data_824
# 
_chem_comp.id                                    824 
_chem_comp.name                                  9-HYDROXY-4-PHENYLPYRROLO[3,4-C]CARBAZOLE-1,3(2H,6H)-DIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H12 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         9-HYDROXY-4-PHENYL-6H-PYRROLO[3,4-C]CARBAZOLE-1,3-DIONE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-08-25 
_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                        328.321 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     824 
_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        1X8B 
_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 
824 O3  O3  O 0 1 N N N 8.189  55.652 21.934 5.986  -0.879 0.023  O3  824 1  
824 C19 C19 C 0 1 Y N N 7.021  55.262 22.405 4.934  -0.018 -0.016 C19 824 2  
824 C20 C20 C 0 1 Y N N 6.045  54.866 21.433 5.161  1.352  -0.083 C20 824 3  
824 C18 C18 C 0 1 Y N N 4.766  54.389 21.750 4.104  2.236  -0.123 C18 824 4  
824 C16 C16 C 0 1 Y N N 4.403  54.355 23.103 2.796  1.763  -0.096 C16 824 5  
824 C15 C15 C 0 1 Y N N 5.397  54.747 24.096 2.565  0.380  -0.028 C15 824 6  
824 C17 C17 C 0 1 Y N N 6.712  55.183 23.785 3.641  -0.507 0.007  C17 824 7  
824 C13 C13 C 0 1 Y N N 4.677  54.554 25.349 1.105  0.199  -0.015 C13 824 8  
824 C14 C14 C 0 1 Y N N 3.343  54.030 25.093 0.542  1.491  -0.076 C14 824 9  
824 N2  N2  N 0 1 Y N N 3.271  53.934 23.735 1.572  2.410  -0.124 N2  824 10 
824 C4  C4  C 0 1 Y N N 5.033  54.757 26.721 0.274  -0.921 0.041  C4  824 11 
824 C5  C5  C 0 1 N N N 6.249  55.187 27.392 0.508  -2.377 0.111  C5  824 12 
824 O1  O1  O 0 1 N N N 7.299  55.625 26.841 1.594  -2.920 0.134  O1  824 13 
824 C3  C3  C 0 1 Y N N 4.093  54.441 27.760 -1.124 -0.755 0.038  C3  824 14 
824 C6  C6  C 0 1 N N N 4.859  54.781 28.971 -1.694 -2.112 0.105  C6  824 15 
824 O2  O2  O 0 1 N N N 4.397  54.623 30.143 -2.878 -2.384 0.122  O2  824 16 
824 N1  N1  N 0 1 N N N 6.132  55.184 28.731 -0.684 -3.000 0.145  N1  824 17 
824 C2  C2  C 0 1 Y N N 2.732  53.990 27.482 -1.673 0.531  -0.023 C2  824 18 
824 C1  C1  C 0 1 Y N N 2.399  53.779 26.109 -0.838 1.645  -0.080 C1  824 19 
824 C7  C7  C 0 1 Y N N 1.748  53.690 28.532 -3.144 0.708  -0.028 C7  824 20 
824 C8  C8  C 0 1 Y N N 1.446  54.684 29.492 -3.744 1.606  0.855  C8  824 21 
824 C9  C9  C 0 1 Y N N 0.490  54.433 30.509 -5.114 1.766  0.846  C9  824 22 
824 C10 C10 C 0 1 Y N N -0.219 53.238 30.425 -5.893 1.039  -0.036 C10 824 23 
824 C11 C11 C 0 1 Y N N 0.033  52.300 29.453 -5.304 0.147  -0.914 C11 824 24 
824 C12 C12 C 0 1 Y N N 1.020  52.503 28.465 -3.934 -0.018 -0.919 C12 824 25 
824 HO3 HO3 H 0 1 N N N 8.835  55.914 22.578 6.205  -1.011 0.955  HO3 824 26 
824 H20 H20 H 0 1 N N N 6.296  54.933 20.361 6.174  1.727  -0.104 H20 824 27 
824 H18 H18 H 0 1 N N N 4.070  54.052 20.963 4.291  3.299  -0.174 H18 824 28 
824 H17 H17 H 0 1 N N N 7.446  55.443 24.565 3.464  -1.571 0.053  H17 824 29 
824 HN2 HN2 H 0 1 N N N 2.451  53.582 23.240 1.455  3.372  -0.170 HN2 824 30 
824 HN1 HN1 H 0 1 N N N 6.849  55.432 29.412 -0.800 -3.962 0.192  HN1 824 31 
824 H1  H1  H 0 1 N N N 1.395  53.416 25.828 -1.267 2.635  -0.127 H1  824 32 
824 H8  H8  H 0 1 N N N 1.958  55.659 29.447 -3.137 2.174  1.545  H8  824 33 
824 H9  H9  H 0 1 N N N 0.304  55.140 31.334 -5.580 2.461  1.529  H9  824 34 
824 H10 H10 H 0 1 N N N -1.013 53.025 31.159 -6.966 1.167  -0.039 H10 824 35 
824 H11 H11 H 0 1 N N N -0.564 51.372 29.466 -5.917 -0.419 -1.600 H11 824 36 
824 H12 H12 H 0 1 N N N 1.214  51.762 27.671 -3.475 -0.714 -1.605 H12 824 37 
# 
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 
824 O3  C19 SING N N 1  
824 O3  HO3 SING N N 2  
824 C19 C20 SING Y N 3  
824 C19 C17 DOUB Y N 4  
824 C20 C18 DOUB Y N 5  
824 C20 H20 SING N N 6  
824 C18 C16 SING Y N 7  
824 C18 H18 SING N N 8  
824 C16 C15 DOUB Y N 9  
824 C16 N2  SING Y N 10 
824 C15 C17 SING Y N 11 
824 C15 C13 SING Y N 12 
824 C17 H17 SING N N 13 
824 C13 C14 SING Y N 14 
824 C13 C4  DOUB Y N 15 
824 C14 N2  SING Y N 16 
824 C14 C1  DOUB Y N 17 
824 N2  HN2 SING N N 18 
824 C4  C5  SING N N 19 
824 C4  C3  SING Y N 20 
824 C5  O1  DOUB N N 21 
824 C5  N1  SING N N 22 
824 C3  C6  SING N N 23 
824 C3  C2  DOUB Y N 24 
824 C6  O2  DOUB N N 25 
824 C6  N1  SING N N 26 
824 N1  HN1 SING N N 27 
824 C2  C1  SING Y N 28 
824 C2  C7  SING N N 29 
824 C1  H1  SING N N 30 
824 C7  C8  DOUB Y N 31 
824 C7  C12 SING Y N 32 
824 C8  C9  SING Y N 33 
824 C8  H8  SING N N 34 
824 C9  C10 DOUB Y N 35 
824 C9  H9  SING N N 36 
824 C10 C11 SING Y N 37 
824 C10 H10 SING N N 38 
824 C11 C12 DOUB Y N 39 
824 C11 H11 SING N N 40 
824 C12 H12 SING N N 41 
# 
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 
824 SMILES           ACDLabs              10.04 O=C5c4c2c1cc(O)ccc1nc2cc(c3ccccc3)c4C(=O)N5                                                                                          
824 InChI            InChI                1.02b InChI=1/C20H12N2O3/c23-11-6-7-14-13(8-11)16-15(21-14)9-12(10-4-2-1-3-5-10)17-18(16)20(25)22-19(17)24/h1-9,21,23H,(H,22,24,25)/f/h22H 
824 InChIKey         InChI                1.02b IAUZTOZLTFSMIE-QWOVJGMICN                                                                                                            
824 SMILES_CANONICAL CACTVS               3.341 Oc1ccc2[nH]c3cc(c4ccccc4)c5C(=O)NC(=O)c5c3c2c1                                                                                       
824 SMILES           CACTVS               3.341 Oc1ccc2[nH]c3cc(c4ccccc4)c5C(=O)NC(=O)c5c3c2c1                                                                                       
824 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2cc3c(c4cc(ccc4[nH]3)O)c5c2C(=O)NC5=O                                                                                     
824 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2cc3c(c4cc(ccc4[nH]3)O)c5c2C(=O)NC5=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 
824 "SYSTEMATIC NAME" ACDLabs              10.04 9-hydroxy-4-phenylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione 
824 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 9-hydroxy-4-phenyl-6H-pyrrolo[3,4-c]carbazole-1,3-dione    
# 
