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 #