data_SWF
# 
_chem_comp.id                                    SWF 
_chem_comp.name                                  S-WARFARIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H16 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         4-HYDROXY-3-[(1S)-3-OXO-1-PHENYLBUTYL]-2H-CHROMEN-2-ONE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-04-24 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        308.328 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SWF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1OG5 
_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 
SWF C1   C1   C 0 1 N N N -16.623 88.698 38.217 3.481  -0.116 3.310  C1   SWF 1  
SWF C2   C2   C 0 1 N N N -17.028 88.995 39.652 2.115  -0.496 2.800  C2   SWF 2  
SWF O3   O3   O 0 1 N N N -16.557 89.973 40.188 1.291  -0.946 3.559  O3   SWF 3  
SWF C4   C4   C 0 1 N N N -18.003 88.100 40.468 1.776  -0.312 1.343  C4   SWF 4  
SWF C5   C5   C 0 1 N N R -18.878 87.090 39.596 0.339  -0.771 1.092  C5   SWF 5  
SWF C6   C6   C 0 1 Y N N -19.542 85.919 40.381 -0.604 0.049  1.934  C6   SWF 6  
SWF C7   C7   C 0 1 Y N N -19.939 86.058 41.769 -1.487 -0.577 2.793  C7   SWF 7  
SWF C8   C8   C 0 1 Y N N -20.571 84.949 42.448 -2.352 0.174  3.565  C8   SWF 8  
SWF C9   C9   C 0 1 Y N N -20.810 83.701 41.754 -2.334 1.554  3.478  C9   SWF 9  
SWF C10  C10  C 0 1 Y N N -20.420 83.549 40.383 -1.450 2.181  2.620  C10  SWF 10 
SWF C11  C11  C 0 1 Y N N -19.792 84.637 39.692 -0.582 1.428  1.851  C11  SWF 11 
SWF C12  C12  C 0 1 Y N N -20.140 87.677 38.868 0.000  -0.588 -0.364 C12  SWF 12 
SWF C13  C13  C 0 1 Y N N -20.390 87.236 37.552 0.887  0.029  -1.203 C13  SWF 13 
SWF O14  O14  O 0 1 N N N -19.528 86.322 36.956 2.076  0.484  -0.746 O14  SWF 14 
SWF C15  C15  C 0 1 Y N N -21.588 87.738 36.824 0.509  0.183  -2.616 C15  SWF 15 
SWF C16  C16  C 0 1 Y N N -21.866 87.294 35.507 1.366  0.803  -3.528 C16  SWF 16 
SWF C17  C17  C 0 1 Y N N -23.017 87.784 34.865 0.982  0.930  -4.844 C17  SWF 17 
SWF C18  C18  C 0 1 Y N N -23.914 88.723 35.493 -0.247 0.446  -5.265 C18  SWF 18 
SWF C19  C19  C 0 1 Y N N -23.654 89.188 36.809 -1.103 -0.167 -4.375 C19  SWF 19 
SWF C20  C20  C 0 1 Y N N -22.488 88.708 37.500 -0.735 -0.306 -3.043 C20  SWF 20 
SWF O21  O21  O 0 1 Y N N -22.183 89.126 38.792 -1.561 -0.905 -2.158 O21  SWF 21 
SWF C22  C22  C 0 1 Y N N -21.069 88.640 39.467 -1.222 -1.055 -0.868 C22  SWF 22 
SWF O23  O23  O 0 1 N N N -20.882 89.029 40.575 -2.004 -1.603 -0.110 O23  SWF 23 
SWF H1C1 1H1C H 0 0 N N N -16.580 87.609 38.065 3.539  -0.319 4.380  H1C1 SWF 24 
SWF H1C2 2H1C H 0 0 N N N -17.362 89.135 37.530 4.239  -0.701 2.788  H1C2 SWF 25 
SWF H1C3 3H1C H 0 0 N N N -15.633 89.135 38.018 3.654  0.944  3.131  H1C3 SWF 26 
SWF H4C1 1H4C H 0 0 N N N -17.409 87.509 41.181 1.874  0.739  1.077  H4C1 SWF 27 
SWF H4C2 2H4C H 0 0 N N N -18.715 88.783 40.955 2.459  -0.906 0.734  H4C2 SWF 28 
SWF H5   H5   H 0 1 N N N -18.076 86.790 38.905 0.241  -1.823 1.358  H5   SWF 29 
SWF H7   H7   H 0 1 N N N -19.766 86.970 42.284 -1.501 -1.655 2.860  H7   SWF 30 
SWF H8   H8   H 0 1 N N N -20.862 85.051 43.464 -3.042 -0.315 4.235  H8   SWF 31 
SWF H9   H9   H 0 1 N N N -21.276 82.895 42.263 -3.010 2.142  4.081  H9   SWF 32 
SWF H10  H10  H 0 1 N N N -20.596 82.631 39.880 -1.436 3.259  2.552  H10  SWF 33 
SWF H11  H11  H 0 1 N N N -19.504 84.520 38.677 0.108  1.918  1.180  H11  SWF 34 
SWF H14  H14  H 0 1 N N N -18.769 85.995 37.439 2.533  0.879  -1.502 H14  SWF 35 
SWF H16  H16  H 0 1 N N N -21.221 86.608 35.017 2.324  1.180  -3.202 H16  SWF 36 
SWF H17  H17  H 0 1 N N N -23.234 87.450 33.881 1.642  1.409  -5.552 H17  SWF 37 
SWF H18  H18  H 0 1 N N N -24.771 89.067 34.970 -0.537 0.552  -6.300 H18  SWF 38 
SWF H19  H19  H 0 1 N N N -24.310 89.880 37.276 -2.059 -0.539 -4.714 H19  SWF 39 
# 
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 
SWF C1  C2   SING N N 1  
SWF C1  H1C1 SING N N 2  
SWF C1  H1C2 SING N N 3  
SWF C1  H1C3 SING N N 4  
SWF C2  O3   DOUB N N 5  
SWF C2  C4   SING N N 6  
SWF C4  C5   SING N N 7  
SWF C4  H4C1 SING N N 8  
SWF C4  H4C2 SING N N 9  
SWF C5  C6   SING N N 10 
SWF C5  C12  SING N N 11 
SWF C5  H5   SING N N 12 
SWF C6  C7   DOUB Y N 13 
SWF C6  C11  SING Y N 14 
SWF C7  C8   SING Y N 15 
SWF C7  H7   SING N N 16 
SWF C8  C9   DOUB Y N 17 
SWF C8  H8   SING N N 18 
SWF C9  C10  SING Y N 19 
SWF C9  H9   SING N N 20 
SWF C10 C11  DOUB Y N 21 
SWF C10 H10  SING N N 22 
SWF C11 H11  SING N N 23 
SWF C12 C13  DOUB Y N 24 
SWF C12 C22  SING Y N 25 
SWF C13 O14  SING N N 26 
SWF C13 C15  SING Y N 27 
SWF O14 H14  SING N N 28 
SWF C15 C16  DOUB Y N 29 
SWF C15 C20  SING Y N 30 
SWF C16 C17  SING Y N 31 
SWF C16 H16  SING N N 32 
SWF C17 C18  DOUB Y N 33 
SWF C17 H17  SING N N 34 
SWF C18 C19  SING Y N 35 
SWF C18 H18  SING N N 36 
SWF C19 C20  DOUB Y N 37 
SWF C19 H19  SING N N 38 
SWF C20 O21  SING Y N 39 
SWF O21 C22  SING Y N 40 
SWF C22 O23  DOUB N N 41 
# 
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 
SWF SMILES           ACDLabs              10.04 O=C(C)CC(C1=C(O)c2c(OC1=O)cccc2)c3ccccc3                                                                                
SWF InChI            InChI                1.02b InChI=1/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3/t15-/m0/s1 
SWF InChIKey         InChI                1.02b PJVWKTKQMONHTI-HNNXBMFYBF                                                                                               
SWF SMILES_CANONICAL CACTVS               3.341 CC(=O)C[C@@H](c1ccccc1)C2=C(O)c3ccccc3OC2=O                                                                             
SWF SMILES           CACTVS               3.341 CC(=O)C[CH](c1ccccc1)C2=C(O)c3ccccc3OC2=O                                                                               
SWF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)C[C@@H](c1ccccc1)C2=C(c3ccccc3OC2=O)O                                                                             
SWF SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)CC(c1ccccc1)C2=C(c3ccccc3OC2=O)O                                                                                  
# 
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 
SWF "SYSTEMATIC NAME" ACDLabs              10.04 4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-chromen-2-one 
SWF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-hydroxy-3-[(1S)-3-oxo-1-phenyl-butyl]chromen-2-one    
# 
