data_1YL # _chem_comp.id 1YL _chem_comp.name "Dihydrotanshinone I" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H14 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(1R)-1,6-dimethyl-1,2-dihydrophenanthro[1,2-b]furan-10,11-dione" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-05 _chem_comp.pdbx_modified_date 2021-03-13 _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 278.302 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1YL _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4M0E _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 1YL C18 C18 C 0 1 N N N -21.922 -40.431 26.436 4.728 1.940 0.118 C18 1YL 1 1YL C4 C4 C 0 1 Y N N -20.850 -40.716 25.285 3.910 0.675 0.071 C4 1YL 2 1YL C3 C3 C 0 1 Y N N -21.096 -40.365 23.888 4.526 -0.538 0.071 C3 1YL 3 1YL C2 C2 C 0 1 Y N N -20.097 -40.654 22.870 3.787 -1.719 0.034 C2 1YL 4 1YL C1 C1 C 0 1 Y N N -18.840 -41.302 23.257 2.425 -1.692 -0.004 C1 1YL 5 1YL C10 C10 C 0 1 Y N N -18.587 -41.658 24.662 1.754 -0.461 -0.006 C10 1YL 6 1YL C5 C5 C 0 1 Y N N -19.603 -41.351 25.665 2.506 0.743 0.032 C5 1YL 7 1YL C6 C6 C 0 1 Y N N -19.411 -41.676 27.078 1.838 1.978 0.034 C6 1YL 8 1YL C7 C7 C 0 1 Y N N -18.165 -42.321 27.494 0.475 2.029 -0.005 C7 1YL 9 1YL C8 C8 C 0 1 Y N N -17.139 -42.600 26.496 -0.289 0.855 -0.048 C8 1YL 10 1YL C9 C9 C 0 1 Y N N -17.326 -42.297 25.080 0.344 -0.391 -0.045 C9 1YL 11 1YL C11 C11 C 0 1 N N N -16.213 -42.628 24.135 -0.473 -1.616 -0.080 C11 1YL 12 1YL O21 O21 O 0 1 N N N -16.279 -42.379 22.900 0.044 -2.714 -0.071 O21 1YL 13 1YL C12 C12 C 0 1 N N N -14.984 -43.265 24.586 -1.962 -1.464 -0.128 C12 1YL 14 1YL O20 O20 O 0 1 N N N -14.066 -43.538 23.734 -2.676 -2.448 -0.159 O20 1YL 15 1YL C13 C13 C 0 1 N N N -14.833 -43.602 26.095 -2.529 -0.179 -0.137 C13 1YL 16 1YL C14 C14 C 0 1 N N N -15.852 -43.289 26.974 -1.770 0.949 -0.088 C14 1YL 17 1YL O19 O19 O 0 1 N N N -15.500 -43.687 28.354 -2.538 2.069 -0.072 O19 1YL 18 1YL C16 C16 C 0 1 N N N -14.355 -44.642 28.261 -3.849 1.752 -0.568 C16 1YL 19 1YL C15 C15 C 0 1 N N R -13.617 -44.284 26.901 -3.984 0.256 -0.201 C15 1YL 20 1YL C17 C17 C 0 1 N N N -12.420 -43.213 27.078 -4.667 0.091 1.158 C17 1YL 21 1YL H1 H1 H 0 1 N N N -22.591 -41.298 26.538 4.895 2.226 1.157 H1 1YL 22 1YL H2 H2 H 0 1 N N N -21.400 -40.257 27.388 5.687 1.772 -0.371 H2 1YL 23 1YL H3 H3 H 0 1 N N N -22.513 -39.541 26.174 4.193 2.739 -0.396 H3 1YL 24 1YL H4 H4 H 0 1 N N N -22.024 -39.888 23.609 5.605 -0.586 0.101 H4 1YL 25 1YL H5 H5 H 0 1 N N N -20.280 -40.393 21.838 4.300 -2.669 0.034 H5 1YL 26 1YL H6 H6 H 0 1 N N N -18.095 -41.519 22.506 1.865 -2.615 -0.034 H6 1YL 27 1YL H7 H7 H 0 1 N N N -20.177 -41.444 27.803 2.408 2.895 0.068 H7 1YL 28 1YL H8 H8 H 0 1 N N N -18.007 -42.587 28.529 -0.022 2.988 -0.002 H8 1YL 29 1YL H11 H11 H 0 1 N N N -14.720 -45.679 28.239 -4.610 2.346 -0.062 H11 1YL 30 1YL H12 H12 H 0 1 N N N -13.674 -44.511 29.115 -3.901 1.897 -1.647 H12 1YL 31 1YL H13 H13 H 0 1 N N N -13.262 -45.190 26.388 -4.522 -0.293 -0.975 H13 1YL 32 1YL H14 H14 H 0 1 N N N -11.589 -43.679 27.629 -4.152 0.702 1.899 H14 1YL 33 1YL H15 H15 H 0 1 N N N -12.068 -42.890 26.087 -5.707 0.409 1.084 H15 1YL 34 1YL H16 H16 H 0 1 N N N -12.788 -42.341 27.639 -4.628 -0.956 1.459 H16 1YL 35 # # 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 1YL C2 C1 DOUB Y N 1 1YL C2 C3 SING Y N 2 1YL O21 C11 DOUB N N 3 1YL C1 C10 SING Y N 4 1YL O20 C12 DOUB N N 5 1YL C3 C4 DOUB Y N 6 1YL C11 C12 SING N N 7 1YL C11 C9 SING N N 8 1YL C12 C13 SING N N 9 1YL C10 C9 DOUB Y N 10 1YL C10 C5 SING Y N 11 1YL C9 C8 SING Y N 12 1YL C4 C5 SING Y N 13 1YL C4 C18 SING N N 14 1YL C5 C6 DOUB Y N 15 1YL C13 C15 SING N N 16 1YL C13 C14 DOUB N N 17 1YL C8 C14 SING N N 18 1YL C8 C7 DOUB Y N 19 1YL C15 C17 SING N N 20 1YL C15 C16 SING N N 21 1YL C14 O19 SING N N 22 1YL C6 C7 SING Y N 23 1YL C16 O19 SING N N 24 1YL C18 H1 SING N N 25 1YL C18 H2 SING N N 26 1YL C18 H3 SING N N 27 1YL C3 H4 SING N N 28 1YL C2 H5 SING N N 29 1YL C1 H6 SING N N 30 1YL C6 H7 SING N N 31 1YL C7 H8 SING N N 32 1YL C16 H11 SING N N 33 1YL C16 H12 SING N N 34 1YL C15 H13 SING N N 35 1YL C17 H14 SING N N 36 1YL C17 H15 SING N N 37 1YL C17 H16 SING N N 38 # # 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 1YL SMILES ACDLabs 12.01 "O=C2c3c(C=1OCC(C=1C2=O)C)ccc4c(cccc34)C" 1YL InChI InChI 1.03 "InChI=1S/C18H14O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h3-7,10H,8H2,1-2H3/t10-/m0/s1" 1YL InChIKey InChI 1.03 HARGZZNYNSYSGJ-JTQLQIEISA-N 1YL SMILES_CANONICAL CACTVS 3.385 "C[C@H]1COC2=C1C(=O)C(=O)c3c2ccc4c(C)cccc34" 1YL SMILES CACTVS 3.385 "C[CH]1COC2=C1C(=O)C(=O)c3c2ccc4c(C)cccc34" 1YL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cccc2c1ccc3c2C(=O)C(=O)C4=C3OC[C@@H]4C" 1YL SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cccc2c1ccc3c2C(=O)C(=O)C4=C3OCC4C" # # 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 1YL "SYSTEMATIC NAME" ACDLabs 12.01 "(1R)-1,6-dimethyl-1,2-dihydrophenanthro[1,2-b]furan-10,11-dione" 1YL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1YL "Create component" 2013-08-05 RCSB 1YL "Initial release" 2013-10-16 RCSB 1YL "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1YL _pdbx_chem_comp_synonyms.name "(1R)-1,6-dimethyl-1,2-dihydrophenanthro[1,2-b]furan-10,11-dione" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##