data_5T8
# 
_chem_comp.id                                    5T8 
_chem_comp.name                                  "(5~{R})-5-[3-[(3-chloranylquinolin-8-yl)amino]phenyl]-5-methyl-2,6-dihydro-1,4-oxazin-3-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H19 Cl N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-11-27 
_chem_comp.pdbx_modified_date                    2016-02-19 
_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                        366.844 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5T8 
_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        5F00 
_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 
5T8 C4  C1  C  0 1 N N N -14.853 42.288 8.327  6.381  1.572  0.361  C4  5T8 1  
5T8 C6  C2  C  0 1 N N N -16.038 41.019 9.989  5.406  -0.603 0.365  C6  5T8 2  
5T8 C7  C3  C  0 1 Y N N -20.019 39.525 8.799  1.856  -2.572 1.242  C7  5T8 3  
5T8 C8  C4  C  0 1 Y N N -20.315 40.133 7.596  0.644  -1.923 1.113  C8  5T8 4  
5T8 C10 C5  C  0 1 Y N N -17.954 40.544 7.288  1.741  -0.118 -0.038 C10 5T8 5  
5T8 C13 C6  C  0 1 N N N -16.053 38.531 9.756  4.394  -0.625 -1.918 C13 5T8 6  
5T8 C17 C7  C  0 1 Y N N -21.602 42.435 5.962  -1.690 -2.072 -0.381 C17 5T8 7  
5T8 C20 C8  C  0 1 Y N N -20.331 42.707 3.919  -3.052 -0.122 0.010  C20 5T8 8  
5T8 C21 C9  C  0 1 Y N N -21.289 43.620 3.432  -4.197 -0.874 -0.350 C21 5T8 9  
5T8 C22 C10 C  0 1 Y N N -21.075 44.203 2.153  -5.458 -0.249 -0.328 C22 5T8 10 
5T8 C24 C11 C  0 1 Y N N -19.059 42.926 1.997  -4.353 1.746  0.385  C24 5T8 11 
5T8 C1  C12 C  0 1 N N R -16.258 39.853 9.005  4.204  -0.161 -0.473 C1  5T8 12 
5T8 N2  N1  N  0 1 N N N -15.321 39.917 7.879  4.084  1.294  -0.443 N2  5T8 13 
5T8 C3  C13 C  0 1 N N N -14.683 40.991 7.578  5.036  2.072  -0.083 C3  5T8 14 
5T8 O5  O1  O  0 1 N N N -15.978 42.250 9.248  6.536  0.198  -0.005 O5  5T8 15 
5T8 C9  C14 C  0 1 Y N N -19.264 40.648 6.839  0.582  -0.692 0.471  C9  5T8 16 
5T8 C11 C15 C  0 1 Y N N -17.671 39.948 8.489  2.949  -0.776 0.090  C11 5T8 17 
5T8 C12 C16 C  0 1 Y N N -18.708 39.438 9.238  3.007  -1.999 0.733  C12 5T8 18 
5T8 N14 N2  N  0 1 N N N -13.821 40.941 6.508  4.816  3.424  -0.103 N14 5T8 19 
5T8 N15 N3  N  0 1 N N N -19.493 41.245 5.600  -0.642 -0.032 0.338  N15 5T8 20 
5T8 C16 C17 C  0 1 Y N N -20.496 42.117 5.190  -1.786 -0.748 -0.012 C16 5T8 21 
5T8 C18 C18 C  0 1 Y N N -22.530 43.348 5.461  -2.823 -2.797 -0.738 C18 5T8 22 
5T8 C19 C19 C  0 1 Y N N -22.403 43.931 4.229  -4.056 -2.220 -0.726 C19 5T8 23 
5T8 C23 C20 C  0 1 Y N N -19.945 43.837 1.455  -5.520 1.065  0.043  C23 5T8 24 
5T8 N25 N4  N  0 1 Y N N -19.268 42.399 3.172  -3.181 1.159  0.362  N25 5T8 25 
5T8 CL2 CL1 CL 0 0 N N N -19.595 44.478 -0.118 -7.050 1.884  0.088  CL2 5T8 26 
5T8 H1  H1  H  0 1 N N N -13.935 42.490 8.898  7.163  2.164  -0.116 H1  5T8 27 
5T8 H2  H2  H  0 1 N N N -15.018 43.097 7.600  6.464  1.670  1.443  H2  5T8 28 
5T8 H3  H3  H  0 1 N N N -16.872 41.060 10.705 5.188  -0.462 1.424  H3  5T8 29 
5T8 H4  H4  H  0 1 N N N -15.094 40.869 10.533 5.622  -1.654 0.172  H4  5T8 30 
5T8 H5  H5  H  0 1 N N N -20.815 39.114 9.402  1.905  -3.527 1.744  H5  5T8 31 
5T8 H6  H6  H  0 1 N N N -21.335 40.208 7.250  -0.255 -2.371 1.510  H6  5T8 32 
5T8 H7  H7  H  0 1 N N N -17.150 40.937 6.684  1.696  0.836  -0.541 H7  5T8 33 
5T8 H8  H8  H  0 1 N N N -16.754 38.477 10.602 4.475  -1.712 -1.943 H8  5T8 34 
5T8 H9  H9  H  0 1 N N N -16.238 37.689 9.073  3.539  -0.311 -2.516 H9  5T8 35 
5T8 H10 H10 H  0 1 N N N -15.020 38.479 10.131 5.304  -0.184 -2.325 H10 5T8 36 
5T8 H11 H11 H  0 1 N N N -21.743 41.984 6.933  -0.722 -2.552 -0.398 H11 5T8 37 
5T8 H12 H12 H  0 1 N N N -21.778 44.912 1.741  -6.351 -0.793 -0.597 H12 5T8 38 
5T8 H13 H13 H  0 1 N N N -18.178 42.645 1.438  -4.416 2.784  0.675  H13 5T8 39 
5T8 H14 H14 H  0 1 N N N -18.496 38.962 10.184 3.954  -2.507 0.840  H14 5T8 40 
5T8 H15 H15 H  0 1 N N N -13.709 40.090 5.996  3.956  3.772  -0.385 H15 5T8 41 
5T8 H16 H16 H  0 1 N N N -13.306 41.756 6.242  5.522  4.034  0.165  H16 5T8 42 
5T8 H17 H17 H  0 1 N N N -18.828 41.008 4.891  -0.696 0.925  0.490  H17 5T8 43 
5T8 H18 H18 H  0 1 N N N -23.384 43.606 6.070  -2.723 -3.833 -1.027 H18 5T8 44 
5T8 H19 H19 H  0 1 N N N -23.152 44.623 3.873  -4.926 -2.798 -1.002 H19 5T8 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 
5T8 CL2 C23 SING N N 1  
5T8 C23 C24 DOUB Y N 2  
5T8 C23 C22 SING Y N 3  
5T8 C24 N25 SING Y N 4  
5T8 C22 C21 DOUB Y N 5  
5T8 N25 C20 DOUB Y N 6  
5T8 C21 C20 SING Y N 7  
5T8 C21 C19 SING Y N 8  
5T8 C20 C16 SING Y N 9  
5T8 C19 C18 DOUB Y N 10 
5T8 C16 N15 SING N N 11 
5T8 C16 C17 DOUB Y N 12 
5T8 C18 C17 SING Y N 13 
5T8 N15 C9  SING N N 14 
5T8 N14 C3  SING N N 15 
5T8 C9  C10 DOUB Y N 16 
5T8 C9  C8  SING Y N 17 
5T8 C10 C11 SING Y N 18 
5T8 C3  N2  DOUB N N 19 
5T8 C3  C4  SING N N 20 
5T8 C8  C7  DOUB Y N 21 
5T8 N2  C1  SING N N 22 
5T8 C4  O5  SING N N 23 
5T8 C11 C1  SING N N 24 
5T8 C11 C12 DOUB Y N 25 
5T8 C7  C12 SING Y N 26 
5T8 C1  C13 SING N N 27 
5T8 C1  C6  SING N N 28 
5T8 O5  C6  SING N N 29 
5T8 C4  H1  SING N N 30 
5T8 C4  H2  SING N N 31 
5T8 C6  H3  SING N N 32 
5T8 C6  H4  SING N N 33 
5T8 C7  H5  SING N N 34 
5T8 C8  H6  SING N N 35 
5T8 C10 H7  SING N N 36 
5T8 C13 H8  SING N N 37 
5T8 C13 H9  SING N N 38 
5T8 C13 H10 SING N N 39 
5T8 C17 H11 SING N N 40 
5T8 C22 H12 SING N N 41 
5T8 C24 H13 SING N N 42 
5T8 C12 H14 SING N N 43 
5T8 N14 H15 SING N N 44 
5T8 N14 H16 SING N N 45 
5T8 N15 H17 SING N N 46 
5T8 C18 H18 SING N N 47 
5T8 C19 H19 SING N N 48 
# 
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 
5T8 InChI            InChI                1.03  "InChI=1S/C20H19ClN4O/c1-20(12-26-11-18(22)25-20)14-5-3-6-16(9-14)24-17-7-2-4-13-8-15(21)10-23-19(13)17/h2-10,24H,11-12H2,1H3,(H2,22,25)/t20-/m0/s1" 
5T8 InChIKey         InChI                1.03  MISZEAYFRRVHET-FQEVSTJZSA-N                                                                                                                          
5T8 SMILES_CANONICAL CACTVS               3.385 "C[C@]1(COCC(=N1)N)c2cccc(Nc3cccc4cc(Cl)cnc34)c2"                                                                                                    
5T8 SMILES           CACTVS               3.385 "C[C]1(COCC(=N1)N)c2cccc(Nc3cccc4cc(Cl)cnc34)c2"                                                                                                     
5T8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@]1(COCC(=N1)N)c2cccc(c2)Nc3cccc4c3ncc(c4)Cl"                                                                                                    
5T8 SMILES           "OpenEye OEToolkits" 2.0.4 "CC1(COCC(=N1)N)c2cccc(c2)Nc3cccc4c3ncc(c4)Cl"                                                                                                       
# 
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 
5T8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(5~{R})-5-[3-[(3-chloranylquinolin-8-yl)amino]phenyl]-5-methyl-2,6-dihydro-1,4-oxazin-3-amine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5T8 "Create component" 2015-11-27 EBI  
5T8 "Initial release"  2016-02-24 RCSB 
# 
