data_D32
# 
_chem_comp.id                                    D32 
_chem_comp.name                                  "(2,3-dimethyl-4-{[2-(prop-2-yn-1-yloxy)-4-{[4-(trifluoromethyl)phenoxy]methyl}phenyl]sulfanyl}phenoxy)acetic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H23 F3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-04-07 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        516.529 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     D32 
_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        3GZ9 
_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 
D32 O22  O22  O 0 1 N N N 38.621 77.797 -5.120 6.929  -5.205 -0.412 O22  D32 1  
D32 C17  C17  C 0 1 N N N 38.072 76.780 -5.582 7.171  -3.895 -0.243 C17  D32 2  
D32 O21  O21  O 0 1 N N N 38.747 76.104 -6.348 8.305  -3.480 -0.280 O21  D32 3  
D32 C14  C14  C 0 1 N N N 36.620 76.459 -5.370 6.027  -2.942 -0.007 C14  D32 4  
D32 O11  O11  O 0 1 N N N 36.307 75.227 -6.072 6.536  -1.615 0.141  O11  D32 5  
D32 C5   C5   C 0 1 Y N N 36.656 74.003 -5.479 5.628  -0.627 0.362  C5   D32 6  
D32 C10  C10  C 0 1 Y N N 37.594 73.793 -4.487 4.276  -0.931 0.434  C10  D32 7  
D32 C8   C8   C 0 1 Y N N 37.894 72.470 -3.942 3.354  0.071  0.657  C8   D32 8  
D32 C2   C2   C 0 1 Y N N 36.012 72.889 -5.974 6.055  0.683  0.521  C2   D32 9  
D32 C6   C6   C 0 1 N N N 35.032 73.079 -7.109 7.524  1.011  0.449  C6   D32 10 
D32 C1   C1   C 0 1 Y N N 36.315 71.614 -5.519 5.134  1.687  0.745  C1   D32 11 
D32 C4   C4   C 0 1 N N N 35.561 70.504 -6.181 5.597  3.111  0.918  C4   D32 12 
D32 C3   C3   C 0 1 Y N N 37.223 71.375 -4.490 3.780  1.385  0.811  C3   D32 13 
D32 S7   S7   S 0 1 N N N 37.516 69.758 -3.951 2.603  2.665  1.097  S7   D32 14 
D32 C13  C13  C 0 1 Y N N 36.517 69.557 -2.569 1.060  1.829  0.935  C13  D32 15 
D32 C16  C16  C 0 1 Y N N 35.915 70.632 -1.937 0.325  1.501  2.066  C16  D32 16 
D32 C20  C20  C 0 1 Y N N 35.071 70.492 -0.794 -0.885 0.845  1.936  C20  D32 17 
D32 C15  C15  C 0 1 Y N N 36.307 68.307 -2.090 0.572  1.501  -0.329 C15  D32 18 
D32 O1   O1   O 0 1 N N N 36.944 67.232 -2.727 1.286  1.825  -1.440 O1   D32 19 
D32 C7   C7   C 0 1 N N N 36.617 65.997 -2.084 0.724  1.457  -2.701 C7   D32 20 
D32 C11  C11  C 0 1 N N N 37.611 65.778 -1.039 1.626  1.883  -3.784 C11  D32 21 
D32 C19  C19  C 0 1 N N N 38.525 65.505 -0.168 2.346  2.224  -4.647 C19  D32 22 
D32 C18  C18  C 0 1 Y N N 35.478 68.154 -0.941 -0.641 0.844  -0.449 C18  D32 23 
D32 C23  C23  C 0 1 Y N N 34.877 69.233 -0.267 -1.365 0.515  0.682  C23  D32 24 
D32 C24  C24  C 0 1 N N N 34.007 69.096 0.976  -2.685 -0.200 0.548  C24  D32 25 
D32 O25  O25  O 0 1 N N N 32.924 70.010 0.818  -3.737 0.760  0.436  O25  D32 26 
D32 C26  C26  C 0 1 Y N N 31.657 69.687 0.304  -5.001 0.278  0.307  C26  D32 27 
D32 C28  C28  C 0 1 Y N N 30.525 70.217 0.926  -6.071 1.154  0.194  C28  D32 28 
D32 C30  C30  C 0 1 Y N N 29.280 69.897 0.488  -7.355 0.661  0.062  C30  D32 29 
D32 C27  C27  C 0 1 Y N N 31.499 68.786 -0.746 -5.223 -1.092 0.282  C27  D32 30 
D32 C29  C29  C 0 1 Y N N 30.234 68.454 -1.181 -6.509 -1.579 0.150  C29  D32 31 
D32 C31  C31  C 0 1 Y N N 29.132 69.043 -0.588 -7.574 -0.704 0.043  C31  D32 32 
D32 C32  C32  C 0 1 N N N 27.757 68.621 -1.047 -8.976 -1.239 -0.101 C32  D32 33 
D32 F34  F34  F 0 1 N N N 27.016 68.168 -0.037 -9.543 -1.408 1.167  F34  D32 34 
D32 F35  F35  F 0 1 N N N 27.837 67.569 -1.814 -9.746 -0.336 -0.840 F35  D32 35 
D32 F33  F33  F 0 1 N N N 27.172 69.583 -1.700 -8.939 -2.471 -0.762 F33  D32 36 
D32 HO22 HO22 H 0 0 N N N 39.504 77.864 -5.463 7.695  -5.777 -0.561 HO22 D32 37 
D32 H14  H14  H 0 1 N N N 36.421 76.335 -4.295 5.345  -2.977 -0.857 H14  D32 38 
D32 H14A H14A H 0 0 N N N 35.996 77.278 -5.756 5.495  -3.231 0.899  H14A D32 39 
D32 H10  H10  H 0 1 N N N 38.130 74.645 -4.096 3.946  -1.952 0.314  H10  D32 40 
D32 H8   H8   H 0 1 N N N 38.610 72.344 -3.143 2.301  -0.166 0.712  H8   D32 41 
D32 H6   H6   H 0 1 N N N 34.009 73.125 -6.707 7.795  1.240  -0.582 H6   D32 42 
D32 H6A  H6A  H 0 1 N N N 35.261 74.016 -7.638 7.735  1.874  1.081  H6A  D32 43 
D32 H6B  H6B  H 0 1 N N N 35.113 72.234 -7.808 8.104  0.156  0.795  H6B  D32 44 
D32 H4   H4   H 0 1 N N N 35.376 70.763 -7.234 5.626  3.604  -0.053 H4   D32 45 
D32 H4A  H4A  H 0 1 N N N 36.152 69.578 -6.130 4.907  3.641  1.574  H4A  D32 46 
D32 H4B  H4B  H 0 1 N N N 34.600 70.355 -5.666 6.595  3.117  1.359  H4B  D32 47 
D32 H16  H16  H 0 1 N N N 36.092 71.623 -2.327 0.698  1.757  3.046  H16  D32 48 
D32 H20  H20  H 0 1 N N N 34.595 71.354 -0.352 -1.456 0.590  2.816  H20  D32 49 
D32 H7   H7   H 0 1 N N N 35.610 66.052 -1.645 0.596  0.375  -2.741 H7   D32 50 
D32 H7A  H7A  H 0 1 N N N 36.623 65.168 -2.807 -0.244 1.942  -2.823 H7A  D32 51 
D32 H19  H19  H 0 1 N N N 39.275 65.281 0.547  2.990  2.528  -5.418 H19  D32 52 
D32 H18  H18  H 0 1 N N N 35.302 67.156 -0.567 -1.021 0.589  -1.427 H18  D32 53 
D32 H24  H24  H 0 1 N N N 33.630 68.067 1.070  -2.669 -0.827 -0.344 H24  D32 54 
D32 H24A H24A H 0 0 N N N 34.582 69.318 1.887  -2.852 -0.822 1.427  H24A D32 55 
D32 H28  H28  H 0 1 N N N 30.641 70.888 1.764  -5.901 2.220  0.210  H28  D32 56 
D32 H30  H30  H 0 1 N N N 28.410 70.308 0.978  -8.188 1.342  -0.026 H30  D32 57 
D32 H27  H27  H 0 1 N N N 32.366 68.348 -1.218 -4.392 -1.776 0.365  H27  D32 58 
D32 H29  H29  H 0 1 N N N 30.104 67.739 -1.980 -6.682 -2.645 0.130  H29  D32 59 
# 
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 
D32 C17 O22  SING N N 1  
D32 O22 HO22 SING N N 2  
D32 O21 C17  DOUB N N 3  
D32 C17 C14  SING N N 4  
D32 O11 C14  SING N N 5  
D32 C14 H14  SING N N 6  
D32 C14 H14A SING N N 7  
D32 O11 C5   SING N N 8  
D32 C2  C5   DOUB Y N 9  
D32 C5  C10  SING Y N 10 
D32 C10 C8   DOUB Y N 11 
D32 C10 H10  SING N N 12 
D32 C3  C8   SING Y N 13 
D32 C8  H8   SING N N 14 
D32 C6  C2   SING N N 15 
D32 C2  C1   SING Y N 16 
D32 C6  H6   SING N N 17 
D32 C6  H6A  SING N N 18 
D32 C6  H6B  SING N N 19 
D32 C4  C1   SING N N 20 
D32 C1  C3   DOUB Y N 21 
D32 C4  H4   SING N N 22 
D32 C4  H4A  SING N N 23 
D32 C4  H4B  SING N N 24 
D32 C3  S7   SING N N 25 
D32 S7  C13  SING N N 26 
D32 C13 C15  DOUB Y N 27 
D32 C13 C16  SING Y N 28 
D32 C16 C20  DOUB Y N 29 
D32 C16 H16  SING N N 30 
D32 C20 C23  SING Y N 31 
D32 C20 H20  SING N N 32 
D32 O1  C15  SING N N 33 
D32 C15 C18  SING Y N 34 
D32 O1  C7   SING N N 35 
D32 C7  C11  SING N N 36 
D32 C7  H7   SING N N 37 
D32 C7  H7A  SING N N 38 
D32 C11 C19  TRIP N N 39 
D32 C19 H19  SING N N 40 
D32 C18 C23  DOUB Y N 41 
D32 C18 H18  SING N N 42 
D32 C23 C24  SING N N 43 
D32 O25 C24  SING N N 44 
D32 C24 H24  SING N N 45 
D32 C24 H24A SING N N 46 
D32 C26 O25  SING N N 47 
D32 C27 C26  DOUB Y N 48 
D32 C26 C28  SING Y N 49 
D32 C30 C28  DOUB Y N 50 
D32 C28 H28  SING N N 51 
D32 C31 C30  SING Y N 52 
D32 C30 H30  SING N N 53 
D32 C29 C27  SING Y N 54 
D32 C27 H27  SING N N 55 
D32 C29 C31  DOUB Y N 56 
D32 C29 H29  SING N N 57 
D32 C32 C31  SING N N 58 
D32 F35 C32  SING N N 59 
D32 F33 C32  SING N N 60 
D32 C32 F34  SING N N 61 
# 
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 
D32 SMILES           ACDLabs              10.04 "FC(F)(F)c3ccc(OCc2ccc(Sc1c(c(c(OCC(=O)O)cc1)C)C)c(OCC#C)c2)cc3"                                                                                                           
D32 SMILES_CANONICAL CACTVS               3.341 "Cc1c(C)c(Sc2ccc(COc3ccc(cc3)C(F)(F)F)cc2OCC#C)ccc1OCC(O)=O"                                                                                                               
D32 SMILES           CACTVS               3.341 "Cc1c(C)c(Sc2ccc(COc3ccc(cc3)C(F)(F)F)cc2OCC#C)ccc1OCC(O)=O"                                                                                                               
D32 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(ccc1OCC(=O)O)Sc2ccc(cc2OCC#C)COc3ccc(cc3)C(F)(F)F)C"                                                                                                               
D32 SMILES           "OpenEye OEToolkits" 1.5.0 "Cc1c(c(ccc1OCC(=O)O)Sc2ccc(cc2OCC#C)COc3ccc(cc3)C(F)(F)F)C"                                                                                                               
D32 InChI            InChI                1.03  "InChI=1S/C27H23F3O5S/c1-4-13-33-23-14-19(15-34-21-8-6-20(7-9-21)27(28,29)30)5-11-25(23)36-24-12-10-22(17(2)18(24)3)35-16-26(31)32/h1,5-12,14H,13,15-16H2,2-3H3,(H,31,32)" 
D32 InChIKey         InChI                1.03  RMMWVBYHCKSFMW-UHFFFAOYSA-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 
D32 "SYSTEMATIC NAME" ACDLabs              10.04 "(2,3-dimethyl-4-{[2-(prop-2-yn-1-yloxy)-4-{[4-(trifluoromethyl)phenoxy]methyl}phenyl]sulfanyl}phenoxy)acetic acid" 
D32 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[2,3-dimethyl-4-[2-prop-2-ynoxy-4-[[4-(trifluoromethyl)phenoxy]methyl]phenyl]sulfanyl-phenoxy]ethanoic acid"     
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
D32 "Create component"     2009-04-07 RCSB 
D32 "Modify aromatic_flag" 2011-06-04 RCSB 
D32 "Modify descriptor"    2011-06-04 RCSB 
# 
