data_1H8 # _chem_comp.id 1H8 _chem_comp.name "N-{3-[(4S)-2-amino-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 H16 F 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 2013-12-20 _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 353.350 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1H8 _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 4J0P _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 1H8 C1 C1 C 0 1 Y N N -21.088 -43.225 -1.540 -6.036 0.785 -0.010 C1 1H8 1 1H8 C2 C2 C 0 1 Y N N -20.166 -42.249 -1.949 -4.873 1.445 0.403 C2 1H8 2 1H8 N3 N3 N 0 1 Y N N -20.401 -41.684 -3.129 -3.713 0.830 0.391 N3 1H8 3 1H8 C4 C4 C 0 1 Y N N -21.452 -41.927 -3.881 -3.593 -0.431 -0.009 C4 1H8 4 1H8 C5 C5 C 0 1 Y N N -22.397 -42.899 -3.537 -4.706 -1.155 -0.434 C5 1H8 5 1H8 C6 C6 C 0 1 Y N N -22.238 -43.549 -2.327 -5.948 -0.546 -0.432 C6 1H8 6 1H8 C10 C10 C 0 1 N N N -20.876 -43.877 -0.268 -7.298 1.461 0.006 C10 1H8 7 1H8 C14 C14 C 0 1 Y N N -18.942 -39.749 -7.319 1.197 -0.166 0.014 C14 1H8 8 1H8 C15 C15 C 0 1 Y N N -20.972 -39.292 -9.139 1.517 -2.886 0.435 C15 1H8 9 1H8 C16 C16 C 0 1 Y N N -20.284 -40.014 -6.961 0.096 -0.958 0.313 C16 1H8 10 1H8 C17 C17 C 0 1 Y N N -21.322 -39.776 -7.881 0.260 -2.321 0.523 C17 1H8 11 1H8 C19 C19 C 0 1 N N S -17.068 -38.937 -8.844 3.646 0.123 -0.402 C19 1H8 12 1H8 C23 C23 C 0 1 N N N -16.576 -41.311 -9.387 5.700 1.148 0.547 C23 1H8 13 1H8 C25 C25 C 0 1 N N N -15.621 -40.218 -7.415 3.872 2.515 -0.100 C25 1H8 14 1H8 C7 C7 C 0 1 N N N -21.567 -41.252 -5.185 -2.259 -1.075 -0.007 C7 1H8 15 1H8 O8 O8 O 0 1 N N N -22.638 -41.283 -5.746 -2.140 -2.227 -0.375 O8 1H8 16 1H8 N9 N9 N 0 1 N N N -20.459 -40.649 -5.709 -1.177 -0.384 0.402 N9 1H8 17 1H8 N11 N11 N 0 1 N N N -20.726 -44.400 0.737 -8.300 1.997 0.018 N11 1H8 18 1H8 C12 C12 C 0 1 Y N N -18.564 -39.222 -8.532 2.451 -0.736 -0.079 C12 1H8 19 1H8 C13 C13 C 0 1 Y N N -19.618 -38.972 -9.449 2.612 -2.096 0.126 C13 1H8 20 1H8 F18 F18 F 0 1 N N N -19.329 -38.454 -10.672 3.841 -2.650 0.041 F18 1H8 21 1H8 C20 C20 C 0 1 N N N -16.844 -37.517 -9.324 4.292 -0.370 -1.699 C20 1H8 22 1H8 N21 N21 N 0 1 N N N -16.271 -39.106 -7.624 3.217 1.510 -0.570 N21 1H8 23 1H8 C22 C22 C 0 1 N N N -16.520 -39.901 -9.938 4.664 0.031 0.739 C22 1H8 24 1H8 O24 O24 O 0 1 N N N -15.628 -41.257 -8.286 5.013 2.402 0.604 O24 1H8 25 1H8 N26 N26 N 0 1 N N N -14.929 -40.356 -6.251 3.376 3.775 -0.332 N26 1H8 26 1H8 H1 H1 H 0 1 N N N -19.317 -41.974 -1.341 -4.930 2.471 0.735 H1 1H8 27 1H8 H2 H2 H 0 1 N N N -23.222 -43.134 -4.193 -4.600 -2.180 -0.758 H2 1H8 28 1H8 H3 H3 H 0 1 N N N -22.959 -44.278 -1.987 -6.828 -1.082 -0.756 H3 1H8 29 1H8 H4 H4 H 0 1 N N N -18.169 -39.973 -6.599 1.071 0.894 -0.150 H4 1H8 30 1H8 H5 H5 H 0 1 N N N -21.737 -39.157 -9.890 1.645 -3.945 0.598 H5 1H8 31 1H8 H6 H6 H 0 1 N N N -22.353 -39.962 -7.621 -0.595 -2.938 0.755 H6 1H8 32 1H8 H7 H7 H 0 1 N N N -17.587 -41.558 -9.030 6.446 1.100 1.340 H7 1H8 33 1H8 H8 H8 H 0 1 N N N -16.265 -42.046 -10.144 6.186 1.038 -0.423 H8 1H8 34 1H8 H9 H9 H 0 1 N N N -19.651 -40.658 -5.120 -1.281 0.512 0.759 H9 1H8 35 1H8 H10 H10 H 0 1 N N N -17.222 -36.811 -8.570 3.568 -0.307 -2.511 H10 1H8 36 1H8 H11 H11 H 0 1 N N N -15.768 -37.348 -9.478 5.156 0.251 -1.933 H11 1H8 37 1H8 H12 H12 H 0 1 N N N -17.379 -37.362 -10.272 4.610 -1.405 -1.575 H12 1H8 38 1H8 H13 H13 H 0 1 N N N -15.481 -39.636 -10.183 4.157 0.161 1.696 H13 1H8 39 1H8 H14 H14 H 0 1 N N N -17.140 -39.829 -10.844 5.160 -0.939 0.713 H14 1H8 40 1H8 H15 H15 H 0 1 N N N -14.443 -41.208 -6.056 2.556 3.888 -0.836 H15 1H8 41 1H8 H16 H16 H 0 1 N N N -14.907 -39.606 -5.590 3.847 4.552 0.009 H16 1H8 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 1H8 F18 C13 SING N N 1 1H8 C22 C23 SING N N 2 1H8 C22 C19 SING N N 3 1H8 C13 C15 DOUB Y N 4 1H8 C13 C12 SING Y N 5 1H8 C23 O24 SING N N 6 1H8 C20 C19 SING N N 7 1H8 C15 C17 SING Y N 8 1H8 C19 C12 SING N N 9 1H8 C19 N21 SING N N 10 1H8 C12 C14 DOUB Y N 11 1H8 O24 C25 SING N N 12 1H8 C17 C16 DOUB Y N 13 1H8 N21 C25 DOUB N N 14 1H8 C25 N26 SING N N 15 1H8 C14 C16 SING Y N 16 1H8 C16 N9 SING N N 17 1H8 O8 C7 DOUB N N 18 1H8 N9 C7 SING N N 19 1H8 C7 C4 SING N N 20 1H8 C4 C5 DOUB Y N 21 1H8 C4 N3 SING Y N 22 1H8 C5 C6 SING Y N 23 1H8 N3 C2 DOUB Y N 24 1H8 C6 C1 DOUB Y N 25 1H8 C2 C1 SING Y N 26 1H8 C1 C10 SING N N 27 1H8 C10 N11 TRIP N N 28 1H8 C2 H1 SING N N 29 1H8 C5 H2 SING N N 30 1H8 C6 H3 SING N N 31 1H8 C14 H4 SING N N 32 1H8 C15 H5 SING N N 33 1H8 C17 H6 SING N N 34 1H8 C23 H7 SING N N 35 1H8 C23 H8 SING N N 36 1H8 N9 H9 SING N N 37 1H8 C20 H10 SING N N 38 1H8 C20 H11 SING N N 39 1H8 C20 H12 SING N N 40 1H8 C22 H13 SING N N 41 1H8 C22 H14 SING N N 42 1H8 N26 H15 SING N N 43 1H8 N26 H16 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 1H8 SMILES ACDLabs 12.01 "N#Cc1ccc(nc1)C(=O)Nc2cc(c(F)cc2)C3(N=C(OCC3)N)C" 1H8 InChI InChI 1.03 "InChI=1S/C18H16FN5O2/c1-18(6-7-26-17(21)24-18)13-8-12(3-4-14(13)19)23-16(25)15-5-2-11(9-20)10-22-15/h2-5,8,10H,6-7H2,1H3,(H2,21,24)(H,23,25)/t18-/m0/s1" 1H8 InChIKey InChI 1.03 ZTXUJRWOHXVUAT-SFHVURJKSA-N 1H8 SMILES_CANONICAL CACTVS 3.370 "C[C@]1(CCOC(=N1)N)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1H8 SMILES CACTVS 3.370 "C[C]1(CCOC(=N1)N)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1H8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@]1(CCOC(=N1)N)c2cc(ccc2F)NC(=O)c3ccc(cn3)C#N" 1H8 SMILES "OpenEye OEToolkits" 1.7.6 "CC1(CCOC(=N1)N)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 1H8 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(4S)-2-amino-4-methyl-5,6-dihydro-4H-1,3-oxazin-4-yl]-4-fluorophenyl}-5-cyanopyridine-2-carboxamide" 1H8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[3-[(4S)-2-azanyl-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 1H8 "Create component" 2013-02-04 RCSB 1H8 "Initial release" 2013-12-25 RCSB #