data_FXN # _chem_comp.id FXN _chem_comp.name "5-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID-(2-MERCAPTO-ETHYL)-AMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H11 F N2 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms FICA _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-02-27 _chem_comp.pdbx_modified_date 2020-06-17 _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 238.281 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FXN _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 1SHL _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 FXN F18 F18 F 0 1 N N N 53.352 9.566 11.725 -0.214 -0.002 -6.012 F18 FXN 1 FXN C10 C10 C 0 1 Y N N 53.271 10.326 10.619 0.099 -0.001 -4.698 C10 FXN 2 FXN C6 C6 C 0 1 Y N N 52.083 11.023 10.342 -0.896 0.004 -3.763 C6 FXN 3 FXN C11 C11 C 0 1 Y N N 54.389 10.399 9.769 1.435 0.000 -4.308 C11 FXN 4 FXN C8 C8 C 0 1 Y N N 54.365 11.165 8.601 1.776 0.000 -2.974 C8 FXN 5 FXN C12 C12 C 0 1 Y N N 53.178 11.845 8.330 0.779 0.000 -2.004 C12 FXN 6 FXN N1 N1 N 0 1 Y N N 52.889 12.656 7.229 0.804 0.000 -0.628 N1 FXN 7 FXN C16 C16 C 0 1 Y N N 52.073 11.778 9.172 -0.572 -0.000 -2.400 C16 FXN 8 FXN C5 C5 C 0 1 Y N N 51.083 12.566 8.589 -1.349 -0.000 -1.216 C5 FXN 9 FXN C13 C13 C 0 1 Y N N 51.576 13.103 7.404 -0.494 0.000 -0.160 C13 FXN 10 FXN C7 C7 C 0 1 N N N 50.923 13.987 6.435 -0.890 -0.000 1.256 C7 FXN 11 FXN O17 O17 O 0 1 N N N 51.547 14.323 5.432 -2.068 -0.000 1.558 O17 FXN 12 FXN N3 N3 N 0 1 N N N 49.677 14.425 6.647 0.052 0.000 2.219 N3 FXN 13 FXN C14 C14 C 0 1 N N N 49.300 15.725 6.134 -0.341 -0.000 3.630 C14 FXN 14 FXN C9 C9 C 0 1 N N N 50.508 16.653 6.229 0.911 0.000 4.509 C9 FXN 15 FXN S19 S19 S 0 1 N N N 49.862 18.321 6.140 0.423 -0.000 6.256 S19 FXN 16 FXN H6 H6 H 0 1 N N N 51.205 10.980 11.008 -1.930 0.010 -4.073 H6 FXN 17 FXN H11 H11 H 0 1 N N N 55.306 9.842 10.024 2.211 0.000 -5.059 H11 FXN 18 FXN H8 H8 H 0 1 N N N 55.237 11.230 7.929 2.816 0.000 -2.682 H8 FXN 19 FXN HN1 HN1 H 0 1 N N N 53.512 12.878 6.453 1.603 0.001 -0.078 HN1 FXN 20 FXN H5 H5 H 0 1 N N N 50.073 12.737 8.999 -2.428 -0.001 -1.162 H5 FXN 21 FXN HN3 HN3 H 0 1 N N N 49.054 13.807 7.167 0.992 0.000 1.977 HN3 FXN 22 FXN H141 1H14 H 0 0 N N N 48.400 16.141 6.644 -0.933 0.889 3.842 H141 FXN 23 FXN H142 2H14 H 0 0 N N N 48.881 15.673 5.102 -0.933 -0.890 3.841 H142 FXN 24 FXN H91 1H9 H 0 1 N N N 51.293 16.440 5.466 1.504 -0.889 4.297 H91 FXN 25 FXN H92 2H9 H 0 1 N N N 51.140 16.469 7.129 1.503 0.890 4.297 H92 FXN 26 FXN H19 H19 H 0 1 N N N 50.614 18.899 6.199 1.636 0.000 6.837 H19 FXN 27 # # 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 FXN F18 C10 SING N N 1 FXN C10 C6 DOUB Y N 2 FXN C10 C11 SING Y N 3 FXN C6 C16 SING Y N 4 FXN C6 H6 SING N N 5 FXN C11 C8 DOUB Y N 6 FXN C11 H11 SING N N 7 FXN C8 C12 SING Y N 8 FXN C8 H8 SING N N 9 FXN C12 N1 SING Y N 10 FXN C12 C16 DOUB Y N 11 FXN N1 C13 SING Y N 12 FXN N1 HN1 SING N N 13 FXN C16 C5 SING Y N 14 FXN C5 C13 DOUB Y N 15 FXN C5 H5 SING N N 16 FXN C13 C7 SING N N 17 FXN C7 O17 DOUB N N 18 FXN C7 N3 SING N N 19 FXN N3 C14 SING N N 20 FXN N3 HN3 SING N N 21 FXN C14 C9 SING N N 22 FXN C14 H141 SING N N 23 FXN C14 H142 SING N N 24 FXN C9 S19 SING N N 25 FXN C9 H91 SING N N 26 FXN C9 H92 SING N N 27 FXN S19 H19 SING N N 28 # # 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 FXN SMILES ACDLabs 10.04 "Fc1cc2c(cc1)nc(c2)C(=O)NCCS" FXN SMILES_CANONICAL CACTVS 3.341 "Fc1ccc2[nH]c(cc2c1)C(=O)NCCS" FXN SMILES CACTVS 3.341 "Fc1ccc2[nH]c(cc2c1)C(=O)NCCS" FXN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1F)cc([nH]2)C(=O)NCCS" FXN SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1F)cc([nH]2)C(=O)NCCS" FXN InChI InChI 1.03 "InChI=1S/C11H11FN2OS/c12-8-1-2-9-7(5-8)6-10(14-9)11(15)13-3-4-16/h1-2,5-6,14,16H,3-4H2,(H,13,15)" FXN InChIKey InChI 1.03 JFUIHGAGFMFNRD-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 FXN "SYSTEMATIC NAME" ACDLabs 10.04 "5-fluoro-N-(2-sulfanylethyl)-1H-indole-2-carboxamide" FXN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-fluoro-N-(2-sulfanylethyl)-1H-indole-2-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FXN "Create component" 2004-02-27 RCSB FXN "Modify descriptor" 2011-06-04 RCSB FXN "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FXN _pdbx_chem_comp_synonyms.name FICA _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##