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                    2008-10-14 
_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 N 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 InChI            InChI                1.02b InChI=1/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                1.02b ZKJVCUXZMYKTLT-UHFFFAOYAT                                                                          
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                                                                  
# 
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 
# 
