data_BN3
# 
_chem_comp.id                                    BN3 
_chem_comp.name                                  "4-[3-CHLORO-4-({[(2,4-DICHLOROBENZOYL)AMINO]CARBONYL}AMINO)PHENOXY]BUTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H15 Cl3 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "4-{3-CHLORO-4-[3-(2,4-DICHLORO-BENZOYL)-UREIDO]-PHENOXY}-BUTYRIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-12-10 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        445.681 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BN3 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1WUY 
_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 
BN3 C4   C4   C  0 1 Y N N 23.716 5.934  53.764 -1.741 0.329  -6.293 C4   BN3 1  
BN3 C5   C5   C  0 1 Y N N 24.010 4.548  53.747 -1.287 0.262  -4.993 C5   BN3 2  
BN3 C6   C6   C  0 1 Y N N 23.831 3.784  52.556 0.059  -0.011 -4.740 C6   BN3 3  
BN3 C1   C1   C  0 1 Y N N 23.355 4.400  51.366 0.938  -0.209 -5.808 C1   BN3 4  
BN3 CL1  CL1  CL 0 0 N N N 23.116 3.553  49.907 2.613  -0.548 -5.505 CL1  BN3 5  
BN3 C2   C2   C  0 1 Y N N 23.039 5.775  51.370 0.468  -0.144 -7.105 C2   BN3 6  
BN3 C3   C3   C  0 1 Y N N 23.225 6.542  52.575 -0.866 0.125  -7.348 C3   BN3 7  
BN3 N1   N1   N  0 1 N N N 23.387 1.585  53.426 -0.297 0.113  -2.323 N1   BN3 8  
BN3 C7   C7   C  0 1 N N N 24.186 2.358  52.617 0.552  -0.083 -3.350 C7   BN3 9  
BN3 O1   O1   O  0 1 N N N 25.167 1.950  51.988 1.724  -0.321 -3.133 O1   BN3 10 
BN3 N2   N2   N  0 1 N N N 24.593 -0.399 53.125 -0.696 0.244  -0.026 N2   BN3 11 
BN3 C9   C9   C  0 1 Y N N 25.052 -1.736 53.231 -0.206 0.303  1.285  C9   BN3 12 
BN3 C10  C10  C  0 1 Y N N 24.420 -2.738 54.038 1.111  0.669  1.519  C10  BN3 13 
BN3 C11  C11  C  0 1 Y N N 24.960 -4.050 54.110 1.593  0.727  2.812  C11  BN3 14 
BN3 C12  C12  C  0 1 Y N N 26.144 -4.400 53.409 0.760  0.419  3.878  C12  BN3 15 
BN3 O3   O3   O  0 1 N N N 26.792 -5.617 53.436 1.236  0.476  5.150  O3   BN3 16 
BN3 C15  C15  C  0 1 N N N 26.232 -6.668 54.233 0.156  0.110  6.011  C15  BN3 17 
BN3 C16  C16  C  0 1 N N N 27.136 -7.891 54.136 0.626  0.154  7.467  C16  BN3 18 
BN3 C17  C17  C  0 1 N N N 26.921 -8.899 55.266 -0.529 -0.237 8.389  C17  BN3 19 
BN3 C13  C13  C  0 1 Y N N 26.792 -3.416 52.619 -0.555 0.048  3.645  C13  BN3 20 
BN3 C14  C14  C  0 1 Y N N 26.254 -2.100 52.527 -1.040 -0.005 2.352  C14  BN3 21 
BN3 C8   C8   C  0 1 N N N 23.515 0.243  53.716 0.153  0.047  -1.054 C8   BN3 22 
BN3 O2   O2   O  0 1 N N N 22.679 -0.225 54.474 1.325  -0.190 -0.837 O2   BN3 23 
BN3 CL2  CL2  CL 0 0 N N N 22.872 8.205  52.577 -1.448 0.211  -8.981 CL2  BN3 24 
BN3 CL3  CL3  CL 0 0 N N N 27.118 -0.961 51.561 -2.689 -0.463 2.062  CL3  BN3 25 
BN3 C18  C18  C  0 1 N N N 27.459 -8.382 56.617 -0.065 -0.194 9.822  C18  BN3 26 
BN3 O4   O4   O  0 1 N N N 26.608 -7.769 57.327 -0.917 -0.502 10.812 O4   BN3 27 
BN3 O5   O5   O  0 1 N N N 28.669 -8.647 56.861 1.072  0.118  10.079 O5   BN3 28 
BN3 H4   H4   H  0 1 N N N 23.866 6.526  54.682 -2.782 0.540  -6.489 H4   BN3 29 
BN3 H5   H5   H  0 1 N N N 24.380 4.061  54.665 -1.971 0.420  -4.172 H5   BN3 30 
BN3 H2   H2   H  0 1 N N N 22.654 6.242  50.448 1.145  -0.302 -7.932 H2   BN3 31 
BN3 HN1  HN1  H  0 1 N N N 22.602 2.067  53.865 -1.232 0.303  -2.496 HN1  BN3 32 
BN3 HN2  HN2  H  0 1 N N N 25.136 0.211  52.514 -1.645 0.345  -0.195 HN2  BN3 33 
BN3 H10  H10  H  0 1 N N N 23.508 -2.497 54.610 1.760  0.910  0.690  H10  BN3 34 
BN3 H11  H11  H  0 1 N N N 24.450 -4.812 54.723 2.619  1.012  2.993  H11  BN3 35 
BN3 H151 1H15 H  0 0 N N N 25.176 -6.896 53.957 -0.177 -0.898 5.768  H151 BN3 36 
BN3 H152 2H15 H  0 0 N N N 26.052 -6.354 55.288 -0.669 0.808  5.875  H152 BN3 37 
BN3 H161 1H16 H  0 0 N N N 28.207 -7.587 54.077 0.960  1.163  7.710  H161 BN3 38 
BN3 H162 2H16 H  0 0 N N N 27.028 -8.384 53.142 1.452  -0.544 7.603  H162 BN3 39 
BN3 H171 1H17 H  0 0 N N N 27.359 -9.892 55.010 -0.862 -1.246 8.145  H171 BN3 40 
BN3 H172 2H17 H  0 0 N N N 25.849 -9.194 55.345 -1.355 0.460  8.253  H172 BN3 41 
BN3 H13  H13  H  0 1 N N N 27.716 -3.675 52.075 -1.203 -0.191 4.476  H13  BN3 42 
BN3 HO4  HO4  H  0 1 N N N 26.939 -7.451 58.159 -0.620 -0.474 11.732 HO4  BN3 43 
# 
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 
BN3 C4  C5   SING Y N 1  
BN3 C4  C3   DOUB Y N 2  
BN3 C4  H4   SING N N 3  
BN3 C5  C6   DOUB Y N 4  
BN3 C5  H5   SING N N 5  
BN3 C6  C1   SING Y N 6  
BN3 C6  C7   SING N N 7  
BN3 C1  CL1  SING N N 8  
BN3 C1  C2   DOUB Y N 9  
BN3 C2  C3   SING Y N 10 
BN3 C2  H2   SING N N 11 
BN3 C3  CL2  SING N N 12 
BN3 N1  C7   SING N N 13 
BN3 N1  C8   SING N N 14 
BN3 N1  HN1  SING N N 15 
BN3 C7  O1   DOUB N N 16 
BN3 N2  C9   SING N N 17 
BN3 N2  C8   SING N N 18 
BN3 N2  HN2  SING N N 19 
BN3 C9  C10  DOUB Y N 20 
BN3 C9  C14  SING Y N 21 
BN3 C10 C11  SING Y N 22 
BN3 C10 H10  SING N N 23 
BN3 C11 C12  DOUB Y N 24 
BN3 C11 H11  SING N N 25 
BN3 C12 O3   SING N N 26 
BN3 C12 C13  SING Y N 27 
BN3 O3  C15  SING N N 28 
BN3 C15 C16  SING N N 29 
BN3 C15 H151 SING N N 30 
BN3 C15 H152 SING N N 31 
BN3 C16 C17  SING N N 32 
BN3 C16 H161 SING N N 33 
BN3 C16 H162 SING N N 34 
BN3 C17 C18  SING N N 35 
BN3 C17 H171 SING N N 36 
BN3 C17 H172 SING N N 37 
BN3 C13 C14  DOUB Y N 38 
BN3 C13 H13  SING N N 39 
BN3 C14 CL3  SING N N 40 
BN3 C8  O2   DOUB N N 41 
BN3 C18 O4   SING N N 42 
BN3 C18 O5   DOUB N N 43 
BN3 O4  HO4  SING N N 44 
# 
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 
BN3 SMILES           ACDLabs              10.04 Clc2cc(OCCCC(=O)O)ccc2NC(=O)NC(=O)c1ccc(Cl)cc1Cl                                                                                                              
BN3 InChI            InChI                1.02b InChI=1/C18H15Cl3N2O5/c19-10-3-5-12(13(20)8-10)17(26)23-18(27)22-15-6-4-11(9-14(15)21)28-7-1-2-16(24)25/h3-6,8-9H,1-2,7H2,(H,24,25)(H2,22,23,26,27)/f/h22-24H 
BN3 InChIKey         InChI                1.02b FYQVFMLCZJZZEM-JKZKCNJSCT                                                                                                                                     
BN3 SMILES_CANONICAL CACTVS               3.341 OC(=O)CCCOc1ccc(NC(=O)NC(=O)c2ccc(Cl)cc2Cl)c(Cl)c1                                                                                                            
BN3 SMILES           CACTVS               3.341 OC(=O)CCCOc1ccc(NC(=O)NC(=O)c2ccc(Cl)cc2Cl)c(Cl)c1                                                                                                            
BN3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1OCCCC(=O)O)Cl)NC(=O)NC(=O)c2ccc(cc2Cl)Cl                                                                                                            
BN3 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1OCCCC(=O)O)Cl)NC(=O)NC(=O)c2ccc(cc2Cl)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 
BN3 "SYSTEMATIC NAME" ACDLabs              10.04 "4-[3-chloro-4-({[(2,4-dichlorophenyl)carbonyl]carbamoyl}amino)phenoxy]butanoic acid" 
BN3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[3-chloro-4-[(2,4-dichlorophenyl)carbonylcarbamoylamino]phenoxy]butanoic acid"     
# 
