data_U03
# 
_chem_comp.id                                    U03 
_chem_comp.name                                  4-HYDROXY-7-METHOXY-3-(1-PHENYL-PROPYL)-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                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                     U03 
_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        3UPJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
U03 CA   CA   C 0 1 Y N N -0.634 18.274 20.736 -0.246 0.718  0.616  CA   U03 1  
U03 CA2  CA2  C 0 1 Y N N -1.901 17.912 21.294 1.048  1.125  0.265  CA2  U03 2  
U03 CA4  CA4  C 0 1 Y N N -2.592 20.155 21.321 0.760  0.473  -1.975 CA4  U03 3  
U03 CA5  CA5  C 0 1 Y N N -1.358 20.576 20.778 -0.550 0.048  -1.703 CA5  U03 4  
U03 CA6  CA6  C 0 1 Y N N -0.355 19.623 20.498 -1.070 0.181  -0.335 CA6  U03 5  
U03 CB1  CB1  C 0 1 Y N N -0.029 16.581 18.775 0.071  -0.018 2.942  CB1  U03 6  
U03 CB2  CB2  C 0 1 Y N N -0.073 15.168 18.613 0.756  0.519  4.015  CB2  U03 7  
U03 CB3  CB3  C 0 1 Y N N -0.415 14.622 17.353 1.492  -0.302 4.848  CB3  U03 8  
U03 CB4  CB4  C 0 1 Y N N -0.707 15.451 16.275 1.542  -1.662 4.608  CB4  U03 9  
U03 CB5  CB5  C 0 1 Y N N -0.664 16.842 16.425 0.856  -2.201 3.536  CB5  U03 10 
U03 CB6  CB6  C 0 1 Y N N -0.329 17.422 17.662 0.116  -1.380 2.705  CB6  U03 11 
U03 CG1  CG1  C 0 1 N N R 0.304  17.199 20.156 -0.731 0.877  2.034  CG1  U03 12 
U03 CG2  CG2  C 0 1 N N N 1.531  16.696 20.945 -2.209 0.492  2.113  CG2  U03 13 
U03 CG3  CG3  C 0 1 N N N 1.162  15.749 22.079 -2.701 0.653  3.553  CG3  U03 14 
U03 CD1  CD1  C 0 1 Y N N -3.605 21.121 21.594 1.262  0.353  -3.263 CD1  U03 15 
U03 CD2  CD2  C 0 1 Y N N -3.367 22.498 21.313 0.468  -0.183 -4.263 CD2  U03 16 
U03 CD3  CD3  C 0 1 Y N N -2.142 22.906 20.765 -0.830 -0.602 -3.986 CD3  U03 17 
U03 CD4  CD4  C 0 1 Y N N -1.128 21.957 20.498 -1.338 -0.490 -2.724 CD4  U03 18 
U03 CE3  CE3  C 0 1 N N N -5.336 23.021 22.497 -0.075 -0.879 -6.319 CE3  U03 19 
U03 OA2  OA2  O 0 1 N N N -2.126 16.755 21.498 1.772  1.600  1.123  OA2  U03 20 
U03 OA3  OA3  O 0 1 Y N N -2.882 18.799 21.597 1.518  0.993  -0.985 OA3  U03 21 
U03 OA6  OA6  O 0 1 N N N 0.909  19.998 20.071 -2.326 -0.213 -0.026 OA6  U03 22 
U03 OE3  OE3  O 0 1 N N N -4.337 23.439 21.562 0.960  -0.300 -5.523 OE3  U03 23 
U03 HB2  HB2  H 0 1 N N N 0.156  14.499 19.459 0.717  1.582  4.202  HB2  U03 24 
U03 HB3  HB3  H 0 1 N N N -0.454 13.529 17.208 2.028  0.118  5.686  HB3  U03 25 
U03 HB4  HB4  H 0 1 N N N -0.972 15.005 15.301 2.117  -2.304 5.259  HB4  U03 26 
U03 HB5  HB5  H 0 1 N N N -0.896 17.486 15.560 0.895  -3.264 3.349  HB5  U03 27 
U03 HB6  HB6  H 0 1 N N N -0.301 18.520 17.757 -0.419 -1.800 1.868  HB6  U03 28 
U03 HG1  HG1  H 0 1 N N N 1.116  17.956 20.255 -0.608 1.914  2.346  HG1  U03 29 
U03 HG21 1HG2 H 0 0 N N N 2.278  16.227 20.262 -2.332 -0.544 1.801  HG21 U03 30 
U03 HG22 2HG2 H 0 0 N N N 2.139  17.550 21.322 -2.789 1.140  1.456  HG22 U03 31 
U03 HG31 1HG3 H 0 0 N N N 2.048  15.385 22.649 -3.755 0.379  3.610  HG31 U03 32 
U03 HG32 2HG3 H 0 0 N N N 0.414  16.217 22.761 -2.121 0.005  4.210  HG32 U03 33 
U03 HG33 3HG3 H 0 0 N N N 0.553  14.894 21.701 -2.578 1.690  3.865  HG33 U03 34 
U03 HD1  HD1  H 0 1 N N N -4.570 20.803 22.021 2.268  0.677  -3.484 HD1  U03 35 
U03 HD3  HD3  H 0 1 N N N -1.976 23.973 20.543 -1.439 -1.019 -4.775 HD3  U03 36 
U03 HD4  HD4  H 0 1 N N N -0.165 22.291 20.074 -2.346 -0.817 -2.515 HD4  U03 37 
U03 HE31 1HE3 H 0 0 N N N -6.123 23.784 22.699 0.274  -0.993 -7.344 HE31 U03 38 
U03 HE32 2HE3 H 0 0 N N N -5.799 22.061 22.169 -0.342 -1.855 -5.915 HE32 U03 39 
U03 HE33 3HE3 H 0 0 N N N -4.862 22.687 23.450 -0.950 -0.228 -6.304 HE33 U03 40 
U03 HO6  HO6  H 0 1 N N N 1.098  20.914 19.909 -2.720 -0.555 -0.840 HO6  U03 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 
U03 CA  CA2  SING Y N 1  
U03 CA  CA6  DOUB Y N 2  
U03 CA  CG1  SING N N 3  
U03 CA2 OA2  DOUB N N 4  
U03 CA2 OA3  SING Y N 5  
U03 CA4 CA5  DOUB Y N 6  
U03 CA4 CD1  SING Y N 7  
U03 CA4 OA3  SING Y N 8  
U03 CA5 CA6  SING Y N 9  
U03 CA5 CD4  SING Y N 10 
U03 CA6 OA6  SING N N 11 
U03 CB1 CB2  DOUB Y N 12 
U03 CB1 CB6  SING Y N 13 
U03 CB1 CG1  SING N N 14 
U03 CB2 CB3  SING Y N 15 
U03 CB2 HB2  SING N N 16 
U03 CB3 CB4  DOUB Y N 17 
U03 CB3 HB3  SING N N 18 
U03 CB4 CB5  SING Y N 19 
U03 CB4 HB4  SING N N 20 
U03 CB5 CB6  DOUB Y N 21 
U03 CB5 HB5  SING N N 22 
U03 CB6 HB6  SING N N 23 
U03 CG1 CG2  SING N N 24 
U03 CG1 HG1  SING N N 25 
U03 CG2 CG3  SING N N 26 
U03 CG2 HG21 SING N N 27 
U03 CG2 HG22 SING N N 28 
U03 CG3 HG31 SING N N 29 
U03 CG3 HG32 SING N N 30 
U03 CG3 HG33 SING N N 31 
U03 CD1 CD2  DOUB Y N 32 
U03 CD1 HD1  SING N N 33 
U03 CD2 CD3  SING Y N 34 
U03 CD2 OE3  SING N N 35 
U03 CD3 CD4  DOUB Y N 36 
U03 CD3 HD3  SING N N 37 
U03 CD4 HD4  SING N N 38 
U03 CE3 OE3  SING N N 39 
U03 CE3 HE31 SING N N 40 
U03 CE3 HE32 SING N N 41 
U03 CE3 HE33 SING N N 42 
U03 OA6 HO6  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 
U03 SMILES           ACDLabs              10.04 O=C2Oc1cc(OC)ccc1C(O)=C2C(c3ccccc3)CC                                                                                    
U03 InChI            InChI                1.02b InChI=1/C19H18O4/c1-3-14(12-7-5-4-6-8-12)17-18(20)15-10-9-13(22-2)11-16(15)23-19(17)21/h4-11,14,20H,3H2,1-2H3/t14-/m0/s1 
U03 InChIKey         InChI                1.02b CCPGCKQLIHGSCJ-AWEZNQCLBZ                                                                                                
U03 SMILES_CANONICAL CACTVS               3.341 CC[C@@H](c1ccccc1)C2=C(O)c3ccc(OC)cc3OC2=O                                                                               
U03 SMILES           CACTVS               3.341 CC[CH](c1ccccc1)C2=C(O)c3ccc(OC)cc3OC2=O                                                                                 
U03 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC(c1ccccc1)C2=C(c3ccc(cc3OC2=O)OC)O                                                                                    
U03 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(c1ccccc1)C2=C(c3ccc(cc3OC2=O)OC)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 
U03 "SYSTEMATIC NAME" ACDLabs              10.04 4-hydroxy-7-methoxy-3-[(1S)-1-phenylpropyl]-2H-chromen-2-one 
U03 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-hydroxy-7-methoxy-3-(1-phenylpropyl)chromen-2-one          
# 
