data_IX1
# 
_chem_comp.id                                    IX1 
_chem_comp.name                                  "5-(3-{3-[3-HYDROXY-2-(METHOXYCARBONYL)PHENOXY]PROPENYL}PHENYL)-4-(HYDROXYMETHYL)ISOXAZOLE-3-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H19 N O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-09-20 
_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                        425.388 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IX1 
_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        1XBO 
_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 
IX1 C1   C1   C 0 1 Y N N 32.896 31.790 18.557 1.911  -0.590 3.207  C1   IX1 1  
IX1 C2   C2   C 0 1 Y N N 32.428 30.907 19.584 0.613  -0.074 3.211  C2   IX1 2  
IX1 C3   C3   C 0 1 Y N N 31.024 30.664 19.675 -0.138 -0.079 2.038  C3   IX1 3  
IX1 C4   C4   C 0 1 Y N N 30.100 31.272 18.778 0.406  -0.609 0.870  C4   IX1 4  
IX1 C5   C5   C 0 1 Y N N 30.589 32.151 17.755 1.705  -1.121 0.880  C5   IX1 5  
IX1 C6   C6   C 0 1 Y N N 31.982 32.404 17.650 2.447  -1.109 2.045  C6   IX1 6  
IX1 C7   C7   C 0 1 Y N N 33.316 30.219 20.589 0.041  0.480  4.456  C7   IX1 7  
IX1 O12  O12  O 0 1 Y N N 32.695 29.515 21.609 -0.728 1.577  4.570  O12  IX1 8  
IX1 N13  N13  N 0 1 Y N N 33.709 28.982 22.416 -1.047 1.783  5.717  N13  IX1 9  
IX1 C14  C14  C 0 1 Y N N 34.912 29.341 21.914 -0.554 0.880  6.529  C14  IX1 10 
IX1 C15  C15  C 0 1 Y N N 34.678 30.158 20.699 0.183  -0.022 5.719  C15  IX1 11 
IX1 C16  C16  C 0 1 N N N 36.257 28.945 22.542 -0.735 0.811  7.998  C16  IX1 12 
IX1 O1   O1   O 0 1 N N N 37.209 29.917 22.584 -1.473 1.743  8.630  O1   IX1 13 
IX1 O2   O2   O 0 1 N N N 36.431 27.834 22.987 -0.219 -0.086 8.632  O2   IX1 14 
IX1 C8   C8   C 0 1 N N N 28.653 30.985 18.929 -0.385 -0.622 -0.376 C8   IX1 15 
IX1 C32  C32  C 0 1 Y N N 24.811 29.969 21.426 -0.764 -0.425 -4.878 C32  IX1 16 
IX1 C33  C33  C 0 1 Y N N 23.945 31.122 21.618 -1.958 -1.129 -4.869 C33  IX1 17 
IX1 C34  C34  C 0 1 Y N N 22.621 31.001 22.119 -2.745 -1.180 -6.004 C34  IX1 18 
IX1 C35  C35  C 0 1 Y N N 22.115 29.732 22.447 -2.354 -0.527 -7.159 C35  IX1 19 
IX1 C36  C36  C 0 1 Y N N 22.915 28.572 22.281 -1.168 0.187  -7.189 C36  IX1 20 
IX1 C37  C37  C 0 1 Y N N 24.262 28.660 21.774 -0.361 0.245  -6.042 C37  IX1 21 
IX1 C38  C38  C 0 1 N N N 25.034 27.380 21.632 0.900  1.001  -6.062 C38  IX1 22 
IX1 O11  O11  O 0 1 N N N 25.126 26.601 22.558 0.910  2.176  -5.755 O11  IX1 23 
IX1 O13  O13  O 0 1 N N N 25.607 27.146 20.428 2.046  0.389  -6.422 O13  IX1 24 
IX1 C39  C39  C 0 1 N N N 26.362 25.916 20.223 3.292  1.134  -6.441 C39  IX1 25 
IX1 O14  O14  O 0 1 N N N 22.308 27.382 22.636 -0.787 0.826  -8.323 O14  IX1 26 
IX1 O3   O3   O 0 1 N N N 26.165 30.091 20.913 0.005  -0.376 -3.763 O3   IX1 27 
IX1 C40  C40  C 0 1 N N N 26.649 31.413 20.583 -0.671 -1.136 -2.760 C40  IX1 28 
IX1 C41  C41  C 0 1 N N N 28.062 31.481 20.051 0.136  -1.122 -1.488 C41  IX1 29 
IX1 C9   C9   C 0 1 N N N 35.838 30.722 19.893 0.952  -1.244 6.151  C9   IX1 30 
IX1 O4   O4   O 0 1 N N N 35.816 30.293 18.540 0.090  -2.384 6.121  O4   IX1 31 
IX1 H1   H1   H 0 1 N N N 33.975 32.000 18.463 2.496  -0.584 4.114  H1   IX1 32 
IX1 H3   H3   H 0 1 N N N 30.643 29.989 20.459 -1.142 0.318  2.035  H3   IX1 33 
IX1 H5   H5   H 0 1 N N N 29.893 32.633 17.048 2.131  -1.528 -0.024 H5   IX1 34 
IX1 H6   H6   H 0 1 N N N 32.355 33.079 16.862 3.451  -1.507 2.047  H6   IX1 35 
IX1 HO1  HO1  H 0 1 N N N 38.041 29.672 22.972 -1.591 1.698  9.589  HO1  IX1 36 
IX1 H8   H8   H 0 1 N N N 28.029 30.414 18.221 -1.390 -0.226 -0.383 H8   IX1 37 
IX1 H33  H33  H 0 1 N N N 24.309 32.134 21.373 -2.273 -1.642 -3.973 H33  IX1 38 
IX1 H34  H34  H 0 1 N N N 21.986 31.893 22.253 -3.671 -1.734 -5.990 H34  IX1 39 
IX1 H35  H35  H 0 1 N N N 21.087 29.646 22.836 -2.977 -0.573 -8.040 H35  IX1 40 
IX1 H391 1H39 H 0 0 N N N 25.710 25.050 20.482 4.104  0.477  -6.755 H391 IX1 41 
IX1 H392 2H39 H 0 0 N N N 26.834 25.723 19.231 3.207  1.965  -7.141 H392 IX1 42 
IX1 H393 3H39 H 0 0 N N N 27.147 25.844 21.012 3.501  1.519  -5.443 H393 IX1 43 
IX1 H14  H14  H 0 1 N N N 22.844 26.605 22.525 -0.258 0.198  -8.834 H14  IX1 44 
IX1 H401 1H40 H 0 0 N N N 26.542 32.088 21.464 -1.652 -0.698 -2.572 H401 IX1 45 
IX1 H402 2H40 H 0 0 N N N 25.950 31.906 19.868 -0.792 -2.164 -3.102 H402 IX1 46 
IX1 H41  H41  H 0 1 N N N 28.845 32.018 20.613 1.140  -1.519 -1.482 H41  IX1 47 
IX1 H91  1H9  H 0 1 N N N 36.815 30.484 20.374 1.790  -1.405 5.473  H91  IX1 48 
IX1 H92  2H9  H 0 1 N N N 35.872 31.834 19.961 1.326  -1.098 7.164  H92  IX1 49 
IX1 HO4  HO4  H 0 1 N N N 36.541 30.645 18.037 0.619  -3.142 6.404  HO4  IX1 50 
# 
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 
IX1 C1  C2   DOUB Y N 1  
IX1 C1  C6   SING Y N 2  
IX1 C1  H1   SING N N 3  
IX1 C2  C3   SING Y N 4  
IX1 C2  C7   SING N N 5  
IX1 C3  C4   DOUB Y N 6  
IX1 C3  H3   SING N N 7  
IX1 C4  C5   SING Y N 8  
IX1 C4  C8   SING N N 9  
IX1 C5  C6   DOUB Y N 10 
IX1 C5  H5   SING N N 11 
IX1 C6  H6   SING N N 12 
IX1 C7  O12  SING Y N 13 
IX1 C7  C15  DOUB Y N 14 
IX1 O12 N13  SING Y N 15 
IX1 N13 C14  DOUB Y N 16 
IX1 C14 C15  SING Y N 17 
IX1 C14 C16  SING N N 18 
IX1 C15 C9   SING N N 19 
IX1 C16 O1   SING N N 20 
IX1 C16 O2   DOUB N N 21 
IX1 O1  HO1  SING N N 22 
IX1 C8  C41  DOUB N E 23 
IX1 C8  H8   SING N N 24 
IX1 C32 C33  DOUB Y N 25 
IX1 C32 C37  SING Y N 26 
IX1 C32 O3   SING N N 27 
IX1 C33 C34  SING Y N 28 
IX1 C33 H33  SING N N 29 
IX1 C34 C35  DOUB Y N 30 
IX1 C34 H34  SING N N 31 
IX1 C35 C36  SING Y N 32 
IX1 C35 H35  SING N N 33 
IX1 C36 C37  DOUB Y N 34 
IX1 C36 O14  SING N N 35 
IX1 C37 C38  SING N N 36 
IX1 C38 O11  DOUB N N 37 
IX1 C38 O13  SING N N 38 
IX1 O13 C39  SING N N 39 
IX1 C39 H391 SING N N 40 
IX1 C39 H392 SING N N 41 
IX1 C39 H393 SING N N 42 
IX1 O14 H14  SING N N 43 
IX1 O3  C40  SING N N 44 
IX1 C40 C41  SING N N 45 
IX1 C40 H401 SING N N 46 
IX1 C40 H402 SING N N 47 
IX1 C41 H41  SING N N 48 
IX1 C9  O4   SING N N 49 
IX1 C9  H91  SING N N 50 
IX1 C9  H92  SING N N 51 
IX1 O4  HO4  SING N N 52 
# 
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 
IX1 SMILES           ACDLabs              10.04 O=C(O)c1noc(c1CO)c3cccc(/C=C/COc2cccc(O)c2C(=O)OC)c3                                                                                                              
IX1 InChI            InChI                1.02b InChI=1/C22H19NO8/c1-29-22(28)18-16(25)8-3-9-17(18)30-10-4-6-13-5-2-7-14(11-13)20-15(12-24)19(21(26)27)23-31-20/h2-9,11,24-25H,10,12H2,1H3,(H,26,27)/b6-4+/f/h26H 
IX1 InChIKey         InChI                1.02b DQSRCEFDWMQCCV-ZWLRCGTJDS                                                                                                                                         
IX1 SMILES_CANONICAL CACTVS               3.341 COC(=O)c1c(O)cccc1OC/C=C/c2cccc(c2)c3onc(C(O)=O)c3CO                                                                                                              
IX1 SMILES           CACTVS               3.341 COC(=O)c1c(O)cccc1OCC=Cc2cccc(c2)c3onc(C(O)=O)c3CO                                                                                                                
IX1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COC(=O)c1c(cccc1OC\C=C\c2cccc(c2)c3c(c(no3)C(=O)O)CO)O                                                                                                            
IX1 SMILES           "OpenEye OEToolkits" 1.5.0 COC(=O)c1c(cccc1OCC=Cc2cccc(c2)c3c(c(no3)C(=O)O)CO)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 
IX1 "SYSTEMATIC NAME" ACDLabs              10.04 "5-(3-{(1E)-3-[3-hydroxy-2-(methoxycarbonyl)phenoxy]prop-1-en-1-yl}phenyl)-4-(hydroxymethyl)isoxazole-3-carboxylic acid" 
IX1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[3-[(E)-3-(3-hydroxy-2-methoxycarbonyl-phenoxy)prop-1-enyl]phenyl]-4-(hydroxymethyl)-1,2-oxazole-3-carboxylic acid"   
# 
