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 
# 
