data_BN5
# 
_chem_comp.id                                    BN5 
_chem_comp.name                                  "5-[3-({[(2,4-DICHLOROBENZOYL)AMINO]CARBONYL}AMINO)-2-METHYLPHENOXY]PENTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H20 Cl2 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "5-{3-[3-(2,4-DICHLORO-BENZOYL)-UREIDO]-2-METHYL-PHENOXY}-PENTANOIC 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                        439.289 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BN5 
_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        1WV1 
_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 
BN5 C4   C4   C  0 1 Y N N 23.647 5.925  53.853 1.894  -0.247 6.506   C4   BN5 1  
BN5 C5   C5   C  0 1 Y N N 23.910 4.516  53.884 1.386  -0.220 5.225   C5   BN5 2  
BN5 C6   C6   C  0 1 Y N N 23.777 3.734  52.700 0.027  0.031  5.021   C6   BN5 3  
BN5 C1   C1   C  0 1 Y N N 23.400 4.363  51.476 -0.807 0.259  6.118   C1   BN5 4  
BN5 CL1  CL1  CL 0 0 N N N 23.212 3.530  49.981 -2.497 0.573  5.876   CL1  BN5 5  
BN5 C2   C2   C  0 1 Y N N 23.130 5.760  51.456 -0.286 0.224  7.397   C2   BN5 6  
BN5 C3   C3   C  0 1 Y N N 23.264 6.523  52.629 1.060  -0.025 7.591   C3   BN5 7  
BN5 N1   N1   N  0 1 N N N 23.105 1.605  53.441 0.285  -0.153 2.595   N1   BN5 8  
BN5 C7   C7   C  0 1 N N N 24.051 2.299  52.762 -0.523 0.061  3.651   C7   BN5 9  
BN5 O1   O1   O  0 1 N N N 25.066 1.821  52.249 -1.705 0.280  3.477   O1   BN5 10 
BN5 N2   N2   N  0 1 N N N 24.107 -0.489 53.240 0.591  -0.340 0.288   N2   BN5 11 
BN5 C9   C9   C  0 1 Y N N 24.384 -1.865 53.334 0.050  -0.447 -0.996  C9   BN5 12 
BN5 C10  C10  C  0 1 Y N N 23.471 -2.765 53.981 -1.246 -0.914 -1.168  C10  BN5 13 
BN5 C11  C11  C  0 1 Y N N 23.752 -4.140 54.069 -1.781 -1.020 -2.437  C11  BN5 14 
BN5 C15  C15  C  0 1 N N N 26.600 -1.466 52.113 2.214  0.421  -1.920  C15  BN5 15 
BN5 C12  C12  C  0 1 Y N N 24.954 -4.665 53.514 -1.028 -0.661 -3.539  C12  BN5 16 
BN5 O3   O3   O  0 1 N N N 27.023 -4.272 52.362 1.004  0.164  -4.458  O3   BN5 17 
BN5 C16  C16  C  0 1 N N N 28.015 -4.852 53.297 0.185  -0.061 -5.607  C16  BN5 18 
BN5 C17  C17  C  0 1 N N N 28.844 -3.817 54.011 0.962  0.318  -6.869  C17  BN5 19 
BN5 C18  C18  C  0 1 N N N 29.827 -4.426 54.980 0.085  0.076  -8.100  C18  BN5 20 
BN5 C19  C19  C  0 1 N N N 29.272 -5.214 56.153 0.862  0.455  -9.362  C19  BN5 21 
BN5 C20  C20  C  0 1 N N N 30.306 -5.836 57.116 -0.000 0.216  -10.574 C20  BN5 22 
BN5 O5   O5   O  0 1 N N N 29.797 -6.514 58.079 0.476  0.481  -11.800 O5   BN5 23 
BN5 O4   O4   O  0 1 N N N 31.495 -5.616 56.864 -1.122 -0.212 -10.441 O4   BN5 24 
BN5 C13  C13  C  0 1 Y N N 25.890 -3.784 52.889 0.265  -0.188 -3.373  C13  BN5 25 
BN5 C14  C14  C  0 1 Y N N 25.630 -2.379 52.781 0.807  -0.086 -2.102  C14  BN5 26 
BN5 C8   C8   C  0 1 N N N 23.050 0.256  53.709 -0.217 -0.125 1.345   C8   BN5 27 
BN5 O2   O2   O  0 1 N N N 22.071 -0.128 54.313 -1.399 0.093  1.170   O2   BN5 28 
BN5 CL2  CL2  CL 0 0 N N N 22.947 8.177  52.541 1.709  -0.061 9.201   CL2  BN5 29 
BN5 H4   H4   H  0 1 N N N 23.738 6.543  54.762 2.944  -0.441 6.665   H4   BN5 30 
BN5 H5   H5   H  0 1 N N N 24.217 4.030  54.826 2.037  -0.393 4.381   H5   BN5 31 
BN5 H2   H2   H  0 1 N N N 22.814 6.256  50.523 -0.930 0.396  8.246   H2   BN5 32 
BN5 HN1  HN1  H  0 1 N N N 22.335 2.171  53.796 1.229  -0.327 2.734   HN1  BN5 33 
BN5 HN2  HN2  H  0 1 N N N 24.799 0.071  52.741 1.549  -0.420 0.419   HN2  BN5 34 
BN5 H10  H10  H  0 1 N N N 22.531 -2.391 54.421 -1.836 -1.195 -0.308  H10  BN5 35 
BN5 H11  H11  H  0 1 N N N 23.031 -4.806 54.573 -2.789 -1.384 -2.569  H11  BN5 36 
BN5 H151 1H15 H  0 0 N N N 26.848 -0.642 52.822 2.910  -0.417 -1.946  H151 BN5 37 
BN5 H152 2H15 H  0 0 N N N 27.554 -1.859 51.690 2.456  1.119  -2.722  H152 BN5 38 
BN5 H153 3H15 H  0 0 N N N 26.062 -0.916 51.306 2.295  0.931  -0.959  H153 BN5 39 
BN5 H12  H12  H  0 1 N N N 25.159 -5.747 53.568 -1.449 -0.745 -4.530  H12  BN5 40 
BN5 H161 1H16 H  0 0 N N N 28.668 -5.588 52.773 -0.091 -1.114 -5.654  H161 BN5 41 
BN5 H162 2H16 H  0 0 N N N 27.518 -5.532 54.027 -0.714 0.549  -5.537  H162 BN5 42 
BN5 H171 1H17 H  0 0 N N N 28.195 -3.065 54.519 1.240  1.371  -6.822  H171 BN5 43 
BN5 H172 2H17 H  0 0 N N N 29.361 -3.148 53.284 1.863  -0.292 -6.939  H172 BN5 44 
BN5 H181 1H18 H  0 0 N N N 30.506 -3.628 55.363 -0.191 -0.977 -8.147  H181 BN5 45 
BN5 H182 2H18 H  0 0 N N N 30.548 -5.065 54.418 -0.814 0.686  -8.030  H182 BN5 46 
BN5 H191 1H19 H  0 0 N N N 28.583 -6.007 55.780 1.140  1.508  -9.315  H191 BN5 47 
BN5 H192 2H19 H  0 0 N N N 28.559 -4.578 56.728 1.763  -0.155 -9.432  H192 BN5 48 
BN5 HO5  HO5  H  0 1 N N N 30.433 -6.897 58.672 -0.078 0.328  -12.578 HO5  BN5 49 
# 
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 
BN5 C4  C5   SING Y N 1  
BN5 C4  C3   DOUB Y N 2  
BN5 C4  H4   SING N N 3  
BN5 C5  C6   DOUB Y N 4  
BN5 C5  H5   SING N N 5  
BN5 C6  C1   SING Y N 6  
BN5 C6  C7   SING N N 7  
BN5 C1  CL1  SING N N 8  
BN5 C1  C2   DOUB Y N 9  
BN5 C2  C3   SING Y N 10 
BN5 C2  H2   SING N N 11 
BN5 C3  CL2  SING N N 12 
BN5 N1  C7   SING N N 13 
BN5 N1  C8   SING N N 14 
BN5 N1  HN1  SING N N 15 
BN5 C7  O1   DOUB N N 16 
BN5 N2  C9   SING N N 17 
BN5 N2  C8   SING N N 18 
BN5 N2  HN2  SING N N 19 
BN5 C9  C10  SING Y N 20 
BN5 C9  C14  DOUB Y N 21 
BN5 C10 C11  DOUB Y N 22 
BN5 C10 H10  SING N N 23 
BN5 C11 C12  SING Y N 24 
BN5 C11 H11  SING N N 25 
BN5 C15 C14  SING N N 26 
BN5 C15 H151 SING N N 27 
BN5 C15 H152 SING N N 28 
BN5 C15 H153 SING N N 29 
BN5 C12 C13  DOUB Y N 30 
BN5 C12 H12  SING N N 31 
BN5 O3  C16  SING N N 32 
BN5 O3  C13  SING N N 33 
BN5 C16 C17  SING N N 34 
BN5 C16 H161 SING N N 35 
BN5 C16 H162 SING N N 36 
BN5 C17 C18  SING N N 37 
BN5 C17 H171 SING N N 38 
BN5 C17 H172 SING N N 39 
BN5 C18 C19  SING N N 40 
BN5 C18 H181 SING N N 41 
BN5 C18 H182 SING N N 42 
BN5 C19 C20  SING N N 43 
BN5 C19 H191 SING N N 44 
BN5 C19 H192 SING N N 45 
BN5 C20 O5   SING N N 46 
BN5 C20 O4   DOUB N N 47 
BN5 O5  HO5  SING N N 48 
BN5 C13 C14  SING Y N 49 
BN5 C8  O2   DOUB N N 50 
# 
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 
BN5 SMILES           ACDLabs              10.04 O=C(c1ccc(Cl)cc1Cl)NC(=O)Nc2cccc(OCCCCC(=O)O)c2C                                                                                                                           
BN5 InChI            InChI                1.02b InChI=1/C20H20Cl2N2O5/c1-12-16(5-4-6-17(12)29-10-3-2-7-18(25)26)23-20(28)24-19(27)14-9-8-13(21)11-15(14)22/h4-6,8-9,11H,2-3,7,10H2,1H3,(H,25,26)(H2,23,24,27,28)/f/h23-25H 
BN5 InChIKey         InChI                1.02b NJJIFGCFUDDBSP-ORKIEBPJCU                                                                                                                                                  
BN5 SMILES_CANONICAL CACTVS               3.341 Cc1c(NC(=O)NC(=O)c2ccc(Cl)cc2Cl)cccc1OCCCCC(O)=O                                                                                                                           
BN5 SMILES           CACTVS               3.341 Cc1c(NC(=O)NC(=O)c2ccc(Cl)cc2Cl)cccc1OCCCCC(O)=O                                                                                                                           
BN5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(cccc1OCCCCC(=O)O)NC(=O)NC(=O)c2ccc(cc2Cl)Cl                                                                                                                           
BN5 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(cccc1OCCCCC(=O)O)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 
BN5 "SYSTEMATIC NAME" ACDLabs              10.04 "5-[3-({[(2,4-dichlorophenyl)carbonyl]carbamoyl}amino)-2-methylphenoxy]pentanoic acid" 
BN5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[3-[(2,4-dichlorophenyl)carbonylcarbamoylamino]-2-methyl-phenoxy]pentanoic acid"    
# 
