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 2011-06-04 _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 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" BAP InChI InChI 1.03 "InChI=1S/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 1.03 GFANZDFKCCJYRF-NSISKUIASA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BAP "Create component" 1999-07-08 RCSB BAP "Modify descriptor" 2011-06-04 RCSB #