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 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 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 Y 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 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" IX1 InChI InChI 1.03 "InChI=1S/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+" IX1 InChIKey InChI 1.03 DQSRCEFDWMQCCV-GQCTYLIASA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IX1 "Create component" 2004-09-20 RCSB IX1 "Modify aromatic_flag" 2011-06-04 RCSB IX1 "Modify descriptor" 2011-06-04 RCSB #