data_3HS # _chem_comp.id 3HS _chem_comp.name "5-[4-({[4-(5-carboxyfuran-2-yl)-2-chlorobenzoyl]amino}methyl)phenyl]-1-(3,4-dichlorophenyl)-1H-pyrazole-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H18 Cl3 N3 O6" _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 610.829 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3HS _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 4R4C _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 3HS C10 C10 C 0 1 Y N N 4.469 9.395 22.712 -5.993 -2.772 -0.812 C10 3HS 1 3HS C13 C13 C 0 1 Y N N 3.900 11.119 24.278 -5.335 -1.063 0.732 C13 3HS 2 3HS C15 C15 C 0 1 Y N N 7.091 13.349 24.990 -3.163 1.054 1.148 C15 3HS 3 3HS C17 C17 C 0 1 Y N N 9.465 13.573 25.301 -1.673 -0.817 0.935 C17 3HS 4 3HS C21 C21 C 0 1 N N N 12.303 10.967 24.268 2.702 -1.120 1.900 C21 3HS 5 3HS C22 C22 C 0 1 Y N N 13.431 11.263 23.320 3.872 -0.639 1.139 C22 3HS 6 3HS C24 C24 C 0 1 Y N N 15.584 10.689 22.410 4.797 0.811 -0.528 C24 3HS 7 3HS C26 C26 C 0 1 Y N N 16.591 12.128 20.611 7.229 0.754 -1.056 C26 3HS 8 3HS C28 C28 C 0 1 Y N N 18.445 12.206 19.339 8.512 1.875 -2.485 C28 3HS 9 3HS O01 O01 O 0 1 N N N 3.668 17.718 24.728 -7.773 4.725 -0.424 O01 3HS 10 3HS C02 C02 C 0 1 N N N 3.242 16.641 24.239 -6.549 4.659 0.136 C02 3HS 11 3HS C03 C03 C 0 1 Y N N 4.096 15.426 24.268 -5.859 3.360 0.250 C03 3HS 12 3HS N04 N04 N 0 1 Y N N 3.763 14.238 23.787 -6.319 2.192 -0.157 N04 3HS 13 3HS N05 N05 N 0 1 Y N N 4.742 13.379 23.973 -5.468 1.263 0.093 N05 3HS 14 3HS C06 C06 C 0 1 Y N N 4.657 12.020 23.546 -5.645 -0.092 -0.211 C06 3HS 15 3HS C07 C07 C 0 1 Y N N 5.316 11.614 22.394 -6.129 -0.468 -1.458 C07 3HS 16 3HS C08 C08 C 0 1 Y N N 5.225 10.299 21.977 -6.303 -1.806 -1.755 C08 3HS 17 3HS CL1 CL1 CL 0 0 N N N 6.051 9.805 20.537 -6.910 -2.276 -3.312 CL1 3HS 18 3HS CL2 CL2 CL 0 0 N N N 4.338 7.747 22.209 -6.205 -4.452 -1.191 CL2 3HS 19 3HS C12 C12 C 0 1 Y N N 3.808 9.803 23.861 -5.509 -2.400 0.429 C12 3HS 20 3HS C14 C14 C 0 1 Y N N 5.775 13.962 24.582 -4.364 1.793 0.701 C14 3HS 21 3HS C16 C16 C 0 1 Y N N 8.245 14.115 24.916 -2.797 -0.135 0.517 C16 3HS 22 3HS C18 C18 C 0 1 Y N N 9.529 12.265 25.767 -0.908 -0.323 1.977 C18 3HS 23 3HS C19 C19 C 0 1 N N N 10.861 11.696 26.185 0.323 -1.069 2.423 C19 3HS 24 3HS N20 N20 N 0 1 N N N 11.957 11.939 25.273 1.484 -0.592 1.668 N20 3HS 25 3HS C23 C23 C 0 1 Y N N 14.538 10.428 23.285 3.717 0.364 0.178 C23 3HS 26 3HS C25 C25 C 0 1 Y N N 15.508 11.792 21.573 6.064 0.268 -0.292 C25 3HS 27 3HS C27 C27 C 0 1 Y N N 17.783 11.439 20.359 7.202 1.721 -2.020 C27 3HS 28 3HS C29 C29 C 0 1 Y N N 17.584 13.279 19.078 9.293 0.989 -1.775 C29 3HS 29 3HS C30 C30 C 0 1 N N N 17.762 14.391 18.107 10.738 0.803 -1.927 C30 3HS 30 3HS O31 O31 O 0 1 N N N 18.756 14.420 17.331 11.354 1.464 -2.740 O31 3HS 31 3HS O32 O32 O 0 1 N N N 16.886 15.292 18.084 11.384 -0.104 -1.165 O32 3HS 32 3HS O33 O33 O 0 1 Y N N 16.533 13.180 19.839 8.494 0.324 -0.914 O33 3HS 33 3HS C34 C34 C 0 1 Y N N 14.405 12.626 21.602 6.228 -0.730 0.672 C34 3HS 34 3HS C35 C35 C 0 1 Y N N 13.360 12.370 22.472 5.137 -1.182 1.384 C35 3HS 35 3HS CL3 CL3 CL 0 0 N N N 12.003 13.451 22.466 5.334 -2.422 2.583 CL3 3HS 36 3HS O37 O37 O 0 1 N N N 11.670 9.924 24.182 2.837 -1.992 2.737 O37 3HS 37 3HS C38 C38 C 0 1 Y N N 8.377 11.497 25.846 -1.269 0.853 2.610 C38 3HS 38 3HS C39 C39 C 0 1 Y N N 7.155 12.042 25.465 -2.388 1.547 2.198 C39 3HS 39 3HS C40 C40 C 0 1 Y N N 5.406 15.317 24.810 -4.582 3.138 0.810 C40 3HS 40 3HS O41 O41 O 0 1 N N N 2.101 16.580 23.715 -6.014 5.670 0.547 O41 3HS 41 3HS H131 H131 H 0 0 N N N 3.384 11.443 25.170 -4.957 -0.774 1.701 H131 3HS 42 3HS H171 H171 H 0 0 N N N 10.364 14.168 25.238 -1.386 -1.735 0.444 H171 3HS 43 3HS H241 H241 H 0 0 N N N 16.447 10.040 22.382 4.673 1.585 -1.271 H241 3HS 44 3HS H281 H281 H 0 0 N N N 19.398 12.000 18.875 8.847 2.559 -3.251 H281 3HS 45 3HS H1 H1 H 0 1 N N N 3.010 18.395 24.624 -8.185 5.598 -0.477 H1 3HS 46 3HS H071 H071 H 0 0 N N N 5.898 12.323 21.825 -6.371 0.286 -2.193 H071 3HS 47 3HS H121 H121 H 0 0 N N N 3.223 9.095 24.429 -5.268 -3.155 1.163 H121 3HS 48 3HS H161 H161 H 0 0 N N N 8.195 15.133 24.559 -3.394 -0.522 -0.296 H161 3HS 49 3HS H191 H191 H 0 0 N N N 10.745 10.607 26.293 0.486 -0.897 3.487 H191 3HS 50 3HS H192 H192 H 0 0 N N N 11.126 12.135 27.158 0.186 -2.136 2.244 H192 3HS 51 3HS H201 H201 H 0 0 N N N 12.479 12.789 25.341 1.376 0.104 1.001 H201 3HS 52 3HS H231 H231 H 0 0 N N N 14.587 9.571 23.941 2.740 0.785 -0.008 H231 3HS 53 3HS H271 H271 H 0 0 N N N 18.130 10.530 20.828 6.332 2.264 -2.360 H271 3HS 54 3HS H2 H2 H 0 1 N N N 17.111 15.936 17.423 12.335 -0.155 -1.337 H2 3HS 55 3HS H341 H341 H 0 0 N N N 14.359 13.480 20.943 7.207 -1.148 0.858 H341 3HS 56 3HS H381 H381 H 0 0 N N N 8.428 10.479 26.202 -0.668 1.233 3.423 H381 3HS 57 3HS H391 H391 H 0 0 N N N 6.255 11.450 25.538 -2.663 2.469 2.687 H391 3HS 58 3HS H401 H401 H 0 0 N N N 5.990 16.090 25.288 -3.917 3.875 1.237 H401 3HS 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 3HS O31 C30 DOUB N N 1 3HS O32 C30 SING N N 2 3HS C30 C29 SING N N 3 3HS C29 C28 DOUB Y N 4 3HS C29 O33 SING Y N 5 3HS C28 C27 SING Y N 6 3HS O33 C26 SING Y N 7 3HS C27 C26 DOUB Y N 8 3HS CL1 C08 SING N N 9 3HS C26 C25 SING N N 10 3HS C25 C34 DOUB Y N 11 3HS C25 C24 SING Y N 12 3HS C34 C35 SING Y N 13 3HS C08 C07 DOUB Y N 14 3HS C08 C10 SING Y N 15 3HS CL2 C10 SING N N 16 3HS C07 C06 SING Y N 17 3HS C24 C23 DOUB Y N 18 3HS CL3 C35 SING N N 19 3HS C35 C22 DOUB Y N 20 3HS C10 C12 DOUB Y N 21 3HS C23 C22 SING Y N 22 3HS C22 C21 SING N N 23 3HS C06 N05 SING N N 24 3HS C06 C13 DOUB Y N 25 3HS O41 C02 DOUB N N 26 3HS N04 N05 SING Y N 27 3HS N04 C03 DOUB Y N 28 3HS C12 C13 SING Y N 29 3HS N05 C14 SING Y N 30 3HS O37 C21 DOUB N N 31 3HS C02 C03 SING N N 32 3HS C02 O01 SING N N 33 3HS C21 N20 SING N N 34 3HS C03 C40 SING Y N 35 3HS C14 C40 DOUB Y N 36 3HS C14 C15 SING N N 37 3HS C16 C15 DOUB Y N 38 3HS C16 C17 SING Y N 39 3HS C15 C39 SING Y N 40 3HS N20 C19 SING N N 41 3HS C17 C18 DOUB Y N 42 3HS C39 C38 DOUB Y N 43 3HS C18 C38 SING Y N 44 3HS C18 C19 SING N N 45 3HS C13 H131 SING N N 46 3HS C17 H171 SING N N 47 3HS C24 H241 SING N N 48 3HS C28 H281 SING N N 49 3HS O01 H1 SING N N 50 3HS C07 H071 SING N N 51 3HS C12 H121 SING N N 52 3HS C16 H161 SING N N 53 3HS C19 H191 SING N N 54 3HS C19 H192 SING N N 55 3HS N20 H201 SING N N 56 3HS C23 H231 SING N N 57 3HS C27 H271 SING N N 58 3HS O32 H2 SING N N 59 3HS C34 H341 SING N N 60 3HS C38 H381 SING N N 61 3HS C39 H391 SING N N 62 3HS C40 H401 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 3HS SMILES ACDLabs 12.01 "O=C(O)c2nn(c1ccc(Cl)c(Cl)c1)c(c2)c3ccc(cc3)CNC(=O)c4ccc(cc4Cl)c5oc(C(=O)O)cc5" 3HS InChI InChI 1.03 "InChI=1S/C29H18Cl3N3O6/c30-20-8-6-18(12-22(20)32)35-24(13-23(34-35)28(37)38)16-3-1-15(2-4-16)14-33-27(36)19-7-5-17(11-21(19)31)25-9-10-26(41-25)29(39)40/h1-13H,14H2,(H,33,36)(H,37,38)(H,39,40)" 3HS InChIKey InChI 1.03 KMDVWGXHTUXJOW-UHFFFAOYSA-N 3HS SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1oc(cc1)c2ccc(c(Cl)c2)C(=O)NCc3ccc(cc3)c4cc(nn4c5ccc(Cl)c(Cl)c5)C(O)=O" 3HS SMILES CACTVS 3.385 "OC(=O)c1oc(cc1)c2ccc(c(Cl)c2)C(=O)NCc3ccc(cc3)c4cc(nn4c5ccc(Cl)c(Cl)c5)C(O)=O" 3HS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CNC(=O)c2ccc(cc2Cl)c3ccc(o3)C(=O)O)c4cc(nn4c5ccc(c(c5)Cl)Cl)C(=O)O" 3HS SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CNC(=O)c2ccc(cc2Cl)c3ccc(o3)C(=O)O)c4cc(nn4c5ccc(c(c5)Cl)Cl)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 3HS "SYSTEMATIC NAME" ACDLabs 12.01 "5-[4-({[4-(5-carboxyfuran-2-yl)-2-chlorobenzoyl]amino}methyl)phenyl]-1-(3,4-dichlorophenyl)-1H-pyrazole-3-carboxylic acid" 3HS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[4-[[[4-(5-carboxyfuran-2-yl)-2-chloranyl-phenyl]carbonylamino]methyl]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 3HS "Create component" 2014-08-20 RCSB 3HS "Initial release" 2014-11-19 RCSB #