data_1XT # _chem_comp.id 1XT _chem_comp.name "5-(4-{[4-(5-carboxyfuran-2-yl)benzyl]oxy}phenyl)-1-(3-methylphenyl)-1H-pyrazole-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H22 N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-30 _chem_comp.pdbx_modified_date 2013-12-06 _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 494.495 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1XT _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 4LUZ _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 1XT C01 C01 C 0 1 N N N -17.617 13.699 -18.424 -10.330 0.108 1.038 C01 1XT 1 1XT O02 O02 O 0 1 N N N -18.607 13.541 -17.652 -10.258 0.854 2.160 O02 1XT 2 1XT O03 O03 O 0 1 N N N -16.879 14.724 -18.340 -11.392 -0.378 0.698 O03 1XT 3 1XT C04 C04 C 0 1 Y N N -17.291 12.680 -19.466 -9.133 -0.109 0.226 C04 1XT 4 1XT C05 C05 C 0 1 Y N N -18.049 11.556 -19.829 -9.068 -0.841 -0.941 C05 1XT 5 1XT C06 C06 C 0 1 Y N N -17.294 10.925 -20.872 -7.741 -0.786 -1.379 C06 1XT 6 1XT C07 C07 C 0 1 Y N N -16.156 11.726 -21.048 -7.051 -0.030 -0.474 C07 1XT 7 1XT O08 O08 O 0 1 Y N N -16.203 12.727 -20.202 -7.900 0.376 0.485 O08 1XT 8 1XT C09 C09 C 0 1 Y N N -15.039 11.502 -22.012 -5.611 0.291 -0.542 C09 1XT 9 1XT C10 C10 C 0 1 Y N N -13.870 12.245 -21.887 -5.021 1.077 0.450 C10 1XT 10 1XT C11 C11 C 0 1 Y N N -12.824 12.041 -22.775 -3.676 1.373 0.381 C11 1XT 11 1XT C12 C12 C 0 1 Y N N -12.951 11.090 -23.778 -2.911 0.894 -0.668 C12 1XT 12 1XT C13 C13 C 0 1 Y N N -14.115 10.347 -23.900 -3.490 0.115 -1.655 C13 1XT 13 1XT C14 C14 C 0 1 Y N N -15.164 10.556 -23.018 -4.833 -0.194 -1.595 C14 1XT 14 1XT C15 C15 C 0 1 N N N -11.834 10.854 -24.738 -1.442 1.222 -0.737 C15 1XT 15 1XT O16 O16 O 0 1 N N N -11.241 11.956 -25.315 -0.697 0.217 -0.047 O16 1XT 16 1XT C17 C17 C 0 1 Y N N -9.937 12.242 -24.987 0.654 0.364 -0.015 C17 1XT 17 1XT C18 C18 C 0 1 Y N N -8.955 11.282 -25.166 1.246 1.458 -0.631 C18 1XT 18 1XT C19 C19 C 0 1 Y N N -7.633 11.561 -24.846 2.616 1.611 -0.600 C19 1XT 19 1XT C20 C20 C 0 1 Y N N -7.293 12.807 -24.347 3.407 0.663 0.051 C20 1XT 20 1XT C21 C21 C 0 1 Y N N -8.283 13.763 -24.170 2.808 -0.435 0.669 C21 1XT 21 1XT C22 C22 C 0 1 Y N N -9.605 13.490 -24.485 1.437 -0.578 0.639 C22 1XT 22 1XT C23 C23 C 0 1 Y N N -5.881 13.148 -23.978 4.878 0.823 0.086 C23 1XT 23 1XT C24 C24 C 0 1 Y N N -5.204 14.358 -24.308 5.572 1.998 0.014 C24 1XT 24 1XT C25 C25 C 0 1 Y N N -3.910 14.221 -23.737 6.935 1.636 0.088 C25 1XT 25 1XT N26 N26 N 0 1 Y N N -3.874 13.046 -23.134 6.988 0.322 0.196 N26 1XT 26 1XT N27 N27 N 0 1 Y N N -5.023 12.412 -23.266 5.803 -0.176 0.203 N27 1XT 27 1XT C28 C28 C 0 1 Y N N -5.232 11.119 -22.700 5.505 -1.539 0.310 C28 1XT 28 1XT C29 C29 C 0 1 Y N N -4.967 9.986 -23.453 4.563 -2.114 -0.534 C29 1XT 29 1XT C30 C30 C 0 1 Y N N -5.151 8.732 -22.895 4.271 -3.460 -0.426 C30 1XT 30 1XT C31 C31 C 0 1 Y N N -5.590 8.620 -21.588 4.915 -4.234 0.522 C31 1XT 31 1XT C32 C32 C 0 1 Y N N -5.849 9.752 -20.829 5.852 -3.665 1.364 C32 1XT 32 1XT C33 C33 C 0 1 Y N N -5.662 11.006 -21.386 6.153 -2.321 1.257 C33 1XT 33 1XT C34 C34 C 0 1 N N N -4.879 7.507 -23.706 3.250 -4.084 -1.342 C34 1XT 34 1XT C35 C35 C 0 1 N N N -2.777 15.190 -23.772 8.088 2.556 0.051 C35 1XT 35 1XT O36 O36 O 0 1 N N N -2.197 15.484 -22.692 9.342 2.070 0.132 O36 1XT 36 1XT O37 O37 O 0 1 N N N -2.399 15.696 -24.861 7.906 3.753 -0.053 O37 1XT 37 1XT H1 H1 H 0 1 N N N -18.668 14.281 -17.059 -11.100 0.945 2.627 H1 1XT 38 1XT H2 H2 H 0 1 N N N -18.993 11.237 -19.414 -9.884 -1.358 -1.424 H2 1XT 39 1XT H3 H3 H 0 1 N N N -17.548 10.023 -21.409 -7.338 -1.252 -2.265 H3 1XT 40 1XT H4 H4 H 0 1 N N N -13.777 12.979 -21.100 -5.616 1.452 1.269 H4 1XT 41 1XT H5 H5 H 0 1 N N N -11.916 12.619 -22.686 -3.218 1.981 1.148 H5 1XT 42 1XT H6 H6 H 0 1 N N N -14.204 9.606 -24.681 -2.888 -0.255 -2.471 H6 1XT 43 1XT H7 H7 H 0 1 N N N -16.075 9.984 -23.114 -5.283 -0.802 -2.365 H7 1XT 44 1XT H8 H8 H 0 1 N N N -12.228 10.229 -25.553 -1.126 1.258 -1.780 H8 1XT 45 1XT H9 H9 H 0 1 N N N -11.049 10.303 -24.199 -1.264 2.191 -0.270 H9 1XT 46 1XT H10 H10 H 0 1 N N N -9.219 10.310 -25.557 0.633 2.191 -1.135 H10 1XT 47 1XT H11 H11 H 0 1 N N N -6.872 10.808 -24.986 3.076 2.462 -1.079 H11 1XT 48 1XT H12 H12 H 0 1 N N N -8.019 14.735 -23.781 3.417 -1.170 1.174 H12 1XT 49 1XT H13 H13 H 0 1 N N N -10.367 14.241 -24.341 0.973 -1.425 1.121 H13 1XT 50 1XT H14 H14 H 0 1 N N N -5.590 15.196 -24.869 5.164 2.994 -0.081 H14 1XT 51 1XT H15 H15 H 0 1 N N N -4.618 10.081 -24.471 4.060 -1.510 -1.275 H15 1XT 52 1XT H16 H16 H 0 1 N N N -5.733 7.641 -21.154 4.684 -5.286 0.605 H16 1XT 53 1XT H17 H17 H 0 1 N N N -6.194 9.656 -19.810 6.352 -4.273 2.103 H17 1XT 54 1XT H18 H18 H 0 1 N N N -5.850 11.893 -20.799 6.889 -1.878 1.911 H18 1XT 55 1XT H19 H19 H 0 1 N N N -3.829 7.207 -23.576 3.745 -4.450 -2.242 H19 1XT 56 1XT H20 H20 H 0 1 N N N -5.537 6.692 -23.371 2.764 -4.915 -0.831 H20 1XT 57 1XT H21 H21 H 0 1 N N N -5.071 7.720 -24.768 2.503 -3.339 -1.615 H21 1XT 58 1XT H22 H22 H 0 1 N N N -1.495 16.100 -22.867 10.064 2.712 0.103 H22 1XT 59 # 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 1XT O16 C17 SING N N 1 1XT O16 C15 SING N N 2 1XT C18 C17 DOUB Y N 3 1XT C18 C19 SING Y N 4 1XT C17 C22 SING Y N 5 1XT O37 C35 DOUB N N 6 1XT C19 C20 DOUB Y N 7 1XT C15 C12 SING N N 8 1XT C22 C21 DOUB Y N 9 1XT C20 C21 SING Y N 10 1XT C20 C23 SING N N 11 1XT C24 C23 DOUB Y N 12 1XT C24 C25 SING Y N 13 1XT C23 N27 SING Y N 14 1XT C13 C12 DOUB Y N 15 1XT C13 C14 SING Y N 16 1XT C12 C11 SING Y N 17 1XT C35 C25 SING N N 18 1XT C35 O36 SING N N 19 1XT C25 N26 DOUB Y N 20 1XT C34 C30 SING N N 21 1XT C29 C30 DOUB Y N 22 1XT C29 C28 SING Y N 23 1XT N27 N26 SING Y N 24 1XT N27 C28 SING N N 25 1XT C14 C09 DOUB Y N 26 1XT C30 C31 SING Y N 27 1XT C11 C10 DOUB Y N 28 1XT C28 C33 DOUB Y N 29 1XT C09 C10 SING Y N 30 1XT C09 C07 SING N N 31 1XT C31 C32 DOUB Y N 32 1XT C33 C32 SING Y N 33 1XT C07 C06 DOUB Y N 34 1XT C07 O08 SING Y N 35 1XT C06 C05 SING Y N 36 1XT O08 C04 SING Y N 37 1XT C05 C04 DOUB Y N 38 1XT C04 C01 SING N N 39 1XT C01 O03 DOUB N N 40 1XT C01 O02 SING N N 41 1XT O02 H1 SING N N 42 1XT C05 H2 SING N N 43 1XT C06 H3 SING N N 44 1XT C10 H4 SING N N 45 1XT C11 H5 SING N N 46 1XT C13 H6 SING N N 47 1XT C14 H7 SING N N 48 1XT C15 H8 SING N N 49 1XT C15 H9 SING N N 50 1XT C18 H10 SING N N 51 1XT C19 H11 SING N N 52 1XT C21 H12 SING N N 53 1XT C22 H13 SING N N 54 1XT C24 H14 SING N N 55 1XT C29 H15 SING N N 56 1XT C31 H16 SING N N 57 1XT C32 H17 SING N N 58 1XT C33 H18 SING N N 59 1XT C34 H19 SING N N 60 1XT C34 H20 SING N N 61 1XT C34 H21 SING N N 62 1XT O36 H22 SING N N 63 # 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 1XT SMILES ACDLabs 12.01 "O=C(O)c2nn(c1cc(ccc1)C)c(c2)c5ccc(OCc3ccc(cc3)c4oc(C(=O)O)cc4)cc5" 1XT InChI InChI 1.03 "InChI=1S/C29H22N2O6/c1-18-3-2-4-22(15-18)31-25(16-24(30-31)28(32)33)20-9-11-23(12-10-20)36-17-19-5-7-21(8-6-19)26-13-14-27(37-26)29(34)35/h2-16H,17H2,1H3,(H,32,33)(H,34,35)" 1XT InChIKey InChI 1.03 ZSLZQFLXJWWMLW-UHFFFAOYSA-N 1XT SMILES_CANONICAL CACTVS 3.385 "Cc1cccc(c1)n2nc(cc2c3ccc(OCc4ccc(cc4)c5oc(cc5)C(O)=O)cc3)C(O)=O" 1XT SMILES CACTVS 3.385 "Cc1cccc(c1)n2nc(cc2c3ccc(OCc4ccc(cc4)c5oc(cc5)C(O)=O)cc3)C(O)=O" 1XT SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cccc(c1)n2c(cc(n2)C(=O)O)c3ccc(cc3)OCc4ccc(cc4)c5ccc(o5)C(=O)O" 1XT SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cccc(c1)n2c(cc(n2)C(=O)O)c3ccc(cc3)OCc4ccc(cc4)c5ccc(o5)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 1XT "SYSTEMATIC NAME" ACDLabs 12.01 "5-(4-{[4-(5-carboxyfuran-2-yl)benzyl]oxy}phenyl)-1-(3-methylphenyl)-1H-pyrazole-3-carboxylic acid" 1XT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[4-[[4-(5-carboxyfuran-2-yl)phenyl]methoxy]phenyl]-1-(3-methylphenyl)pyrazole-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 1XT "Create component" 2013-07-30 RCSB 1XT "Initial release" 2013-12-11 RCSB #