data_1HH # _chem_comp.id 1HH _chem_comp.name "N-{3-[(4R,5R,6R)-2-amino-5-fluoro-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 H14 F5 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 439.339 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1HH _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 4J1I _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 1HH C8 C8 C 0 1 Y N N 20.532 -40.327 8.010 1.166 2.399 -0.232 C8 1HH 1 1HH C3 C3 C 0 1 N N R 15.263 -41.348 9.610 -4.404 -0.847 -0.056 C3 1HH 2 1HH C5 C5 C 0 1 N N N 14.973 -40.387 7.409 -2.666 -2.267 -0.827 C5 1HH 3 1HH C9 C9 C 0 1 Y N N 20.195 -39.802 9.257 -0.067 3.019 -0.265 C9 1HH 4 1HH C11 C11 C 0 1 Y N N 18.170 -40.039 7.295 0.120 0.301 -0.765 C11 1HH 5 1HH C14 C14 C 0 1 Y N N 17.834 -39.535 8.530 -1.113 0.923 -0.785 C14 1HH 6 1HH C7 C7 C 0 1 Y N N 19.501 -40.424 7.019 1.263 1.036 -0.482 C7 1HH 7 1HH C2 C2 C 0 1 N N R 15.800 -39.946 9.984 -3.315 0.222 0.117 C2 1HH 8 1HH C21 C21 C 0 1 N N N 20.917 -41.456 5.266 3.461 0.833 0.406 C21 1HH 9 1HH C22 C22 C 0 1 Y N N 20.859 -42.106 3.928 4.820 0.244 0.360 C22 1HH 10 1HH C12 C12 C 0 1 N N N 16.384 -37.647 9.312 -3.040 0.677 -2.326 C12 1HH 11 1HH C10 C10 C 0 1 Y N N 18.855 -39.413 9.502 -1.207 2.283 -0.541 C10 1HH 12 1HH C1 C1 C 0 1 N N R 16.418 -39.112 8.839 -2.356 0.122 -1.074 C1 1HH 13 1HH O4 O4 O 0 1 N N N 15.043 -41.478 8.196 -3.767 -2.128 -0.066 O4 1HH 14 1HH N6 N6 N 0 1 N N N 15.605 -39.272 7.638 -1.993 -1.275 -1.300 N6 1HH 15 1HH F13 F13 F 0 1 N N N 18.541 -38.904 10.714 -2.413 2.892 -0.573 F13 1HH 16 1HH F15 F15 F 0 1 N N N 16.448 -42.304 11.375 -4.717 -0.990 2.311 F15 1HH 17 1HH F16 F16 F 0 1 N N N 15.725 -43.661 9.768 -5.988 0.497 1.131 F16 1HH 18 1HH F17 F17 F 0 1 N N N 17.433 -42.449 9.343 -6.383 -1.745 0.944 F17 1HH 19 1HH F18 F18 F 0 1 N N N 14.637 -39.282 10.337 -3.900 1.492 0.147 F18 1HH 20 1HH N19 N19 N 0 1 N N N 14.254 -40.529 6.253 -2.234 -3.538 -1.115 N19 1HH 21 1HH N20 N20 N 0 1 N N N 19.740 -40.996 5.764 2.512 0.405 -0.450 N20 1HH 22 1HH O23 O23 O 0 1 N N N 21.934 -41.422 5.934 3.202 1.702 1.216 O23 1HH 23 1HH C24 C24 C 0 1 Y N N 21.793 -43.099 3.579 5.794 0.693 1.250 C24 1HH 24 1HH C25 C25 C 0 1 Y N N 21.635 -43.728 2.332 7.061 0.138 1.200 C25 1HH 25 1HH C26 C26 C 0 1 Y N N 20.524 -43.363 1.522 7.312 -0.860 0.251 C26 1HH 26 1HH C27 C27 C 0 1 Y N N 19.643 -42.375 1.970 6.282 -1.257 -0.607 C27 1HH 27 1HH N28 N28 N 0 1 Y N N 19.845 -41.833 3.144 5.091 -0.709 -0.524 N28 1HH 28 1HH C29 C29 C 0 1 N N N 20.321 -43.962 0.231 8.609 -1.461 0.156 C29 1HH 29 1HH N30 N30 N 0 1 N N N 20.168 -44.433 -0.791 9.637 -1.938 0.081 N30 1HH 30 1HH C31 C31 C 0 1 N N N 16.240 -42.434 10.035 -5.394 -0.769 1.107 C31 1HH 31 1HH H1 H1 H 0 1 N N N 21.540 -40.651 7.797 2.055 2.974 -0.017 H1 1HH 32 1HH H2 H2 H 0 1 N N N 14.315 -41.505 10.146 -4.930 -0.688 -0.998 H2 1HH 33 1HH H3 H3 H 0 1 N N N 20.946 -39.693 10.026 -0.143 4.080 -0.074 H3 1HH 34 1HH H4 H4 H 0 1 N N N 17.412 -40.141 6.532 0.193 -0.760 -0.955 H4 1HH 35 1HH H5 H5 H 0 1 N N N 16.511 -40.025 10.820 -2.771 0.046 1.044 H5 1HH 36 1HH H6 H6 H 0 1 N N N 17.000 -37.539 10.217 -2.358 0.609 -3.173 H6 1HH 37 1HH H7 H7 H 0 1 N N N 16.781 -36.996 8.519 -3.939 0.098 -2.535 H7 1HH 38 1HH H8 H8 H 0 1 N N N 15.347 -37.359 9.538 -3.309 1.720 -2.160 H8 1HH 39 1HH H9 H9 H 0 1 N N N 14.217 -39.780 5.592 -1.443 -3.669 -1.661 H9 1HH 40 1HH H10 H10 H 0 1 N N N 13.766 -41.382 6.069 -2.720 -4.305 -0.773 H10 1HH 41 1HH H11 H11 H 0 1 N N N 18.947 -41.076 5.160 2.694 -0.340 -1.044 H11 1HH 42 1HH H12 H12 H 0 1 N N N 22.600 -43.368 4.244 5.564 1.465 1.969 H12 1HH 43 1HH H13 H13 H 0 1 N N N 22.342 -44.472 1.996 7.836 0.466 1.877 H13 1HH 44 1HH H14 H14 H 0 1 N N N 18.809 -42.064 1.358 6.466 -2.026 -1.343 H14 1HH 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 1HH N30 C29 TRIP N N 1 1HH C29 C26 SING N N 2 1HH C26 C27 DOUB Y N 3 1HH C26 C25 SING Y N 4 1HH C27 N28 SING Y N 5 1HH C25 C24 DOUB Y N 6 1HH N28 C22 DOUB Y N 7 1HH C24 C22 SING Y N 8 1HH C22 C21 SING N N 9 1HH C21 N20 SING N N 10 1HH C21 O23 DOUB N N 11 1HH N20 C7 SING N N 12 1HH N19 C5 SING N N 13 1HH C7 C11 DOUB Y N 14 1HH C7 C8 SING Y N 15 1HH C11 C14 SING Y N 16 1HH C5 N6 DOUB N N 17 1HH C5 O4 SING N N 18 1HH N6 C1 SING N N 19 1HH C8 C9 DOUB Y N 20 1HH O4 C3 SING N N 21 1HH C14 C1 SING N N 22 1HH C14 C10 DOUB Y N 23 1HH C1 C12 SING N N 24 1HH C1 C2 SING N N 25 1HH C9 C10 SING Y N 26 1HH F17 C31 SING N N 27 1HH C10 F13 SING N N 28 1HH C3 C2 SING N N 29 1HH C3 C31 SING N N 30 1HH F16 C31 SING N N 31 1HH C2 F18 SING N N 32 1HH C31 F15 SING N N 33 1HH C8 H1 SING N N 34 1HH C3 H2 SING N N 35 1HH C9 H3 SING N N 36 1HH C11 H4 SING N N 37 1HH C2 H5 SING N N 38 1HH C12 H6 SING N N 39 1HH C12 H7 SING N N 40 1HH C12 H8 SING N N 41 1HH N19 H9 SING N N 42 1HH N19 H10 SING N N 43 1HH N20 H11 SING N N 44 1HH C24 H12 SING N N 45 1HH C25 H13 SING N N 46 1HH C27 H14 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 1HH SMILES ACDLabs 12.01 "FC1C(N=C(OC1C(F)(F)F)N)(c3cc(NC(=O)c2ncc(C#N)cc2)ccc3F)C" 1HH InChI InChI 1.03 "InChI=1S/C19H14F5N5O2/c1-18(14(21)15(19(22,23)24)31-17(26)29-18)11-6-10(3-4-12(11)20)28-16(30)13-5-2-9(7-25)8-27-13/h2-6,8,14-15H,1H3,(H2,26,29)(H,28,30)/t14-,15+,18+/m0/s1" 1HH InChIKey InChI 1.03 UMHIFKHNODSZCU-HDMKZQKVSA-N 1HH SMILES_CANONICAL CACTVS 3.370 "C[C@@]1(N=C(N)O[C@H]([C@@H]1F)C(F)(F)F)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1HH SMILES CACTVS 3.370 "C[C]1(N=C(N)O[CH]([CH]1F)C(F)(F)F)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1HH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@]1([C@H]([C@@H](OC(=N1)N)C(F)(F)F)F)c2cc(ccc2F)NC(=O)c3ccc(cn3)C#N" 1HH SMILES "OpenEye OEToolkits" 1.7.6 "CC1(C(C(OC(=N1)N)C(F)(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 1HH "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(4R,5R,6R)-2-amino-5-fluoro-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl]-4-fluorophenyl}-5-cyanopyridine-2-carboxamide" 1HH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[3-[(4R,5R,6R)-2-azanyl-5-fluoranyl-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 1HH "Create component" 2013-02-07 RCSB 1HH "Initial release" 2013-05-01 RCSB #