data_6T9
# 
_chem_comp.id                                    6T9 
_chem_comp.name                                  "5-Ethoxy-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H19 F3 N4 O3" 
_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                    2014-09-05 
_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                        408.374 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6T9 
_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        3ZLQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
6T9 C1   C1   C 0 1 N N N 5.236  24.025 14.713 -5.522 1.561  -0.287 C1   6T9 1  
6T9 C2   C2   C 0 1 N N N 4.588  25.127 15.555 -4.596 0.360  -0.530 C2   6T9 2  
6T9 O3   O3   O 0 1 N N N 6.663  24.151 14.757 -4.720 2.747  -0.306 O3   6T9 3  
6T9 C4   C4   C 0 1 N N N 7.179  24.541 15.941 -3.569 2.727  0.390  C4   6T9 4  
6T9 N5   N5   N 0 1 N N N 6.518  24.944 16.972 -3.009 1.647  0.817  N5   6T9 5  
6T9 C6   C6   C 0 1 N N R 5.047  25.040 17.004 -3.567 0.315  0.604  C6   6T9 6  
6T9 C7   C7   C 0 1 Y N N 4.427  23.821 17.635 -2.460 -0.640 0.238  C7   6T9 7  
6T9 C8   C8   C 0 1 Y N N 5.214  22.767 17.888 -1.159 -0.186 0.147  C8   6T9 8  
6T9 C9   C9   C 0 1 Y N N 4.671  21.660 18.498 -0.139 -1.066 -0.190 C9   6T9 9  
6T9 C10  C10  C 0 1 Y N N 3.319  21.575 18.824 -0.430 -2.401 -0.435 C10  6T9 10 
6T9 C11  C11  C 0 1 Y N N 2.512  22.649 18.547 -1.732 -2.852 -0.344 C11  6T9 11 
6T9 C12  C12  C 0 1 Y N N 3.080  23.768 17.934 -2.747 -1.973 -0.002 C12  6T9 12 
6T9 F13  F13  F 0 1 N N N 2.303  24.832 17.634 -4.019 -2.417 0.092  F13  6T9 13 
6T9 N14  N14  N 0 1 N N N 8.521  24.510 16.026 -2.956 3.925  0.662  N14  6T9 14 
6T9 C15  C15  C 0 1 N N N 4.529  26.284 17.739 -4.246 -0.164 1.888  C15  6T9 15 
6T9 N16  N16  N 0 1 N N N 5.558  20.607 18.714 1.180  -0.607 -0.282 N16  6T9 16 
6T9 C17  C17  C 0 1 N N N 5.199  19.458 19.333 2.199  -1.406 0.091  C17  6T9 17 
6T9 C18  C18  C 0 1 Y N N 6.275  18.449 19.416 3.584  -0.888 0.090  C18  6T9 18 
6T9 O19  O19  O 0 1 N N N 4.063  19.253 19.719 1.980  -2.553 0.429  O19  6T9 19 
6T9 N20  N20  N 0 1 Y N N 7.487  18.951 19.315 3.816  0.366  -0.280 N20  6T9 20 
6T9 C21  C21  C 0 1 Y N N 8.558  18.227 19.346 5.030  0.868  -0.295 C21  6T9 21 
6T9 C22  C22  C 0 1 Y N N 8.430  16.871 19.447 6.126  0.095  0.080  C22  6T9 22 
6T9 C23  C23  C 0 1 Y N N 7.175  16.273 19.534 5.924  -1.225 0.475  C23  6T9 23 
6T9 C24  C24  C 0 1 Y N N 6.046  17.076 19.505 4.633  -1.719 0.484  C24  6T9 24 
6T9 O25  O25  O 0 1 N N N 9.567  16.155 19.441 7.377  0.622  0.061  O25  6T9 25 
6T9 F26  F26  F 0 1 N N N 4.863  26.422 15.150 -5.346 -0.821 -0.535 F26  6T9 26 
6T9 F27  F27  F 0 1 N N N 3.226  24.945 15.519 -3.941 0.509  -1.758 F27  6T9 27 
6T9 C28  C28  C 0 1 N N N 10.821 16.778 19.166 7.501  1.983  -0.356 C28  6T9 28 
6T9 C29  C29  C 0 1 N N N 11.816 16.303 20.222 8.973  2.398  -0.314 C29  6T9 29 
6T9 H11C H11C H 0 0 N N N 4.944  23.042 15.112 -6.274 1.612  -1.075 H11C 6T9 30 
6T9 H12C H12C H 0 0 N N N 4.894  24.114 13.671 -6.009 1.460  0.682  H12C 6T9 31 
6T9 H141 H141 H 0 0 N N N 9.065  24.212 15.242 -3.354 4.754  0.354  H141 6T9 32 
6T9 H142 H142 H 0 0 N N N 8.975  24.785 16.873 -2.125 3.942  1.162  H142 6T9 33 
6T9 H151 H151 H 0 0 N N N 4.847  26.248 18.791 -4.659 -1.161 1.731  H151 6T9 34 
6T9 H152 H152 H 0 0 N N N 4.938  27.188 17.264 -3.515 -0.197 2.696  H152 6T9 35 
6T9 H153 H153 H 0 0 N N N 3.430  26.309 17.688 -5.049 0.524  2.153  H153 6T9 36 
6T9 H8   H8   H 0 1 N N N 6.259  22.786 17.617 -0.935 0.853  0.338  H8   6T9 37 
6T9 H10  H10  H 0 1 N N N 2.916  20.685 19.284 0.362  -3.087 -0.698 H10  6T9 38 
6T9 H16  H16  H 0 1 N N N 6.502  20.705 18.398 1.361  0.286  -0.615 H16  6T9 39 
6T9 H11  H11  H 0 1 N N N 1.462  22.630 18.797 -1.959 -3.890 -0.535 H11  6T9 40 
6T9 H24  H24  H 0 1 N N N 5.049  16.664 19.549 4.439  -2.737 0.788  H24  6T9 41 
6T9 H21  H21  H 0 1 N N N 9.534  18.686 19.293 5.180  1.893  -0.602 H21  6T9 42 
6T9 H23  H23  H 0 1 N N N 7.083  15.201 19.623 6.756  -1.847 0.770  H23  6T9 43 
6T9 H281 H281 H 0 0 N N N 11.171 16.489 18.164 7.123  2.087  -1.374 H281 6T9 44 
6T9 H282 H282 H 0 0 N N N 10.715 17.872 19.216 6.924  2.622  0.312  H282 6T9 45 
6T9 H291 H291 H 0 0 N N N 12.796 16.767 20.038 9.067  3.436  -0.632 H291 6T9 46 
6T9 H292 H292 H 0 0 N N N 11.456 16.591 21.221 9.350  2.294  0.703  H292 6T9 47 
6T9 H293 H293 H 0 0 N N N 11.912 15.209 20.169 9.550  1.759  -0.983 H293 6T9 48 
# 
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 
6T9 C1  C2   SING N N 1  
6T9 C1  O3   SING N N 2  
6T9 C2  C6   SING N N 3  
6T9 C2  F26  SING N N 4  
6T9 C2  F27  SING N N 5  
6T9 O3  C4   SING N N 6  
6T9 C4  N5   DOUB N N 7  
6T9 C4  N14  SING N N 8  
6T9 N5  C6   SING N N 9  
6T9 C6  C7   SING N N 10 
6T9 C6  C15  SING N N 11 
6T9 C7  C8   SING Y N 12 
6T9 C7  C12  DOUB Y N 13 
6T9 C8  C9   DOUB Y N 14 
6T9 C9  C10  SING Y N 15 
6T9 C9  N16  SING N N 16 
6T9 C10 C11  DOUB Y N 17 
6T9 C11 C12  SING Y N 18 
6T9 C12 F13  SING N N 19 
6T9 N16 C17  SING N N 20 
6T9 C17 C18  SING N N 21 
6T9 C17 O19  DOUB N N 22 
6T9 C18 N20  DOUB Y N 23 
6T9 C18 C24  SING Y N 24 
6T9 N20 C21  SING Y N 25 
6T9 C21 C22  DOUB Y N 26 
6T9 C22 C23  SING Y N 27 
6T9 C22 O25  SING N N 28 
6T9 C23 C24  DOUB Y N 29 
6T9 O25 C28  SING N N 30 
6T9 C28 C29  SING N N 31 
6T9 C1  H11C SING N N 32 
6T9 C1  H12C SING N N 33 
6T9 N14 H141 SING N N 34 
6T9 N14 H142 SING N N 35 
6T9 C15 H151 SING N N 36 
6T9 C15 H152 SING N N 37 
6T9 C15 H153 SING N N 38 
6T9 C8  H8   SING N N 39 
6T9 C10 H10  SING N N 40 
6T9 N16 H16  SING N N 41 
6T9 C11 H11  SING N N 42 
6T9 C24 H24  SING N N 43 
6T9 C21 H21  SING N N 44 
6T9 C23 H23  SING N N 45 
6T9 C28 H281 SING N N 46 
6T9 C28 H282 SING N N 47 
6T9 C29 H291 SING N N 48 
6T9 C29 H292 SING N N 49 
6T9 C29 H293 SING N N 50 
# 
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 
6T9 SMILES           ACDLabs              12.01 "FC1(F)C(N=C(OC1)N)(c3cc(NC(=O)c2ncc(OCC)cc2)ccc3F)C"                                                                                                             
6T9 InChI            InChI                1.03  "InChI=1S/C19H19F3N4O3/c1-3-28-12-5-7-15(24-9-12)16(27)25-11-4-6-14(20)13(8-11)18(2)19(21,22)10-29-17(23)26-18/h4-9H,3,10H2,1-2H3,(H2,23,26)(H,25,27)/t18-/m1/s1" 
6T9 InChIKey         InChI                1.03  DWKGLYKXNUIYDM-GOSISDBHSA-N                                                                                                                                       
6T9 SMILES_CANONICAL CACTVS               3.385 "CCOc1ccc(nc1)C(=O)Nc2ccc(F)c(c2)[C@@]3(C)N=C(N)OCC3(F)F"                                                                                                         
6T9 SMILES           CACTVS               3.385 "CCOc1ccc(nc1)C(=O)Nc2ccc(F)c(c2)[C]3(C)N=C(N)OCC3(F)F"                                                                                                           
6T9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCOc1ccc(nc1)C(=O)Nc2ccc(c(c2)[C@@]3(C(COC(=N3)N)(F)F)C)F"                                                                                                       
6T9 SMILES           "OpenEye OEToolkits" 1.9.2 "CCOc1ccc(nc1)C(=O)Nc2ccc(c(c2)C3(C(COC(=N3)N)(F)F)C)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 
6T9 "SYSTEMATIC NAME" ACDLabs              12.01 "N-{3-[(4R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-1,3-oxazin-4-yl]-4-fluorophenyl}-5-ethoxypyridine-2-carboxamide" 
6T9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[3-[(4R)-2-azanyl-5,5-bis(fluoranyl)-4-methyl-6H-1,3-oxazin-4-yl]-4-fluoranyl-phenyl]-5-ethoxy-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 
6T9 "Create component"  2013-02-04 EBI  
6T9 "Initial release"   2013-05-01 RCSB 
6T9 "Modify descriptor" 2014-09-05 RCSB 
# 
