data_BPJ
# 
_chem_comp.id                                    BPJ 
_chem_comp.name                                  (1R)-1,2,3,4-TETRAHYDRO-BENZO[C]PHENANTHRENE-2,3,4-TRIOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H16 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         1R-TRANS-ANTI-BENZO[C]PHENANTHRENE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-01-25 
_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                        280.318 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BPJ 
_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        1HX4 
_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 
BPJ C1   C1  C 0 1 N N N 1.915  -0.831 6.876  -1.424 0.056  -0.762 C1   BPJ 1  
BPJ C2   C2  C 0 1 N N S 1.768  -1.512 8.265  -1.769 -0.422 -2.173 C2   BPJ 2  
BPJ O2   O2  O 0 1 N N N 0.670  -2.398 8.461  -1.408 -1.795 -2.326 O2   BPJ 3  
BPJ C3   C3  C 0 1 N N S 1.639  -0.411 9.346  -0.970 0.448  -3.146 C3   BPJ 4  
BPJ O3   O3  O 0 1 N N N 0.642  0.574  9.042  -1.397 0.197  -4.487 O3   BPJ 5  
BPJ C4   C4  C 0 1 N N S 3.021  0.306  9.418  0.500  0.077  -2.991 C4   BPJ 6  
BPJ O4   O4  O 0 1 N N N 3.999  -0.504 10.078 1.296  1.048  -3.678 O4   BPJ 7  
BPJ C5   C5  C 0 1 Y N N 4.726  1.436  8.069  2.315  -0.046 -1.319 C5   BPJ 8  
BPJ C6   C6  C 0 1 Y N N 5.268  1.858  6.849  2.809  -0.138 -0.058 C6   BPJ 9  
BPJ C7   C7  C 0 1 Y N N 5.172  1.945  4.481  2.437  -0.312 2.337  C7   BPJ 10 
BPJ C8   C8  C 0 1 Y N N 4.556  1.675  3.241  1.626  -0.294 3.410  C8   BPJ 11 
BPJ C9   C9  C 0 1 Y N N 2.487  1.244  1.998  -0.577 -0.039 4.409  C9   BPJ 12 
BPJ C10  C10 C 0 1 Y N N 1.086  1.110  2.014  -1.905 0.244  4.292  C10  BPJ 13 
BPJ C11  C11 C 0 1 Y N N 0.403  1.042  3.243  -2.449 0.533  3.048  C11  BPJ 14 
BPJ C12  C12 C 0 1 Y N N 1.133  1.036  4.443  -1.673 0.515  1.921  C12  BPJ 15 
BPJ C13  C13 C 0 1 Y N N 2.865  0.282  6.888  0.059  0.026  -0.506 C13  BPJ 16 
BPJ C14  C14 C 0 1 Y N N 3.548  0.640  8.107  0.939  0.019  -1.550 C14  BPJ 17 
BPJ C15  C15 C 0 1 Y N N 4.559  1.595  5.676  1.927  -0.135 1.030  C15  BPJ 18 
BPJ C16  C16 C 0 1 Y N N 3.303  0.952  5.688  0.538  0.034  0.811  C16  BPJ 19 
BPJ C17  C17 C 0 1 Y N N 2.552  1.088  4.475  -0.323 0.179  1.990  C17  BPJ 20 
BPJ C18  C18 C 0 1 Y N N 3.196  1.293  3.219  0.240  -0.051 3.271  C18  BPJ 21 
BPJ H11A 1H1 H 0 0 N N N 0.909  -0.495 6.584  -1.782 1.079  -0.654 H11A BPJ 22 
BPJ H12A 2H1 H 0 0 N N N 0.923  -0.505 6.483  -1.924 -0.598 -0.050 H12A BPJ 23 
BPJ H2   H2  H 0 1 N N N 2.713  -2.051 8.430  -2.837 -0.296 -2.353 H2   BPJ 24 
BPJ HO2  2HO H 0 1 N N N 0.904  -3.250 8.076  -1.923 -2.293 -1.677 HO2  BPJ 25 
BPJ H3   H3  H 0 1 N N N 1.358  -0.928 10.275 -1.115 1.502  -2.905 H3   BPJ 26 
BPJ HO3  3HO H 0 1 N N N -0.241 0.239  9.248  -0.846 0.744  -5.063 HO3  BPJ 27 
BPJ H4   H4  H 0 1 N N N 2.841  1.262  9.931  0.672  -0.897 -3.451 H4   BPJ 28 
BPJ HO4  4HO H 0 1 N N N 3.673  -0.993 10.839 2.216  0.757  -3.606 HO4  BPJ 29 
BPJ H5   H5  H 0 1 N N N 5.235  1.760  8.965  2.995  -0.023 -2.157 H5   BPJ 30 
BPJ H6   H6  H 0 1 N N N 6.211  2.380  6.790  3.874  -0.211 0.107  H6   BPJ 31 
BPJ H7   H7  H 0 1 N N N 6.127  2.435  4.601  3.498  -0.464 2.474  H7   BPJ 32 
BPJ H8   H8  H 0 1 N N N 5.126  1.731  2.325  2.037  -0.470 4.393  H8   BPJ 33 
BPJ H9   H9  H 0 1 N N N 3.000  1.298  1.049  -0.153 -0.253 5.380  H9   BPJ 34 
BPJ H10  H10 H 0 1 N N N 0.538  1.048  1.085  -2.535 0.244  5.168  H10  BPJ 35 
BPJ H11  H11 H 0 1 N N N -0.675 1.005  3.281  -3.498 0.776  2.966  H11  BPJ 36 
BPJ H12  H12 H 0 1 N N N 0.590  1.002  5.376  -2.137 0.816  0.996  H12  BPJ 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 
BPJ C1  C2   SING N N 1  
BPJ C1  C13  SING N N 2  
BPJ C1  H11A SING N N 3  
BPJ C1  H12A SING N N 4  
BPJ C2  O2   SING N N 5  
BPJ C2  C3   SING N N 6  
BPJ C2  H2   SING N N 7  
BPJ O2  HO2  SING N N 8  
BPJ C3  O3   SING N N 9  
BPJ C3  C4   SING N N 10 
BPJ C3  H3   SING N N 11 
BPJ O3  HO3  SING N N 12 
BPJ C4  O4   SING N N 13 
BPJ C4  C14  SING N N 14 
BPJ C4  H4   SING N N 15 
BPJ O4  HO4  SING N N 16 
BPJ C5  C6   DOUB Y N 17 
BPJ C5  C14  SING Y N 18 
BPJ C5  H5   SING N N 19 
BPJ C6  C15  SING Y N 20 
BPJ C6  H6   SING N N 21 
BPJ C7  C8   DOUB Y N 22 
BPJ C7  C15  SING Y N 23 
BPJ C7  H7   SING N N 24 
BPJ C8  C18  SING Y N 25 
BPJ C8  H8   SING N N 26 
BPJ C9  C10  DOUB Y N 27 
BPJ C9  C18  SING Y N 28 
BPJ C9  H9   SING N N 29 
BPJ C10 C11  SING Y N 30 
BPJ C10 H10  SING N N 31 
BPJ C11 C12  DOUB Y N 32 
BPJ C11 H11  SING N N 33 
BPJ C12 C17  SING Y N 34 
BPJ C12 H12  SING N N 35 
BPJ C13 C14  DOUB Y N 36 
BPJ C13 C16  SING Y N 37 
BPJ C15 C16  DOUB Y N 38 
BPJ C16 C17  SING Y N 39 
BPJ C17 C18  DOUB Y N 40 
# 
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 
BPJ SMILES           ACDLabs              10.04 OC4c3c(c1c(ccc2c1cccc2)cc3)CC(O)C4O                                                                                       
BPJ InChI            InChI                1.02b InChI=1/C18H16O3/c19-15-9-14-13(17(20)18(15)21)8-7-11-6-5-10-3-1-2-4-12(10)16(11)14/h1-8,15,17-21H,9H2/t15-,17-,18-/m0/s1 
BPJ InChIKey         InChI                1.02b WCUHTHVUZQCBTI-SZMVWBNQBN                                                                                                 
BPJ SMILES_CANONICAL CACTVS               3.341 O[C@H]1Cc2c(ccc3ccc4ccccc4c23)[C@H](O)[C@H]1O                                                                             
BPJ SMILES           CACTVS               3.341 O[CH]1Cc2c(ccc3ccc4ccccc4c23)[CH](O)[CH]1O                                                                                
BPJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)ccc3c2c4c(cc3)[C@@H]([C@H]([C@H](C4)O)O)O                                                                      
BPJ SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)ccc3c2c4c(cc3)C(C(C(C4)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 
BPJ "SYSTEMATIC NAME" ACDLabs              10.04 (2S,3S,4S)-1,2,3,4-tetrahydrobenzo[c]phenanthrene-2,3,4-triol        
BPJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (9S,10S,11S)-9,10,11,12-tetrahydrobenzo[c]phenanthrene-9,10,11-triol 
# 
