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 1HJ F28 C27 SING N N 1 1HJ F13 C12 SING N N 2 1HJ C27 F29 SING N N 3 1HJ C27 F30 SING N N 4 1HJ C27 C1 SING N N 5 1HJ C2 C1 SING N N 6 1HJ C2 C6 SING N N 7 1HJ C1 O3 SING N N 8 1HJ C15 C6 SING N N 9 1HJ C12 C11 DOUB Y N 10 1HJ C12 C7 SING Y N 11 1HJ C11 C10 SING Y N 12 1HJ C6 C7 SING N N 13 1HJ C6 N5 SING N N 14 1HJ C7 C8 DOUB Y N 15 1HJ O3 C4 SING N N 16 1HJ C10 C9 DOUB Y N 17 1HJ N5 C4 DOUB N N 18 1HJ C4 N14 SING N N 19 1HJ C8 C9 SING Y N 20 1HJ C9 N16 SING N N 21 1HJ O19 C17 DOUB N N 22 1HJ N16 C17 SING N N 23 1HJ C17 C18 SING N N 24 1HJ C18 C24 DOUB Y N 25 1HJ C18 N20 SING Y N 26 1HJ C24 C23 SING Y N 27 1HJ N20 C21 DOUB Y N 28 1HJ C23 C22 DOUB Y N 29 1HJ C21 C22 SING Y N 30 1HJ C22 C25 SING N N 31 1HJ C25 N26 TRIP N N 32 1HJ C1 H1 SING N N 33 1HJ C2 H2 SING N N 34 1HJ C2 H3 SING N N 35 1HJ C8 H4 SING N N 36 1HJ C10 H5 SING N N 37 1HJ C11 H6 SING N N 38 1HJ N14 H7 SING N N 39 1HJ N14 H8 SING N N 40 1HJ C15 H9 SING N N 41 1HJ C15 H10 SING N N 42 1HJ C15 H11 SING N N 43 1HJ N16 H12 SING N N 44 1HJ C21 H13 SING N N 45 1HJ C23 H14 SING N N 46 1HJ C24 H15 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 1HJ SMILES ACDLabs 12.01 "FC(F)(F)C3OC(=NC(c2cc(NC(=O)c1ncc(C#N)cc1)ccc2F)(C)C3)N" 1HJ InChI InChI 1.03 "InChI=1S/C19H15F4N5O2/c1-18(7-15(19(21,22)23)30-17(25)28-18)12-6-11(3-4-13(12)20)27-16(29)14-5-2-10(8-24)9-26-14/h2-6,9,15H,7H2,1H3,(H2,25,28)(H,27,29)/t15-,18+/m1/s1" 1HJ InChIKey InChI 1.03 MELQHVBGGSKVJQ-QAPCUYQASA-N 1HJ SMILES_CANONICAL CACTVS 3.370 "C[C@]1(C[C@@H](OC(=N1)N)C(F)(F)F)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1HJ SMILES CACTVS 3.370 "C[C]1(C[CH](OC(=N1)N)C(F)(F)F)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1HJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@]1(C[C@@H](OC(=N1)N)C(F)(F)F)c2cc(ccc2F)NC(=O)c3ccc(cn3)C#N" 1HJ SMILES "OpenEye OEToolkits" 1.7.6 "CC1(CC(OC(=N1)N)C(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 1HJ "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(4S,6R)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl]-4-fluorophenyl}-5-cyanopyridine-2-carboxamide" 1HJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[3-[(4S,6R)-2-azanyl-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 1HJ "Create component" 2013-02-07 RCSB 1HJ "Initial release" 2013-05-01 RCSB #