data_WRS
# 
_chem_comp.id                                    WRS 
_chem_comp.name                                  4-HYDROXY-3-[(1S,3S)-3-HYDROXY-1-PHENYLBUTYL]-2H-CHROMEN-2-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H18 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "WARFARIN S-(-)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-03-28 
_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                        310.344 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WRS 
_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        ? 
_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 
WRS C1   C1   C 0 1 Y N N 34.917 14.609 9.646  0.506  0.173  -2.626 C1   WRS 1  
WRS C2   C2   C 0 1 N N R 31.099 13.663 9.885  0.297  -0.878 1.054  C2   WRS 2  
WRS C3   C3   C 0 1 N N N 29.976 14.662 10.227 1.749  -0.477 1.319  C3   WRS 3  
WRS C4   C4   C 0 1 N N R 29.082 14.156 11.313 2.084  -0.719 2.792  C4   WRS 4  
WRS C5   C5   C 0 1 N N N 29.465 14.631 12.693 3.537  -0.317 3.057  C5   WRS 5  
WRS C6   C6   C 0 1 Y N N 30.627 12.698 8.793  -0.618 -0.052 1.920  C6   WRS 6  
WRS C7   C7   C 0 1 Y N N 30.090 13.112 7.548  -1.414 -0.667 2.868  C7   WRS 7  
WRS C8   C8   C 0 1 Y N N 29.673 12.160 6.589  -2.254 0.090  3.662  C8   WRS 8  
WRS C9   C9   C 0 1 Y N N 29.785 10.801 6.858  -2.297 1.464  3.509  C9   WRS 9  
WRS C10  C10  C 0 1 Y N N 30.302 10.382 8.062  -1.501 2.079  2.561  C10  WRS 10 
WRS C11  C11  C 0 1 Y N N 32.398 15.644 8.686  -1.274 -1.043 -0.912 C11  WRS 11 
WRS C12  C12  C 0 1 Y N N 30.722 11.316 9.028  -0.658 1.321  1.770  C12  WRS 12 
WRS C13  C13  C 0 1 Y N N 32.410 14.410 9.521  -0.033 -0.640 -0.396 C13  WRS 13 
WRS C14  C14  C 0 1 Y N N 33.634 13.934 9.970  0.877  -0.035 -1.218 C14  WRS 14 
WRS C15  C15  C 0 1 Y N N 36.212 14.176 10.069 1.387  0.784  -3.520 C15  WRS 15 
WRS C16  C16  C 0 1 Y N N 37.364 14.905 9.688  1.009  0.965  -4.832 C16  WRS 16 
WRS C17  C17  C 0 1 Y N N 37.235 16.061 8.889  -0.238 0.543  -5.265 C17  WRS 17 
WRS C18  C18  C 0 1 Y N N 35.982 16.509 8.461  -1.118 -0.060 -4.392 C18  WRS 18 
WRS C19  C19  C 0 1 Y N N 34.836 15.786 8.838  -0.757 -0.252 -3.065 C19  WRS 19 
WRS O1   O1   O 0 1 Y N N 33.609 16.266 8.389  -1.606 -0.843 -2.197 O1   WRS 20 
WRS O2   O2   O 0 1 N N N 31.421 16.202 8.210  -2.077 -1.581 -0.169 O2   WRS 21 
WRS O3   O3   O 0 1 N N N 27.792 14.532 10.953 1.216  0.064  3.613  O3   WRS 22 
WRS O4   O4   O 0 1 N N N 33.781 12.824 10.735 2.083  0.358  -0.749 O4   WRS 23 
WRS HC2  2HC  H 0 1 N N N 31.301 13.060 10.801 0.163  -1.934 1.288  HC2  WRS 24 
WRS HC31 1HC3 H 0 0 N N N 29.391 14.938 9.319  1.883  0.578  1.084  HC31 WRS 25 
WRS HC32 2HC3 H 0 0 N N N 30.392 15.665 10.481 2.411  -1.074 0.692  HC32 WRS 26 
WRS HC4  4HC  H 0 1 N N N 29.130 13.042 11.307 1.951  -1.775 3.026  HC4  WRS 27 
WRS HC1  1HC  H 0 1 N N N 28.798 14.254 13.503 3.776  -0.490 4.106  HC1  WRS 28 
WRS HA2  2HA  H 0 1 N N N 29.525 15.744 12.722 4.199  -0.915 2.430  HA2  WRS 29 
WRS HC3  3HC  H 0 1 N N N 30.529 14.380 12.913 3.671  0.738  2.822  HC3  WRS 30 
WRS HC7  7HC  H 0 1 N N N 29.996 14.188 7.325  -1.380 -1.739 2.988  HC7  WRS 31 
WRS HC8  8HC  H 0 1 N N N 29.257 12.497 5.624  -2.876 -0.389 4.402  HC8  WRS 32 
WRS HC9  9HC  H 0 1 N N N 29.460 10.060 6.108  -2.954 2.056  4.129  HC9  WRS 33 
WRS HC01 1HC0 H 0 0 N N N 30.388 9.303  8.273  -1.535 3.151  2.441  HC01 WRS 34 
WRS HC21 1HC2 H 0 0 N N N 31.133 10.957 9.986  -0.035 1.802  1.029  HC21 WRS 35 
WRS HC51 1HC5 H 0 0 N N N 36.314 13.272 10.693 2.360  1.114  -3.185 HC51 WRS 36 
WRS HC61 1HC6 H 0 0 N N N 38.362 14.569 10.016 1.688  1.437  -5.527 HC61 WRS 37 
WRS HC71 1HC7 H 0 0 N N N 38.139 16.621 8.597  -0.524 0.690  -6.296 HC71 WRS 38 
WRS HC81 1HC8 H 0 0 N N N 35.893 17.415 7.838  -2.088 -0.384 -4.740 HC81 WRS 39 
WRS HO3  3HO  H 0 1 N N N 27.224 14.210 11.643 1.366  0.989  3.374  HO3  WRS 40 
WRS HO4  4HO  H 0 1 N N N 32.960 12.392 10.942 2.556  0.756  -1.494 HO4  WRS 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 
WRS C1  C14  SING Y N 1  
WRS C1  C15  DOUB Y N 2  
WRS C1  C19  SING Y N 3  
WRS C2  C3   SING N N 4  
WRS C2  C6   SING N N 5  
WRS C2  C13  SING N N 6  
WRS C2  HC2  SING N N 7  
WRS C3  C4   SING N N 8  
WRS C3  HC31 SING N N 9  
WRS C3  HC32 SING N N 10 
WRS C4  C5   SING N N 11 
WRS C4  O3   SING N N 12 
WRS C4  HC4  SING N N 13 
WRS C5  HC1  SING N N 14 
WRS C5  HA2  SING N N 15 
WRS C5  HC3  SING N N 16 
WRS C6  C7   DOUB Y N 17 
WRS C6  C12  SING Y N 18 
WRS C7  C8   SING Y N 19 
WRS C7  HC7  SING N N 20 
WRS C8  C9   DOUB Y N 21 
WRS C8  HC8  SING N N 22 
WRS C9  C10  SING Y N 23 
WRS C9  HC9  SING N N 24 
WRS C10 C12  DOUB Y N 25 
WRS C10 HC01 SING N N 26 
WRS C11 C13  SING Y N 27 
WRS C11 O1   SING Y N 28 
WRS C11 O2   DOUB N N 29 
WRS C12 HC21 SING N N 30 
WRS C13 C14  DOUB Y N 31 
WRS C14 O4   SING N N 32 
WRS C15 C16  SING Y N 33 
WRS C15 HC51 SING N N 34 
WRS C16 C17  DOUB Y N 35 
WRS C16 HC61 SING N N 36 
WRS C17 C18  SING Y N 37 
WRS C17 HC71 SING N N 38 
WRS C18 C19  DOUB Y N 39 
WRS C18 HC81 SING N N 40 
WRS C19 O1   SING Y N 41 
WRS O3  HO3  SING N N 42 
WRS O4  HO4  SING N N 43 
# 
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 
WRS SMILES           ACDLabs              10.04 O=C2Oc1ccccc1C(O)=C2C(c3ccccc3)CC(O)C                                                                                             
WRS InChI            InChI                1.02b InChI=1/C19H18O4/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/h2-10,12,15,20-21H,11H2,1H3/t12-,15+/m1/s1 
WRS InChIKey         InChI                1.02b ZUJMMGHIYSAEOU-DOMZBBRYBM                                                                                                         
WRS SMILES_CANONICAL CACTVS               3.341 C[C@@H](O)C[C@@H](c1ccccc1)C2=C(O)c3ccccc3OC2=O                                                                                   
WRS SMILES           CACTVS               3.341 C[CH](O)C[CH](c1ccccc1)C2=C(O)c3ccccc3OC2=O                                                                                       
WRS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](C[C@@H](c1ccccc1)C2=C(c3ccccc3OC2=O)O)O                                                                                    
WRS SMILES           "OpenEye OEToolkits" 1.5.0 CC(CC(c1ccccc1)C2=C(c3ccccc3OC2=O)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 
WRS "SYSTEMATIC NAME" ACDLabs              10.04 4-hydroxy-3-[(1S,3R)-3-hydroxy-1-phenylbutyl]-2H-chromen-2-one 
WRS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-hydroxy-3-[(1S,3R)-3-hydroxy-1-phenyl-butyl]chromen-2-one    
# 
