data_BAP
# 
_chem_comp.id                                    BAP 
_chem_comp.name                                  1,2,3-TRIHYDROXY-1,2,3,4-TETRAHYDROBENZO[A]PYRENE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H16 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_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                         BPC 
_chem_comp.formula_weight                        304.339 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BAP 
_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        1DXA 
_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 
BAP C1     C1     C 0 1 Y N N -4.490 -2.431 15.602 -0.794 0.103  -4.781 C1     BAP 1  
BAP C2     C2     C 0 1 Y N N -5.033 -1.167 15.752 0.500  -0.038 -5.242 C2     BAP 2  
BAP C3     C3     C 0 1 Y N N -4.198 -0.046 15.655 1.567  -0.166 -4.373 C3     BAP 3  
BAP C3A    C3A    C 0 1 Y N N -2.817 -0.218 15.405 1.352  -0.156 -2.993 C3A    BAP 4  
BAP C4     C4     C 0 1 Y N N -1.973 0.899  15.309 2.418  -0.285 -2.070 C4     BAP 5  
BAP C5     C5     C 0 1 Y N N -0.612 0.723  15.058 2.188  -0.274 -0.737 C5     BAP 6  
BAP C5A    C5A    C 0 1 Y N N -0.075 -0.571 14.858 0.874  -0.132 -0.228 C5A    BAP 7  
BAP C6     C6     C 0 1 Y N N 1.286  -0.761 14.482 0.625  -0.124 1.153  C6     BAP 8  
BAP C7     C7     C 0 1 Y N N 1.769  -2.058 14.224 -0.663 0.018  1.618  C7     BAP 9  
BAP C8     C8     C 0 1 Y N N 0.928  -3.151 14.450 -1.730 0.148  0.736  C8     BAP 10 
BAP C8A    C8A    C 0 1 Y N N -0.418 -2.949 14.787 -1.524 0.141  -0.641 C8A    BAP 11 
BAP C9     C9     C 0 1 Y N N -1.261 -4.064 14.906 -2.592 0.272  -1.562 C9     BAP 12 
BAP C10    C10    C 0 1 Y N N -2.603 -3.879 15.198 -2.364 0.261  -2.896 C10    BAP 13 
BAP C1A    C1A    C 0 1 Y N N -3.119 -2.590 15.347 -1.052 0.119  -3.408 C1A    BAP 14 
BAP C3B    C3B    C 0 1 Y N N -2.282 -1.490 15.243 0.031  -0.012 -2.511 C3B    BAP 15 
BAP C5B    C5B    C 0 1 Y N N -0.924 -1.667 14.967 -0.205 -0.001 -1.126 C5B    BAP 16 
BAP "C1'"  "C1'"  C 0 1 N N R 3.168  -2.296 13.682 -0.989 0.050  3.090  "C1'"  BAP 17 
BAP "O1'"  "O1'"  O 0 1 N N N 3.122  -3.263 12.653 -2.170 -0.719 3.328  "O1'"  BAP 18 
BAP "C2'"  "C2'"  C 0 1 N N R 3.843  -1.049 13.108 0.160  -0.528 3.911  "C2'"  BAP 19 
BAP "O2'"  "O2'"  O 0 1 N N N 5.209  -1.304 12.859 -0.079 -0.303 5.302  "O2'"  BAP 20 
BAP "C3'"  "C3'"  C 0 1 N N R 3.699  0.097  14.104 1.455  0.175  3.488  "C3'"  BAP 21 
BAP "O3'"  "O3'"  O 0 1 N N N 4.262  -0.267 15.349 1.261  1.591  3.505  "O3'"  BAP 22 
BAP "C4'"  "C4'"  C 0 1 N N N 2.213  0.428  14.286 1.808  -0.278 2.074  "C4'"  BAP 23 
BAP H1     H1     H 0 1 N N N -5.160 -3.268 15.672 -1.609 0.201  -5.484 H1     BAP 24 
BAP H2     H2     H 0 1 N N N -6.088 -1.133 15.940 0.682  -0.048 -6.306 H2     BAP 25 
BAP H3     H3     H 0 1 N N N -4.616 0.943  15.777 2.569  -0.275 -4.762 H3     BAP 26 
BAP H4     H4     H 0 1 N N N -2.366 1.898  15.421 3.429  -0.394 -2.435 H4     BAP 27 
BAP H5     H5     H 0 1 N N N -0.013 1.615  15.011 3.018  -0.375 -0.052 H5     BAP 28 
BAP H8     H8     H 0 1 N N N 1.288  -4.161 14.315 -2.732 0.256  1.124  H8     BAP 29 
BAP H9     H9     H 0 1 N N N -0.894 -5.067 14.770 -3.601 0.383  -1.195 H9     BAP 30 
BAP H10    H10    H 0 1 N N N -3.244 -4.724 15.310 -3.194 0.363  -3.579 H10    BAP 31 
BAP "H1'"  "H1'"  H 0 1 N N N 3.778  -2.694 14.494 -1.165 1.081  3.397  "H1'"  BAP 32 
BAP HO1    HO1    H 0 1 N N N 4.013  -3.389 12.318 -2.877 -0.313 2.809  HO1    BAP 33 
BAP "H2'"  "H2'"  H 0 1 N N N 3.364  -0.771 12.169 0.245  -1.598 3.721  "H2'"  BAP 34 
BAP HO2    HO2    H 0 1 N N N 5.639  -1.482 13.699 -0.910 -0.748 5.517  HO2    BAP 35 
BAP "H3'"  "H3'"  H 0 1 N N N 4.236  0.971  13.733 2.260  -0.093 4.172  "H3'"  BAP 36 
BAP HO3    HO3    H 0 1 N N N 4.176  0.475  15.950 2.096  1.990  3.225  HO3    BAP 37 
BAP "H4'1" "1H4'" H 0 0 N N N 2.153  1.035  15.186 2.635  0.324  1.699  "H4'1" BAP 38 
BAP "H4'2" "2H4'" H 0 0 N N N 2.085  1.149  15.126 2.110  -1.325 2.098  "H4'2" BAP 39 
# 
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 
BAP C1    C2     DOUB Y N 1  
BAP C1    C1A    SING Y N 2  
BAP C1    H1     SING N N 3  
BAP C2    C3     SING Y N 4  
BAP C2    H2     SING N N 5  
BAP C3    C3A    DOUB Y N 6  
BAP C3    H3     SING N N 7  
BAP C3A   C4     SING Y N 8  
BAP C3A   C3B    SING Y N 9  
BAP C4    C5     DOUB Y N 10 
BAP C4    H4     SING N N 11 
BAP C5    C5A    SING Y N 12 
BAP C5    H5     SING N N 13 
BAP C5A   C6     DOUB Y N 14 
BAP C5A   C5B    SING Y N 15 
BAP C6    C7     SING Y N 16 
BAP C6    "C4'"  SING N N 17 
BAP C7    C8     DOUB Y N 18 
BAP C7    "C1'"  SING N N 19 
BAP C8    C8A    SING Y N 20 
BAP C8    H8     SING N N 21 
BAP C8A   C9     DOUB Y N 22 
BAP C8A   C5B    SING Y N 23 
BAP C9    C10    SING Y N 24 
BAP C9    H9     SING N N 25 
BAP C10   C1A    DOUB Y N 26 
BAP C10   H10    SING N N 27 
BAP C1A   C3B    SING Y N 28 
BAP C3B   C5B    DOUB Y N 29 
BAP "C1'" "O1'"  SING N N 30 
BAP "C1'" "C2'"  SING N N 31 
BAP "C1'" "H1'"  SING N N 32 
BAP "O1'" HO1    SING N N 33 
BAP "C2'" "O2'"  SING N N 34 
BAP "C2'" "C3'"  SING N N 35 
BAP "C2'" "H2'"  SING N N 36 
BAP "O2'" HO2    SING N N 37 
BAP "C3'" "O3'"  SING N N 38 
BAP "C3'" "C4'"  SING N N 39 
BAP "C3'" "H3'"  SING N N 40 
BAP "O3'" HO3    SING N N 41 
BAP "C4'" "H4'1" SING N N 42 
BAP "C4'" "H4'2" SING N N 43 
# 
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 
BAP SMILES           ACDLabs              10.04 OC5c2c(c1ccc4c3c1c(c2)ccc3ccc4)CC(O)C5O                                                                                            
BAP InChI            InChI                1.02b InChI=1/C20H16O3/c21-16-9-14-13-7-6-11-3-1-2-10-4-5-12(18(13)17(10)11)8-15(14)19(22)20(16)23/h1-8,16,19-23H,9H2/t16-,19-,20-/m1/s1 
BAP InChIKey         InChI                1.02b GFANZDFKCCJYRF-NSISKUIABV                                                                                                          
BAP SMILES_CANONICAL CACTVS               3.341 O[C@@H]1Cc2c(cc3ccc4cccc5ccc2c3c45)[C@@H](O)[C@@H]1O                                                                               
BAP SMILES           CACTVS               3.341 O[CH]1Cc2c(cc3ccc4cccc5ccc2c3c45)[CH](O)[CH]1O                                                                                     
BAP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2ccc3cc4c(c5c3c2c(c1)cc5)C[C@H]([C@H]([C@@H]4O)O)O                                                                             
BAP SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2ccc3cc4c(c5c3c2c(c1)cc5)CC(C(C4O)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 
BAP "SYSTEMATIC NAME" ACDLabs              10.04 (7R,8R,9R)-7,8,9,10-tetrahydrobenzo[pqr]tetraphene-7,8,9-triol 
BAP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (7R,8R,9R)-7,8,9,10-tetrahydrobenzo[a]pyrene-7,8,9-triol       
# 
