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 
# 
