data_BPI # _chem_comp.id BPI _chem_comp.name "(1S)-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 1S-TRANS-ANTI-BENZO[C]PHENANTHRENE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-01-25 _chem_comp.pdbx_modified_date 2021-03-01 _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 BPI _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 1HWV _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 BPI C1 C1 C 0 1 N N N -6.809 -8.736 8.331 1.245 0.147 -0.930 C1 BPI 1 BPI C2 C2 C 0 1 N N R -8.063 -8.234 9.149 1.463 0.634 -2.362 C2 BPI 2 BPI O2 O2 O 0 1 N N N -9.037 -7.851 8.164 2.857 0.605 -2.676 O2 BPI 3 BPI C3 C3 C 0 1 N N R -8.454 -9.408 10.094 0.701 -0.317 -3.288 C3 BPI 4 BPI O3 O3 O 0 1 N N N -8.947 -10.491 9.292 1.042 -1.672 -2.990 O3 BPI 5 BPI C4 C4 C 0 1 N N R -7.170 -9.530 10.990 -0.786 -0.087 -3.049 C4 BPI 6 BPI O4 O4 O 0 1 N N N -6.697 -8.269 11.512 -1.162 1.169 -3.618 O4 BPI 7 BPI C5 C5 C 0 1 Y N N -5.068 -10.750 11.009 -2.505 -0.191 -1.280 C5 BPI 8 BPI C6 C6 C 0 1 Y N N -3.841 -11.084 10.429 -2.935 -0.170 0.007 C6 BPI 9 BPI C7 C7 C 0 1 Y N N -2.194 -10.774 8.671 -2.457 0.018 2.381 C7 BPI 10 BPI C8 C8 C 0 1 Y N N -1.811 -10.212 7.448 -1.595 0.106 3.408 C8 BPI 11 BPI C9 C9 C 0 1 Y N N -2.427 -9.540 5.175 0.673 0.178 4.283 C9 BPI 12 BPI C10 C10 C 0 1 Y N N -3.436 -9.416 4.193 2.019 0.088 4.093 C10 BPI 13 BPI C11 C11 C 0 1 Y N N -4.777 -9.621 4.589 2.530 -0.127 2.821 C11 BPI 14 BPI C12 C12 C 0 1 Y N N -5.110 -9.886 5.907 1.700 -0.225 1.738 C12 BPI 15 BPI C13 C13 C 0 1 Y N N -5.756 -9.554 8.952 -0.214 0.003 -0.591 C13 BPI 16 BPI C14 C14 C 0 1 Y N N -5.994 -9.960 10.301 -1.146 -0.089 -1.585 C14 BPI 17 BPI C15 C15 C 0 1 Y N N -3.514 -10.636 9.137 -2.000 -0.072 1.046 C15 BPI 18 BPI C16 C16 C 0 1 Y N N -4.513 -9.983 8.341 -0.614 -0.059 0.750 C16 BPI 19 BPI C17 C17 C 0 1 Y N N -4.153 -9.903 6.953 0.321 -0.083 1.880 C17 BPI 20 BPI C18 C18 C 0 1 Y N N -2.795 -9.835 6.510 -0.198 0.067 3.191 C18 BPI 21 BPI H11A 1H1 H 0 0 N N N -7.095 -9.583 7.689 1.733 -0.820 -0.818 H11A BPI 22 BPI H12A 2H1 H 0 0 N N N -6.322 -7.844 7.871 1.696 0.875 -0.254 H12A BPI 23 BPI H2 H2 H 0 1 N N N -7.845 -7.435 9.873 1.081 1.648 -2.470 H2 BPI 24 BPI HO2 2HO H 0 1 N N N -8.667 -7.348 7.430 3.296 1.202 -2.055 HO2 BPI 25 BPI H3 H3 H 0 1 N N N -9.200 -9.162 10.863 0.947 -0.097 -4.328 H3 BPI 26 BPI HO3 3HO H 0 1 N N N -9.532 -10.149 8.604 0.514 -2.229 -3.579 HO3 BPI 27 BPI H4 H4 H 0 1 N N N -7.466 -10.149 11.849 -1.351 -0.877 -3.549 H4 BPI 28 BPI HO4 4HO H 0 1 N N N -6.420 -8.353 12.432 -2.117 1.258 -3.495 HO4 BPI 29 BPI H5 H5 H 0 1 N N N -5.285 -11.118 12.001 -3.221 -0.288 -2.082 H5 BPI 30 BPI H6 H6 H 0 1 N N N -3.177 -11.744 10.968 -3.990 -0.228 0.231 H6 BPI 31 BPI H7 H7 H 0 1 N N N -1.456 -11.357 9.202 -3.520 0.016 2.576 H7 BPI 32 BPI H8 H8 H 0 1 N N N -0.757 -10.044 7.282 -1.971 0.209 4.415 H8 BPI 33 BPI H9 H9 H 0 1 N N N -1.389 -9.402 4.911 0.276 0.335 5.276 H9 BPI 34 BPI H10 H10 H 0 1 N N N -3.181 -9.155 3.177 2.689 0.185 4.933 H10 BPI 35 BPI H11 H11 H 0 1 N N N -5.658 -9.584 3.965 3.597 -0.220 2.681 H11 BPI 36 BPI H12 H12 H 0 1 N N N -6.162 -10.086 6.047 2.153 -0.463 0.791 H12 BPI 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 BPI C1 C2 SING N N 1 BPI C1 C13 SING N N 2 BPI C1 H11A SING N N 3 BPI C1 H12A SING N N 4 BPI C2 O2 SING N N 5 BPI C2 C3 SING N N 6 BPI C2 H2 SING N N 7 BPI O2 HO2 SING N N 8 BPI C3 O3 SING N N 9 BPI C3 C4 SING N N 10 BPI C3 H3 SING N N 11 BPI O3 HO3 SING N N 12 BPI C4 O4 SING N N 13 BPI C4 C14 SING N N 14 BPI C4 H4 SING N N 15 BPI O4 HO4 SING N N 16 BPI C5 C6 DOUB Y N 17 BPI C5 C14 SING Y N 18 BPI C5 H5 SING N N 19 BPI C6 C15 SING Y N 20 BPI C6 H6 SING N N 21 BPI C7 C8 DOUB Y N 22 BPI C7 C15 SING Y N 23 BPI C7 H7 SING N N 24 BPI C8 C18 SING Y N 25 BPI C8 H8 SING N N 26 BPI C9 C10 DOUB Y N 27 BPI C9 C18 SING Y N 28 BPI C9 H9 SING N N 29 BPI C10 C11 SING Y N 30 BPI C10 H10 SING N N 31 BPI C11 C12 DOUB Y N 32 BPI C11 H11 SING N N 33 BPI C12 C17 SING Y N 34 BPI C12 H12 SING N N 35 BPI C13 C14 DOUB Y N 36 BPI C13 C16 SING Y N 37 BPI C15 C16 DOUB Y N 38 BPI C16 C17 SING Y N 39 BPI 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 BPI SMILES ACDLabs 10.04 "OC4c3c(c1c(ccc2c1cccc2)cc3)CC(O)C4O" BPI SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1Cc2c(ccc3ccc4ccccc4c23)[C@@H](O)[C@@H]1O" BPI SMILES CACTVS 3.341 "O[CH]1Cc2c(ccc3ccc4ccccc4c23)[CH](O)[CH]1O" BPI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)ccc3c2c4c(cc3)[C@H]([C@@H]([C@@H](C4)O)O)O" BPI SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)ccc3c2c4c(cc3)C(C(C(C4)O)O)O" BPI InChI InChI 1.03 "InChI=1S/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-/m1/s1" BPI InChIKey InChI 1.03 WCUHTHVUZQCBTI-KBAYOESNSA-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 BPI "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3R,4R)-1,2,3,4-tetrahydrobenzo[c]phenanthrene-2,3,4-triol" BPI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(9R,10R,11R)-9,10,11,12-tetrahydrobenzo[c]phenanthrene-9,10,11-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 BPI "Create component" 2001-01-25 RCSB BPI "Modify descriptor" 2011-06-04 RCSB BPI "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BPI _pdbx_chem_comp_synonyms.name 1S-TRANS-ANTI-BENZO[C]PHENANTHRENE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##