data_BB3
# 
_chem_comp.id                                    BB3 
_chem_comp.name                                  "3-(3,5-DIBROMO-4-HYDROXY-BENZOYL)-2-ETHYL-BENZOFURAN-6-SULFONIC ACID DIMETHYLAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H17 Br2 N O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-04-29 
_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                        531.215 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BB3 
_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        1T48 
_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 
BB3 BR22 BR22 BR 0 0 N N N 48.606 31.155 25.951 -2.915 -1.194 -2.498 BR22 BB3 1  
BB3 C13  C13  C  0 1 Y N N 50.440 30.934 25.634 -1.194 -0.436 -2.697 C13  BB3 2  
BB3 C14  C14  C  0 1 Y N N 51.235 30.456 26.765 -0.828 0.150  -3.903 C14  BB3 3  
BB3 O20  O20  O  0 1 N N N 50.729 30.222 27.889 -1.708 0.177  -4.937 O20  BB3 4  
BB3 C15  C15  C  0 1 Y N N 52.664 30.257 26.523 0.436  0.707  -4.054 C15  BB3 5  
BB3 BR21 BR21 BR 0 0 N N N 53.682 29.642 27.968 0.927  1.502  -5.698 BR21 BB3 6  
BB3 C16  C16  C  0 1 Y N N 53.222 30.531 25.282 1.331  0.681  -3.007 C16  BB3 7  
BB3 C12  C12  C  0 1 Y N N 51.045 31.190 24.402 -0.302 -0.471 -1.647 C12  BB3 8  
BB3 C11  C11  C  0 1 Y N N 52.422 30.982 24.232 0.967  0.093  -1.793 C11  BB3 9  
BB3 C03  C03  C  0 1 N N N 53.065 31.263 22.906 1.924  0.063  -0.669 C03  BB3 10 
BB3 O19  O19  O  0 1 N N N 52.554 32.093 22.159 3.003  0.616  -0.773 O19  BB3 11 
BB3 C9   C9   C  0 1 Y N N 54.187 30.649 22.510 1.573  -0.635 0.575  C9   BB3 12 
BB3 C8   C8   C  0 1 Y N N 54.661 29.434 22.846 1.815  -1.940 0.882  C8   BB3 13 
BB3 C17  C17  C  0 1 N N N 54.016 28.422 23.755 2.502  -2.930 -0.021 C17  BB3 14 
BB3 C18  C18  C  0 1 N N N 55.123 27.828 24.619 3.991  -2.990 0.325  C18  BB3 15 
BB3 C5   C5   C  0 1 Y N N 55.195 31.231 21.574 0.884  -0.068 1.752  C5   BB3 16 
BB3 C6   C6   C  0 1 Y N N 55.247 32.434 20.894 0.378  1.186  2.069  C6   BB3 17 
BB3 C4   C4   C  0 1 Y N N 56.269 30.256 21.475 0.790  -1.122 2.673  C4   BB3 18 
BB3 O7   O7   O  0 1 Y N N 55.960 29.166 22.239 1.356  -2.210 2.110  O7   BB3 19 
BB3 C3   C3   C  0 1 Y N N 57.386 30.487 20.703 0.184  -0.897 3.903  C3   BB3 20 
BB3 C2   C2   C  0 1 Y N N 57.429 31.701 20.019 -0.314 0.351  4.206  C2   BB3 21 
BB3 C1   C1   C  0 1 Y N N 56.389 32.643 20.123 -0.219 1.391  3.295  C1   BB3 22 
BB3 S01  S01  S  0 1 N N N 58.802 32.039 19.021 -1.080 0.628  5.769  S01  BB3 23 
BB3 O01  O01  O  0 1 N N N 59.193 30.875 18.278 -1.926 1.756  5.589  O01  BB3 24 
BB3 O02  O02  O  0 1 N N N 58.449 33.134 18.087 -1.500 -0.649 6.225  O02  BB3 25 
BB3 N01  N01  N  0 1 N N N 60.121 32.523 20.011 0.101  1.116  6.821  N01  BB3 26 
BB3 C01  C01  C  0 1 N N N 59.857 33.287 21.217 0.410  2.540  6.967  C01  BB3 27 
BB3 C02  C02  C  0 1 N N N 61.486 32.172 19.650 0.838  0.122  7.606  C02  BB3 28 
BB3 H20  H20  H  0 1 N N N 51.245 29.912 28.624 -1.565 -0.631 -5.447 H20  BB3 29 
BB3 H16  H16  H  0 1 N N N 54.305 30.390 25.130 2.313  1.115  -3.125 H16  BB3 30 
BB3 H12  H12  H  0 1 N N N 50.434 31.558 23.561 -0.587 -0.927 -0.710 H12  BB3 31 
BB3 H171 1H17 H  0 0 N N N 53.429 27.651 23.204 2.384  -2.617 -1.059 H171 BB3 32 
BB3 H172 2H17 H  0 0 N N N 53.174 28.844 24.352 2.057  -3.916 0.113  H172 BB3 33 
BB3 H181 1H18 H  0 0 N N N 55.710 28.600 25.170 4.488  -3.706 -0.328 H181 BB3 34 
BB3 H182 2H18 H  0 0 N N N 54.645 27.079 25.292 4.436  -2.004 0.189  H182 BB3 35 
BB3 H183 3H18 H  0 0 N N N 55.965 27.407 24.023 4.110  -3.303 1.362  H183 BB3 36 
BB3 H6   H6   H  0 1 N N N 54.434 33.176 20.962 0.451  1.997  1.358  H6   BB3 37 
BB3 H3   H3   H  0 1 N N N 58.198 29.744 20.637 0.105  -1.699 4.621  H3   BB3 38 
BB3 H1   H1   H  0 1 N N N 56.473 33.595 19.572 -0.614 2.365  3.545  H1   BB3 39 
BB3 H011 1H01 H  0 0 N N N 59.126 32.725 21.844 1.209  2.666  7.698  H011 BB3 40 
BB3 H012 2H01 H  0 0 N N N 60.713 33.601 21.859 0.730  2.943  6.006  H012 BB3 41 
BB3 H013 3H01 H  0 0 N N N 59.263 34.191 20.946 -0.478 3.072  7.305  H013 BB3 42 
BB3 H021 1H02 H  0 0 N N N 61.677 32.535 18.613 0.472  -0.875 7.364  H021 BB3 43 
BB3 H022 2H02 H  0 0 N N N 62.342 32.486 20.292 1.900  0.187  7.369  H022 BB3 44 
BB3 H023 3H02 H  0 0 N N N 61.538 31.066 19.516 0.690  0.316  8.668  H023 BB3 45 
# 
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 
BB3 BR22 C13  SING N N 1  
BB3 C13  C14  DOUB Y N 2  
BB3 C13  C12  SING Y N 3  
BB3 C14  O20  SING N N 4  
BB3 C14  C15  SING Y N 5  
BB3 O20  H20  SING N N 6  
BB3 C15  BR21 SING N N 7  
BB3 C15  C16  DOUB Y N 8  
BB3 C16  C11  SING Y N 9  
BB3 C16  H16  SING N N 10 
BB3 C12  C11  DOUB Y N 11 
BB3 C12  H12  SING N N 12 
BB3 C11  C03  SING N N 13 
BB3 C03  O19  DOUB N N 14 
BB3 C03  C9   SING N N 15 
BB3 C9   C8   DOUB Y N 16 
BB3 C9   C5   SING Y N 17 
BB3 C8   C17  SING N N 18 
BB3 C8   O7   SING Y N 19 
BB3 C17  C18  SING N N 20 
BB3 C17  H171 SING N N 21 
BB3 C17  H172 SING N N 22 
BB3 C18  H181 SING N N 23 
BB3 C18  H182 SING N N 24 
BB3 C18  H183 SING N N 25 
BB3 C5   C6   DOUB Y N 26 
BB3 C5   C4   SING Y N 27 
BB3 C6   C1   SING Y N 28 
BB3 C6   H6   SING N N 29 
BB3 C4   O7   SING Y N 30 
BB3 C4   C3   DOUB Y N 31 
BB3 C3   C2   SING Y N 32 
BB3 C3   H3   SING N N 33 
BB3 C2   C1   DOUB Y N 34 
BB3 C2   S01  SING N N 35 
BB3 C1   H1   SING N N 36 
BB3 S01  O01  DOUB N N 37 
BB3 S01  O02  DOUB N N 38 
BB3 S01  N01  SING N N 39 
BB3 N01  C01  SING N N 40 
BB3 N01  C02  SING N N 41 
BB3 C01  H011 SING N N 42 
BB3 C01  H012 SING N N 43 
BB3 C01  H013 SING N N 44 
BB3 C02  H021 SING N N 45 
BB3 C02  H022 SING N N 46 
BB3 C02  H023 SING N N 47 
# 
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 
BB3 SMILES           ACDLabs              10.04 Brc1cc(cc(Br)c1O)C(=O)c2c3ccc(cc3oc2CC)S(=O)(=O)N(C)C                                                                         
BB3 InChI            InChI                1.02b InChI=1/C19H17Br2NO5S/c1-4-15-17(18(23)10-7-13(20)19(24)14(21)8-10)12-6-5-11(9-16(12)27-15)28(25,26)22(2)3/h5-9,24H,4H2,1-3H3 
BB3 InChIKey         InChI                1.02b FEYGJZKVMASWJB-UHFFFAOYAZ                                                                                                     
BB3 SMILES_CANONICAL CACTVS               3.341 CCc1oc2cc(ccc2c1C(=O)c3cc(Br)c(O)c(Br)c3)[S](=O)(=O)N(C)C                                                                     
BB3 SMILES           CACTVS               3.341 CCc1oc2cc(ccc2c1C(=O)c3cc(Br)c(O)c(Br)c3)[S](=O)(=O)N(C)C                                                                     
BB3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCc1c(c2ccc(cc2o1)S(=O)(=O)N(C)C)C(=O)c3cc(c(c(c3)Br)O)Br                                                                     
BB3 SMILES           "OpenEye OEToolkits" 1.5.0 CCc1c(c2ccc(cc2o1)S(=O)(=O)N(C)C)C(=O)c3cc(c(c(c3)Br)O)Br                                                                     
# 
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 
BB3 "SYSTEMATIC NAME" ACDLabs              10.04 3-[(3,5-dibromo-4-hydroxyphenyl)carbonyl]-2-ethyl-N,N-dimethyl-1-benzofuran-6-sulfonamide 
BB3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-(3,5-dibromo-4-hydroxy-phenyl)carbonyl-2-ethyl-N,N-dimethyl-1-benzofuran-6-sulfonamide  
# 
