data_3HW # _chem_comp.id 3HW _chem_comp.name "5-(4-{[4-(5-carboxyfuran-2-yl)benzyl]carbamothioyl}phenyl)-1-(3,4-dichlorophenyl)-1H-pyrazole-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H19 Cl2 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-20 _chem_comp.pdbx_modified_date 2014-11-14 _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 592.449 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3HW _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 4R4O _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 3HW C10 C10 C 0 1 Y N N -4.866 9.338 3.698 5.624 -2.801 -1.115 C10 3HW 1 3HW C13 C13 C 0 1 Y N N -5.276 10.982 2.014 6.563 -0.699 -0.452 C13 3HW 2 3HW C15 C15 C 0 1 Y N N -1.899 11.293 -0.026 2.976 1.195 0.765 C15 3HW 3 3HW C17 C17 C 0 1 Y N N 0.489 11.060 -0.106 2.006 -0.765 1.749 C17 3HW 4 3HW C21 C21 C 0 1 N N N 4.160 12.153 2.034 -2.773 -1.191 2.598 C21 3HW 5 3HW C22 C22 C 0 1 Y N N 4.936 10.901 1.794 -4.032 -0.729 1.910 C22 3HW 6 3HW C24 C24 C 0 1 Y N N 6.806 9.532 2.416 -5.647 -0.989 0.161 C24 3HW 7 3HW C26 C26 C 0 1 Y N N 7.314 7.424 1.219 -7.578 0.572 -0.030 C26 3HW 8 3HW C28 C28 C 0 1 Y N N 8.836 5.774 1.389 -9.411 1.715 -0.556 C28 3HW 9 3HW O01 O01 O 0 1 N N N -6.916 11.289 -3.415 7.482 4.680 -1.411 O01 3HW 10 3HW C02 C02 C 0 1 N N N -5.693 11.589 -3.439 6.308 4.670 -0.749 C02 3HW 11 3HW C03 C03 C 0 1 Y N N -4.871 11.355 -2.223 5.617 3.392 -0.491 C03 3HW 12 3HW N04 N04 N 0 1 Y N N -5.325 10.836 -1.095 6.035 2.192 -0.846 N04 3HW 13 3HW N05 N05 N 0 1 Y N N -4.351 10.752 -0.212 5.198 1.295 -0.468 N05 3HW 14 3HW C06 C06 C 0 1 Y N N -4.522 10.250 1.112 5.340 -0.081 -0.685 C06 3HW 15 3HW C07 C07 C 0 1 Y N N -3.928 9.062 1.502 4.262 -0.829 -1.140 C07 3HW 16 3HW C08 C08 C 0 1 Y N N -4.105 8.612 2.798 4.406 -2.187 -1.353 C08 3HW 17 3HW CL0 CL0 CL 0 0 N N N -3.375 7.124 3.274 3.059 -3.123 -1.921 CL0 3HW 18 3HW CL1 CL1 CL 0 0 N N N -5.103 8.786 5.314 5.803 -4.506 -1.385 CL1 3HW 19 3HW C12 C12 C 0 1 Y N N -5.451 10.526 3.308 6.701 -2.056 -0.668 C12 3HW 20 3HW C14 C14 C 0 1 Y N N -3.215 11.230 -0.713 4.146 1.882 0.180 C14 3HW 21 3HW C16 C16 C 0 1 Y N N -0.744 11.007 -0.738 3.089 -0.128 1.201 C16 3HW 22 3HW C18 C18 C 0 1 Y N N 0.558 11.396 1.238 0.788 -0.090 1.872 C18 3HW 23 3HW C19 C19 C 0 1 N N N 1.866 11.450 1.939 -0.376 -0.772 2.467 C19 3HW 24 3HW N20 N20 N 0 1 N N N 2.859 12.365 1.466 -1.617 -0.513 2.007 N20 3HW 25 3HW C23 C23 C 0 1 Y N N 6.037 10.666 2.600 -4.495 -1.406 0.796 C23 3HW 26 3HW C25 C25 C 0 1 Y N N 6.469 8.624 1.427 -6.345 0.119 0.645 C25 3HW 27 3HW C27 C27 C 0 1 Y N N 8.290 6.906 2.078 -8.346 1.637 0.346 C27 3HW 28 3HW C29 C29 C 0 1 Y N N 8.132 5.713 0.182 -9.245 0.684 -1.457 C29 3HW 29 3HW C30 C30 C 0 1 N N N 8.279 4.749 -0.933 -10.127 0.377 -2.583 C30 3HW 30 3HW O31 O31 O 0 1 N N N 9.239 3.934 -0.971 -9.849 -0.665 -3.393 O31 3HW 31 3HW O32 O32 O 0 1 N N N 7.415 4.782 -1.848 -11.112 1.062 -2.789 O32 3HW 32 3HW O33 O33 O 0 1 Y N N 7.282 6.697 0.139 -8.127 0.008 -1.118 O33 3HW 33 3HW C34 C34 C 0 1 Y N N 5.380 8.861 0.600 -5.874 0.794 1.773 C34 3HW 34 3HW C35 C35 C 0 1 Y N N 4.607 10.001 0.784 -4.721 0.366 2.398 C35 3HW 35 3HW S36 S36 S 0 1 N N N 1.945 10.789 3.465 -0.153 -1.892 3.742 S36 3HW 36 3HW C37 C37 C 0 1 Y N N -0.593 11.674 1.950 0.674 1.232 1.431 C37 3HW 37 3HW C38 C38 C 0 1 Y N N -1.820 11.632 1.317 1.759 1.869 0.888 C38 3HW 38 3HW C39 C39 C 0 1 Y N N -3.488 11.636 -2.049 4.389 3.228 0.186 C39 3HW 39 3HW O40 O40 O 0 1 N N N -5.162 12.066 -4.474 5.820 5.714 -0.364 O40 3HW 40 3HW H131 H131 H 0 0 N N N -5.729 11.913 1.706 7.404 -0.119 -0.103 H131 3HW 41 3HW H171 H171 H 0 0 N N N 1.391 10.841 -0.658 2.095 -1.786 2.090 H171 3HW 42 3HW H211 H211 H 0 0 N N N 4.791 12.979 1.674 -2.831 -0.951 3.660 H211 3HW 43 3HW H212 H212 H 0 0 N N N 4.036 12.234 3.124 -2.665 -2.268 2.474 H212 3HW 44 3HW H241 H241 H 0 0 N N N 7.668 9.355 3.042 -6.007 -1.518 -0.709 H241 3HW 45 3HW H281 H281 H 0 0 N N N 9.620 5.113 1.728 -10.209 2.443 -0.550 H281 3HW 46 3HW H1 H1 H 0 1 N N N -7.306 11.482 -4.259 7.897 5.541 -1.556 H1 3HW 47 3HW H071 H071 H 0 0 N N N -3.333 8.493 0.803 3.312 -0.350 -1.325 H071 3HW 48 3HW H121 H121 H 0 0 N N N -6.042 11.096 4.009 7.652 -2.536 -0.487 H121 3HW 49 3HW H161 H161 H 0 0 N N N -0.805 10.743 -1.784 4.031 -0.649 1.105 H161 3HW 50 3HW H201 H201 H 0 0 N N N 2.665 13.086 0.801 -1.743 0.122 1.285 H201 3HW 51 3HW H231 H231 H 0 0 N N N 6.296 11.371 3.376 -3.954 -2.263 0.423 H231 3HW 52 3HW H271 H271 H 0 0 N N N 8.571 7.279 3.052 -8.164 2.296 1.183 H271 3HW 53 3HW H2 H2 H 0 1 N N N 9.175 3.405 -1.758 -10.488 -0.789 -4.108 H2 3HW 54 3HW H341 H341 H 0 0 N N N 5.134 8.161 -0.185 -6.411 1.650 2.155 H341 3HW 55 3HW H351 H351 H 0 0 N N N 3.755 10.188 0.147 -4.357 0.887 3.271 H351 3HW 56 3HW H371 H371 H 0 0 N N N -0.533 11.924 2.999 -0.267 1.754 1.525 H371 3HW 57 3HW H381 H381 H 0 0 N N N -2.719 11.863 1.868 1.673 2.893 0.554 H381 3HW 58 3HW H391 H391 H 0 0 N N N -2.802 12.061 -2.767 3.770 4.002 0.616 H391 3HW 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 3HW O40 C02 DOUB N N 1 3HW C02 O01 SING N N 2 3HW C02 C03 SING N N 3 3HW C03 C39 SING Y N 4 3HW C03 N04 DOUB Y N 5 3HW C39 C14 DOUB Y N 6 3HW O32 C30 DOUB N N 7 3HW N04 N05 SING Y N 8 3HW O31 C30 SING N N 9 3HW C30 C29 SING N N 10 3HW C16 C17 DOUB Y N 11 3HW C16 C15 SING Y N 12 3HW C14 N05 SING Y N 13 3HW C14 C15 SING N N 14 3HW N05 C06 SING N N 15 3HW C17 C18 SING Y N 16 3HW C15 C38 DOUB Y N 17 3HW O33 C29 SING Y N 18 3HW O33 C26 SING Y N 19 3HW C29 C28 DOUB Y N 20 3HW C34 C35 DOUB Y N 21 3HW C34 C25 SING Y N 22 3HW C35 C22 SING Y N 23 3HW C06 C07 DOUB Y N 24 3HW C06 C13 SING Y N 25 3HW C26 C25 SING N N 26 3HW C26 C27 DOUB Y N 27 3HW C18 C19 SING N N 28 3HW C18 C37 DOUB Y N 29 3HW C38 C37 SING Y N 30 3HW C28 C27 SING Y N 31 3HW C25 C24 DOUB Y N 32 3HW N20 C19 SING N N 33 3HW N20 C21 SING N N 34 3HW C07 C08 SING Y N 35 3HW C22 C21 SING N N 36 3HW C22 C23 DOUB Y N 37 3HW C19 S36 DOUB N N 38 3HW C13 C12 DOUB Y N 39 3HW C24 C23 SING Y N 40 3HW C08 CL0 SING N N 41 3HW C08 C10 DOUB Y N 42 3HW C12 C10 SING Y N 43 3HW C10 CL1 SING N N 44 3HW C13 H131 SING N N 45 3HW C17 H171 SING N N 46 3HW C21 H211 SING N N 47 3HW C21 H212 SING N N 48 3HW C24 H241 SING N N 49 3HW C28 H281 SING N N 50 3HW O01 H1 SING N N 51 3HW C07 H071 SING N N 52 3HW C12 H121 SING N N 53 3HW C16 H161 SING N N 54 3HW N20 H201 SING N N 55 3HW C23 H231 SING N N 56 3HW C27 H271 SING N N 57 3HW O31 H2 SING N N 58 3HW C34 H341 SING N N 59 3HW C35 H351 SING N N 60 3HW C37 H371 SING N N 61 3HW C38 H381 SING N N 62 3HW C39 H391 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 3HW SMILES ACDLabs 12.01 "O=C(O)c2nn(c1ccc(Cl)c(Cl)c1)c(c2)c3ccc(cc3)C(=S)NCc4ccc(cc4)c5oc(C(=O)O)cc5" 3HW InChI InChI 1.03 "InChI=1S/C29H19Cl2N3O5S/c30-21-10-9-20(13-22(21)31)34-24(14-23(33-34)28(35)36)17-5-7-19(8-6-17)27(40)32-15-16-1-3-18(4-2-16)25-11-12-26(39-25)29(37)38/h1-14H,15H2,(H,32,40)(H,35,36)(H,37,38)" 3HW InChIKey InChI 1.03 DUABZPJSLNDCHQ-UHFFFAOYSA-N 3HW SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1oc(cc1)c2ccc(CNC(=S)c3ccc(cc3)c4cc(nn4c5ccc(Cl)c(Cl)c5)C(O)=O)cc2" 3HW SMILES CACTVS 3.385 "OC(=O)c1oc(cc1)c2ccc(CNC(=S)c3ccc(cc3)c4cc(nn4c5ccc(Cl)c(Cl)c5)C(O)=O)cc2" 3HW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CNC(=S)c2ccc(cc2)c3cc(nn3c4ccc(c(c4)Cl)Cl)C(=O)O)c5ccc(o5)C(=O)O" 3HW SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CNC(=S)c2ccc(cc2)c3cc(nn3c4ccc(c(c4)Cl)Cl)C(=O)O)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 3HW "SYSTEMATIC NAME" ACDLabs 12.01 "5-(4-{[4-(5-carboxyfuran-2-yl)benzyl]carbamothioyl}phenyl)-1-(3,4-dichlorophenyl)-1H-pyrazole-3-carboxylic acid" 3HW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[4-[[4-(5-carboxyfuran-2-yl)phenyl]methylcarbamothioyl]phenyl]-1-(3,4-dichlorophenyl)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 3HW "Create component" 2014-08-20 RCSB 3HW "Initial release" 2014-11-19 RCSB #