data_GW5
# 
_chem_comp.id                                    GW5 
_chem_comp.name                                  "(2E)-3-{4-[(1E)-1,2-DIPHENYLBUT-1-ENYL]PHENYL}ACRYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H22 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "GW5638, DPC 974" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-10-15 
_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                        354.441 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GW5 
_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 
GW5 C21  C21 C 0 1 Y N N -11.650 48.145 329.775 -3.765 0.730  -1.354 C21  GW5 1  
GW5 C22  C22 C 0 1 Y N N -11.676 47.104 328.850 -5.137 0.789  -1.468 C22  GW5 2  
GW5 C23  C23 C 0 1 Y N N -11.420 45.799 329.269 -5.892 1.396  -0.479 C23  GW5 3  
GW5 C24  C24 C 0 1 Y N N -11.147 45.521 330.600 -5.277 1.943  0.634  C24  GW5 4  
GW5 C25  C25 C 0 1 Y N N -11.123 46.561 331.517 -3.906 1.887  0.766  C25  GW5 5  
GW5 C20  C20 C 0 1 Y N N -11.361 47.883 331.117 -3.136 1.275  -0.230 C20  GW5 6  
GW5 C3   C3  C 0 1 N N N -11.342 48.909 332.071 -1.673 1.212  -0.097 C3   GW5 7  
GW5 C2   C2  C 0 1 N N N -12.621 49.651 332.431 -0.860 2.480  -0.109 C2   GW5 8  
GW5 C1   C1  C 0 1 N N N -13.766 49.328 331.502 -0.089 2.605  1.207  C1   GW5 9  
GW5 C4   C4  C 0 1 N N N -10.159 49.240 332.749 -1.055 0.011  0.036  C4   GW5 10 
GW5 C5   C5  C 0 1 Y N N -10.239 50.261 333.703 -1.854 -1.235 0.047  C5   GW5 11 
GW5 C6   C6  C 0 1 Y N N -9.267  51.239 333.817 -1.710 -2.169 -0.979 C6   GW5 12 
GW5 C7   C7  C 0 1 Y N N -9.357  52.240 334.768 -2.458 -3.329 -0.962 C7   GW5 13 
GW5 C8   C8  C 0 1 Y N N -10.428 52.278 335.631 -3.349 -3.566 0.069  C8   GW5 14 
GW5 C9   C9  C 0 1 Y N N -11.408 51.313 335.536 -3.497 -2.643 1.090  C9   GW5 15 
GW5 C10  C10 C 0 1 Y N N -11.309 50.317 334.582 -2.750 -1.483 1.088  C10  GW5 16 
GW5 C11  C11 C 0 1 Y N N -8.915  48.642 332.508 0.415  -0.053 0.168  C11  GW5 17 
GW5 C19  C19 C 0 1 Y N N -8.165  48.064 333.527 0.989  -0.522 1.354  C19  GW5 18 
GW5 C18  C18 C 0 1 Y N N -6.919  47.493 333.278 2.348  -0.581 1.478  C18  GW5 19 
GW5 C12  C12 C 0 1 Y N N -8.380  48.669 331.229 1.230  0.350  -0.893 C12  GW5 20 
GW5 C13  C13 C 0 1 Y N N -7.138  48.110 330.979 2.589  0.297  -0.770 C13  GW5 21 
GW5 C14  C14 C 0 1 Y N N -6.400  47.519 331.990 3.166  -0.172 0.417  C14  GW5 22 
GW5 C15  C15 C 0 1 N N N -5.165  46.978 331.669 4.628  -0.235 0.549  C15  GW5 23 
GW5 C16  C16 C 0 1 N N N -4.092  47.003 332.550 5.416  0.159  -0.474 C16  GW5 24 
GW5 C17  C17 C 0 1 N N N -2.851  46.468 332.208 6.870  0.096  -0.343 C17  GW5 25 
GW5 O2   O2  O 0 1 N N N -1.908  46.488 332.995 7.658  0.490  -1.365 O2   GW5 26 
GW5 O1   O1  O 0 1 N N N -2.678  45.955 331.110 7.370  -0.312 0.688  O1   GW5 27 
GW5 H21  H21 H 0 1 N N N -11.858 49.177 329.445 -3.177 0.256  -2.127 H21  GW5 28 
GW5 H22  H22 H 0 1 N N N -11.898 47.312 327.790 -5.625 0.364  -2.333 H22  GW5 29 
GW5 H23  H23 H 0 1 N N N -11.434 44.974 328.537 -6.967 1.443  -0.577 H23  GW5 30 
GW5 H24  H24 H 0 1 N N N -10.951 44.485 330.925 -5.873 2.414  1.401  H24  GW5 31 
GW5 H25  H25 H 0 1 N N N -10.912 46.334 332.576 -3.428 2.314  1.635  H25  GW5 32 
GW5 H21A 1H2 H 0 0 N N N -12.444 50.751 332.480 -1.524 3.337  -0.224 H21A GW5 33 
GW5 H22A 2H2 H 0 0 N N N -12.904 49.466 333.493 -0.156 2.453  -0.941 H22A GW5 34 
GW5 H11  1H1 H 0 1 N N N -13.943 48.228 331.453 0.499  3.522  1.198  H11  GW5 35 
GW5 H12A 2H1 H 0 0 N N N -14.703 49.872 331.766 -0.793 2.632  2.039  H12A GW5 36 
GW5 H13A 3H1 H 0 0 N N N -13.483 49.513 330.440 0.575  1.748  1.321  H13A GW5 37 
GW5 H6   H6  H 0 1 N N N -8.401  51.220 333.134 -1.015 -1.985 -1.785 H6   GW5 38 
GW5 H7   H7  H 0 1 N N N -8.571  53.011 334.839 -2.347 -4.053 -1.756 H7   GW5 39 
GW5 H8   H8  H 0 1 N N N -10.500 53.074 336.391 -3.933 -4.475 0.077  H8   GW5 40 
GW5 H9   H9  H 0 1 N N N -12.271 51.338 336.223 -4.194 -2.834 1.892  H9   GW5 41 
GW5 H10  H10 H 0 1 N N N -12.100 49.551 334.521 -2.866 -0.764 1.885  H10  GW5 42 
GW5 H19  H19 H 0 1 N N N -8.567  48.058 334.554 0.358  -0.837 2.172  H19  GW5 43 
GW5 H18  H18 H 0 1 N N N -6.347  47.023 334.096 2.791  -0.943 2.394  H18  GW5 44 
GW5 H12  H12 H 0 1 N N N -8.945  49.138 330.406 0.785  0.712  -1.808 H12  GW5 45 
GW5 H13  H13 H 0 1 N N N -6.729  48.136 329.955 3.219  0.613  -1.588 H13  GW5 46 
GW5 H15  H15 H 0 1 N N N -5.031  46.512 330.678 5.072  -0.598 1.465  H15  GW5 47 
GW5 H16  H16 H 0 1 N N N -4.229  47.459 333.545 4.972  0.521  -1.390 H16  GW5 48 
GW5 HO2  HO2 H 0 1 N N N -1.062  46.123 332.762 8.572  0.370  -1.076 HO2  GW5 49 
# 
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 
GW5 C21 C22  DOUB Y N 1  
GW5 C21 C20  SING Y N 2  
GW5 C21 H21  SING N N 3  
GW5 C22 C23  SING Y N 4  
GW5 C22 H22  SING N N 5  
GW5 C23 C24  DOUB Y N 6  
GW5 C23 H23  SING N N 7  
GW5 C24 C25  SING Y N 8  
GW5 C24 H24  SING N N 9  
GW5 C25 C20  DOUB Y N 10 
GW5 C25 H25  SING N N 11 
GW5 C20 C3   SING N N 12 
GW5 C3  C2   SING N N 13 
GW5 C3  C4   DOUB N Z 14 
GW5 C2  C1   SING N N 15 
GW5 C2  H21A SING N N 16 
GW5 C2  H22A SING N N 17 
GW5 C1  H11  SING N N 18 
GW5 C1  H12A SING N N 19 
GW5 C1  H13A SING N N 20 
GW5 C4  C5   SING N N 21 
GW5 C4  C11  SING N N 22 
GW5 C5  C6   DOUB Y N 23 
GW5 C5  C10  SING Y N 24 
GW5 C6  C7   SING Y N 25 
GW5 C6  H6   SING N N 26 
GW5 C7  C8   DOUB Y N 27 
GW5 C7  H7   SING N N 28 
GW5 C8  C9   SING Y N 29 
GW5 C8  H8   SING N N 30 
GW5 C9  C10  DOUB Y N 31 
GW5 C9  H9   SING N N 32 
GW5 C10 H10  SING N N 33 
GW5 C11 C19  DOUB Y N 34 
GW5 C11 C12  SING Y N 35 
GW5 C19 C18  SING Y N 36 
GW5 C19 H19  SING N N 37 
GW5 C18 C14  DOUB Y N 38 
GW5 C18 H18  SING N N 39 
GW5 C12 C13  DOUB Y N 40 
GW5 C12 H12  SING N N 41 
GW5 C13 C14  SING Y N 42 
GW5 C13 H13  SING N N 43 
GW5 C14 C15  SING N N 44 
GW5 C15 C16  DOUB N E 45 
GW5 C15 H15  SING N N 46 
GW5 C16 C17  SING N N 47 
GW5 C16 H16  SING N N 48 
GW5 C17 O2   SING N N 49 
GW5 C17 O1   DOUB N N 50 
GW5 O2  HO2  SING N N 51 
# 
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 
GW5 SMILES           ACDLabs              10.04 O=C(O)\C=C\c3ccc(\C(=C(/c1ccccc1)CC)c2ccccc2)cc3                                                                                                  
GW5 InChI            InChI                1.02b InChI=1/C25H22O2/c1-2-23(20-9-5-3-6-10-20)25(21-11-7-4-8-12-21)22-16-13-19(14-17-22)15-18-24(26)27/h3-18H,2H2,1H3,(H,26,27)/b18-15+,25-23-/f/h26H 
GW5 InChIKey         InChI                1.02b HJQQVNIORAQATK-IDGNTLGVDH                                                                                                                         
GW5 SMILES_CANONICAL CACTVS               3.341 CCC(/c1ccccc1)=C(\c2ccccc2)c3ccc(\C=C\C(O)=O)cc3                                                                                                  
GW5 SMILES           CACTVS               3.341 CCC(c1ccccc1)=C(c2ccccc2)c3ccc(C=CC(O)=O)cc3                                                                                                      
GW5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC/C(=C(\c1ccccc1)/c2ccc(cc2)\C=C\C(=O)O)/c3ccccc3                                                                                                
GW5 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(=C(c1ccccc1)c2ccc(cc2)C=CC(=O)O)c3ccccc3                                                                                                      
# 
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 
GW5 "SYSTEMATIC NAME" ACDLabs              10.04 "(2E)-3-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenyl}prop-2-enoic acid" 
GW5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(E)-3-[4-[(Z)-1,2-diphenylbut-1-enyl]phenyl]prop-2-enoic acid"      
# 
