data_196 # _chem_comp.id 196 _chem_comp.name "3-(3-FLUORO-4-HYDROXYPHENYL)-7-HYDROXY-1-NAPHTHONITRILE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H10 F N O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-03-04 _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 279.265 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 196 _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 1YYE _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 196 C1 C1 C 0 1 Y N N 21.412 30.189 7.416 -4.605 -0.191 -0.247 C1 196 1 196 C2 C2 C 0 1 Y N N 21.522 29.782 8.793 -3.931 0.838 0.400 C2 196 2 196 C3 C3 C 0 1 Y N N 22.759 29.360 9.345 -2.551 0.831 0.459 C3 196 3 196 C4 C4 C 0 1 Y N N 23.942 29.334 8.519 -1.835 -0.204 -0.141 C4 196 4 196 C5 C5 C 0 1 Y N N 23.824 29.742 7.134 -2.515 -1.234 -0.789 C5 196 5 196 C6 C6 C 0 1 Y N N 22.575 30.168 6.578 -3.894 -1.225 -0.839 C6 196 6 196 O10 O10 O 0 1 N N N 20.196 30.607 6.867 -5.963 -0.185 -0.298 O10 196 7 196 F11 F11 F 0 1 N N N 20.411 29.811 9.553 -4.626 1.842 0.977 F11 196 8 196 C12 C12 C 0 1 Y N N 25.280 28.887 9.097 -0.353 -0.211 -0.086 C12 196 9 196 C13 C13 C 0 1 Y N N 26.530 29.288 8.502 0.336 0.977 -0.243 C13 196 10 196 C14 C14 C 0 1 Y N N 27.797 28.882 9.031 1.738 0.999 -0.194 C14 196 11 196 C15 C15 C 0 1 Y N N 27.813 28.001 10.231 2.449 -0.209 0.017 C15 196 12 196 C16 C16 C 0 1 Y N N 26.552 27.596 10.841 1.703 -1.456 0.181 C16 196 13 196 C17 C17 C 0 1 Y N N 25.325 28.038 10.263 0.318 -1.421 0.125 C17 196 14 196 C20 C20 C 0 1 Y N N 29.012 29.306 8.403 2.451 2.202 -0.353 C20 196 15 196 C21 C21 C 0 1 Y N N 30.267 28.881 8.954 3.809 2.195 -0.303 C21 196 16 196 C22 C22 C 0 1 Y N N 30.310 28.035 10.114 4.515 1.006 -0.094 C22 196 17 196 C23 C23 C 0 1 Y N N 29.104 27.600 10.753 3.847 -0.190 0.060 C23 196 18 196 C27 C27 C 0 1 N N N 26.465 26.751 12.010 2.391 -2.693 0.396 C27 196 19 196 N28 N28 N 0 1 N N N 26.417 26.095 12.960 2.937 -3.674 0.567 N28 196 20 196 O29 O29 O 0 1 N N N 31.537 27.642 10.618 5.872 1.029 -0.048 O29 196 21 196 H3 H3 H 0 1 N N N 22.815 29.059 10.381 -2.027 1.630 0.961 H3 196 22 196 H5 H5 H 0 1 N N N 24.701 29.724 6.504 -1.963 -2.039 -1.251 H5 196 23 196 H6 H6 H 0 1 N N N 22.510 30.469 5.543 -4.420 -2.023 -1.341 H6 196 24 196 H10 H10 H 0 1 N N N 19.552 30.702 7.559 -6.275 -0.661 0.484 H10 196 25 196 H13 H13 H 0 1 N N N 26.510 29.918 7.625 -0.209 1.895 -0.403 H13 196 26 196 H17 H17 H 0 1 N N N 24.395 27.726 10.715 -0.247 -2.333 0.245 H17 196 27 196 H20 H20 H 0 1 N N N 28.984 29.937 7.527 1.920 3.128 -0.514 H20 196 28 196 H21 H21 H 0 1 N N N 31.189 29.201 8.492 4.351 3.121 -0.425 H21 196 29 196 H23 H23 H 0 1 N N N 29.157 26.970 11.628 4.399 -1.105 0.216 H23 196 30 196 H29 H29 H 0 1 N N N 32.159 27.552 9.905 6.118 1.174 0.876 H29 196 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 196 C1 C2 SING Y N 1 196 C1 C6 DOUB Y N 2 196 C1 O10 SING N N 3 196 C2 C3 DOUB Y N 4 196 C2 F11 SING N N 5 196 C3 C4 SING Y N 6 196 C3 H3 SING N N 7 196 C4 C5 DOUB Y N 8 196 C4 C12 SING Y N 9 196 C5 C6 SING Y N 10 196 C5 H5 SING N N 11 196 C6 H6 SING N N 12 196 O10 H10 SING N N 13 196 C12 C13 DOUB Y N 14 196 C12 C17 SING Y N 15 196 C13 C14 SING Y N 16 196 C13 H13 SING N N 17 196 C14 C15 SING Y N 18 196 C14 C20 DOUB Y N 19 196 C15 C16 SING Y N 20 196 C15 C23 DOUB Y N 21 196 C16 C17 DOUB Y N 22 196 C16 C27 SING N N 23 196 C17 H17 SING N N 24 196 C20 C21 SING Y N 25 196 C20 H20 SING N N 26 196 C21 C22 DOUB Y N 27 196 C21 H21 SING N N 28 196 C22 C23 SING Y N 29 196 C22 O29 SING N N 30 196 C23 H23 SING N N 31 196 C27 N28 TRIP N N 32 196 O29 H29 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 196 SMILES ACDLabs 10.04 "Fc3cc(c2cc1ccc(O)cc1c(C#N)c2)ccc3O" 196 SMILES_CANONICAL CACTVS 3.341 "Oc1ccc2cc(cc(C#N)c2c1)c3ccc(O)c(F)c3" 196 SMILES CACTVS 3.341 "Oc1ccc2cc(cc(C#N)c2c1)c3ccc(O)c(F)c3" 196 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc2c1cc(cc2C#N)c3ccc(c(c3)F)O)O" 196 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(cc2c1cc(cc2C#N)c3ccc(c(c3)F)O)O" 196 InChI InChI 1.03 "InChI=1S/C17H10FNO2/c18-16-7-10(2-4-17(16)21)12-5-11-1-3-14(20)8-15(11)13(6-12)9-19/h1-8,20-21H" 196 InChIKey InChI 1.03 NSSOSHDCWCMNDM-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 196 "SYSTEMATIC NAME" ACDLabs 10.04 "3-(3-fluoro-4-hydroxyphenyl)-7-hydroxynaphthalene-1-carbonitrile" 196 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-(3-fluoro-4-hydroxy-phenyl)-7-hydroxy-naphthalene-1-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 196 "Create component" 2005-03-04 RCSB 196 "Modify aromatic_flag" 2011-06-04 RCSB 196 "Modify descriptor" 2011-06-04 RCSB #