data_FBQ # _chem_comp.id FBQ _chem_comp.name "1-[3-({[(4-AMINO-5-FLUORO-2-METHYLQUINOLIN-3-YL)METHYL]THIO}METHYL)PHENYL]-2,2,2-TRIFLUOROETHANE-1,1-DIOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H18 F4 N2 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4-AMINO-5-FLUORO-2-METHYL-3-(3-TRIFLUOROACETYLBENZYLTHIOMETHYL)QUINOLINE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-04-24 _chem_comp.pdbx_modified_date 2021-03-01 _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 426.428 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FBQ _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 1HBJ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 FBQ N1 N1 N 0 1 Y N N 4.933 69.410 63.417 1.475 0.906 4.877 N1 FBQ 1 FBQ C2 C2 C 0 1 Y N N 5.328 69.958 64.584 0.227 0.755 5.335 C2 FBQ 2 FBQ C3 C3 C 0 1 Y N N 4.425 69.998 65.689 -0.679 -0.087 4.649 C3 FBQ 3 FBQ C4 C4 C 0 1 Y N N 3.135 69.457 65.532 -0.242 -0.758 3.483 C4 FBQ 4 FBQ C5 C5 C 0 1 Y N N 2.732 68.866 64.281 1.063 -0.549 3.065 C5 FBQ 5 FBQ C6 C6 C 0 1 Y N N 3.680 68.860 63.206 1.893 0.288 3.796 C6 FBQ 6 FBQ C7 C7 C 0 1 Y N N 4.892 70.609 66.936 -1.987 -0.241 5.134 C7 FBQ 7 FBQ C8 C8 C 0 1 Y N N 6.206 71.125 67.049 -2.370 0.424 6.263 C8 FBQ 8 FBQ C9 C9 C 0 1 Y N N 7.057 71.051 65.935 -1.479 1.253 6.938 C9 FBQ 9 FBQ C10 C10 C 0 1 Y N N 6.617 70.476 64.688 -0.203 1.424 6.493 C10 FBQ 10 FBQ N11 N11 N 0 1 N N N 2.214 69.459 66.574 -1.094 -1.594 2.778 N11 FBQ 11 FBQ C12 C12 C 0 1 N N N 1.329 68.254 64.125 1.581 -1.238 1.829 C12 FBQ 12 FBQ S13 S13 S 0 1 N N N 1.447 66.484 64.783 1.273 -0.193 0.379 S13 FBQ 13 FBQ C14 C14 C 0 1 N N N 3.071 66.107 65.503 1.979 -1.242 -0.920 C14 FBQ 14 FBQ C15 C15 C 0 1 Y N N 4.221 65.875 64.546 1.831 -0.556 -2.254 C15 FBQ 15 FBQ C16 C16 C 0 1 Y N N 4.120 65.072 63.407 0.702 -0.773 -3.021 C16 FBQ 16 FBQ C17 C17 C 0 1 Y N N 5.269 64.868 62.583 0.565 -0.140 -4.243 C17 FBQ 17 FBQ C18 C18 C 0 1 Y N N 6.541 65.525 62.885 1.561 0.701 -4.701 C18 FBQ 18 FBQ C19 C19 C 0 1 Y N N 6.654 66.346 64.027 2.693 0.913 -3.936 C19 FBQ 19 FBQ C20 C20 C 0 1 Y N N 5.483 66.515 64.872 2.828 0.284 -2.713 C20 FBQ 20 FBQ C21 C21 C 0 1 N N N 5.257 63.971 61.406 -0.668 -0.371 -5.077 C21 FBQ 21 FBQ C22 C22 C 0 1 N N N 5.525 62.537 61.930 -1.731 0.666 -4.713 C22 FBQ 22 FBQ F23 F23 F 0 1 N N N 5.435 61.532 60.975 -2.877 0.452 -5.487 F23 FBQ 23 FBQ F24 F24 F 0 1 N N N 4.553 62.290 62.930 -2.055 0.546 -3.357 F24 FBQ 24 FBQ F25 F25 F 0 1 N N N 6.742 62.501 62.665 -1.234 1.950 -4.961 F25 FBQ 25 FBQ O26 O26 O 0 1 N N N 4.088 64.087 60.533 -0.337 -0.248 -6.462 O26 FBQ 26 FBQ F27 F27 F 0 1 N N N 4.082 70.713 68.041 -2.862 -1.043 4.488 F27 FBQ 27 FBQ C28 C28 C 0 1 N N N 3.362 68.252 61.825 3.311 0.500 3.333 C28 FBQ 28 FBQ OS6 6OS O 0 1 N Y N 6.416 64.220 60.606 -1.176 -1.682 -4.823 OS6 FBQ 29 FBQ HC8 8HC H 0 1 N N N 6.554 71.576 67.993 -3.376 0.306 6.637 HC8 FBQ 30 FBQ HC9 9HC H 0 1 N N N 8.085 71.441 66.015 -1.804 1.770 7.829 HC9 FBQ 31 FBQ HC01 1HC0 H 0 0 N N N 7.298 70.446 63.821 0.474 2.070 7.030 HC01 FBQ 32 FBQ H111 1H11 H 0 0 N N N 1.279 69.067 66.460 -0.884 -1.841 1.864 H111 FBQ 33 FBQ H112 2H11 H 0 0 N N N 2.113 70.419 66.902 -1.899 -1.933 3.199 H112 FBQ 34 FBQ H121 1H12 H 0 0 N N N 0.932 68.314 63.085 2.653 -1.410 1.932 H121 FBQ 35 FBQ H122 2H12 H 0 0 N N N 0.527 68.855 64.613 1.070 -2.193 1.704 H122 FBQ 36 FBQ H141 1H14 H 0 0 N N N 2.977 65.231 66.187 3.035 -1.414 -0.715 H141 FBQ 37 FBQ H142 2H14 H 0 0 N N N 3.349 66.908 66.227 1.453 -2.197 -0.943 H142 FBQ 38 FBQ HC61 1HC6 H 0 0 N N N 3.159 64.598 63.146 -0.075 -1.430 -2.663 HC61 FBQ 39 FBQ HC81 1HC8 H 0 0 N N N 7.410 65.379 62.221 1.455 1.193 -5.657 HC81 FBQ 40 FBQ HC91 1HC9 H 0 0 N N N 7.606 66.846 64.272 3.471 1.570 -4.294 HC91 FBQ 41 FBQ HC02 2HC0 H 0 0 N N N 5.761 66.219 65.910 3.712 0.450 -2.115 HC02 FBQ 42 FBQ HO62 2HO6 H 0 0 N N N 4.080 63.511 59.777 0.000 0.648 -6.590 HO62 FBQ 43 FBQ H281 1H28 H 0 0 N N N 2.353 67.809 61.655 3.959 -0.244 3.794 H281 FBQ 44 FBQ H282 2H28 H 0 0 N N N 4.137 67.489 61.579 3.357 0.401 2.248 H282 FBQ 45 FBQ H283 3H28 H 0 0 N N N 3.557 69.019 61.039 3.642 1.498 3.621 H283 FBQ 46 FBQ H6SO OH6S H 0 0 N N N 6.408 63.644 59.850 -1.386 -1.723 -3.880 H6SO FBQ 47 # # 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 FBQ N1 C2 DOUB Y N 1 FBQ N1 C6 SING Y N 2 FBQ C2 C3 SING Y N 3 FBQ C2 C10 SING Y N 4 FBQ C3 C4 DOUB Y N 5 FBQ C3 C7 SING Y N 6 FBQ C4 C5 SING Y N 7 FBQ C4 N11 SING N N 8 FBQ C5 C6 DOUB Y N 9 FBQ C5 C12 SING N N 10 FBQ C6 C28 SING N N 11 FBQ C7 C8 DOUB Y N 12 FBQ C7 F27 SING N N 13 FBQ C8 C9 SING Y N 14 FBQ C8 HC8 SING N N 15 FBQ C9 C10 DOUB Y N 16 FBQ C9 HC9 SING N N 17 FBQ C10 HC01 SING N N 18 FBQ N11 H111 SING N N 19 FBQ N11 H112 SING N N 20 FBQ C12 S13 SING N N 21 FBQ C12 H121 SING N N 22 FBQ C12 H122 SING N N 23 FBQ S13 C14 SING N N 24 FBQ C14 C15 SING N N 25 FBQ C14 H141 SING N N 26 FBQ C14 H142 SING N N 27 FBQ C15 C16 DOUB Y N 28 FBQ C15 C20 SING Y N 29 FBQ C16 C17 SING Y N 30 FBQ C16 HC61 SING N N 31 FBQ C17 C18 DOUB Y N 32 FBQ C17 C21 SING N N 33 FBQ C18 C19 SING Y N 34 FBQ C18 HC81 SING N N 35 FBQ C19 C20 DOUB Y N 36 FBQ C19 HC91 SING N N 37 FBQ C20 HC02 SING N N 38 FBQ C21 C22 SING N N 39 FBQ C21 O26 SING N N 40 FBQ C21 OS6 SING N N 41 FBQ C22 F23 SING N N 42 FBQ C22 F24 SING N N 43 FBQ C22 F25 SING N N 44 FBQ O26 HO62 SING N N 45 FBQ C28 H281 SING N N 46 FBQ C28 H282 SING N N 47 FBQ C28 H283 SING N N 48 FBQ OS6 H6SO SING N N 49 # # 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 FBQ SMILES ACDLabs 10.04 "FC(F)(F)C(O)(O)c1cccc(c1)CSCc2c(c3c(F)cccc3nc2C)N" FBQ SMILES_CANONICAL CACTVS 3.341 "Cc1nc2cccc(F)c2c(N)c1CSCc3cccc(c3)C(O)(O)C(F)(F)F" FBQ SMILES CACTVS 3.341 "Cc1nc2cccc(F)c2c(N)c1CSCc3cccc(c3)C(O)(O)C(F)(F)F" FBQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c2c(n1)cccc2F)N)CSCc3cccc(c3)C(C(F)(F)F)(O)O" FBQ SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c2c(n1)cccc2F)N)CSCc3cccc(c3)C(C(F)(F)F)(O)O" FBQ InChI InChI 1.03 "InChI=1S/C20H18F4N2O2S/c1-11-14(18(25)17-15(21)6-3-7-16(17)26-11)10-29-9-12-4-2-5-13(8-12)19(27,28)20(22,23)24/h2-8,27-28H,9-10H2,1H3,(H2,25,26)" FBQ InChIKey InChI 1.03 GPBGHVRNVGXPNM-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 FBQ "SYSTEMATIC NAME" ACDLabs 10.04 "1-[3-({[(4-amino-5-fluoro-2-methylquinolin-3-yl)methyl]sulfanyl}methyl)phenyl]-2,2,2-trifluoroethane-1,1-diol" FBQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[3-[(4-amino-5-fluoro-2-methyl-quinolin-3-yl)methylsulfanylmethyl]phenyl]-2,2,2-trifluoro-ethane-1,1-diol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FBQ "Create component" 2001-04-24 EBI FBQ "Modify descriptor" 2011-06-04 RCSB FBQ "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FBQ _pdbx_chem_comp_synonyms.name "4-AMINO-5-FLUORO-2-METHYL-3-(3-TRIFLUOROACETYLBENZYLTHIOMETHYL)QUINOLINE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##