data_1XU # _chem_comp.id 1XU _chem_comp.name "5-[3-chloro-4-({4-[1-(3,4-dichlorophenyl)-1H-pyrazol-5-yl]benzyl}carbamothioyl)phenyl]furan-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H18 Cl3 N3 O3 S" _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 582.885 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1XU _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 4LWC _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 1XU C01 C01 C 0 1 Y N N -4.601 11.319 -1.949 5.635 3.039 -3.374 C01 1XU 1 1XU C02 C02 C 0 1 Y N N -3.307 11.689 -1.747 4.443 2.316 -3.430 C02 1XU 2 1XU C03 C03 C 0 1 Y N N -3.057 11.326 -0.390 4.433 1.442 -2.379 C03 1XU 3 1XU N04 N04 N 0 1 Y N N -4.149 10.821 0.082 5.597 1.623 -1.689 N04 1XU 4 1XU N05 N05 N 0 1 Y N N -5.053 10.807 -0.821 6.325 2.629 -2.339 N05 1XU 5 1XU C06 C06 C 0 1 Y N N -4.381 10.320 1.416 5.993 0.929 -0.539 C06 1XU 6 1XU C07 C07 C 0 1 Y N N -1.746 11.557 0.343 3.359 0.479 -2.051 C07 1XU 7 1XU C08 C08 C 0 1 Y N N -5.112 11.109 2.348 5.859 -0.452 -0.480 C08 1XU 8 1XU C09 C09 C 0 1 Y N N -5.355 10.653 3.607 6.250 -1.135 0.655 C09 1XU 9 1XU C10 C10 C 0 1 Y N N -4.875 9.385 3.987 6.774 -0.445 1.734 C10 1XU 10 1XU C11 C11 C 0 1 Y N N -4.139 8.583 3.047 6.908 0.933 1.678 C11 1XU 11 1XU C12 C12 C 0 1 Y N N -3.899 9.027 1.804 6.524 1.620 0.542 C12 1XU 12 1XU CL1 CL13 CL 0 0 N N N -3.548 6.979 3.575 7.565 1.796 3.033 CL13 1XU 13 1XU CL2 CL14 CL 0 0 N N N -5.163 8.773 5.563 7.264 -1.306 3.159 CL14 1XU 14 1XU C15 C15 C 0 1 Y N N -0.539 11.201 -0.226 3.186 0.045 -0.736 C15 1XU 15 1XU C16 C16 C 0 1 Y N N 0.649 11.437 0.458 2.183 -0.853 -0.436 C16 1XU 16 1XU C17 C17 C 0 1 Y N N 0.612 12.040 1.721 1.350 -1.324 -1.435 C17 1XU 17 1XU C18 C18 C 0 1 Y N N -0.612 12.414 2.299 1.517 -0.898 -2.741 C18 1XU 18 1XU C19 C19 C 0 1 Y N N -1.777 12.181 1.620 2.513 0.004 -3.053 C19 1XU 19 1XU C20 C20 C 0 1 N N N 1.952 12.332 2.521 0.256 -2.305 -1.100 C20 1XU 20 1XU N21 N21 N 0 1 N N N 3.048 11.606 1.917 -0.968 -1.575 -0.760 N21 1XU 21 1XU C22 C22 C 0 1 N N N 3.636 10.740 2.926 -2.085 -2.250 -0.424 C22 1XU 22 1XU C23 C23 C 0 1 Y N N 4.714 9.762 2.519 -3.345 -1.522 -0.192 C23 1XU 23 1XU C24 C24 C 0 1 Y N N 6.024 9.881 3.110 -3.354 -0.124 -0.184 C24 1XU 24 1XU C25 C25 C 0 1 Y N N 7.001 8.997 2.755 -4.520 0.554 0.032 C25 1XU 25 1XU C26 C26 C 0 1 Y N N 6.682 7.999 1.824 -5.710 -0.147 0.246 C26 1XU 26 1XU C27 C27 C 0 1 Y N N 5.364 7.888 1.228 -5.709 -1.545 0.239 C27 1XU 27 1XU C28 C28 C 0 1 Y N N 4.403 8.745 1.569 -4.535 -2.230 0.016 C28 1XU 28 1XU S29 S29 S 0 1 N N N 2.965 10.526 4.432 -2.039 -3.955 -0.268 S29 1XU 29 1XU C30 C30 C 0 1 Y N N 7.682 6.962 1.337 -6.968 0.589 0.479 C30 1XU 30 1XU C31 C31 C 0 1 Y N N 8.862 6.479 1.920 -8.192 0.024 0.700 C31 1XU 31 1XU C32 C32 C 0 1 Y N N 9.366 5.490 0.971 -9.103 1.071 0.871 C32 1XU 32 1XU C33 C33 C 0 1 Y N N 8.411 5.487 -0.082 -8.389 2.243 0.747 C33 1XU 33 1XU O34 O34 O 0 1 Y N N 7.469 6.341 0.174 -7.098 1.925 0.516 O34 1XU 34 1XU C35 C35 C 0 1 N N N 8.391 4.686 -1.332 -8.934 3.598 0.857 C35 1XU 35 1XU O36 O36 O 0 1 N N N 9.257 3.837 -1.551 -8.121 4.666 0.724 O36 1XU 36 1XU O37 O37 O 0 1 N N N 7.451 4.920 -2.160 -10.121 3.760 1.068 O37 1XU 37 1XU CL3 CL38 CL 0 0 N N N 2.898 8.585 0.868 -4.528 -3.966 0.006 CL38 1XU 38 1XU H1 H1 H 0 1 N N N -5.158 11.426 -2.868 5.940 3.806 -4.071 H1 1XU 39 1XU H2 H2 H 0 1 N N N -2.628 12.150 -2.449 3.666 2.428 -4.172 H2 1XU 40 1XU H3 H3 H 0 1 N N N -5.478 12.081 2.053 5.450 -0.992 -1.321 H3 1XU 41 1XU H4 H4 H 0 1 N N N -5.911 11.258 4.308 6.146 -2.209 0.701 H4 1XU 42 1XU H5 H5 H 0 1 N N N -3.349 8.417 1.103 6.633 2.693 0.496 H5 1XU 43 1XU H6 H6 H 0 1 N N N -0.518 10.739 -1.202 3.836 0.412 0.045 H6 1XU 44 1XU H7 H7 H 0 1 N N N 1.594 11.157 0.017 2.047 -1.190 0.582 H7 1XU 45 1XU H8 H8 H 0 1 N N N -0.634 12.882 3.272 0.864 -1.270 -3.516 H8 1XU 46 1XU H9 H9 H 0 1 N N N -2.722 12.472 2.055 2.639 0.339 -4.072 H9 1XU 47 1XU H10 H10 H 0 1 N N N 2.168 13.410 2.492 0.069 -2.948 -1.960 H10 1XU 48 1XU H11 H11 H 0 1 N N N 1.832 12.010 3.566 0.563 -2.915 -0.250 H11 1XU 49 1XU H12 H12 H 0 1 N N N 3.350 11.686 0.967 -0.975 -0.605 -0.777 H12 1XU 50 1XU H13 H13 H 0 1 N N N 6.230 10.662 3.827 -2.436 0.421 -0.348 H13 1XU 51 1XU H14 H14 H 0 1 N N N 7.992 9.064 3.179 -4.522 1.634 0.038 H14 1XU 52 1XU H15 H15 H 0 1 N N N 5.162 7.110 0.507 -6.629 -2.088 0.400 H15 1XU 53 1XU H16 H16 H 0 1 N N N 9.301 6.773 2.862 -8.415 -1.033 0.734 H16 1XU 54 1XU H17 H17 H 0 1 N N N 10.263 4.894 1.051 -10.161 0.978 1.064 H17 1XU 55 1XU H18 H18 H 0 1 N N N 9.094 3.427 -2.392 -8.571 5.517 0.812 H18 1XU 56 # 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 1XU O37 C35 DOUB N N 1 1XU C01 C02 SING Y N 2 1XU C01 N05 DOUB Y N 3 1XU C02 C03 DOUB Y N 4 1XU O36 C35 SING N N 5 1XU C35 C33 SING N N 6 1XU N05 N04 SING Y N 7 1XU C03 N04 SING Y N 8 1XU C03 C07 SING N N 9 1XU C15 C07 DOUB Y N 10 1XU C15 C16 SING Y N 11 1XU C33 O34 SING Y N 12 1XU C33 C32 DOUB Y N 13 1XU N04 C06 SING N N 14 1XU O34 C30 SING Y N 15 1XU C07 C19 SING Y N 16 1XU C16 C17 DOUB Y N 17 1XU CL3 C28 SING N N 18 1XU C32 C31 SING Y N 19 1XU C27 C28 DOUB Y N 20 1XU C27 C26 SING Y N 21 1XU C30 C26 SING N N 22 1XU C30 C31 DOUB Y N 23 1XU C06 C12 DOUB Y N 24 1XU C06 C08 SING Y N 25 1XU C28 C23 SING Y N 26 1XU C19 C18 DOUB Y N 27 1XU C17 C18 SING Y N 28 1XU C17 C20 SING N N 29 1XU C12 C11 SING Y N 30 1XU C26 C25 DOUB Y N 31 1XU N21 C20 SING N N 32 1XU N21 C22 SING N N 33 1XU C08 C09 DOUB Y N 34 1XU C23 C22 SING N N 35 1XU C23 C24 DOUB Y N 36 1XU C25 C24 SING Y N 37 1XU C22 S29 DOUB N N 38 1XU C11 CL1 SING N N 39 1XU C11 C10 DOUB Y N 40 1XU C09 C10 SING Y N 41 1XU C10 CL2 SING N N 42 1XU C01 H1 SING N N 43 1XU C02 H2 SING N N 44 1XU C08 H3 SING N N 45 1XU C09 H4 SING N N 46 1XU C12 H5 SING N N 47 1XU C15 H6 SING N N 48 1XU C16 H7 SING N N 49 1XU C18 H8 SING N N 50 1XU C19 H9 SING N N 51 1XU C20 H10 SING N N 52 1XU C20 H11 SING N N 53 1XU N21 H12 SING N N 54 1XU C24 H13 SING N N 55 1XU C25 H14 SING N N 56 1XU C27 H15 SING N N 57 1XU C31 H16 SING N N 58 1XU C32 H17 SING N N 59 1XU O36 H18 SING N N 60 # 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 1XU SMILES ACDLabs 12.01 "Clc1ccc(cc1Cl)n2nccc2c3ccc(cc3)CNC(=S)c4ccc(cc4Cl)c5oc(C(=O)O)cc5" 1XU InChI InChI 1.03 "InChI=1S/C28H18Cl3N3O3S/c29-21-8-6-19(14-23(21)31)34-24(11-12-33-34)17-3-1-16(2-4-17)15-32-27(38)20-7-5-18(13-22(20)30)25-9-10-26(37-25)28(35)36/h1-14H,15H2,(H,32,38)(H,35,36)" 1XU InChIKey InChI 1.03 XXQKNGSPGDXDMG-UHFFFAOYSA-N 1XU SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1oc(cc1)c2ccc(c(Cl)c2)C(=S)NCc3ccc(cc3)c4ccnn4c5ccc(Cl)c(Cl)c5" 1XU SMILES CACTVS 3.385 "OC(=O)c1oc(cc1)c2ccc(c(Cl)c2)C(=S)NCc3ccc(cc3)c4ccnn4c5ccc(Cl)c(Cl)c5" 1XU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CNC(=S)c2ccc(cc2Cl)c3ccc(o3)C(=O)O)c4ccnn4c5ccc(c(c5)Cl)Cl" 1XU SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CNC(=S)c2ccc(cc2Cl)c3ccc(o3)C(=O)O)c4ccnn4c5ccc(c(c5)Cl)Cl" # 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 1XU "SYSTEMATIC NAME" ACDLabs 12.01 "5-[3-chloro-4-({4-[1-(3,4-dichlorophenyl)-1H-pyrazol-5-yl]benzyl}carbamothioyl)phenyl]furan-2-carboxylic acid" 1XU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[3-chloranyl-4-[[4-[2-(3,4-dichlorophenyl)pyrazol-3-yl]phenyl]methylcarbamothioyl]phenyl]furan-2-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 1XU "Create component" 2013-07-30 RCSB 1XU "Initial release" 2013-12-11 RCSB #