data_BN4
# 
_chem_comp.id                                    BN4 
_chem_comp.name                                  "4-[4-({[(2,4-DICHLOROBENZOYL)AMINO]CARBONYL}AMINO)-2,3-DIMETHYLPHENOXY]BUTANOIC 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                         "4-{4-[3-(2,4-DICHLORO-BENZOYL)-UREIDO]-2,3-DIMETHYL-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                        439.289 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BN4 
_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        1WV0 
_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 
BN4 C4   C4   C  0 1 Y N N 23.725 5.951  53.814 1.045  -0.623 -6.479 C4   BN4 1  
BN4 C5   C5   C  0 1 Y N N 24.008 4.563  53.818 0.952  -0.444 -5.116 C5   BN4 2  
BN4 C6   C6   C  0 1 Y N N 23.849 3.762  52.537 -0.250 -0.012 -4.551 C6   BN4 3  
BN4 C1   C1   C  0 1 Y N N 23.403 4.366  51.289 -1.354 0.229  -5.373 C1   BN4 4  
BN4 CL1  CL1  CL 0 0 N N N 23.221 3.428  49.863 -2.854 0.764  -4.682 CL1  BN4 5  
BN4 C2   C2   C  0 1 Y N N 23.113 5.810  51.328 -1.246 0.051  -6.738 C2   BN4 6  
BN4 C3   C3   C  0 1 Y N N 23.283 6.571  52.586 -0.051 -0.376 -7.291 C3   BN4 7  
BN4 N1   N1   N  0 1 N N N 23.397 1.700  53.484 0.708  -0.059 -2.301 N1   BN4 8  
BN4 C7   C7   C  0 1 N N N 24.166 2.353  52.629 -0.356 0.180  -3.091 C7   BN4 9  
BN4 O1   O1   O  0 1 N N N 25.065 1.877  51.943 -1.404 0.555  -2.603 O1   BN4 10 
BN4 N2   N2   N  0 1 N N N 24.446 -0.344 53.110 1.675  -0.122 -0.177 N2   BN4 11 
BN4 C9   C9   C  0 1 Y N N 24.741 -1.626 53.247 1.540  -0.064 1.215  C9   BN4 12 
BN4 C10  C10  C  0 1 Y N N 23.836 -2.529 53.945 0.299  -0.272 1.803  C10  BN4 13 
BN4 C11  C11  C  0 1 Y N N 24.142 -3.934 54.121 0.167  -0.214 3.176  C11  BN4 14 
BN4 C12  C12  C  0 1 Y N N 25.403 -4.498 53.600 1.275  0.047  3.969  C12  BN4 15 
BN4 O3   O3   O  0 1 N N N 25.737 -5.905 53.776 1.144  0.105  5.321  O3   BN4 16 
BN4 C15  C15  C  0 1 N N N 26.183 -6.259 55.141 -0.232 -0.141 5.614  C15  BN4 17 
BN4 C16  C16  C  0 1 N N N 26.543 -7.743 55.275 -0.449 -0.090 7.128  C16  BN4 18 
BN4 C17  C17  C  0 1 N N N 27.009 -8.077 56.722 -1.923 -0.355 7.441  C17  BN4 19 
BN4 C13  C13  C  0 1 Y N N 26.355 -3.591 52.889 2.516  0.250  3.384  C13  BN4 20 
BN4 C14  C14  C  0 1 Y N N 26.021 -2.167 52.730 2.649  0.192  2.010  C14  BN4 21 
BN4 C8   C8   C  0 1 N N N 23.436 0.429  53.797 0.611  0.117  -0.968 C8   BN4 22 
BN4 O2   O2   O  0 1 N N N 22.613 0.100  54.635 -0.436 0.492  -0.479 O2   BN4 23 
BN4 CL2  CL2  CL 0 0 N N N 22.982 8.205  52.671 0.075  -0.603 -9.007 CL2  BN4 24 
BN4 C19  C19  C  0 1 N N N 27.000 -1.249 52.011 3.997  0.414  1.374  C19  BN4 25 
BN4 C18  C18  C  0 1 N N N 28.366 -7.387 57.181 -2.137 -0.305 8.932  C18  BN4 26 
BN4 O4   O4   O  0 1 N N N 28.224 -6.345 57.908 -3.361 -0.509 9.441  O4   BN4 27 
BN4 O5   O5   O  0 1 N N N 29.439 -7.942 56.780 -1.206 -0.080 9.668  O5   BN4 28 
BN4 C20  C20  C  0 1 N N N 27.663 -4.167 52.352 3.718  0.535  4.246  C20  BN4 29 
BN4 H4   H4   H  0 1 N N N 23.846 6.534  54.743 1.974  -0.956 -6.917 H4   BN4 30 
BN4 H5   H5   H  0 1 N N N 24.337 4.126  54.776 1.807  -0.636 -4.486 H5   BN4 31 
BN4 H2   H2   H  0 1 N N N 22.768 6.322  50.414 -2.096 0.241  -7.376 H2   BN4 32 
BN4 HN1  HN1  H  0 1 N N N 22.682 2.247  53.964 1.544  -0.358 -2.691 HN1  BN4 33 
BN4 HN2  HN2  H  0 1 N N N 25.052 0.087  52.412 2.535  -0.335 -0.573 HN2  BN4 34 
BN4 H10  H10  H  0 1 N N N 22.889 -2.137 54.353 -0.562 -0.476 1.185  H10  BN4 35 
BN4 H11  H11  H  0 1 N N N 23.416 -4.573 54.651 -0.798 -0.372 3.632  H11  BN4 36 
BN4 H151 1H15 H  0 0 N N N 25.424 -5.960 55.901 -0.848 0.617  5.133  H151 BN4 37 
BN4 H152 2H15 H  0 0 N N N 27.029 -5.610 55.468 -0.512 -1.126 5.240  H152 BN4 38 
BN4 H161 1H16 H  0 0 N N N 27.301 -8.052 54.518 0.166  -0.850 7.609  H161 BN4 39 
BN4 H162 2H16 H  0 0 N N N 25.702 -8.400 54.952 -0.169 0.894  7.502  H162 BN4 40 
BN4 H171 1H17 H  0 0 N N N 27.079 -9.182 56.855 -2.539 0.404  6.960  H171 BN4 41 
BN4 H172 2H17 H  0 0 N N N 26.197 -7.841 57.448 -2.203 -1.340 7.067  H172 BN4 42 
BN4 H191 1H19 H  0 0 N N N 27.226 -0.384 52.677 4.517  -0.539 1.282  H191 BN4 43 
BN4 H192 2H19 H  0 0 N N N 27.963 -1.656 51.622 3.865  0.852  0.385  H192 BN4 44 
BN4 H193 3H19 H  0 0 N N N 26.463 -0.750 51.171 4.586  1.089  1.995  H193 BN4 45 
BN4 HO4  HO4  H  0 1 N N N 29.035 -5.933 58.182 -3.498 -0.477 10.398 HO4  BN4 46 
BN4 H201 1H20 H  0 0 N N N 27.429 -5.033 51.690 3.814  1.611  4.393  H201 BN4 47 
BN4 H202 2H20 H  0 0 N N N 28.373 -3.490 51.822 3.596  0.046  5.213  H202 BN4 48 
BN4 H203 3H20 H  0 0 N N N 28.203 -4.672 53.187 4.615  0.154  3.757  H203 BN4 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 
BN4 C4  C5   SING Y N 1  
BN4 C4  C3   DOUB Y N 2  
BN4 C4  H4   SING N N 3  
BN4 C5  C6   DOUB Y N 4  
BN4 C5  H5   SING N N 5  
BN4 C6  C1   SING Y N 6  
BN4 C6  C7   SING N N 7  
BN4 C1  CL1  SING N N 8  
BN4 C1  C2   DOUB Y N 9  
BN4 C2  C3   SING Y N 10 
BN4 C2  H2   SING N N 11 
BN4 C3  CL2  SING N N 12 
BN4 N1  C7   SING N N 13 
BN4 N1  C8   SING N N 14 
BN4 N1  HN1  SING N N 15 
BN4 C7  O1   DOUB N N 16 
BN4 N2  C9   SING N N 17 
BN4 N2  C8   SING N N 18 
BN4 N2  HN2  SING N N 19 
BN4 C9  C10  DOUB Y N 20 
BN4 C9  C14  SING Y N 21 
BN4 C10 C11  SING Y N 22 
BN4 C10 H10  SING N N 23 
BN4 C11 C12  DOUB Y N 24 
BN4 C11 H11  SING N N 25 
BN4 C12 O3   SING N N 26 
BN4 C12 C13  SING Y N 27 
BN4 O3  C15  SING N N 28 
BN4 C15 C16  SING N N 29 
BN4 C15 H151 SING N N 30 
BN4 C15 H152 SING N N 31 
BN4 C16 C17  SING N N 32 
BN4 C16 H161 SING N N 33 
BN4 C16 H162 SING N N 34 
BN4 C17 C18  SING N N 35 
BN4 C17 H171 SING N N 36 
BN4 C17 H172 SING N N 37 
BN4 C13 C14  DOUB Y N 38 
BN4 C13 C20  SING N N 39 
BN4 C14 C19  SING N N 40 
BN4 C8  O2   DOUB N N 41 
BN4 C19 H191 SING N N 42 
BN4 C19 H192 SING N N 43 
BN4 C19 H193 SING N N 44 
BN4 C18 O4   SING N N 45 
BN4 C18 O5   DOUB N N 46 
BN4 O4  HO4  SING N N 47 
BN4 C20 H201 SING N N 48 
BN4 C20 H202 SING N N 49 
BN4 C20 H203 SING 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 
BN4 SMILES           ACDLabs              10.04 O=C(c1ccc(Cl)cc1Cl)NC(=O)Nc2ccc(OCCCC(=O)O)c(c2C)C                                                                                                                    
BN4 InChI            InChI                1.02b InChI=1/C20H20Cl2N2O5/c1-11-12(2)17(29-9-3-4-18(25)26)8-7-16(11)23-20(28)24-19(27)14-6-5-13(21)10-15(14)22/h5-8,10H,3-4,9H2,1-2H3,(H,25,26)(H2,23,24,27,28)/f/h23-25H 
BN4 InChIKey         InChI                1.02b FCEMCUPAYRPTLS-ORKIEBPJCD                                                                                                                                             
BN4 SMILES_CANONICAL CACTVS               3.341 Cc1c(C)c(OCCCC(O)=O)ccc1NC(=O)NC(=O)c2ccc(Cl)cc2Cl                                                                                                                    
BN4 SMILES           CACTVS               3.341 Cc1c(C)c(OCCCC(O)=O)ccc1NC(=O)NC(=O)c2ccc(Cl)cc2Cl                                                                                                                    
BN4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(ccc1NC(=O)NC(=O)c2ccc(cc2Cl)Cl)OCCCC(=O)O)C                                                                                                                    
BN4 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(ccc1NC(=O)NC(=O)c2ccc(cc2Cl)Cl)OCCCC(=O)O)C                                                                                                                    
# 
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 
BN4 "SYSTEMATIC NAME" ACDLabs              10.04 "4-[4-({[(2,4-dichlorophenyl)carbonyl]carbamoyl}amino)-2,3-dimethylphenoxy]butanoic acid" 
BN4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[4-[(2,4-dichlorophenyl)carbonylcarbamoylamino]-2,3-dimethyl-phenoxy]butanoic acid"    
# 
