data_1H5 # _chem_comp.id 1H5 _chem_comp.name "N-{3-[(4S,5R)-2-amino-5-fluoro-4-(fluoromethyl)-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 H14 F3 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 389.331 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1H5 _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 4J0Z _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 1H5 C2 C2 C 0 1 Y N N 20.801 40.268 -7.959 0.047 2.244 0.055 C2 1H5 1 1H5 C3 C3 C 0 1 Y N N 20.476 39.760 -9.179 -1.230 2.762 0.157 C3 1H5 2 1H5 C4 C4 C 0 1 Y N N 19.158 39.495 -9.489 -2.328 1.938 -0.023 C4 1H5 3 1H5 C5 C5 C 0 1 Y N N 18.147 39.777 -8.599 -2.149 0.594 -0.305 C5 1H5 4 1H5 C6 C6 C 0 1 Y N N 18.454 40.268 -7.368 -0.875 0.072 -0.407 C6 1H5 5 1H5 C8 C8 C 0 1 N N S 16.735 39.541 -8.993 -3.347 -0.301 -0.500 C8 1H5 6 1H5 C9 C9 C 0 1 N N N 16.765 38.115 -9.493 -4.181 0.214 -1.674 C9 1H5 7 1H5 C10 C10 C 0 1 N N R 16.297 40.626 -10.044 -4.201 -0.292 0.772 C10 1H5 8 1H5 C11 C11 C 0 1 N N N 16.081 42.010 -9.425 -3.466 -1.108 1.846 C11 1H5 9 1H5 C13 C13 C 0 1 N N N 15.100 40.691 -7.675 -2.897 -2.604 0.095 C13 1H5 10 1H5 N14 N14 N 0 1 N N N 15.764 39.597 -7.924 -2.896 -1.661 -0.783 N14 1H5 11 1H5 C1 C1 C 0 1 Y N N 19.761 40.493 -7.049 0.228 0.897 -0.227 C1 1H5 12 1H5 F7 F7 F 0 1 N N N 18.841 39.055 -10.733 -3.576 2.446 0.077 F7 1H5 13 1H5 O12 O12 O 0 1 N N N 15.203 41.874 -8.293 -3.321 -2.447 1.362 O12 1H5 14 1H5 F15 F15 F 0 1 N N N 15.037 40.319 -10.519 -5.446 -0.873 0.509 F15 1H5 15 1H5 N16 N16 N 0 1 N N N 14.192 40.686 -6.662 -2.439 -3.842 -0.285 N16 1H5 16 1H5 N17 N17 N 0 1 N N N 19.950 41.065 -5.820 1.520 0.372 -0.336 N17 1H5 17 1H5 C18 C18 C 0 1 N N N 21.064 41.653 -5.359 2.516 0.869 0.425 C18 1H5 18 1H5 C19 C19 C 0 1 Y N N 20.940 42.285 -4.040 3.906 0.395 0.228 C19 1H5 19 1H5 O20 O20 O 0 1 N N N 22.080 41.685 -6.003 2.273 1.705 1.272 O20 1H5 20 1H5 N21 N21 N 0 1 Y N N 19.807 42.036 -3.362 4.162 -0.515 -0.705 N21 1H5 21 1H5 C22 C22 C 0 1 Y N N 19.553 42.576 -2.176 5.377 -0.965 -0.917 C22 1H5 22 1H5 C23 C23 C 0 1 Y N N 20.486 43.502 -1.659 6.456 -0.496 -0.159 C23 1H5 23 1H5 C24 C24 C 0 1 Y N N 21.697 43.825 -2.388 6.223 0.463 0.833 C24 1H5 24 1H5 C25 C25 C 0 1 Y N N 21.921 43.204 -3.604 4.928 0.915 1.020 C25 1H5 25 1H5 C26 C26 C 0 1 N N N 20.246 44.113 -0.375 7.779 -0.992 -0.394 C26 1H5 26 1H5 N27 N27 N 0 1 N N N 20.085 44.609 0.647 8.828 -1.384 -0.580 N27 1H5 27 1H5 F28 F28 F 0 1 N N N 15.442 37.784 -9.761 -4.611 1.518 -1.405 F28 1H5 28 1H5 H1 H1 H 0 1 N N N 21.826 40.490 -7.702 0.903 2.888 0.192 H1 1H5 29 1H5 H2 H2 H 0 1 N N N 21.251 39.564 -9.905 -1.372 3.810 0.377 H2 1H5 30 1H5 H3 H3 H 0 1 N N N 17.673 40.477 -6.652 -0.736 -0.976 -0.626 H3 1H5 31 1H5 H4 H4 H 0 1 N N N 17.179 37.447 -8.723 -3.574 0.212 -2.580 H4 1H5 32 1H5 H5 H5 H 0 1 N N N 17.372 38.042 -10.408 -5.047 -0.432 -1.816 H5 1H5 33 1H5 H6 H6 H 0 1 N N N 17.046 40.684 -10.848 -4.338 0.732 1.117 H6 1H5 34 1H5 H7 H7 H 0 1 N N N 17.046 42.425 -9.098 -2.483 -0.674 2.030 H7 1H5 35 1H5 H8 H8 H 0 1 N N N 15.626 42.682 -10.168 -4.046 -1.110 2.769 H8 1H5 36 1H5 H9 H9 H 0 1 N N N 13.680 41.517 -6.445 -2.127 -3.986 -1.192 H9 1H5 37 1H5 H10 H10 H 0 1 N N N 14.037 39.851 -6.134 -2.428 -4.572 0.353 H10 1H5 38 1H5 H11 H11 H 0 1 N N N 19.170 41.042 -5.195 1.700 -0.350 -0.959 H11 1H5 39 1H5 H12 H12 H 0 1 N N N 18.662 42.316 -1.624 5.546 -1.706 -1.685 H12 1H5 40 1H5 H13 H13 H 0 1 N N N 22.408 44.534 -1.991 7.034 0.845 1.435 H13 1H5 41 1H5 H14 H14 H 0 1 N N N 22.803 43.412 -4.192 4.712 1.658 1.773 H14 1H5 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 1H5 F7 C4 SING N N 1 1H5 F15 C10 SING N N 2 1H5 C10 C11 SING N N 3 1H5 C10 C8 SING N N 4 1H5 F28 C9 SING N N 5 1H5 C9 C8 SING N N 6 1H5 C4 C3 DOUB Y N 7 1H5 C4 C5 SING Y N 8 1H5 C11 O12 SING N N 9 1H5 C3 C2 SING Y N 10 1H5 C8 C5 SING N N 11 1H5 C8 N14 SING N N 12 1H5 C5 C6 DOUB Y N 13 1H5 O12 C13 SING N N 14 1H5 C2 C1 DOUB Y N 15 1H5 N14 C13 DOUB N N 16 1H5 C13 N16 SING N N 17 1H5 C6 C1 SING Y N 18 1H5 C1 N17 SING N N 19 1H5 O20 C18 DOUB N N 20 1H5 N17 C18 SING N N 21 1H5 C18 C19 SING N N 22 1H5 C19 C25 DOUB Y N 23 1H5 C19 N21 SING Y N 24 1H5 C25 C24 SING Y N 25 1H5 N21 C22 DOUB Y N 26 1H5 C24 C23 DOUB Y N 27 1H5 C22 C23 SING Y N 28 1H5 C23 C26 SING N N 29 1H5 C26 N27 TRIP N N 30 1H5 C2 H1 SING N N 31 1H5 C3 H2 SING N N 32 1H5 C6 H3 SING N N 33 1H5 C9 H4 SING N N 34 1H5 C9 H5 SING N N 35 1H5 C10 H6 SING N N 36 1H5 C11 H7 SING N N 37 1H5 C11 H8 SING N N 38 1H5 N16 H9 SING N N 39 1H5 N16 H10 SING N N 40 1H5 N17 H11 SING N N 41 1H5 C22 H12 SING N N 42 1H5 C24 H13 SING N N 43 1H5 C25 H14 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 1H5 SMILES ACDLabs 12.01 "FCC1(N=C(OCC1F)N)c3cc(NC(=O)c2ncc(C#N)cc2)ccc3F" 1H5 InChI InChI 1.03 "InChI=1S/C18H14F3N5O2/c19-9-18(15(21)8-28-17(23)26-18)12-5-11(2-3-13(12)20)25-16(27)14-4-1-10(6-22)7-24-14/h1-5,7,15H,8-9H2,(H2,23,26)(H,25,27)/t15-,18+/m0/s1" 1H5 InChIKey InChI 1.03 MMPPCMJOPZGPPA-MAUKXSAKSA-N 1H5 SMILES_CANONICAL CACTVS 3.370 "NC1=N[C@@](CF)([C@@H](F)CO1)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1H5 SMILES CACTVS 3.370 "NC1=N[C](CF)([CH](F)CO1)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1H5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1NC(=O)c2ccc(cn2)C#N)[C@@]3([C@H](COC(=N3)N)F)CF)F" 1H5 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1NC(=O)c2ccc(cn2)C#N)C3(C(COC(=N3)N)F)CF)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 1H5 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(4S,5R)-2-amino-5-fluoro-4-(fluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl]-4-fluorophenyl}-5-cyanopyridine-2-carboxamide" 1H5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[3-[(4S,5R)-2-azanyl-5-fluoranyl-4-(fluoranylmethyl)-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 1H5 "Create component" 2013-02-04 RCSB 1H5 "Initial release" 2013-05-01 RCSB #