data_BSP
# 
_chem_comp.id                                    BSP 
_chem_comp.name                                  
;3,3'-(4,5,6,7-TETRABROMO-3-OXO-1(3H)-ISOBENZOFURANYLIDENE)BIS [6-HYDROXYBENZENESULFONIC ACID]ANION
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H8 Br4 O10 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         BROMOSULFALEIN 
_chem_comp.pdbx_formal_charge                    -2 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        792.018 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BSP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        19GS 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
BSP C5    C5    C  0  1 Y N N 9.915  20.811 1.168  -0.102 1.032  -0.324 C5    BSP 1  
BSP C4    C4    C  0  1 Y N N 9.562  21.614 0.022  -1.372 1.548  -0.605 C4    BSP 2  
BSP C3    C3    C  0  1 Y N N 8.990  20.973 -1.137 -1.484 2.872  -1.011 C3    BSP 3  
BSP C8    C8    C  0  1 Y N N 8.795  19.557 -1.167 -0.341 3.638  -1.148 C8    BSP 4  
BSP C7    C7    C  0  1 Y N N 9.146  18.734 -0.035 0.929  3.158  -0.879 C7    BSP 5  
BSP C6    C6    C  0  1 Y N N 9.711  19.365 1.138  1.041  1.834  -0.458 C6    BSP 6  
BSP BR6   BR6   BR 0  0 N N N 10.191 18.253 2.688  2.780  1.111  -0.057 BR6   BSP 7  
BSP BR7   BR7   BR 0  0 N N N 8.853  16.801 -0.121 2.455  4.287  -1.081 BR7   BSP 8  
BSP BR5   BR5   BR 0  0 N N N 10.687 21.686 2.743  0.060  -0.797 0.253  BR5   BSP 9  
BSP BR4   BR4   BR 0  0 N N N 9.806  23.542 -0.001 -2.957 0.491  -0.475 BR4   BSP 10 
BSP C9    C9    C  0  1 N N N 8.193  19.190 -2.477 -0.702 4.957  -1.630 C9    BSP 11 
BSP O1    O1    O  0  1 N N N 8.053  20.351 -3.213 -2.058 4.932  -1.796 O1    BSP 12 
BSP O9    O9    O  0  1 N N N 7.883  18.070 -2.875 0.048  5.885  -1.857 O9    BSP 13 
BSP C2    C2    C  0  1 N N N 8.504  21.553 -2.495 -2.698 3.671  -1.382 C2    BSP 14 
BSP "C1'" "C1'" C  0  1 Y N N ?      ?      ?      -3.436 3.047  -2.573 "C1'" BSP 15 
BSP "C2'" "C2'" C  0  1 Y N N ?      ?      ?      -4.627 2.347  -2.371 "C2'" BSP 16 
BSP "C3'" "C3'" C  0  1 Y N N ?      ?      ?      -5.298 1.780  -3.454 "C3'" BSP 17 
BSP "C4'" "C4'" C  0  1 Y N N ?      ?      ?      -4.779 1.912  -4.742 "C4'" BSP 18 
BSP "C5'" "C5'" C  0  1 Y N N ?      ?      ?      -3.590 2.611  -4.947 "C5'" BSP 19 
BSP "C6'" "C6'" C  0  1 Y N N ?      ?      ?      -2.919 3.178  -3.863 "C6'" BSP 20 
BSP "O4'" "O4'" O  0  1 N N N ?      ?      ?      -5.418 1.366  -5.815 "O4'" BSP 21 
BSP "S1'" "S1'" S  0  1 N N N ?      ?      ?      -6.789 0.909  -3.172 "S1'" BSP 22 
BSP OS1   OS1   O  0  1 N N N ?      ?      ?      -7.149 1.180  -1.772 OS1   BSP 23 
BSP OS2   OS2   O  -1 1 N N N ?      ?      ?      -6.426 -0.492 -3.430 OS2   BSP 24 
BSP OS3   OS3   O  0  1 N N N ?      ?      ?      -7.724 1.491  -4.146 OS3   BSP 25 
BSP C1B   C1*   C  0  1 Y N N ?      ?      ?      -3.635 4.093  -0.245 C1B   BSP 26 
BSP C2B   C2*   C  0  1 Y N N ?      ?      ?      -3.489 3.536  1.026  C2B   BSP 27 
BSP C3B   C3*   C  0  1 Y N N ?      ?      ?      -4.342 3.921  2.061  C3B   BSP 28 
BSP C4B   C4*   C  0  1 Y N N ?      ?      ?      -5.343 4.864  1.825  C4B   BSP 29 
BSP C5B   C5*   C  0  1 Y N N ?      ?      ?      -5.490 5.422  0.556  C5B   BSP 30 
BSP C6B   C6*   C  0  1 Y N N ?      ?      ?      -4.637 5.037  -0.479 C6B   BSP 31 
BSP O4B   O4*   O  0  1 N N N ?      ?      ?      -6.187 5.254  2.821  O4B   BSP 32 
BSP S1B   S1*   S  0  1 N N N ?      ?      ?      -4.136 3.207  3.645  S1B   BSP 33 
BSP OSA   OSA   O  0  1 N N N ?      ?      ?      -2.867 2.466  3.586  OSA   BSP 34 
BSP OSB   OSB   O  -1 1 N N N ?      ?      ?      -5.318 2.346  3.793  OSB   BSP 35 
BSP OSC   OSC   O  0  1 N N N ?      ?      ?      -4.102 4.366  4.548  OSC   BSP 36 
BSP "H2'" "H2'" H  0  1 N N N ?      ?      ?      -5.029 2.246  -1.365 "H2'" BSP 37 
BSP "H5'" "H5'" H  0  1 N N N ?      ?      ?      -3.179 2.718  -5.947 "H5'" BSP 38 
BSP "H6'" "H6'" H  0  1 N N N ?      ?      ?      -1.992 3.720  -4.032 "H6'" BSP 39 
BSP "H4'" "H4'" H  0  1 N N N ?      ?      ?      -6.229 1.861  -6.009 "H4'" BSP 40 
BSP H2B   H2*   H  0  1 N N N ?      ?      ?      -2.708 2.801  1.207  H2B   BSP 41 
BSP H5B   H5*   H  0  1 N N N ?      ?      ?      -6.267 6.157  0.365  H5B   BSP 42 
BSP H6B   H6*   H  0  1 N N N ?      ?      ?      -4.760 5.477  -1.465 H6B   BSP 43 
BSP H4B   H4*   H  0  1 N N N ?      ?      ?      -6.420 4.496  3.379  H4B   BSP 44 
# 
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 
BSP C5    C4    DOUB Y N 1  
BSP C5    C6    SING Y N 2  
BSP C5    BR5   SING N N 3  
BSP C4    C3    SING Y N 4  
BSP C4    BR4   SING N N 5  
BSP C3    C8    DOUB Y N 6  
BSP C3    C2    SING N N 7  
BSP C8    C7    SING Y N 8  
BSP C8    C9    SING N N 9  
BSP C7    C6    DOUB Y N 10 
BSP C7    BR7   SING N N 11 
BSP C6    BR6   SING N N 12 
BSP C9    O1    SING N N 13 
BSP C9    O9    DOUB N N 14 
BSP O1    C2    SING N N 15 
BSP C2    "C1'" SING N N 16 
BSP C2    C1B   SING N N 17 
BSP "C1'" "C2'" DOUB Y N 18 
BSP "C1'" "C6'" SING Y N 19 
BSP "C2'" "C3'" SING Y N 20 
BSP "C2'" "H2'" SING N N 21 
BSP "C3'" "C4'" DOUB Y N 22 
BSP "C3'" "S1'" SING N N 23 
BSP "C4'" "C5'" SING Y N 24 
BSP "C4'" "O4'" SING N N 25 
BSP "C5'" "C6'" DOUB Y N 26 
BSP "C5'" "H5'" SING N N 27 
BSP "C6'" "H6'" SING N N 28 
BSP "O4'" "H4'" SING N N 29 
BSP "S1'" OS1   DOUB N N 30 
BSP "S1'" OS2   SING N N 31 
BSP "S1'" OS3   DOUB N N 32 
BSP C1B   C2B   DOUB Y N 33 
BSP C1B   C6B   SING Y N 34 
BSP C2B   C3B   SING Y N 35 
BSP C2B   H2B   SING N N 36 
BSP C3B   C4B   DOUB Y N 37 
BSP C3B   S1B   SING N N 38 
BSP C4B   C5B   SING Y N 39 
BSP C4B   O4B   SING N N 40 
BSP C5B   C6B   DOUB Y N 41 
BSP C5B   H5B   SING N N 42 
BSP C6B   H6B   SING N N 43 
BSP O4B   H4B   SING N N 44 
BSP S1B   OSA   DOUB N N 45 
BSP S1B   OSB   SING N N 46 
BSP S1B   OSC   DOUB 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 
BSP SMILES           ACDLabs              10.04 [O-]S(=O)(=O)c1c(O)ccc(c1)C3(OC(=O)c2c(Br)c(Br)c(Br)c(Br)c23)c4ccc(O)c(c4)S([O-])(=O)=O                                                                                                          
BSP InChI            InChI                1.02b InChI=1/C20H10Br4O10S2/c21-15-13-14(16(22)18(24)17(15)23)20(34-19(13)27,7-1-3-9(25)11(5-7)35(28,29)30)8-2-4-10(26)12(6-8)36(31,32)33/h1-6,25-26H,(H,28,29,30)(H,31,32,33)/p-2/fC20H8Br4O10S2/q-2 
BSP InChIKey         InChI                1.02b OHTXTCNTQJFRIG-BDGRYORFCH                                                                                                                                                                        
BSP SMILES_CANONICAL CACTVS               3.341 Oc1ccc(cc1[S]([O-])(=O)=O)C2(OC(=O)c3c(Br)c(Br)c(Br)c(Br)c23)c4ccc(O)c(c4)[S]([O-])(=O)=O                                                                                                        
BSP SMILES           CACTVS               3.341 Oc1ccc(cc1[S]([O-])(=O)=O)C2(OC(=O)c3c(Br)c(Br)c(Br)c(Br)c23)c4ccc(O)c(c4)[S]([O-])(=O)=O                                                                                                        
BSP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1C2(c3c(c(c(c(c3Br)Br)Br)Br)C(=O)O2)c4ccc(c(c4)S(=O)(=O)[O-])O)S(=O)(=O)[O-])O                                                                                                          
BSP SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1C2(c3c(c(c(c(c3Br)Br)Br)Br)C(=O)O2)c4ccc(c(c4)S(=O)(=O)[O-])O)S(=O)(=O)[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 
BSP "SYSTEMATIC NAME" ACDLabs              10.04 "3,3'-(4,5,6,7-tetrabromo-3-oxo-1,3-dihydro-2-benzofuran-1,1-diyl)bis(6-hydroxybenzenesulfonate)"         
BSP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-hydroxy-5-[4,5,6,7-tetrabromo-1-(4-hydroxy-3-sulfonato-phenyl)-3-oxo-2-benzofuran-1-yl]benzenesulfonate 
# 
