data_GA9
# 
_chem_comp.id                                    GA9 
_chem_comp.name                                  3,3-BIS(3-BROMO-4-HYDROXYPHENYL)-7-CHLORO-1H,3H-BENZO[DE]ISOCHROMEN-1-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H13 Br2 Cl O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "4-CHLORO-3',3"-DIBROMOPHENOL-1,8-NAPHTHALEIN" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-08-03 
_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                        560.619 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GA9 
_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        2A9W 
_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 
GA9 C1  C1  C  0 1 N N N -45.670 10.692 49.726 -0.260 -1.497 2.435  C1  GA9 1  
GA9 C2  C2  C  0 1 Y N N -44.348 11.275 49.763 -0.986 -2.432 1.553  C2  GA9 2  
GA9 C3  C3  C  0 1 Y N N -43.380 10.901 48.740 -1.661 -3.543 2.016  C3  GA9 3  
GA9 C4  C4  C  0 1 Y N N -42.150 11.548 48.643 -2.312 -4.382 1.117  C4  GA9 4  
GA9 C5  C5  C  0 1 Y N N -41.808 12.584 49.521 -2.304 -4.150 -0.227 C5  GA9 5  
GA9 C6  C6  C  0 1 Y N N -42.748 12.989 50.551 -1.631 -3.037 -0.762 C6  GA9 6  
GA9 C7  C7  C  0 1 Y N N -42.423 14.059 51.468 -1.579 -2.781 -2.143 C7  GA9 7  
GA9 C8  C8  C  0 1 Y N N -43.320 14.434 52.457 -0.915 -1.679 -2.594 C8  GA9 8  
GA9 C9  C9  C  0 1 Y N N -44.542 13.786 52.586 -0.293 -0.793 -1.716 C9  GA9 9  
GA9 C10 C10 C  0 1 Y N N -44.929 12.685 51.679 -0.323 -1.009 -0.371 C10 GA9 10 
GA9 C11 C11 C  0 1 Y N N -44.018 12.314 50.664 -0.977 -2.146 0.117  C11 GA9 11 
GA9 C12 C12 C  0 1 N N N -46.262 11.931 51.839 0.325  -0.043 0.586  C12 GA9 12 
GA9 C13 C13 C  0 1 Y N N -46.147 11.057 52.994 -0.635 1.077  0.891  C13 GA9 13 
GA9 C14 C14 C  0 1 Y N N -45.053 11.160 53.909 -1.573 1.458  -0.051 C14 GA9 14 
GA9 C15 C15 C  0 1 Y N N -44.909 10.289 55.018 -2.458 2.482  0.228  C15 GA9 15 
GA9 C16 C16 C  0 1 Y N N -45.866 9.275  55.245 -2.397 3.136  1.450  C16 GA9 16 
GA9 C17 C17 C  0 1 Y N N -46.962 9.154  54.345 -1.455 2.752  2.394  C17 GA9 17 
GA9 C18 C18 C  0 1 Y N N -47.110 10.019 53.242 -0.577 1.723  2.112  C18 GA9 18 
GA9 C19 C19 C  0 1 Y N N -47.363 12.864 51.941 1.569  0.524  -0.047 C19 GA9 19 
GA9 C20 C20 C  0 1 Y N N -48.120 13.071 53.158 2.805  -0.017 0.254  C20 GA9 20 
GA9 C21 C21 C  0 1 Y N N -49.227 13.968 53.217 3.947  0.498  -0.331 C21 GA9 21 
GA9 C22 C22 C  0 1 Y N N -49.602 14.686 52.054 3.853  1.566  -1.212 C22 GA9 22 
GA9 C23 C23 C  0 1 Y N N -48.857 14.489 50.855 2.612  2.110  -1.508 C23 GA9 23 
GA9 C24 C24 C  0 1 Y N N -47.763 13.601 50.793 1.473  1.588  -0.925 C24 GA9 24 
GA9 O1  O1  O  0 1 N N N -46.560 10.977 50.727 0.681  -0.723 1.824  O1  GA9 25 
GA9 O2  O2  O  0 1 N N N -46.000 9.953  48.798 -0.486 -1.423 3.627  O2  GA9 26 
GA9 O4  O4  O  0 1 N N N -50.709 15.583 52.076 4.974  2.078  -1.784 O4  GA9 27 
GA9 O3  O3  O  0 1 N N N -45.738 8.393  56.359 -3.263 4.148  1.725  O3  GA9 28 
GA9 BR1 BR1 BR 0 0 N N N -43.479 10.508 56.167 -3.741 3.002  -1.061 BR1 GA9 29 
GA9 BR2 BR2 BR 0 0 N N N -50.175 14.175 54.806 5.637  -0.247 0.076  BR2 GA9 30 
GA9 CL3 CL3 CL 0 0 N N N -40.254 13.323 49.421 -3.137 -5.240 -1.291 CL3 GA9 31 
GA9 H3  H3  H  0 1 N N N -43.586 10.098 48.012 -1.683 -3.761 3.073  H3  GA9 32 
GA9 H4  H4  H  0 1 N N N -41.437 11.235 47.860 -2.840 -5.245 1.496  H4  GA9 33 
GA9 H7  H7  H  0 1 N N N -41.465 14.603 51.411 -2.059 -3.451 -2.840 H7  GA9 34 
GA9 H8  H8  H  0 1 N N N -43.059 15.254 53.146 -0.872 -1.488 -3.656 H8  GA9 35 
GA9 H9  H9  H  0 1 N N N -45.197 14.141 53.399 0.219  0.074  -2.106 H9  GA9 36 
GA9 H14 H14 H  0 1 N N N -44.290 11.941 53.753 -1.616 0.952  -1.005 H14 GA9 37 
GA9 H17 H17 H  0 1 N N N -47.718 8.367  54.506 -1.409 3.256  3.347  H17 GA9 38 
GA9 H18 H18 H  0 1 N N N -47.977 9.883  52.574 0.156  1.424  2.846  H18 GA9 39 
GA9 H20 H20 H  0 1 N N N -47.842 12.524 54.075 2.878  -0.849 0.939  H20 GA9 40 
GA9 H23 H23 H  0 1 N N N -49.136 15.043 49.943 2.535  2.941  -2.193 H23 GA9 41 
GA9 H24 H24 H  0 1 N N N -47.217 13.482 49.841 0.507  2.012  -1.155 H24 GA9 42 
GA9 HO4 HO4 H  0 1 N N N -50.960 16.064 51.296 5.296  2.774  -1.194 HO4 GA9 43 
GA9 HO3 HO3 H  0 1 N N N -46.381 7.711  56.511 -2.839 4.965  1.430  HO3 GA9 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 
GA9 C1  C2  SING N N 1  
GA9 C1  O1  SING N N 2  
GA9 C1  O2  DOUB N N 3  
GA9 C2  C3  DOUB Y N 4  
GA9 C2  C11 SING Y N 5  
GA9 C3  C4  SING Y N 6  
GA9 C3  H3  SING N N 7  
GA9 C4  C5  DOUB Y N 8  
GA9 C4  H4  SING N N 9  
GA9 C5  C6  SING Y N 10 
GA9 C5  CL3 SING N N 11 
GA9 C6  C7  DOUB Y N 12 
GA9 C6  C11 SING Y N 13 
GA9 C7  C8  SING Y N 14 
GA9 C7  H7  SING N N 15 
GA9 C8  C9  DOUB Y N 16 
GA9 C8  H8  SING N N 17 
GA9 C9  C10 SING Y N 18 
GA9 C9  H9  SING N N 19 
GA9 C10 C11 DOUB Y N 20 
GA9 C10 C12 SING N N 21 
GA9 C12 C13 SING N N 22 
GA9 C12 C19 SING N N 23 
GA9 C12 O1  SING N N 24 
GA9 C13 C14 DOUB Y N 25 
GA9 C13 C18 SING Y N 26 
GA9 C14 C15 SING Y N 27 
GA9 C14 H14 SING N N 28 
GA9 C15 C16 DOUB Y N 29 
GA9 C15 BR1 SING N N 30 
GA9 C16 C17 SING Y N 31 
GA9 C16 O3  SING N N 32 
GA9 C17 C18 DOUB Y N 33 
GA9 C17 H17 SING N N 34 
GA9 C18 H18 SING N N 35 
GA9 C19 C20 DOUB Y N 36 
GA9 C19 C24 SING Y N 37 
GA9 C20 C21 SING Y N 38 
GA9 C20 H20 SING N N 39 
GA9 C21 C22 DOUB Y N 40 
GA9 C21 BR2 SING N N 41 
GA9 C22 C23 SING Y N 42 
GA9 C22 O4  SING N N 43 
GA9 C23 C24 DOUB Y N 44 
GA9 C23 H23 SING N N 45 
GA9 C24 H24 SING N N 46 
GA9 O4  HO4 SING N N 47 
GA9 O3  HO3 SING N N 48 
# 
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 
GA9 SMILES           ACDLabs              10.04 Brc1c(O)ccc(c1)C4(OC(=O)c2c3c(c(Cl)cc2)cccc34)c5ccc(O)c(Br)c5                                                                          
GA9 InChI            InChI                1.02b InChI=1/C24H13Br2ClO4/c25-17-10-12(4-8-20(17)28)24(13-5-9-21(29)18(26)11-13)16-3-1-2-14-19(27)7-6-15(22(14)16)23(30)31-24/h1-11,28-29H 
GA9 InChIKey         InChI                1.02b GFGZCXHXQCQRFP-UHFFFAOYAN                                                                                                              
GA9 SMILES_CANONICAL CACTVS               3.341 Oc1ccc(cc1Br)C2(OC(=O)c3ccc(Cl)c4cccc2c34)c5ccc(O)c(Br)c5                                                                              
GA9 SMILES           CACTVS               3.341 Oc1ccc(cc1Br)C2(OC(=O)c3ccc(Cl)c4cccc2c34)c5ccc(O)c(Br)c5                                                                              
GA9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(ccc3c2c(c1)C(OC3=O)(c4ccc(c(c4)Br)O)c5ccc(c(c5)Br)O)Cl                                                                          
GA9 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(ccc3c2c(c1)C(OC3=O)(c4ccc(c(c4)Br)O)c5ccc(c(c5)Br)O)Cl                                                                          
# 
_pdbx_chem_comp_identifier.comp_id           GA9 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        3,3-bis(3-bromo-4-hydroxyphenyl)-7-chloro-1H,3H-benzo[de]isochromen-1-one 
# 
