data_1W2
# 
_chem_comp.id                                    1W2 
_chem_comp.name                                  "2-[(3aS,7aR)-2-amino-3a-(2,4-difluorophenyl)-3a,6,7,7a-tetrahydro[1,3]oxazolo[4,5-c]pyridin-5(4H)-yl]pyridine-3-carbonitrile" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H15 F2 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-06-25 
_chem_comp.pdbx_modified_date                    2013-09-13 
_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                        355.341 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1W2 
_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        4L7J 
_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 
1W2 C4  C4  C 0 1 Y N N 17.447 -9.062  17.682 -2.600 -0.188 0.145  C4  1W2 1  
1W2 C6  C6  C 0 1 Y N N 19.763 -9.314  17.586 -4.537 0.525  1.179  C6  1W2 2  
1W2 C8  C8  C 0 1 N N N 16.806 -6.928  18.687 -1.487 0.983  -1.561 C8  1W2 3  
1W2 C10 C10 C 0 1 N N R 14.771 -5.754  17.927 0.875  1.735  -1.263 C10 1W2 4  
1W2 C17 C17 C 0 1 Y N N 12.927 -7.089  16.817 1.884  0.005  0.258  C17 1W2 5  
1W2 C20 C20 C 0 1 Y N N 10.191 -7.331  16.585 3.733  -2.043 0.475  C20 1W2 6  
1W2 C21 C21 C 0 1 Y N N 10.775 -7.288  17.841 2.615  -2.202 -0.326 C21 1W2 7  
1W2 C22 C22 C 0 1 Y N N 12.143 -7.156  17.941 1.691  -1.178 -0.435 C22 1W2 8  
1W2 C1  C1  C 0 1 Y N N 19.629 -10.635 17.165 -5.057 -0.756 1.199  C1  1W2 9  
1W2 C2  C2  C 0 1 Y N N 18.372 -11.181 16.978 -4.314 -1.802 0.680  C2  1W2 10 
1W2 C3  C3  C 0 1 Y N N 17.239 -10.390 17.235 -3.057 -1.517 0.134  C3  1W2 11 
1W2 N5  N5  N 0 1 Y N N 18.693 -8.581  17.845 -3.348 0.773  0.664  N5  1W2 12 
1W2 N7  N7  N 0 1 N N N 16.415 -8.169  17.978 -1.358 0.117  -0.385 N7  1W2 13 
1W2 C9  C9  C 0 1 N N N 15.554 -6.159  19.158 -0.108 1.096  -2.214 C9  1W2 14 
1W2 C11 C11 C 0 1 N N S 14.442 -6.986  17.012 0.878  1.121  0.141  C11 1W2 15 
1W2 C12 C12 C 0 1 N N N 14.984 -8.323  17.564 -0.484 0.675  0.627  C12 1W2 16 
1W2 N13 N13 N 0 1 N N N 15.044 -6.652  15.726 1.281  2.298  0.956  N13 1W2 17 
1W2 C14 C14 C 0 1 N N N 15.629 -5.455  15.860 1.080  3.366  0.243  C14 1W2 18 
1W2 O15 O15 O 0 1 N N N 15.481 -4.868  17.078 0.565  3.109  -0.982 O15 1W2 19 
1W2 N16 N16 N 0 1 N N N 16.298 -4.814  14.847 1.342  4.635  0.697  N16 1W2 20 
1W2 C18 C18 C 0 1 Y N N 12.359 -7.117  15.556 2.998  0.162  1.062  C18 1W2 21 
1W2 C19 C19 C 0 1 Y N N 10.946 -7.256  15.430 3.922  -0.860 1.170  C19 1W2 22 
1W2 F23 F23 F 0 1 N N N 12.710 -7.121  19.169 0.599  -1.332 -1.216 F23 1W2 23 
1W2 F24 F24 F 0 1 N N N 8.844  -7.426  16.528 4.636  -3.042 0.581  F24 1W2 24 
1W2 C25 C25 C 0 1 N N N 15.930 -10.949 17.061 -2.253 -2.561 -0.427 C25 1W2 25 
1W2 N26 N26 N 0 1 N N N 14.860 -11.358 16.926 -1.614 -3.389 -0.871 N26 1W2 26 
1W2 H1  H1  H 0 1 N N N 20.748 -8.885  17.702 -5.115 1.339  1.592  H1  1W2 27 
1W2 H2  H2  H 0 1 N N N 17.421 -7.189  19.561 -2.194 0.547  -2.266 H2  1W2 28 
1W2 H3  H3  H 0 1 N N N 17.388 -6.290  18.006 -1.832 1.971  -1.256 H3  1W2 29 
1W2 H4  H4  H 0 1 N N N 13.821 -5.298  18.243 1.881  1.666  -1.677 H4  1W2 30 
1W2 H5  H5  H 0 1 N N N 10.166 -7.357  18.730 2.467  -3.124 -0.869 H5  1W2 31 
1W2 H6  H6  H 0 1 N N N 20.509 -11.234 16.984 -6.032 -0.941 1.625  H6  1W2 32 
1W2 H7  H7  H 0 1 N N N 18.263 -12.201 16.639 -4.699 -2.810 0.686  H7  1W2 33 
1W2 H8  H8  H 0 1 N N N 15.855 -5.264  19.722 0.246  0.101  -2.483 H8  1W2 34 
1W2 H9  H9  H 0 1 N N N 14.936 -6.806  19.799 -0.184 1.704  -3.116 H9  1W2 35 
1W2 H10 H10 H 0 1 N N N 14.384 -8.626  18.435 -0.979 1.530  1.088  H10 1W2 36 
1W2 H11 H11 H 0 1 N N N 14.913 -9.094  16.783 -0.341 -0.085 1.396  H11 1W2 37 
1W2 H12 H12 H 0 1 N N N 16.369 -5.241  13.946 1.695  4.767  1.591  H12 1W2 38 
1W2 H13 H13 H 0 1 N N N 16.714 -3.920  15.010 1.175  5.400  0.124  H13 1W2 39 
1W2 H14 H14 H 0 1 N N N 12.980 -7.034  14.676 3.146  1.083  1.605  H14 1W2 40 
1W2 H15 H15 H 0 1 N N N 10.478 -7.301  14.458 4.792  -0.737 1.798  H15 1W2 41 
# 
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 
1W2 N16 C14 SING N N 1  
1W2 C19 C18 DOUB Y N 2  
1W2 C19 C20 SING Y N 3  
1W2 C18 C17 SING Y N 4  
1W2 N13 C14 DOUB N N 5  
1W2 N13 C11 SING N N 6  
1W2 C14 O15 SING N N 7  
1W2 F24 C20 SING N N 8  
1W2 C20 C21 DOUB Y N 9  
1W2 C17 C11 SING N N 10 
1W2 C17 C22 DOUB Y N 11 
1W2 N26 C25 TRIP N N 12 
1W2 C2  C1  DOUB Y N 13 
1W2 C2  C3  SING Y N 14 
1W2 C11 C12 SING N N 15 
1W2 C11 C10 SING N N 16 
1W2 C25 C3  SING N N 17 
1W2 O15 C10 SING N N 18 
1W2 C1  C6  SING Y N 19 
1W2 C3  C4  DOUB Y N 20 
1W2 C12 N7  SING N N 21 
1W2 C6  N5  DOUB Y N 22 
1W2 C4  N5  SING Y N 23 
1W2 C4  N7  SING N N 24 
1W2 C21 C22 SING Y N 25 
1W2 C10 C9  SING N N 26 
1W2 C22 F23 SING N N 27 
1W2 N7  C8  SING N N 28 
1W2 C8  C9  SING N N 29 
1W2 C6  H1  SING N N 30 
1W2 C8  H2  SING N N 31 
1W2 C8  H3  SING N N 32 
1W2 C10 H4  SING N N 33 
1W2 C21 H5  SING N N 34 
1W2 C1  H6  SING N N 35 
1W2 C2  H7  SING N N 36 
1W2 C9  H8  SING N N 37 
1W2 C9  H9  SING N N 38 
1W2 C12 H10 SING N N 39 
1W2 C12 H11 SING N N 40 
1W2 N16 H12 SING N N 41 
1W2 N16 H13 SING N N 42 
1W2 C18 H14 SING N N 43 
1W2 C19 H15 SING N N 44 
# 
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 
1W2 SMILES           ACDLabs              12.01 "N#Cc4cccnc4N1CC2(N=C(OC2CC1)N)c3ccc(F)cc3F"                                                                                                             
1W2 InChI            InChI                1.03  "InChI=1S/C18H15F2N5O/c19-12-3-4-13(14(20)8-12)18-10-25(7-5-15(18)26-17(22)24-18)16-11(9-21)2-1-6-23-16/h1-4,6,8,15H,5,7,10H2,(H2,22,24)/t15-,18-/m1/s1" 
1W2 InChIKey         InChI                1.03  UKQSZNNDBLMQNX-CRAIPNDOSA-N                                                                                                                              
1W2 SMILES_CANONICAL CACTVS               3.385 "NC1=N[C@]2(CN(CC[C@H]2O1)c3ncccc3C#N)c4ccc(F)cc4F"                                                                                                      
1W2 SMILES           CACTVS               3.385 "NC1=N[C]2(CN(CC[CH]2O1)c3ncccc3C#N)c4ccc(F)cc4F"                                                                                                        
1W2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(nc1)N2CC[C@@H]3[C@](C2)(N=C(O3)N)c4ccc(cc4F)F)C#N"                                                                                               
1W2 SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(c(nc1)N2CCC3C(C2)(N=C(O3)N)c4ccc(cc4F)F)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 
1W2 "SYSTEMATIC NAME" ACDLabs              12.01 "2-[(3aS,7aR)-2-amino-3a-(2,4-difluorophenyl)-3a,6,7,7a-tetrahydro[1,3]oxazolo[4,5-c]pyridin-5(4H)-yl]pyridine-3-carbonitrile"    
1W2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(3aS,7aR)-2-azanyl-3a-[2,4-bis(fluoranyl)phenyl]-4,6,7,7a-tetrahydro-[1,3]oxazolo[4,5-c]pyridin-5-yl]pyridine-3-carbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
1W2 "Create component" 2013-06-25 RCSB 
1W2 "Initial release"  2013-09-18 RCSB 
# 
