data_064
# 
_chem_comp.id                                    064 
_chem_comp.name                                  "3-[(E)-2-(2-chloro-4-{[3-(2,6-dichlorophenyl)-5-(1-methylethyl)isoxazol-4-yl]methoxy}phenyl)ethenyl]benzoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H22 Cl3 N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-05 
_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                        542.838 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     064 
_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        3DCT 
_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 
064 C1   C1   C  0 1 Y N N 133.853 24.031 81.141 4.826   0.312  0.407  C1   064 1  
064 N4   N4   N  0 1 Y N N 133.181 23.266 82.076 5.975   -0.236 0.718  N4   064 2  
064 C5   C5   C  0 1 Y N N 135.280 22.871 82.368 4.528   -1.469 1.641  C5   064 3  
064 C6   C6   C  0 1 N N N 136.463 24.346 80.586 2.330   -0.312 0.974  C6   064 4  
064 C7   C7   C  0 1 Y N N 133.080 24.384 78.828 5.082   1.590  -1.719 C7   064 5  
064 C8   C8   C  0 1 Y N N 132.830 26.221 80.529 3.938   2.627  0.133  C8   064 6  
064 C10  C10  C  0 1 N N N 136.536 22.208 82.985 3.963   -2.608 2.450  C10  064 7  
064 C16  C16  C  0 1 N N N 136.840 22.741 84.417 4.382   -3.938 1.820  C16  064 8  
064 C17  C17  C  0 1 N N N 136.363 20.692 83.029 4.498   -2.530 3.881  C17  064 9  
064 C18  C18  C  0 1 Y N N 137.312 26.458 79.602 0.433   -1.073 -0.239 C18  064 10 
064 C19  C19  C  0 1 Y N N 132.089 26.519 78.180 4.210   3.812  -1.932 C19  064 11 
064 C20  C20  C  0 1 Y N N 137.601 27.852 79.635 -0.166  -1.837 -1.232 C20  064 12 
064 C21  C21  C  0 1 Y N N 137.801 25.644 78.499 -0.341  -0.263 0.582  C21  064 13 
064 C22  C22  C  0 1 Y N N 138.386 28.432 78.636 -1.533  -1.790 -1.412 C22  064 14 
064 C23  C23  C  0 1 Y N N 138.608 26.229 77.466 -1.708  -0.213 0.414  C23  064 15 
064 C24  C24  C  0 1 Y N N 138.883 27.662 77.544 -2.315  -0.971 -0.591 C24  064 16 
064 C26  C26  C  0 1 N N N 139.729 28.422 76.555 -3.776  -0.920 -0.774 C26  064 17 
064 C27  C27  C  0 1 N N N 140.818 27.974 76.028 -4.527  -0.145 0.025  C27  064 18 
064 C28  C28  C  0 1 Y N N 141.818 28.686 75.191 -5.988  -0.094 -0.159 C28  064 19 
064 C29  C29  C  0 1 Y N N 142.082 29.997 75.565 -6.770  0.710  0.671  C29  064 20 
064 C30  C30  C  0 1 Y N N 142.545 28.070 74.094 -6.595  -0.849 -1.168 C30  064 21 
064 C32  C32  C  0 1 Y N N 143.499 28.884 73.389 -7.964  -0.802 -1.340 C32  064 22 
064 C2   C2   C  0 1 Y N N 135.223 23.787 81.327 3.825   -0.497 1.016  C2   064 23 
064 C3   C3   C  0 1 Y N N 133.278 24.870 80.189 4.611   1.533  -0.408 C3   064 24 
064 O9   O9   O  0 1 Y N N 134.002 22.576 82.810 5.823   -1.222 1.400  O9   064 25 
064 O11  O11  O  0 1 N N N 136.563 25.824 80.605 1.779   -1.123 -0.066 O11  064 26 
064 C12  C12  C  0 1 Y N N 132.503 25.214 77.842 4.879   2.730  -2.474 C12  064 27 
064 CL13 CL13 CL 0 0 N N N 133.593 22.763 78.292 5.929   0.236  -2.400 CL13 064 28 
064 C14  C14  C  0 1 Y N N 132.269 27.029 79.520 3.741   3.761  -0.632 C14  064 29 
064 CL15 CL15 CL 0 0 N N N 133.001 26.962 82.124 3.347   2.565  1.764  CL15 064 30 
064 CL25 CL25 CL 0 0 N N N 138.691 30.138 78.753 -2.280  -2.744 -2.654 CL25 064 31 
064 C31  C31  C  0 1 Y N N 143.011 30.804 74.892 -8.151  0.752  0.490  C31  064 32 
064 C33  C33  C  0 1 Y N N 143.726 30.244 73.794 -8.743  -0.012 -0.520 C33  064 33 
064 C34  C34  C  0 1 N N N 143.271 32.229 75.340 -8.987  1.601  1.363  C34  064 34 
064 O35  O35  O  0 1 N N N 144.191 32.983 74.668 -8.470  2.264  2.240  O35  064 35 
064 O36  O36  O  0 1 N N N 142.668 32.721 76.316 -10.322 1.640  1.187  O36  064 36 
064 H6   H6   H  0 1 N N N 136.405 24.023 79.536 1.901   -0.608 1.931  H6   064 37 
064 H6A  H6A  H  0 1 N N N 137.350 23.958 81.109 2.098   0.735  0.779  H6A  064 38 
064 H10  H10  H  0 1 N N N 137.389 22.469 82.342 2.876   -2.539 2.465  H10  064 39 
064 H16  H16  H  0 1 N N N 136.912 21.895 85.116 5.470   -4.006 1.806  H16  064 40 
064 H16A H16A H  0 0 N N N 137.792 23.291 84.409 3.974   -4.761 2.405  H16A 064 41 
064 H16B H16B H  0 0 N N N 136.030 23.413 84.737 4.001   -3.993 0.800  H16B 064 42 
064 H17  H17  H  0 1 N N N 136.321 20.297 82.003 4.200   -1.583 4.330  H17  064 43 
064 H17A H17A H  0 0 N N N 137.214 20.241 83.561 4.090   -3.354 4.467  H17A 064 44 
064 H17B H17B H  0 0 N N N 135.429 20.445 83.555 5.586   -2.599 3.867  H17B 064 45 
064 H19  H19  H  0 1 N N N 131.632 27.145 77.428 4.054   4.700  -2.525 H19  064 46 
064 H20  H20  H  0 1 N N N 137.212 28.463 80.436 0.439   -2.469 -1.865 H20  064 47 
064 H21  H21  H  0 1 N N N 137.555 24.593 78.457 0.130   0.329  1.353  H21  064 48 
064 H23  H23  H  0 1 N N N 138.999 25.629 76.657 -2.308  0.418  1.053  H23  064 49 
064 H26  H26  H  0 1 N N N 139.401 29.410 76.268 -4.243  -1.507 -1.551 H26  064 50 
064 H27  H27  H  0 1 N N N 141.033 26.934 76.223 -4.059  0.442  0.802  H27  064 51 
064 H29  H29  H  0 1 N N N 141.550 30.412 76.408 -6.307  1.298  1.449  H29  064 52 
064 H30  H30  H  0 1 N N N 142.376 27.040 73.818 -5.991  -1.469 -1.814 H30  064 53 
064 H32  H32  H  0 1 N N N 144.046 28.472 72.554 -8.427  -1.386 -2.122 H32  064 54 
064 H12  H12  H  0 1 N N N 132.379 24.851 76.833 5.244   2.775  -3.490 H12  064 55 
064 H14  H14  H  0 1 N N N 131.970 28.041 79.751 3.218   4.609  -0.214 H14  064 56 
064 H33  H33  H  0 1 N N N 144.446 30.848 73.261 -9.814  0.019  -0.661 H33  064 57 
064 HO36 HO36 H  0 0 N N N 142.963 33.613 76.454 -10.827 2.210  1.783  HO36 064 58 
# 
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 
064 C3   C1   SING Y N 1  
064 C1   C2   SING Y N 2  
064 C1   N4   DOUB Y N 3  
064 N4   O9   SING Y N 4  
064 C2   C5   DOUB N N 5  
064 C5   O9   SING N N 6  
064 C5   C10  SING N N 7  
064 C6   O11  SING N N 8  
064 C6   C2   SING N N 9  
064 C6   H6   SING Y N 10 
064 C6   H6A  SING N N 11 
064 C12  C7   DOUB N N 12 
064 CL13 C7   SING N N 13 
064 C7   C3   SING N N 14 
064 C14  C8   SING N N 15 
064 C3   C8   DOUB N N 16 
064 C8   CL15 SING N N 17 
064 C10  C17  SING N N 18 
064 C10  C16  SING N N 19 
064 C10  H10  SING N N 20 
064 C16  H16  SING Y N 21 
064 C16  H16A SING N N 22 
064 C16  H16B SING Y N 23 
064 C17  H17  SING N N 24 
064 C17  H17A SING N N 25 
064 C17  H17B SING Y N 26 
064 C21  C18  DOUB N N 27 
064 C18  C20  SING Y N 28 
064 C18  O11  SING N N 29 
064 C12  C19  SING Y N 30 
064 C19  C14  DOUB Y N 31 
064 C19  H19  SING N N 32 
064 C22  C20  DOUB Y N 33 
064 C20  H20  SING N N 34 
064 C23  C21  SING N N 35 
064 C21  H21  SING N E 36 
064 C24  C22  SING N N 37 
064 C22  CL25 SING N N 38 
064 C23  C24  DOUB Y N 39 
064 C23  H23  SING N N 40 
064 C26  C24  SING Y N 41 
064 C27  C26  DOUB N N 42 
064 C26  H26  SING Y N 43 
064 C28  C27  SING Y N 44 
064 C27  H27  SING N N 45 
064 C30  C28  DOUB Y N 46 
064 C28  C29  SING N N 47 
064 C31  C29  DOUB Y N 48 
064 C29  H29  SING Y N 49 
064 C32  C30  SING Y N 50 
064 C30  H30  SING N N 51 
064 C32  C33  DOUB N N 52 
064 C32  H32  SING Y N 53 
064 C12  H12  SING N N 54 
064 C14  H14  SING Y N 55 
064 C33  C31  SING N N 56 
064 C31  C34  SING Y N 57 
064 C33  H33  SING N N 58 
064 O35  C34  DOUB N N 59 
064 C34  O36  SING N N 60 
064 O36  HO36 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 
064 SMILES           ACDLabs              10.04 O=C(O)c1cccc(c1)\C=C\c4ccc(OCc3c(onc3c2c(Cl)cccc2Cl)C(C)C)cc4Cl                                                                                                                   
064 InChI            InChI                1.02b InChI=1/C28H22Cl3NO4/c1-16(2)27-21(26(32-36-27)25-22(29)7-4-8-23(25)30)15-35-20-12-11-18(24(31)14-20)10-9-17-5-3-6-19(13-17)28(33)34/h3-14,16H,15H2,1-2H3,(H,33,34)/b10-9+/f/h33H 
064 InChIKey         InChI                1.02b BYTNEISLBIENSA-LXBSRLEDDA                                                                                                                                                         
064 SMILES_CANONICAL CACTVS               3.341 CC(C)c1onc(c1COc2ccc(/C=C/c3cccc(c3)C(O)=O)c(Cl)c2)c4c(Cl)cccc4Cl                                                                                                                 
064 SMILES           CACTVS               3.341 CC(C)c1onc(c1COc2ccc(C=Cc3cccc(c3)C(O)=O)c(Cl)c2)c4c(Cl)cccc4Cl                                                                                                                   
064 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)c1c(c(no1)c2c(cccc2Cl)Cl)COc3ccc(c(c3)Cl)\C=C\c4cccc(c4)C(=O)O                                                                                                               
064 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)c1c(c(no1)c2c(cccc2Cl)Cl)COc3ccc(c(c3)Cl)C=Cc4cccc(c4)C(=O)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 
064 "SYSTEMATIC NAME" ACDLabs              10.04 "3-[(E)-2-(2-chloro-4-{[3-(2,6-dichlorophenyl)-5-(1-methylethyl)isoxazol-4-yl]methoxy}phenyl)ethenyl]benzoic acid" 
064 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[(E)-2-[2-chloro-4-[[3-(2,6-dichlorophenyl)-5-propan-2-yl-1,2-oxazol-4-yl]methoxy]phenyl]ethenyl]benzoic acid"  
# 
