data_FL1 # _chem_comp.id FL1 _chem_comp.name "5-{[({2-[4-(AMINOSULFONYL)PHENYL]ETHYL}AMINO)CARBONOTHIOYL]AMINO}-2-(6-HYDROXY-3-OXO-3H-XANTHEN-9-YL)BENZOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H23 N3 O7 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(4-SULFAMOYLPHENYLETHYLTHIOUREIDO)FLUORESCEIN" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-11-18 _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 589.639 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FL1 _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 Y _chem_comp.pdbx_model_coordinates_db_code 2F14 _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 FL1 S1 S1 S 0 1 N N N -6.017 0.883 16.916 10.009 0.666 1.227 S1 FL1 1 FL1 O1 O1 O 0 1 N N N -5.454 0.995 18.244 9.935 0.022 2.492 O1 FL1 2 FL1 O2 O2 O 0 1 N N N -7.450 0.947 16.776 10.085 2.070 1.022 O2 FL1 3 FL1 N1 N1 N 0 1 N N N -5.491 -0.495 16.283 11.339 0.029 0.475 N1 FL1 4 FL1 C1 C1 C 0 1 Y N N -5.336 2.213 15.941 8.589 0.128 0.332 C1 FL1 5 FL1 C2 C2 C 0 1 Y N N -3.970 2.158 15.595 7.961 -1.054 0.678 C2 FL1 6 FL1 C3 C3 C 0 1 Y N N -3.447 3.177 14.849 6.848 -1.476 -0.024 C3 FL1 7 FL1 C4 C4 C 0 1 Y N N -4.228 4.283 14.413 6.362 -0.715 -1.072 C4 FL1 8 FL1 C5 C5 C 0 1 Y N N -5.600 4.313 14.776 6.989 0.467 -1.416 C5 FL1 9 FL1 C6 C6 C 0 1 Y N N -6.167 3.302 15.530 8.100 0.891 -0.712 C6 FL1 10 FL1 C7 C7 C 0 1 N N N -3.605 5.409 13.571 5.148 -1.175 -1.837 C7 FL1 11 FL1 C29 C29 C 0 1 N N N -2.078 5.404 13.580 3.887 -0.612 -1.180 C29 FL1 12 FL1 N2 N2 N 0 1 N N N -1.535 6.575 12.937 2.707 -1.060 -1.924 N2 FL1 13 FL1 C8 C8 C 0 1 N N N -1.671 7.811 13.379 1.476 -0.684 -1.525 C8 FL1 14 FL1 S2 S2 S 0 1 N N N -1.748 8.187 15.022 1.291 0.317 -0.148 S2 FL1 15 FL1 N3 N3 N 0 1 N N N -1.737 8.743 12.395 0.390 -1.095 -2.210 N3 FL1 16 FL1 C9 C9 C 0 1 Y N N -1.881 10.157 12.335 -0.886 -0.808 -1.730 C9 FL1 17 FL1 C10 C10 C 0 1 Y N N -1.840 10.927 13.515 -1.882 -0.399 -2.613 C10 FL1 18 FL1 C11 C11 C 0 1 Y N N -1.975 12.322 13.460 -3.148 -0.113 -2.151 C11 FL1 19 FL1 C12 C12 C 0 1 Y N N -2.157 12.985 12.201 -3.439 -0.231 -0.789 C12 FL1 20 FL1 C13 C13 C 0 1 Y N N -2.204 12.193 10.985 -2.431 -0.647 0.108 C13 FL1 21 FL1 C14 C14 C 0 1 Y N N -2.063 10.796 11.093 -1.161 -0.938 -0.373 C14 FL1 22 FL1 C15 C15 C 0 1 N N N -2.400 12.795 9.590 -2.727 -0.776 1.550 C15 FL1 23 FL1 O3 O3 O 0 1 N N N -1.619 13.714 9.234 -1.763 -1.173 2.403 O3 FL1 24 FL1 O4 O4 O 0 1 N N N -3.330 12.350 8.878 -3.840 -0.525 1.966 O4 FL1 25 FL1 C16 C16 C 0 1 Y N N -2.290 14.518 12.249 -4.790 0.075 -0.293 C16 FL1 26 FL1 C17 C17 C 0 1 Y N N 0.227 14.904 12.760 -4.427 2.532 -0.520 C17 FL1 27 FL1 C18 C18 C 0 1 Y N N 1.267 15.783 13.006 -4.883 3.810 -0.394 C18 FL1 28 FL1 C19 C19 C 0 1 Y N N 1.070 17.217 13.033 -6.172 4.056 0.082 C19 FL1 29 FL1 C20 C20 C 0 1 Y N N -0.263 17.701 12.790 -7.006 3.007 0.435 C20 FL1 30 FL1 C21 C21 C 0 1 Y N N -4.866 17.259 11.859 -7.844 -1.625 0.919 C21 FL1 31 FL1 C22 C22 C 0 1 Y N N -6.072 16.520 11.589 -7.445 -2.963 0.817 C22 FL1 32 FL1 C23 C23 C 0 1 Y N N -6.000 15.052 11.543 -6.157 -3.287 0.344 C23 FL1 33 FL1 C24 C24 C 0 1 Y N N -4.809 14.403 11.752 -5.294 -2.304 -0.016 C24 FL1 34 FL1 C25 C25 C 0 1 Y N N -3.559 15.132 12.025 -5.684 -0.954 0.082 C25 FL1 35 FL1 C26 C26 C 0 1 Y N N -3.670 16.582 12.069 -6.974 -0.616 0.555 C26 FL1 36 FL1 C27 C27 C 0 1 Y N N -1.134 15.364 12.511 -5.255 1.459 -0.162 C27 FL1 37 FL1 C28 C28 C 0 1 Y N N -1.303 16.808 12.546 -6.560 1.699 0.315 C28 FL1 38 FL1 O5 O5 O 0 1 Y N N -2.551 17.367 12.321 -7.363 0.671 0.655 O5 FL1 39 FL1 O6 O6 O 0 1 N N N 2.089 18.023 13.270 -6.612 5.334 0.202 O6 FL1 40 FL1 O7 O7 O 0 1 N N N -7.192 17.106 11.389 -8.219 -3.856 1.140 O7 FL1 41 FL1 HN11 1HN1 H 0 0 N N N -4.610 -0.735 16.692 11.934 -0.563 0.961 HN11 FL1 42 FL1 HN12 2HN1 H 0 0 N N N -5.382 -0.388 15.295 11.521 0.244 -0.453 HN12 FL1 43 FL1 H2 H2 H 0 1 N N N -3.352 1.331 15.912 8.341 -1.648 1.496 H2 FL1 44 FL1 H3 H3 H 0 1 N N N -2.402 3.141 14.581 6.357 -2.399 0.245 H3 FL1 45 FL1 H5 H5 H 0 1 N N N -6.214 5.142 14.457 6.609 1.062 -2.234 H5 FL1 46 FL1 H6 H6 H 0 1 N N N -7.212 3.334 15.802 8.591 1.815 -0.981 H6 FL1 47 FL1 H71 1H7 H 0 1 N N N -3.930 6.363 14.012 5.211 -0.820 -2.866 H71 FL1 48 FL1 H72 2H7 H 0 1 N N N -3.942 5.285 12.531 5.106 -2.265 -1.831 H72 FL1 49 FL1 H291 1H29 H 0 0 N N N -1.734 4.518 13.026 3.823 -0.967 -0.151 H291 FL1 50 FL1 H292 2H29 H 0 0 N N N -1.731 5.382 14.624 3.929 0.477 -1.187 H292 FL1 51 FL1 HN2 HN2 H 0 1 N N N -1.016 6.440 12.093 2.812 -1.626 -2.705 HN2 FL1 52 FL1 HN3 HN3 H 0 1 N N N -1.667 8.334 11.485 0.498 -1.591 -3.037 HN3 FL1 53 FL1 H10 H10 H 0 1 N N N -1.704 10.439 14.469 -1.661 -0.306 -3.666 H10 FL1 54 FL1 H11 H11 H 0 1 N N N -1.942 12.901 14.371 -3.915 0.205 -2.841 H11 FL1 55 FL1 H14 H14 H 0 1 N N N -2.095 10.196 10.196 -0.385 -1.256 0.308 H14 FL1 56 FL1 HO4 HO4 H 0 1 N N N -3.343 12.812 8.048 ? ? ? HO4 FL1 57 FL1 H17 H17 H 0 1 N N N 0.430 13.843 12.752 -3.430 2.346 -0.890 H17 FL1 58 FL1 H18 H18 H 0 1 N N N 2.256 15.387 13.183 -4.244 4.638 -0.665 H18 FL1 59 FL1 H20 H20 H 0 1 N N N -0.458 18.763 12.797 -8.001 3.208 0.803 H20 FL1 60 FL1 H21 H21 H 0 1 N N N -4.891 18.338 11.898 -8.832 -1.382 1.282 H21 FL1 61 FL1 H23 H23 H 0 1 N N N -6.893 14.479 11.343 -5.856 -4.322 0.267 H23 FL1 62 FL1 H24 H24 H 0 1 N N N -4.788 13.324 11.715 -4.308 -2.556 -0.378 H24 FL1 63 FL1 HO7 HO7 H 0 1 N N N -7.627 17.251 12.221 ? ? ? HO7 FL1 64 # # 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 FL1 S1 O1 DOUB N N 1 FL1 S1 O2 DOUB N N 2 FL1 S1 N1 SING N N 3 FL1 S1 C1 SING N N 4 FL1 N1 HN11 SING N N 5 FL1 N1 HN12 SING N N 6 FL1 C1 C2 DOUB Y N 7 FL1 C1 C6 SING Y N 8 FL1 C2 C3 SING Y N 9 FL1 C2 H2 SING N N 10 FL1 C3 C4 DOUB Y N 11 FL1 C3 H3 SING N N 12 FL1 C4 C5 SING Y N 13 FL1 C4 C7 SING N N 14 FL1 C5 C6 DOUB Y N 15 FL1 C5 H5 SING N N 16 FL1 C6 H6 SING N N 17 FL1 C7 C29 SING N N 18 FL1 C7 H71 SING N N 19 FL1 C7 H72 SING N N 20 FL1 C29 N2 SING N N 21 FL1 C29 H291 SING N N 22 FL1 C29 H292 SING N N 23 FL1 N2 C8 SING N N 24 FL1 N2 HN2 SING N N 25 FL1 C8 S2 DOUB N N 26 FL1 C8 N3 SING N N 27 FL1 N3 C9 SING N N 28 FL1 N3 HN3 SING N N 29 FL1 C9 C10 SING Y N 30 FL1 C9 C14 DOUB Y N 31 FL1 C10 C11 DOUB Y N 32 FL1 C10 H10 SING N N 33 FL1 C11 C12 SING Y N 34 FL1 C11 H11 SING N N 35 FL1 C12 C13 DOUB Y N 36 FL1 C12 C16 SING Y N 37 FL1 C13 C14 SING Y N 38 FL1 C13 C15 SING N N 39 FL1 C14 H14 SING N N 40 FL1 C15 O3 DOUB N N 41 FL1 C15 O4 SING N N 42 FL1 O4 HO4 SING N N 43 FL1 C16 C25 SING Y N 44 FL1 C16 C27 DOUB Y N 45 FL1 C17 C18 DOUB Y N 46 FL1 C17 C27 SING Y N 47 FL1 C17 H17 SING N N 48 FL1 C18 C19 SING Y N 49 FL1 C18 H18 SING N N 50 FL1 C19 C20 SING Y N 51 FL1 C19 O6 DOUB N N 52 FL1 C20 C28 DOUB Y N 53 FL1 C20 H20 SING N N 54 FL1 C21 C22 DOUB Y N 55 FL1 C21 C26 SING Y N 56 FL1 C21 H21 SING N N 57 FL1 C22 C23 SING Y N 58 FL1 C22 O7 SING N N 59 FL1 C23 C24 DOUB Y N 60 FL1 C23 H23 SING N N 61 FL1 C24 C25 SING Y N 62 FL1 C24 H24 SING N N 63 FL1 C25 C26 DOUB Y N 64 FL1 C26 O5 SING Y N 65 FL1 C27 C28 SING Y N 66 FL1 C28 O5 SING Y N 67 FL1 O7 HO7 SING N N 68 # # 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 FL1 SMILES ACDLabs 10.04 "O=S(=O)(N)c1ccc(cc1)CCNC(=S)Nc5ccc(C=2c4c(OC=3C=2C=CC(=O)C=3)cc(O)cc4)c(C(=O)O)c5" FL1 SMILES_CANONICAL CACTVS 3.341 "N[S](=O)(=O)c1ccc(CCNC(=S)Nc2ccc(c(c2)C(O)=O)C3=C4C=CC(=O)C=C4Oc5cc(O)ccc35)cc1" FL1 SMILES CACTVS 3.341 "N[S](=O)(=O)c1ccc(CCNC(=S)Nc2ccc(c(c2)C(O)=O)C3=C4C=CC(=O)C=C4Oc5cc(O)ccc35)cc1" FL1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CCNC(=S)Nc2ccc(c(c2)C(=O)O)C3=C4C=CC(=O)C=C4Oc5c3ccc(c5)O)S(=O)(=O)N" FL1 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CCNC(=S)Nc2ccc(c(c2)C(=O)O)C3=C4C=CC(=O)C=C4Oc5c3ccc(c5)O)S(=O)(=O)N" FL1 InChI InChI 1.03 "InChI=1S/C29H23N3O7S2/c30-41(37,38)20-6-1-16(2-7-20)11-12-31-29(40)32-17-3-8-21(24(13-17)28(35)36)27-22-9-4-18(33)14-25(22)39-26-15-19(34)5-10-23(26)27/h1-10,13-15,33H,11-12H2,(H,35,36)(H2,30,37,38)(H2,31,32,40)" FL1 InChIKey InChI 1.03 ZXJGFVGTIKDQMI-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 FL1 "SYSTEMATIC NAME" ACDLabs 10.04 "2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-({[2-(4-sulfamoylphenyl)ethyl]carbamothioyl}amino)benzoic acid" FL1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(3-hydroxy-6-oxo-xanthen-9-yl)-5-[2-(4-sulfamoylphenyl)ethylcarbamothioylamino]benzoic 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 FL1 "Create component" 2005-11-18 RCSB FL1 "Modify aromatic_flag" 2011-06-04 RCSB FL1 "Modify descriptor" 2011-06-04 RCSB FL1 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FL1 _pdbx_chem_comp_synonyms.name "(4-SULFAMOYLPHENYLETHYLTHIOUREIDO)FLUORESCEIN" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##