data_323 # _chem_comp.id 323 _chem_comp.name "2-[3,6-bis(dimethylamino)xanthen-9-yl]-5-methanoyl-benzoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "5-Carboxy-N,N'-tetramethyl rhodamine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-30 _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 414.453 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 323 _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 3D1F _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 323 C1 C1 C 0 1 N N N 48.094 96.682 122.501 0.004 -0.245 -0.844 C1 323 1 323 O1 O1 O 0 1 N N N 47.916 96.158 125.382 -0.061 2.081 0.812 O1 323 2 323 N1 N1 N 1 1 N N N 44.907 92.386 124.527 -4.775 2.615 0.242 N1 323 3 323 C10 C10 C 0 1 Y N N 46.544 94.703 122.093 -2.453 0.100 -1.094 C10 323 4 323 C11 C11 C 0 1 Y N N 45.780 93.673 122.564 -3.620 0.789 -0.835 C11 323 5 323 C12 C12 C 0 1 Y N N 45.653 93.381 124.034 -3.595 1.915 -0.021 C12 323 6 323 C13 C13 C 0 1 Y N N 46.469 94.344 124.946 -2.396 2.342 0.529 C13 323 7 323 C14 C14 C 0 1 N N N 50.768 99.557 128.027 5.907 2.492 -0.328 C14 323 8 323 C15 C15 C 0 1 N N N 51.769 101.028 126.242 4.521 4.058 1.109 C15 323 9 323 C16 C16 C 0 1 N N N 44.783 92.107 125.991 -6.041 2.162 -0.340 C16 323 10 323 C17 C17 C 0 1 N N N 44.139 91.477 123.649 -4.747 3.802 1.101 C17 323 11 323 C18 C18 C 0 1 Y N N 48.202 96.978 120.996 0.038 -1.491 0.003 C18 323 12 323 C19 C19 C 0 1 Y N N 47.039 97.593 120.434 0.019 -1.388 1.380 C19 323 13 323 O2 O2 O -1 1 N N N 50.893 95.933 121.916 -0.951 -2.885 -2.704 O2 323 14 323 N2 N2 N 0 1 N N N 50.895 99.873 126.599 4.617 2.874 0.251 N2 323 15 323 C2 C2 C 0 1 Y N N 47.327 95.636 122.971 -1.254 0.524 -0.546 C2 323 16 323 C20 C20 C 0 1 Y N N 47.028 97.910 119.051 0.049 -2.523 2.165 C20 323 17 323 C21 C21 C 0 1 Y N N 48.148 97.634 118.222 0.098 -3.789 1.568 C21 323 18 323 C22 C22 C 0 1 Y N N 49.309 97.019 118.798 0.116 -3.900 0.177 C22 323 19 323 C23 C23 C 0 1 Y N N 49.365 96.675 120.190 0.081 -2.748 -0.608 C23 323 20 323 C24 C24 C 0 1 N N N 50.659 96.031 120.641 0.100 -2.855 -2.079 C24 323 21 323 C25 C25 C 0 1 N N N 48.092 97.989 116.793 0.135 -4.999 2.406 C25 323 22 323 O3 O3 O 0 1 N N N 51.451 95.622 119.738 1.166 -2.914 -2.674 O3 323 23 323 C3 C3 C 0 1 Y N N 47.221 95.356 124.445 -1.223 1.647 0.266 C3 323 24 323 O4 O4 O 0 1 N N N 49.104 98.415 116.254 0.182 -6.094 1.887 O4 323 25 323 C4 C4 C 0 1 Y N N 48.698 97.218 124.908 1.123 1.712 0.268 C4 323 26 323 C5 C5 C 0 1 Y N N 48.816 97.517 123.519 1.218 0.592 -0.543 C5 323 27 323 C6 C6 C 0 1 Y N N 49.377 97.993 125.900 2.256 2.471 0.533 C6 323 28 323 C7 C7 C 0 1 Y N N 50.204 99.097 125.550 3.478 2.111 -0.015 C7 323 29 323 C8 C8 C 0 1 Y N N 50.328 99.407 124.173 3.567 0.986 -0.826 C8 323 30 323 C9 C9 C 0 1 Y N N 49.665 98.655 123.179 2.440 0.233 -1.087 C9 323 31 323 H10 H10 H 0 1 N N N 46.587 94.855 121.025 -2.474 -0.775 -1.727 H10 323 32 323 H11 H11 H 0 1 N N N 45.251 93.049 121.859 -4.552 0.454 -1.266 H11 323 33 323 H13 H13 H 0 1 N N N 46.435 94.201 126.016 -2.374 3.217 1.162 H13 323 34 323 H114 H114 H 0 0 N N N 50.736 98.466 128.160 6.672 3.201 -0.011 H114 323 35 323 H214 H214 H 0 0 N N N 51.631 99.968 128.571 6.175 1.491 0.012 H214 323 36 323 H314 H314 H 0 0 N N N 49.841 100.001 128.420 5.833 2.498 -1.416 H314 323 37 323 H115 H115 H 0 0 N N N 51.984 101.618 127.145 4.300 4.933 0.497 H115 323 38 323 H215 H215 H 0 0 N N N 52.712 100.656 125.814 3.725 3.914 1.839 H215 323 39 323 H315 H315 H 0 0 N N N 51.256 101.661 125.504 5.468 4.208 1.628 H315 323 40 323 H116 H116 H 0 0 N N N 44.753 91.020 126.156 -6.522 1.458 0.339 H116 323 41 323 H216 H216 H 0 0 N N N 45.648 92.534 126.520 -6.695 3.020 -0.498 H216 323 42 323 H316 H316 H 0 0 N N N 43.857 92.562 126.374 -5.847 1.672 -1.294 H316 323 43 323 H117 H117 H 0 0 N N N 43.948 91.972 122.685 -4.907 3.504 2.138 H117 323 44 323 H217 H217 H 0 0 N N N 44.716 90.556 123.480 -3.778 4.293 1.010 H217 323 45 323 H317 H317 H 0 0 N N N 43.181 91.227 124.128 -5.534 4.490 0.795 H317 323 46 323 H19 H19 H 0 1 N N N 46.182 97.813 121.053 -0.018 -0.414 1.846 H19 323 47 323 H20 H20 H 0 1 N N N 46.151 98.370 118.620 0.035 -2.435 3.241 H20 323 48 323 H22 H22 H 0 1 N N N 50.161 96.810 118.169 0.154 -4.874 -0.289 H22 323 49 323 H25 H25 H 0 1 N N N 47.176 97.875 116.233 0.121 -4.911 3.482 H25 323 50 323 H6 H6 H 0 1 N N N 49.259 97.734 126.942 2.184 3.344 1.165 H6 323 51 323 H8 H8 H 0 1 N N N 50.946 100.241 123.876 4.517 0.702 -1.254 H8 323 52 323 H9 H9 H 0 1 N N N 49.789 98.928 122.142 2.511 -0.640 -1.719 H9 323 53 # # 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 323 O4 C25 DOUB N N 1 323 C25 C21 SING N N 2 323 C21 C22 DOUB Y N 3 323 C21 C20 SING Y N 4 323 C22 C23 SING Y N 5 323 C20 C19 DOUB Y N 6 323 O3 C24 DOUB N N 7 323 C23 C24 SING N N 8 323 C23 C18 DOUB Y N 9 323 C19 C18 SING Y N 10 323 C24 O2 SING N N 11 323 C18 C1 SING N N 12 323 C10 C11 DOUB Y N 13 323 C10 C2 SING Y N 14 323 C1 C2 DOUB N N 15 323 C1 C5 SING N N 16 323 C11 C12 SING Y N 17 323 C2 C3 SING Y N 18 323 C9 C5 DOUB Y N 19 323 C9 C8 SING Y N 20 323 C5 C4 SING Y N 21 323 C17 N1 SING N N 22 323 C12 N1 DOUB N N 23 323 C12 C13 SING Y N 24 323 C8 C7 DOUB Y N 25 323 C3 C13 DOUB Y N 26 323 C3 O1 SING N N 27 323 N1 C16 SING N N 28 323 C4 O1 SING N N 29 323 C4 C6 DOUB Y N 30 323 C7 C6 SING Y N 31 323 C7 N2 SING N N 32 323 C15 N2 SING N N 33 323 N2 C14 SING N N 34 323 C10 H10 SING N N 35 323 C11 H11 SING N N 36 323 C13 H13 SING N N 37 323 C14 H114 SING N N 38 323 C14 H214 SING N N 39 323 C14 H314 SING N N 40 323 C15 H115 SING N N 41 323 C15 H215 SING N N 42 323 C15 H315 SING N N 43 323 C16 H116 SING N N 44 323 C16 H216 SING N N 45 323 C16 H316 SING N N 46 323 C17 H117 SING N N 47 323 C17 H217 SING N N 48 323 C17 H317 SING N N 49 323 C19 H19 SING N N 50 323 C20 H20 SING N N 51 323 C22 H22 SING N N 52 323 C25 H25 SING N N 53 323 C6 H6 SING N N 54 323 C8 H8 SING N N 55 323 C9 H9 SING N N 56 # # 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 323 SMILES ACDLabs 10.04 "[O-]C(=O)c4cc(C=O)ccc4C=1c3c(OC=2C=1C=C/C(=[N+](/C)C)C=2)cc(cc3)N(C)C" 323 SMILES_CANONICAL CACTVS 3.341 "CN(C)c1ccc2c(OC3=CC(C=CC3=C2c4ccc(C=O)cc4C([O-])=O)=[N+](C)C)c1" 323 SMILES CACTVS 3.341 "CN(C)c1ccc2c(OC3=CC(C=CC3=C2c4ccc(C=O)cc4C([O-])=O)=[N+](C)C)c1" 323 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)c1ccc2c(c1)OC3=CC(=[N+](C)C)C=CC3=C2c4ccc(cc4C(=O)[O-])C=O" 323 SMILES "OpenEye OEToolkits" 1.5.0 "CN(C)c1ccc2c(c1)OC3=CC(=[N+](C)C)C=CC3=C2c4ccc(cc4C(=O)[O-])C=O" 323 InChI InChI 1.03 "InChI=1S/C25H22N2O4/c1-26(2)16-6-9-19-22(12-16)31-23-13-17(27(3)4)7-10-20(23)24(19)18-8-5-15(14-28)11-21(18)25(29)30/h5-14H,1-4H3" 323 InChIKey InChI 1.03 ZFGLYCCNMJCDCP-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 323 "SYSTEMATIC NAME" ACDLabs 10.04 "2-[6-(dimethylamino)-3-(dimethyliminio)-3H-xanthen-9-yl]-5-formylbenzoate" 323 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(3-dimethylamino-6-dimethylazaniumylidene-xanthen-9-yl)-5-methanoyl-benzoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 323 "Create component" 2008-06-30 RCSB 323 "Modify aromatic_flag" 2011-06-04 RCSB 323 "Modify descriptor" 2011-06-04 RCSB 323 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 323 _pdbx_chem_comp_synonyms.name "5-Carboxy-N,N'-tetramethyl rhodamine" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##