data_244 # _chem_comp.id 244 _chem_comp.name "[5-HYDROXY-2-(4-HYDROXYPHENYL)-1-BENZOFURAN-7-YL]ACETONITRILE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H11 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-08-18 _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 ? _chem_comp.formula_weight 265.263 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 244 _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 1X78 _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 244 C1 C1 C 0 1 Y N N 28.285 27.208 11.960 -0.144 -0.330 -3.799 C1 244 1 244 C2 C2 C 0 1 Y N N 26.859 27.292 11.813 0.613 -0.480 -2.657 C2 244 2 244 C3 C3 C 0 1 Y N N 26.295 27.948 10.691 0.040 -0.271 -1.410 C3 244 3 244 C4 C4 C 0 1 Y N N 27.138 28.540 9.668 -1.314 0.093 -1.325 C4 244 4 244 C5 C5 C 0 1 Y N N 28.563 28.454 9.817 -2.074 0.243 -2.486 C5 244 5 244 C6 C6 C 0 1 Y N N 29.135 27.790 10.960 -1.486 0.029 -3.718 C6 244 6 244 O9 O9 O 0 1 Y N N 24.991 28.151 10.344 0.521 -0.341 -0.150 O9 244 7 244 C10 C10 C 0 1 Y N N 25.000 28.833 9.171 -0.439 -0.044 0.746 C10 244 8 244 C11 C11 C 0 1 Y N N 26.295 29.111 8.690 -1.600 0.229 0.104 C11 244 9 244 O12 O12 O 0 1 N N N 30.510 27.710 11.110 -2.220 0.172 -4.854 O12 244 10 244 C13 C13 C 0 1 N N N 25.957 26.676 12.878 2.064 -0.871 -2.763 C13 244 11 244 C14 C14 C 0 1 N N N 25.067 25.626 12.327 2.893 0.341 -2.858 C14 244 12 244 N17 N17 N 0 1 N N N 24.369 24.834 11.848 3.533 1.276 -2.932 N17 244 13 244 C18 C18 C 0 1 Y N N 23.715 29.228 8.490 -0.254 -0.026 2.213 C18 244 14 244 C19 C19 C 0 1 Y N N 22.469 29.061 9.201 -1.325 0.297 3.049 C19 244 15 244 C20 C20 C 0 1 Y N N 21.227 29.424 8.587 -1.150 0.309 4.416 C20 244 16 244 C21 C21 C 0 1 Y N N 21.234 29.954 7.261 0.091 0.009 4.961 C21 244 17 244 C22 C22 C 0 1 Y N N 22.462 30.126 6.539 1.158 -0.312 4.133 C22 244 18 244 C23 C23 C 0 1 Y N N 23.702 29.763 7.151 0.990 -0.331 2.765 C23 244 19 244 O28 O28 O 0 1 N N N 20.039 30.305 6.670 0.260 0.026 6.309 O28 244 20 244 H1 H1 H 0 1 N N N 28.724 26.700 12.835 0.307 -0.495 -4.766 H1 244 21 244 H5 H5 H 0 1 N N N 29.220 28.899 9.051 -3.115 0.523 -2.422 H5 244 22 244 H11 H11 H 0 1 N N N 26.580 29.647 7.769 -2.544 0.494 0.556 H11 244 23 244 H12 H12 H 0 1 N N N 31.072 28.095 10.448 -2.608 -0.691 -5.046 H12 244 24 244 H131 1H13 H 0 0 N N N 25.371 27.461 13.411 2.212 -1.483 -3.653 H131 244 25 244 H132 2H13 H 0 0 N N N 26.555 26.287 13.735 2.353 -1.440 -1.879 H132 244 26 244 H19 H19 H 0 1 N N N 22.466 28.651 10.225 -2.290 0.534 2.625 H19 244 27 244 H20 H20 H 0 1 N N N 20.275 29.297 9.130 -1.977 0.558 5.063 H20 244 28 244 H22 H22 H 0 1 N N N 22.453 30.537 5.515 2.121 -0.549 4.562 H22 244 29 244 H23 H23 H 0 1 N N N 24.644 29.895 6.593 1.820 -0.581 2.122 H23 244 30 244 H28 H28 H 0 1 N N N 20.044 30.658 5.788 0.533 0.924 6.545 H28 244 31 # 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 244 C1 C2 DOUB Y N 1 244 C1 C6 SING Y N 2 244 C1 H1 SING N N 3 244 C2 C3 SING Y N 4 244 C2 C13 SING N N 5 244 C3 C4 DOUB Y N 6 244 C3 O9 SING Y N 7 244 C4 C5 SING Y N 8 244 C4 C11 SING Y N 9 244 C5 C6 DOUB Y N 10 244 C5 H5 SING N N 11 244 C6 O12 SING N N 12 244 O9 C10 SING Y N 13 244 C10 C11 DOUB Y N 14 244 C10 C18 SING Y N 15 244 C11 H11 SING N N 16 244 O12 H12 SING N N 17 244 C13 C14 SING N N 18 244 C13 H131 SING N N 19 244 C13 H132 SING N N 20 244 C14 N17 TRIP N N 21 244 C18 C19 DOUB Y N 22 244 C18 C23 SING Y N 23 244 C19 C20 SING Y N 24 244 C19 H19 SING N N 25 244 C20 C21 DOUB Y N 26 244 C20 H20 SING N N 27 244 C21 C22 SING Y N 28 244 C21 O28 SING N N 29 244 C22 C23 DOUB Y N 30 244 C22 H22 SING N N 31 244 C23 H23 SING N N 32 244 O28 H28 SING N N 33 # 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 244 SMILES ACDLabs 10.04 "N#CCc3cc(O)cc1c3oc(c1)c2ccc(O)cc2" 244 SMILES_CANONICAL CACTVS 3.341 "Oc1ccc(cc1)c2oc3c(CC#N)cc(O)cc3c2" 244 SMILES CACTVS 3.341 "Oc1ccc(cc1)c2oc3c(CC#N)cc(O)cc3c2" 244 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2cc3cc(cc(c3o2)CC#N)O)O" 244 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2cc3cc(cc(c3o2)CC#N)O)O" 244 InChI InChI 1.03 "InChI=1S/C16H11NO3/c17-6-5-11-7-14(19)8-12-9-15(20-16(11)12)10-1-3-13(18)4-2-10/h1-4,7-9,18-19H,5H2" 244 InChIKey InChI 1.03 ZKJVCUXZMYKTLT-UHFFFAOYSA-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 244 "SYSTEMATIC NAME" ACDLabs 10.04 "[5-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-7-yl]acetonitrile" 244 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[5-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-7-yl]ethanenitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 244 "Create component" 2004-08-18 RCSB 244 "Modify aromatic_flag" 2011-06-04 RCSB 244 "Modify descriptor" 2011-06-04 RCSB #