data_3NA # _chem_comp.id 3NA _chem_comp.name "{3-[(4,5,7-TRIFLUORO-1,3-BENZOTHIAZOL-2-YL)METHYL]-1H-INDOL-1-YL}ACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H11 F3 N2 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "3-[(4,5,7-TRIFLUOROBENZOTHIAZOL-2-YL)METHYL]INDOLE-N-ACETIC ACID" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-03-17 _chem_comp.pdbx_modified_date 2021-03-13 _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 376.352 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3NA _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 1Z3N _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 3NA C2 C2 C 0 1 Y N N 16.321 -9.526 17.344 3.969 1.439 -1.312 C2 3NA 1 3NA C3 C3 C 0 1 Y N N 17.895 -9.560 14.896 2.050 2.579 0.353 C3 3NA 2 3NA C4 C4 C 0 1 Y N N 17.129 -8.455 16.942 3.200 0.617 -0.495 C4 3NA 3 3NA C5 C5 C 0 1 Y N N 16.276 -10.657 16.509 3.778 2.803 -1.286 C5 3NA 4 3NA C6 C6 C 0 1 Y N N 17.136 -10.674 15.280 2.820 3.367 -0.455 C6 3NA 5 3NA C7 C7 C 0 1 Y N N 17.816 -8.425 15.769 2.227 1.194 0.342 C7 3NA 6 3NA C11 C11 C 0 1 Y N N 18.474 -7.124 15.672 1.597 0.081 1.057 C11 3NA 7 3NA C13 C13 C 0 1 Y N N 18.342 -5.943 13.493 -0.839 0.223 1.374 C13 3NA 8 3NA S14 S14 S 0 1 Y N N 16.648 -6.347 13.418 -1.720 1.611 0.815 S14 3NA 9 3NA N15 N15 N 0 1 Y N N 17.313 -7.239 17.563 3.148 -0.745 -0.299 N15 3NA 10 3NA C16 C16 C 0 1 Y N N 18.125 -6.466 16.815 2.189 -1.045 0.630 C16 3NA 11 3NA C17 C17 C 0 1 N N N 19.285 -6.600 14.509 0.493 0.182 2.077 C17 3NA 12 3NA F19 F19 F 0 1 N N N 14.162 -5.547 11.662 -4.546 2.417 -0.729 F19 3NA 13 3NA C20 C20 C 0 1 N N N 16.653 -6.814 18.786 3.996 -1.726 -0.981 C20 3NA 14 3NA F22 F22 F 0 1 N N N 18.897 -3.092 10.527 -3.471 -2.883 0.201 F22 3NA 15 3NA F23 F23 F 0 1 N N N 16.653 -2.418 9.172 -5.754 -2.151 -1.051 F23 3NA 16 3NA C24 C24 C 0 1 Y N N 17.675 -4.651 11.835 -2.787 -0.601 0.406 C24 3NA 17 3NA C25 C25 C 0 1 Y N N 15.365 -3.973 10.359 -5.172 0.136 -0.902 C25 3NA 18 3NA C26 C26 C 0 1 Y N N 17.739 -3.709 10.822 -3.721 -1.574 -0.020 C26 3NA 19 3NA C27 C27 C 0 1 Y N N 16.468 -5.279 12.098 -3.116 0.747 0.139 C27 3NA 20 3NA C28 C28 C 0 1 Y N N 15.322 -4.935 11.360 -4.278 1.113 -0.498 C28 3NA 21 3NA C29 C29 C 0 1 Y N N 16.584 -3.387 10.133 -4.880 -1.200 -0.656 C29 3NA 22 3NA C32 C32 C 0 1 N N N 15.424 -5.876 18.505 5.305 -1.854 -0.245 C32 3NA 23 3NA O33 O33 O 0 1 N N N 14.938 -5.386 19.469 5.509 -1.194 0.746 O33 3NA 24 3NA O34 O34 O 0 1 N N N 15.145 -5.612 17.280 6.245 -2.702 -0.692 O34 3NA 25 3NA N36 N36 N 0 1 Y N N 18.750 -5.058 12.635 -1.605 -0.775 1.034 N36 3NA 26 3NA H2 H2 H 0 1 N N N 15.753 -9.485 18.262 4.717 1.009 -1.962 H2 3NA 27 3NA H3 H3 H 0 1 N N N 18.500 -9.557 14.001 1.306 3.025 0.996 H3 3NA 28 3NA H5 H5 H 0 1 N N N 15.637 -11.494 16.747 4.378 3.439 -1.919 H5 3NA 29 3NA H6 H6 H 0 1 N N N 17.171 -11.568 14.675 2.682 4.439 -0.447 H6 3NA 30 3NA H16 H16 H 0 1 N N N 18.451 -5.472 17.081 1.946 -2.041 0.970 H16 3NA 31 3NA H171 1H17 H 0 0 N N N 19.824 -7.431 14.030 0.528 -0.684 2.738 H171 3NA 32 3NA H172 2H17 H 0 0 N N N 20.012 -5.858 14.871 0.622 1.092 2.664 H172 3NA 33 3NA H201 1H20 H 0 0 N N N 17.382 -6.247 19.384 4.184 -1.396 -2.002 H201 3NA 34 3NA H202 2H20 H 0 0 N N N 16.296 -7.707 19.320 3.493 -2.692 -0.997 H202 3NA 35 3NA H25 H25 H 0 1 N N N 14.488 -3.702 9.791 -6.089 0.410 -1.403 H25 3NA 36 3NA H34 H34 H 0 1 N N N 14.470 -4.945 17.245 7.086 -2.785 -0.220 H34 3NA 37 # # 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 3NA C2 C4 SING Y N 1 3NA C2 C5 DOUB Y N 2 3NA C2 H2 SING N N 3 3NA C3 C6 DOUB Y N 4 3NA C3 C7 SING Y N 5 3NA C3 H3 SING N N 6 3NA C4 C7 DOUB Y N 7 3NA C4 N15 SING Y N 8 3NA C5 C6 SING Y N 9 3NA C5 H5 SING N N 10 3NA C6 H6 SING N N 11 3NA C7 C11 SING Y N 12 3NA C11 C16 DOUB Y N 13 3NA C11 C17 SING N N 14 3NA C13 S14 SING Y N 15 3NA C13 C17 SING N N 16 3NA C13 N36 DOUB Y N 17 3NA S14 C27 SING Y N 18 3NA N15 C16 SING Y N 19 3NA N15 C20 SING N N 20 3NA C16 H16 SING N N 21 3NA C17 H171 SING N N 22 3NA C17 H172 SING N N 23 3NA F19 C28 SING N N 24 3NA C20 C32 SING N N 25 3NA C20 H201 SING N N 26 3NA C20 H202 SING N N 27 3NA F22 C26 SING N N 28 3NA F23 C29 SING N N 29 3NA C24 C26 SING Y N 30 3NA C24 C27 DOUB Y N 31 3NA C24 N36 SING Y N 32 3NA C25 C28 DOUB Y N 33 3NA C25 C29 SING Y N 34 3NA C25 H25 SING N N 35 3NA C26 C29 DOUB Y N 36 3NA C27 C28 SING Y N 37 3NA C32 O33 DOUB N N 38 3NA C32 O34 SING N N 39 3NA O34 H34 SING N N 40 # # 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 3NA SMILES ACDLabs 10.04 "O=C(O)Cn2c1ccccc1c(c2)Cc3nc4c(F)c(F)cc(F)c4s3" 3NA SMILES_CANONICAL CACTVS 3.341 "OC(=O)Cn1cc(Cc2sc3c(F)cc(F)c(F)c3n2)c4ccccc14" 3NA SMILES CACTVS 3.341 "OC(=O)Cn1cc(Cc2sc3c(F)cc(F)c(F)c3n2)c4ccccc14" 3NA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c(cn2CC(=O)O)Cc3nc4c(c(cc(c4s3)F)F)F" 3NA SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c(cn2CC(=O)O)Cc3nc4c(c(cc(c4s3)F)F)F" 3NA InChI InChI 1.03 "InChI=1S/C18H11F3N2O2S/c19-11-6-12(20)18-17(16(11)21)22-14(26-18)5-9-7-23(8-15(24)25)13-4-2-1-3-10(9)13/h1-4,6-7H,5,8H2,(H,24,25)" 3NA InChIKey InChI 1.03 KYHVTMFADJNSGS-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 3NA "SYSTEMATIC NAME" ACDLabs 10.04 "{3-[(4,5,7-trifluoro-1,3-benzothiazol-2-yl)methyl]-1H-indol-1-yl}acetic acid" 3NA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-[(4,5,7-trifluoro-1,3-benzothiazol-2-yl)methyl]indol-1-yl]ethanoic 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 3NA "Create component" 2005-03-17 RCSB 3NA "Modify descriptor" 2011-06-04 RCSB 3NA "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3NA _pdbx_chem_comp_synonyms.name "3-[(4,5,7-TRIFLUOROBENZOTHIAZOL-2-YL)METHYL]INDOLE-N-ACETIC ACID" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##