data_B0L # _chem_comp.id B0L _chem_comp.name "4-hydroxy-3-[(2S,6E,8E)-2-methyldeca-6,8-dienoyl]-5-phenylpyridin-2(1H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-12-21 _chem_comp.pdbx_modified_date 2019-07-12 _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 351.439 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B0L _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 6IX5 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 B0L C14 C1 C 0 1 Y N N -26.571 1.500 13.093 5.629 0.737 0.984 C14 B0L 1 B0L C11 C2 C 0 1 Y N N -25.344 1.890 10.766 7.118 0.582 -1.350 C11 B0L 2 B0L C10 C3 C 0 1 Y N N -24.608 1.474 11.821 5.871 -0.007 -1.297 C10 B0L 3 B0L C12 C4 C 0 1 Y N N -26.678 2.116 10.877 7.623 1.240 -0.243 C12 B0L 4 B0L C13 C5 C 0 1 Y N N -27.319 1.917 12.047 6.880 1.317 0.921 C13 B0L 5 B0L C17 C6 C 0 1 N N S -24.990 2.255 18.393 -1.158 -0.309 0.251 C17 B0L 6 B0L C15 C7 C 0 1 N N N -23.969 1.229 17.990 0.188 0.366 0.324 C15 B0L 7 B0L C01 C8 C 0 1 N N N -24.455 0.810 14.228 3.777 -0.564 -0.063 C01 B0L 8 B0L C02 C9 C 0 1 N N N -23.605 -0.266 14.036 3.654 -1.920 -0.156 C02 B0L 9 B0L C04 C10 C 0 1 N N N -23.069 -0.323 16.286 1.311 -1.810 0.058 C04 B0L 10 B0L C05 C11 C 0 1 N N N -23.910 0.769 16.521 1.370 -0.395 0.162 C05 B0L 11 B0L C06 C12 C 0 1 N N N -24.620 1.323 15.467 2.624 0.236 0.099 C06 B0L 12 B0L C08 C13 C 0 1 Y N N -25.224 1.311 13.006 5.118 0.067 -0.127 C08 B0L 13 B0L C18 C14 C 0 1 N N N -24.743 2.799 19.783 -2.225 0.722 -0.123 C18 B0L 14 B0L C19 C15 C 0 1 N N N -23.609 3.778 19.716 -3.569 0.016 -0.319 C19 B0L 15 B0L C20 C16 C 0 1 N N N -24.147 5.013 18.970 -4.636 1.047 -0.693 C20 B0L 16 B0L C21 C17 C 0 1 N N N -26.262 1.466 18.510 -1.496 -0.921 1.612 C21 B0L 17 B0L C22 C18 C 0 1 N N N -22.942 5.888 18.580 -5.959 0.352 -0.886 C22 B0L 18 B0L C23 C19 C 0 1 N N N -22.103 6.370 19.442 -7.025 0.751 -0.200 C23 B0L 19 B0L C24 C20 C 0 1 N N N -20.956 7.147 18.852 -8.317 0.072 -0.388 C24 B0L 20 B0L C25 C21 C 0 1 N N N -19.996 7.593 19.572 -9.382 0.471 0.298 C25 B0L 21 B0L C26 C22 C 0 1 N N N -18.940 8.387 18.844 -10.706 -0.224 0.105 C26 B0L 22 B0L N03 N1 N 0 1 N N N -22.936 -0.765 15.049 2.442 -2.522 -0.095 N03 B0L 23 B0L O07 O1 O 0 1 N N N -25.469 2.356 15.607 2.725 1.579 0.194 O07 B0L 24 B0L O09 O2 O 0 1 N N N -22.471 -0.829 17.139 0.235 -2.379 0.109 O09 B0L 25 B0L O16 O3 O 0 1 N N N -23.282 0.834 18.837 0.258 1.561 0.521 O16 B0L 26 B0L H1 H1 H 0 1 N N N -27.061 1.309 14.036 5.050 0.797 1.893 H1 B0L 27 B0L H2 H2 H 0 1 N N N -24.860 2.046 9.813 7.703 0.525 -2.256 H2 B0L 28 B0L H3 H3 H 0 1 N N N -23.551 1.277 11.715 5.478 -0.520 -2.162 H3 B0L 29 B0L H4 H4 H 0 1 N N N -27.233 2.460 10.017 8.600 1.699 -0.289 H4 B0L 30 B0L H5 H5 H 0 1 N N N -28.382 2.083 12.144 7.279 1.832 1.782 H5 B0L 31 B0L H6 H6 H 0 1 N N N -25.075 3.062 17.650 -1.131 -1.094 -0.504 H6 B0L 32 B0L H7 H7 H 0 1 N N N -23.492 -0.695 13.051 4.540 -2.525 -0.281 H7 B0L 33 B0L H9 H9 H 0 1 N N N -25.648 3.304 20.150 -2.315 1.459 0.675 H9 B0L 34 B0L H10 H10 H 0 1 N N N -24.482 1.975 20.463 -1.939 1.222 -1.049 H10 B0L 35 B0L H11 H11 H 0 1 N N N -22.761 3.342 19.168 -3.479 -0.720 -1.117 H11 B0L 36 B0L H12 H12 H 0 1 N N N -23.286 4.056 20.730 -3.855 -0.483 0.606 H12 B0L 37 B0L H13 H13 H 0 1 N N N -24.825 5.580 19.625 -4.725 1.784 0.105 H13 B0L 38 B0L H14 H14 H 0 1 N N N -24.689 4.698 18.066 -4.350 1.547 -1.619 H14 B0L 39 B0L H15 H15 H 0 1 N N N -27.083 2.135 18.805 -2.469 -1.409 1.559 H15 B0L 40 B0L H16 H16 H 0 1 N N N -26.497 1.003 17.540 -0.735 -1.656 1.878 H16 B0L 41 B0L H17 H17 H 0 1 N N N -26.138 0.681 19.270 -1.523 -0.136 2.367 H17 B0L 42 B0L H18 H18 H 0 1 N N N -22.788 6.112 17.535 -6.041 -0.469 -1.582 H18 B0L 43 B0L H19 H19 H 0 1 N N N -22.218 6.225 20.506 -6.943 1.572 0.496 H19 B0L 44 B0L H20 H20 H 0 1 N N N -20.943 7.334 17.788 -8.399 -0.749 -1.084 H20 B0L 45 B0L H21 H21 H 0 1 N N N -19.945 7.412 20.635 -9.300 1.292 0.994 H21 B0L 46 B0L H22 H22 H 0 1 N N N -18.171 8.717 19.558 -11.456 0.238 0.748 H22 B0L 47 B0L H23 H23 H 0 1 N N N -18.476 7.757 18.071 -11.015 -0.134 -0.936 H23 B0L 48 B0L H24 H24 H 0 1 N N N -19.403 9.266 18.372 -10.604 -1.278 0.365 H24 B0L 49 B0L H25 H25 H 0 1 N N N -25.496 2.623 16.518 3.632 1.910 0.140 H25 B0L 50 B0L H26 H26 H 0 1 N N N -22.296 -1.514 14.876 2.388 -3.488 -0.165 H26 B0L 51 # # 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 B0L C11 C12 DOUB Y N 1 B0L C11 C10 SING Y N 2 B0L C12 C13 SING Y N 3 B0L C10 C08 DOUB Y N 4 B0L C13 C14 DOUB Y N 5 B0L C08 C14 SING Y N 6 B0L C08 C01 SING N N 7 B0L C02 C01 DOUB N N 8 B0L C02 N03 SING N N 9 B0L C01 C06 SING N N 10 B0L N03 C04 SING N N 11 B0L C06 O07 SING N N 12 B0L C06 C05 DOUB N N 13 B0L C04 C05 SING N N 14 B0L C04 O09 DOUB N N 15 B0L C05 C15 SING N N 16 B0L C15 C17 SING N N 17 B0L C15 O16 DOUB N N 18 B0L C17 C21 SING N N 19 B0L C17 C18 SING N N 20 B0L C22 C20 SING N N 21 B0L C22 C23 DOUB N E 22 B0L C26 C25 SING N N 23 B0L C24 C23 SING N N 24 B0L C24 C25 DOUB N E 25 B0L C20 C19 SING N N 26 B0L C19 C18 SING N N 27 B0L C14 H1 SING N N 28 B0L C11 H2 SING N N 29 B0L C10 H3 SING N N 30 B0L C12 H4 SING N N 31 B0L C13 H5 SING N N 32 B0L C17 H6 SING N N 33 B0L C02 H7 SING N N 34 B0L C18 H9 SING N N 35 B0L C18 H10 SING N N 36 B0L C19 H11 SING N N 37 B0L C19 H12 SING N N 38 B0L C20 H13 SING N N 39 B0L C20 H14 SING N N 40 B0L C21 H15 SING N N 41 B0L C21 H16 SING N N 42 B0L C21 H17 SING N N 43 B0L C22 H18 SING N N 44 B0L C23 H19 SING N N 45 B0L C24 H20 SING N N 46 B0L C25 H21 SING N N 47 B0L C26 H22 SING N N 48 B0L C26 H23 SING N N 49 B0L C26 H24 SING N N 50 B0L O07 H25 SING N N 51 B0L N03 H26 SING N N 52 # # 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 B0L SMILES ACDLabs 12.01 "c1ccccc1C=2C(=C(C(C(C)CCCC=[C@H]C=[C@H]C)=O)C(=O)NC=2)O" B0L InChI InChI 1.03 "InChI=1S/C22H25NO3/c1-3-4-5-6-7-9-12-16(2)20(24)19-21(25)18(15-23-22(19)26)17-13-10-8-11-14-17/h3-6,8,10-11,13-16H,7,9,12H2,1-2H3,(H2,23,25,26)/b4-3+,6-5+/t16-/m0/s1" B0L InChIKey InChI 1.03 YJRUCHHILBSMDC-GGXDDXSJSA-N B0L SMILES_CANONICAL CACTVS 3.385 "C/C=C/C=C/CCC[C@H](C)C(=O)C1=C(O)C(=CNC1=O)c2ccccc2" B0L SMILES CACTVS 3.385 "CC=CC=CCCC[CH](C)C(=O)C1=C(O)C(=CNC1=O)c2ccccc2" B0L SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C/C=C/C=C/CCC[C@H](C)C(=O)C1=C(C(=CNC1=O)c2ccccc2)O" B0L SMILES "OpenEye OEToolkits" 2.0.6 "CC=CC=CCCCC(C)C(=O)C1=C(C(=CNC1=O)c2ccccc2)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 B0L "SYSTEMATIC NAME" ACDLabs 12.01 "4-hydroxy-3-[(2S,6E,8E)-2-methyldeca-6,8-dienoyl]-5-phenylpyridin-2(1H)-one" B0L "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[(2~{S},6~{E},8~{E})-2-methyldeca-6,8-dienoyl]-4-oxidanyl-5-phenyl-1~{H}-pyridin-2-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B0L "Create component" 2018-12-21 PDBJ B0L "Initial release" 2019-07-17 RCSB ##