data_F8A # _chem_comp.id F8A _chem_comp.name "9-[2-(trifluoromethyl)benzyl]-2,3,4,9-tetrahydro-1H-carbazole-8-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 F3 N O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-01-13 _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 373.368 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F8A _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 ? _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 F8A F27 F27 F 0 1 N N N 20.395 4.620 -4.417 2.395 -1.112 2.645 F27 F8A 1 F8A C24 C24 C 0 1 N N N 20.703 4.919 -3.167 1.521 -1.192 1.555 C24 F8A 2 F8A F25 F25 F 0 1 N N N 21.964 5.203 -3.090 0.942 -2.464 1.514 F25 F8A 3 F8A F26 F26 F 0 1 N N N 19.995 5.955 -2.777 0.518 -0.226 1.689 F26 F8A 4 F8A C19 C19 C 0 1 Y N N 20.401 3.750 -2.288 2.286 -0.947 0.279 C19 F8A 5 F8A C20 C20 C 0 1 Y N N 19.976 2.555 -2.858 3.657 -0.774 0.318 C20 F8A 6 F8A C21 C21 C 0 1 Y N N 19.682 1.485 -2.017 4.359 -0.549 -0.852 C21 F8A 7 F8A C22 C22 C 0 1 Y N N 19.774 1.578 -0.612 3.690 -0.498 -2.060 C22 F8A 8 F8A C23 C23 C 0 1 Y N N 20.164 2.771 0.000 2.319 -0.672 -2.099 C23 F8A 9 F8A C18 C18 C 0 1 Y N N 20.480 3.866 -0.807 1.618 -0.901 -0.930 C18 F8A 10 F8A C17 C17 C 0 1 N N N 20.926 5.179 -0.225 0.124 -1.096 -0.973 C17 F8A 11 F8A N9 N9 N 0 1 Y N N 21.457 5.026 1.121 -0.542 0.138 -0.547 N9 F8A 12 F8A C8 C8 C 0 1 Y N N 22.714 4.574 1.398 0.076 1.350 -0.383 C8 F8A 13 F8A C16 C16 C 0 1 N N N 23.818 4.121 0.460 1.540 1.651 -0.604 C16 F8A 14 F8A C15 C15 C 0 1 N N N 24.885 3.445 1.305 1.716 3.169 -0.720 C15 F8A 15 F8A C14 C14 C 0 1 N N N 25.260 4.307 2.509 1.016 3.854 0.456 C14 F8A 16 F8A C13 C13 C 0 1 N N N 24.177 4.137 3.563 -0.502 3.717 0.293 C13 F8A 17 F8A C7 C7 C 0 1 Y N N 22.910 4.565 2.862 -0.826 2.272 0.015 C7 F8A 18 F8A C1 C1 C 0 1 Y N N 20.767 5.327 2.260 -1.866 0.252 -0.262 C1 F8A 19 F8A C6 C6 C 0 1 Y N N 21.644 5.079 3.417 -2.105 1.599 0.112 C6 F8A 20 F8A C5 C5 C 0 1 Y N N 21.188 5.323 4.702 -3.382 2.038 0.472 C5 F8A 21 F8A C4 C4 C 0 1 Y N N 19.887 5.809 4.869 -4.402 1.099 0.454 C4 F8A 22 F8A C3 C3 C 0 1 Y N N 19.028 6.082 3.813 -4.183 -0.216 0.098 C3 F8A 23 F8A C2 C2 C 0 1 Y N N 19.366 5.849 2.476 -2.918 -0.683 -0.280 C2 F8A 24 F8A C10 C10 C 0 1 N N N 18.288 6.234 1.477 -2.696 -2.089 -0.661 C10 F8A 25 F8A O12 O12 O 0 1 N N N 17.713 7.301 1.622 -3.680 -2.996 -0.497 O12 F8A 26 F8A O11 O11 O 0 1 N N N 17.873 5.474 0.467 -1.625 -2.432 -1.122 O11 F8A 27 F8A H20 H20 H 0 1 N N N 19.876 2.459 -3.929 4.180 -0.813 1.262 H20 F8A 28 F8A H21 H21 H 0 1 N N N 19.372 0.549 -2.457 5.430 -0.413 -0.822 H21 F8A 29 F8A H22 H22 H 0 1 N N N 19.540 0.717 -0.003 4.238 -0.322 -2.974 H22 F8A 30 F8A H23 H23 H 0 1 N N N 20.220 2.845 1.076 1.796 -0.632 -3.043 H23 F8A 31 F8A H17 H17 H 0 1 N N N 21.713 5.599 -0.868 -0.182 -1.341 -1.990 H17 F8A 32 F8A H17A H17A H 0 0 N N N 20.051 5.844 -0.173 -0.156 -1.909 -0.303 H17A F8A 33 F8A H16 H16 H 0 1 N N N 23.418 3.414 -0.282 2.122 1.278 0.239 H16 F8A 34 F8A H16A H16A H 0 0 N N N 24.241 4.979 -0.083 1.877 1.172 -1.524 H16A F8A 35 F8A H15 H15 H 0 1 N N N 24.498 2.480 1.664 2.778 3.414 -0.705 H15 F8A 36 F8A H15A H15A H 0 0 N N N 25.782 3.299 0.686 1.277 3.515 -1.656 H15A F8A 37 F8A H14 H14 H 0 1 N N N 26.231 3.986 2.913 1.326 3.382 1.389 H14 F8A 38 F8A H14A H14A H 0 0 N N N 25.341 5.363 2.212 1.286 4.910 0.475 H14A F8A 39 F8A H13 H13 H 0 1 N N N 24.112 3.093 3.904 -0.999 4.034 1.211 H13 F8A 40 F8A H13A H13A H 0 0 N N N 24.376 4.729 4.469 -0.838 4.338 -0.538 H13A F8A 41 F8A H5 H5 H 0 1 N N N 21.823 5.142 5.556 -3.567 3.064 0.753 H5 F8A 42 F8A H4 H4 H 0 1 N N N 19.531 5.981 5.874 -5.400 1.407 0.728 H4 F8A 43 F8A H3 H3 H 0 1 N N N 18.054 6.493 4.034 -5.015 -0.905 0.102 H3 F8A 44 F8A HO12 HO12 H 0 0 N N N 17.044 7.394 0.954 -3.487 -3.905 -0.761 HO12 F8A 45 # 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 F8A F27 C24 SING N N 1 F8A C24 F25 SING N N 2 F8A C24 F26 SING N N 3 F8A C24 C19 SING N N 4 F8A C20 C19 DOUB Y N 5 F8A C19 C18 SING Y N 6 F8A C20 C21 SING Y N 7 F8A C20 H20 SING N N 8 F8A C21 C22 DOUB Y N 9 F8A C21 H21 SING N N 10 F8A C22 C23 SING Y N 11 F8A C22 H22 SING N N 12 F8A C18 C23 DOUB Y N 13 F8A C23 H23 SING N N 14 F8A C18 C17 SING N N 15 F8A C17 N9 SING N N 16 F8A C17 H17 SING N N 17 F8A C17 H17A SING N N 18 F8A N9 C8 SING Y N 19 F8A N9 C1 SING Y N 20 F8A C16 C8 SING N N 21 F8A C8 C7 DOUB Y N 22 F8A C16 C15 SING N N 23 F8A C16 H16 SING N N 24 F8A C16 H16A SING N N 25 F8A C15 C14 SING N N 26 F8A C15 H15 SING N N 27 F8A C15 H15A SING N N 28 F8A C14 C13 SING N N 29 F8A C14 H14 SING N N 30 F8A C14 H14A SING N N 31 F8A C7 C13 SING N N 32 F8A C13 H13 SING N N 33 F8A C13 H13A SING N N 34 F8A C7 C6 SING Y N 35 F8A C1 C2 SING Y N 36 F8A C1 C6 DOUB Y N 37 F8A C6 C5 SING Y N 38 F8A C5 C4 DOUB Y N 39 F8A C5 H5 SING N N 40 F8A C3 C4 SING Y N 41 F8A C4 H4 SING N N 42 F8A C2 C3 DOUB Y N 43 F8A C3 H3 SING N N 44 F8A C10 C2 SING N N 45 F8A O11 C10 DOUB N N 46 F8A C10 O12 SING N N 47 F8A O12 HO12 SING N N 48 # 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 F8A SMILES ACDLabs 10.04 "FC(F)(F)c1ccccc1Cn3c2c(C(=O)O)cccc2c4c3CCCC4" F8A SMILES_CANONICAL CACTVS 3.341 "OC(=O)c1cccc2c3CCCCc3n(Cc4ccccc4C(F)(F)F)c12" F8A SMILES CACTVS 3.341 "OC(=O)c1cccc2c3CCCCc3n(Cc4ccccc4C(F)(F)F)c12" F8A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)Cn2c3c(c4c2c(ccc4)C(=O)O)CCCC3)C(F)(F)F" F8A SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)Cn2c3c(c4c2c(ccc4)C(=O)O)CCCC3)C(F)(F)F" F8A InChI InChI 1.03 "InChI=1S/C21H18F3NO2/c22-21(23,24)17-10-3-1-6-13(17)12-25-18-11-4-2-7-14(18)15-8-5-9-16(19(15)25)20(26)27/h1,3,5-6,8-10H,2,4,7,11-12H2,(H,26,27)" F8A InChIKey InChI 1.03 XAYKLHUEULGGGJ-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 F8A "SYSTEMATIC NAME" ACDLabs 10.04 "9-[2-(trifluoromethyl)benzyl]-2,3,4,9-tetrahydro-1H-carbazole-8-carboxylic acid" F8A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "9-[[2-(trifluoromethyl)phenyl]methyl]-5,6,7,8-tetrahydrocarbazole-1-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site F8A "Create component" 2009-01-13 RCSB F8A "Modify aromatic_flag" 2011-06-04 RCSB F8A "Modify descriptor" 2011-06-04 RCSB #