data_708
# 
_chem_comp.id                                    708 
_chem_comp.name                                  "3-[(E)-2-(2-chloro-4-{[3-{[(R)-(2,6-dichlorophenyl)(hydroxy)-lambda~4~-sulfanyl]methyl}-5-(1-methylethyl)isoxazol-4-yl]methoxy}phenyl)ethenyl]benzoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H26 Cl3 N O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-03-17 
_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                        606.944 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     708 
_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        3GD2 
_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 
708 CL38 CL38 CL 0 0 N N N 129.066 157.923 20.445 1.724  1.051  -2.398 CL38 708 1  
708 C37  C37  C  0 1 Y N N 130.803 157.817 20.838 1.435  0.000  -1.046 C37  708 2  
708 C25  C25  C  0 1 Y N N 131.639 156.778 20.420 2.506  -0.451 -0.268 C25  708 3  
708 C26  C26  C  0 1 N N N 131.251 155.677 19.509 3.882  -0.037 -0.593 C26  708 4  
708 C27  C27  C  0 1 N N N 130.106 155.695 18.836 4.908  -0.471 0.156  C27  708 5  
708 C28  C28  C  0 1 Y N N 129.710 154.678 17.835 6.285  -0.057 -0.169 C28  708 6  
708 C33  C33  C  0 1 Y N N 128.518 154.924 17.160 7.352  -0.507 0.607  C33  708 7  
708 C32  C32  C  0 1 Y N N 128.061 154.057 16.176 8.650  -0.109 0.292  C32  708 8  
708 C34  C34  C  0 1 N N N 126.767 154.361 15.485 9.788  -0.582 1.108  C34  708 9  
708 O36  O36  O  0 1 N N N 126.028 155.399 15.891 11.042 -0.197 0.803  O36  708 10 
708 O35  O35  O  0 1 N N N 126.397 153.691 14.528 9.592  -1.317 2.055  O35  708 11 
708 C31  C31  C  0 1 Y N N 128.812 152.935 15.842 8.874  0.736  -0.798 C31  708 12 
708 C30  C30  C  0 1 Y N N 130.019 152.694 16.501 7.812  1.179  -1.562 C30  708 13 
708 C29  C29  C  0 1 Y N N 130.479 153.563 17.492 6.524  0.785  -1.261 C29  708 14 
708 C24  C24  C  0 1 Y N N 132.981 156.817 20.792 2.266  -1.296 0.819  C24  708 15 
708 C23  C23  C  0 1 Y N N 133.463 157.848 21.594 0.978  -1.680 1.120  C23  708 16 
708 C39  C39  C  0 1 Y N N 131.281 158.842 21.638 0.148  -0.386 -0.734 C39  708 17 
708 C22  C22  C  0 1 Y N N 132.606 158.865 22.018 -0.083 -1.230 0.344  C22  708 18 
708 O21  O21  O  0 1 N N N 133.012 159.897 22.802 -1.352 -1.612 0.645  O21  708 19 
708 C20  C20  C  0 1 N N N 134.365 160.063 23.186 -2.396 -1.113 -0.194 C20  708 20 
708 C19  C19  C  0 1 Y N N 134.454 161.233 24.123 -3.723 -1.639 0.289  C19  708 21 
708 C4   C4   C  0 1 Y N N 135.420 162.336 23.990 -4.350 -2.782 -0.077 C4   708 22 
708 C2   C2   C  0 1 N N N 136.517 162.647 23.047 -3.855 -3.806 -1.066 C2   708 23 
708 C3   C3   C  0 1 N N N 137.752 161.869 23.495 -3.703 -5.158 -0.368 C3   708 24 
708 C1   C1   C  0 1 N N N 136.787 164.149 22.955 -4.860 -3.934 -2.213 C1   708 25 
708 C7   C7   C  0 1 Y N N 133.669 161.514 25.255 -4.599 -1.056 1.234  C7   708 26 
708 N6   N6   N  0 1 Y N N 134.080 162.674 25.825 -5.617 -1.860 1.336  N6   708 27 
708 O5   O5   O  0 1 Y N N 135.168 163.162 25.028 -5.497 -2.825 0.615  O5   708 28 
708 C8   C8   C  0 1 N N N 132.554 160.667 25.810 -4.394 0.240  1.975  C8   708 29 
708 S9   S9   S  0 1 N N N 133.240 159.571 27.110 -5.104 1.602  1.018  S9   708 30 
708 O10  O10  O  0 1 N N N 131.844 158.772 27.892 -5.754 2.851  0.140  O10  708 31 
708 C11  C11  C  0 1 Y N N 134.032 158.236 26.154 -3.484 1.926  0.278  C11  708 32 
708 C17  C17  C  0 1 Y N N 133.294 157.273 25.474 -3.334 1.902  -1.097 C17  708 33 
708 CL18 CL18 CL 0 0 N N N 131.504 157.278 25.471 -4.699 1.562  -2.113 CL18 708 34 
708 C16  C16  C  0 1 Y N N 133.940 156.275 24.759 -2.095 2.150  -1.661 C16  708 35 
708 C15  C15  C  0 1 Y N N 135.327 156.236 24.725 -1.008 2.421  -0.852 C15  708 36 
708 C14  C14  C  0 1 Y N N 136.068 157.193 25.402 -1.157 2.445  0.522  C14  708 37 
708 C12  C12  C  0 1 Y N N 135.415 158.185 26.118 -2.397 2.202  1.088  C12  708 38 
708 CL13 CL13 CL 0 0 N N N 136.366 159.418 26.998 -2.584 2.232  2.813  CL13 708 39 
708 H26  H26  H  0 1 N N N 131.918 154.836 19.388 4.065  0.617  -1.433 H26  708 40 
708 H27  H27  H  0 1 N N N 129.419 156.505 19.032 4.725  -1.124 0.996  H27  708 41 
708 H33  H33  H  0 1 N N N 127.940 155.802 17.405 7.174  -1.160 1.448  H33  708 42 
708 HO36 HO36 H  0 0 N N N 125.260 155.477 15.337 11.753 -0.531 1.365  HO36 708 43 
708 H31  H31  H  0 1 N N N 128.464 152.255 15.078 9.880  1.044  -1.043 H31  708 44 
708 H30  H30  H  0 1 N N N 130.604 151.824 16.241 7.991  1.832  -2.403 H30  708 45 
708 H29  H29  H  0 1 N N N 131.420 153.375 17.988 5.699  1.135  -1.863 H29  708 46 
708 H24  H24  H  0 1 N N N 133.653 156.041 20.456 3.090  -1.647 1.423  H24  708 47 
708 H23  H23  H  0 1 N N N 134.502 157.861 21.889 0.792  -2.334 1.959  H23  708 48 
708 H39  H39  H  0 1 N N N 130.614 159.626 21.965 -0.681 -0.035 -1.332 H39  708 49 
708 H20  H20  H  0 1 N N N 134.723 159.154 23.690 -2.402 -0.023 -0.157 H20  708 50 
708 H20A H20A H  0 0 N N N 134.989 160.243 22.298 -2.227 -1.440 -1.219 H20A 708 51 
708 H2   H2   H  0 1 N N N 136.232 162.340 22.030 -2.890 -3.491 -1.463 H2   708 52 
708 H3   H3   H  0 1 N N N 138.403 161.682 22.628 -4.668 -5.473 0.029  H3   708 53 
708 H3A  H3A  H  0 1 N N N 138.302 162.455 24.246 -3.345 -5.898 -1.084 H3A  708 54 
708 H3B  H3B  H  0 1 N N N 137.441 160.909 23.934 -2.987 -5.067 0.449  H3B  708 55 
708 H1   H1   H  0 1 N N N 136.852 164.573 23.968 -4.969 -2.970 -2.710 H1   708 56 
708 H1A  H1A  H  0 1 N N N 137.736 164.319 22.425 -4.502 -4.674 -2.929 H1A  708 57 
708 H1B  H1B  H  0 1 N N N 135.967 164.636 22.406 -5.825 -4.249 -1.816 H1B  708 58 
708 H8   H8   H  0 1 N N N 131.776 161.314 26.242 -4.886 0.184  2.947  H8   708 59 
708 H8A  H8A  H  0 1 N N N 132.108 160.062 25.007 -3.328 0.412  2.118  H8A  708 60 
708 HO10 HO10 H  0 0 N N N 132.034 158.630 28.812 -5.112 3.325  -0.406 HO10 708 61 
708 H16  H16  H  0 1 N N N 133.365 155.530 24.230 -1.978 2.131  -2.735 H16  708 62 
708 H15  H15  H  0 1 N N N 135.830 155.458 24.170 -0.041 2.615  -1.293 H15  708 63 
708 H14  H14  H  0 1 N N N 137.147 157.166 25.372 -0.307 2.656  1.154  H14  708 64 
708 HS9  HS9  H  0 1 N N N 134.007 160.190 27.958 -5.995 0.702  0.398  HS9  708 65 
# 
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 
708 CL38 C37  SING N N 1  
708 C25  C37  DOUB Y N 2  
708 C37  C39  SING Y N 3  
708 C26  C25  SING N N 4  
708 C25  C24  SING Y N 5  
708 C27  C26  DOUB N N 6  
708 C26  H26  SING N E 7  
708 C28  C27  SING N N 8  
708 C27  H27  SING N N 9  
708 C33  C28  DOUB Y N 10 
708 C29  C28  SING Y N 11 
708 C32  C33  SING Y N 12 
708 C33  H33  SING N N 13 
708 C34  C32  SING N N 14 
708 C31  C32  DOUB Y N 15 
708 O35  C34  DOUB N N 16 
708 C34  O36  SING N N 17 
708 O36  HO36 SING N N 18 
708 C31  C30  SING Y N 19 
708 C31  H31  SING N N 20 
708 C30  C29  DOUB Y N 21 
708 C30  H30  SING N N 22 
708 C29  H29  SING N N 23 
708 C24  C23  DOUB Y N 24 
708 C24  H24  SING N N 25 
708 C23  C22  SING Y N 26 
708 C23  H23  SING N N 27 
708 C39  C22  DOUB Y N 28 
708 C39  H39  SING N N 29 
708 C22  O21  SING N N 30 
708 O21  C20  SING N N 31 
708 C20  C19  SING N N 32 
708 C20  H20  SING N N 33 
708 C20  H20A SING N N 34 
708 C4   C19  DOUB Y N 35 
708 C19  C7   SING Y N 36 
708 C2   C4   SING N N 37 
708 C4   O5   SING Y N 38 
708 C1   C2   SING N N 39 
708 C2   C3   SING N N 40 
708 C2   H2   SING N N 41 
708 C3   H3   SING N N 42 
708 C3   H3A  SING N N 43 
708 C3   H3B  SING N N 44 
708 C1   H1   SING N N 45 
708 C1   H1A  SING N N 46 
708 C1   H1B  SING N N 47 
708 C7   C8   SING N N 48 
708 C7   N6   DOUB Y N 49 
708 O5   N6   SING Y N 50 
708 C8   S9   SING N N 51 
708 C8   H8   SING N N 52 
708 C8   H8A  SING N N 53 
708 C11  S9   SING N N 54 
708 S9   O10  SING N N 55 
708 O10  HO10 SING N N 56 
708 C17  C11  DOUB Y N 57 
708 C12  C11  SING Y N 58 
708 C16  C17  SING Y N 59 
708 CL18 C17  SING N N 60 
708 C15  C16  DOUB Y N 61 
708 C16  H16  SING N N 62 
708 C15  C14  SING Y N 63 
708 C15  H15  SING N N 64 
708 C14  C12  DOUB Y N 65 
708 C14  H14  SING N N 66 
708 C12  CL13 SING N N 67 
708 S9   HS9  SING N N 68 
# 
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 
708 SMILES           ACDLabs              10.04 "O=C(O)c1cccc(c1)\C=C\c4ccc(OCc2c(onc2CS(O)c3c(Cl)cccc3Cl)C(C)C)cc4Cl"                                                                                                                           
708 SMILES_CANONICAL CACTVS               3.341 "CC(C)c1onc(C[SH](O)c2c(Cl)cccc2Cl)c1COc3ccc(/C=C/c4cccc(c4)C(O)=O)c(Cl)c3"                                                                                                                      
708 SMILES           CACTVS               3.341 "CC(C)c1onc(C[SH](O)c2c(Cl)cccc2Cl)c1COc3ccc(C=Cc4cccc(c4)C(O)=O)c(Cl)c3"                                                                                                                        
708 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)c1c(c(no1)C[S@H](c2c(cccc2Cl)Cl)O)COc3ccc(c(c3)Cl)\C=C\c4cccc(c4)C(=O)O"                                                                                                                   
708 SMILES           "OpenEye OEToolkits" 1.5.0 "CC(C)c1c(c(no1)CS(c2c(cccc2Cl)Cl)O)COc3ccc(c(c3)Cl)C=Cc4cccc(c4)C(=O)O"                                                                                                                         
708 InChI            InChI                1.03  "InChI=1S/C29H26Cl3NO5S/c1-17(2)27-22(26(33-38-27)16-39(36)28-23(30)7-4-8-24(28)31)15-37-21-12-11-19(25(32)14-21)10-9-18-5-3-6-20(13-18)29(34)35/h3-14,17,36,39H,15-16H2,1-2H3,(H,34,35)/b10-9+" 
708 InChIKey         InChI                1.03  MUAOISKUROHRCK-MDZDMXLPSA-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 
708 "SYSTEMATIC NAME" ACDLabs 10.04 "3-[(E)-2-(2-chloro-4-{[3-{[(R)-(2,6-dichlorophenyl)(hydroxy)-lambda~4~-sulfanyl]methyl}-5-(1-methylethyl)isoxazol-4-yl]methoxy}phenyl)ethenyl]benzoic 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 
708 "Create component"     2009-03-17 RCSB 
708 "Modify aromatic_flag" 2011-06-04 RCSB 
708 "Modify descriptor"    2011-06-04 RCSB 
# 
