data_1HM # _chem_comp.id 1HM _chem_comp.name "N-{3-[(4S,6S)-2-amino-4-(fluoromethyl)-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 1HM _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 4J1E _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 1HM C1 C1 C 0 1 N N S -16.132 -41.117 -9.469 -3.334 -1.172 0.396 C1 1HM 1 1HM C2 C2 C 0 1 N N N -16.260 -39.731 -10.090 -3.766 0.162 -0.229 C2 1HM 2 1HM C4 C4 C 0 1 N N N -15.262 -39.960 -7.549 -2.497 -1.727 -1.754 C4 1HM 3 1HM C6 C6 C 0 1 N N S -16.913 -38.811 -8.985 -2.659 0.621 -1.185 C6 1HM 4 1HM C12 C12 C 0 1 Y N N -19.430 -38.929 -9.533 -1.625 2.169 0.491 C12 1HM 5 1HM C15 C15 C 0 1 N N N -16.824 -37.276 -9.255 -3.184 1.759 -2.062 C15 1HM 6 1HM C17 C17 C 0 1 N N N -21.302 -41.203 -5.316 3.217 1.047 0.180 C17 1HM 7 1HM C18 C18 C 0 1 Y N N -21.156 -41.880 -4.031 4.536 0.372 0.146 C18 1HM 8 1HM O3 O3 O 0 1 N N N -15.253 -41.050 -8.299 -3.175 -2.124 -0.661 O3 1HM 9 1HM N5 N5 N 0 1 N N N -16.039 -38.930 -7.827 -2.246 -0.495 -2.033 N5 1HM 10 1HM C7 C7 C 0 1 Y N N -18.337 -39.185 -8.606 -1.477 1.107 -0.386 C7 1HM 11 1HM C8 C8 C 0 1 Y N N -18.638 -39.670 -7.327 -0.249 0.494 -0.529 C8 1HM 12 1HM C9 C9 C 0 1 Y N N -19.990 -39.936 -7.029 0.840 0.943 0.207 C9 1HM 13 1HM C10 C10 C 0 1 Y N N -21.082 -39.736 -7.976 0.690 2.008 1.086 C10 1HM 14 1HM C11 C11 C 0 1 Y N N -20.772 -39.215 -9.257 -0.541 2.619 1.225 C11 1HM 15 1HM F13 F13 F 0 1 N N N -19.098 -38.481 -10.762 -2.827 2.771 0.625 F13 1HM 16 1HM N14 N14 N 0 1 N N N -14.455 -40.060 -6.413 -2.048 -2.692 -2.622 N14 1HM 17 1HM N16 N16 N 0 1 N N N -20.183 -40.581 -5.801 2.086 0.322 0.065 N16 1HM 18 1HM O19 O19 O 0 1 N N N -22.357 -41.257 -5.937 3.155 2.253 0.312 O19 1HM 19 1HM N20 N20 N 0 1 Y N N -20.069 -41.583 -3.280 4.594 -0.946 -0.004 N20 1HM 20 1HM C21 C21 C 0 1 Y N N -19.781 -42.230 -2.136 5.739 -1.588 -0.041 C21 1HM 21 1HM C22 C22 C 0 1 Y N N -20.694 -43.119 -1.622 6.949 -0.898 0.078 C22 1HM 22 1HM C23 C23 C 0 1 Y N N -21.886 -43.443 -2.371 6.926 0.492 0.238 C23 1HM 23 1HM C24 C24 C 0 1 Y N N -22.155 -42.785 -3.581 5.699 1.130 0.266 C24 1HM 24 1HM C25 C25 C 0 1 N N N -20.466 -43.746 -0.351 8.195 -1.604 0.038 C25 1HM 25 1HM N26 N26 N 0 1 N N N -20.293 -44.255 0.662 9.183 -2.164 0.006 N26 1HM 26 1HM C27 C27 C 0 1 N N N -15.465 -42.066 -10.534 -4.407 -1.658 1.372 C27 1HM 27 1HM F28 F28 F 0 1 N N N -14.253 -41.584 -10.879 -5.622 -1.805 0.695 F28 1HM 28 1HM F29 F29 F 0 1 N N N -15.323 -43.236 -9.892 -4.022 -2.890 1.913 F29 1HM 29 1HM F30 F30 F 0 1 N N N -16.365 -42.153 -11.569 -4.558 -0.724 2.403 F30 1HM 30 1HM F31 F31 F 0 1 N N N -15.472 -36.968 -9.668 -3.574 2.830 -1.252 F31 1HM 31 1HM H1 H1 H 0 1 N N N -17.124 -41.506 -9.198 -2.388 -1.043 0.922 H1 1HM 32 1HM H2 H2 H 0 1 N N N -15.268 -39.346 -10.370 -4.696 0.026 -0.782 H2 1HM 33 1HM H3 H3 H 0 1 N N N -16.903 -39.771 -10.982 -3.908 0.907 0.554 H3 1HM 34 1HM H4 H4 H 0 1 N N N -17.069 -36.722 -8.337 -2.397 2.086 -2.742 H4 1HM 35 1HM H5 H5 H 0 1 N N N -17.530 -36.996 -10.051 -4.040 1.408 -2.639 H5 1HM 36 1HM H6 H6 H 0 1 N N N -17.861 -39.834 -6.595 -0.134 -0.335 -1.212 H6 1HM 37 1HM H7 H7 H 0 1 N N N -22.100 -39.979 -7.708 1.536 2.358 1.659 H7 1HM 38 1HM H8 H8 H 0 1 N N N -21.543 -39.045 -9.994 -0.658 3.447 1.909 H8 1HM 39 1HM H9 H9 H 0 1 N N N -13.943 -40.900 -6.236 -2.222 -3.628 -2.439 H9 1HM 40 1HM H10 H10 H 0 1 N N N -14.390 -39.291 -5.777 -1.557 -2.437 -3.419 H10 1HM 41 1HM H11 H11 H 0 1 N N N -19.390 -40.588 -5.191 2.136 -0.629 -0.117 H11 1HM 42 1HM H12 H12 H 0 1 N N N -18.844 -42.053 -1.628 5.745 -2.661 -0.165 H12 1HM 43 1HM H13 H13 H 0 1 N N N -22.570 -44.192 -2.000 7.844 1.053 0.333 H13 1HM 44 1HM H14 H14 H 0 1 N N N -23.065 -42.956 -4.136 5.643 2.202 0.384 H14 1HM 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 1HM F30 C27 SING N N 1 1HM F28 C27 SING N N 2 1HM F13 C12 SING N N 3 1HM C27 F29 SING N N 4 1HM C27 C1 SING N N 5 1HM C2 C1 SING N N 6 1HM C2 C6 SING N N 7 1HM F31 C15 SING N N 8 1HM C12 C11 DOUB Y N 9 1HM C12 C7 SING Y N 10 1HM C1 O3 SING N N 11 1HM C11 C10 SING Y N 12 1HM C15 C6 SING N N 13 1HM C6 C7 SING N N 14 1HM C6 N5 SING N N 15 1HM C7 C8 DOUB Y N 16 1HM O3 C4 SING N N 17 1HM C10 C9 DOUB Y N 18 1HM N5 C4 DOUB N N 19 1HM C4 N14 SING N N 20 1HM C8 C9 SING Y N 21 1HM C9 N16 SING N N 22 1HM O19 C17 DOUB N N 23 1HM N16 C17 SING N N 24 1HM C17 C18 SING N N 25 1HM C18 C24 DOUB Y N 26 1HM C18 N20 SING Y N 27 1HM C24 C23 SING Y N 28 1HM N20 C21 DOUB Y N 29 1HM C23 C22 DOUB Y N 30 1HM C21 C22 SING Y N 31 1HM C22 C25 SING N N 32 1HM C25 N26 TRIP N N 33 1HM C1 H1 SING N N 34 1HM C2 H2 SING N N 35 1HM C2 H3 SING N N 36 1HM C15 H4 SING N N 37 1HM C15 H5 SING N N 38 1HM C8 H6 SING N N 39 1HM C10 H7 SING N N 40 1HM C11 H8 SING N N 41 1HM N14 H9 SING N N 42 1HM N14 H10 SING N N 43 1HM N16 H11 SING N N 44 1HM C21 H12 SING N N 45 1HM C23 H13 SING N N 46 1HM C24 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 1HM SMILES ACDLabs 12.01 "FC(F)(F)C3OC(=NC(c2cc(NC(=O)c1ncc(C#N)cc1)ccc2F)(CF)C3)N" 1HM InChI InChI 1.03 "InChI=1S/C19H14F5N5O2/c20-9-18(6-15(19(22,23)24)31-17(26)29-18)12-5-11(2-3-13(12)21)28-16(30)14-4-1-10(7-25)8-27-14/h1-5,8,15H,6,9H2,(H2,26,29)(H,28,30)/t15-,18+/m0/s1" 1HM InChIKey InChI 1.03 QCMXWFUAVCHHIA-MAUKXSAKSA-N 1HM SMILES_CANONICAL CACTVS 3.370 "NC1=N[C@@](CF)(C[C@H](O1)C(F)(F)F)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1HM SMILES CACTVS 3.370 "NC1=N[C](CF)(C[CH](O1)C(F)(F)F)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1HM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1NC(=O)c2ccc(cn2)C#N)[C@@]3(C[C@H](OC(=N3)N)C(F)(F)F)CF)F" 1HM SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1NC(=O)c2ccc(cn2)C#N)C3(CC(OC(=N3)N)C(F)(F)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 1HM "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(4S,6S)-2-amino-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl]-4-fluorophenyl}-5-cyanopyridine-2-carboxamide" 1HM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[3-[(4S,6S)-2-azanyl-4-(fluoranylmethyl)-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 1HM "Create component" 2013-02-07 RCSB 1HM "Initial release" 2013-05-01 RCSB #